Vacation Home Rentals By Owner In Key West, FL

We love this home, and we just know you will too!! A fully renovated conch home with amazing finishes and 3 great bedrooms! Open concept downstairs is fun and airy, with a sizeable family room, dining room, guest room and a half bath. Upstairs two great bedrooms. First the master and bath with an amazing tub and separate shower, and then a second with its own hallway bath! Sip coffee on the front porch in the morning and watch the world wake up or have breakfast on the patio, quiet and relaxing. You'll never want to leave but you will as the artisan bakery is right across the street! Crave adventure The North Seaport is just 2 blocks walk for Cuban Coffee, the Dry Tortugas, or Deep-Sea fishing! Feel like pushing it up Duvall is just a short 10-minute walk! Close enough to go there anytime on a whim, but far enough to enjoy the quiet.

Come stay in an amazing house close to everything! Duvall! North Seaport!

Key West, Florida, United States

Bed

Bath

Sleeps

$328.13

FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 60 days prior to your arrival!brbrWhen exploring Old Town Key West it is typical to stumble upon a surprise tropical bloom that reminds you of the magic of the island you have found yourself on. At the right time of year when enjoying the private garden of this townhouse, you may look up into the trees and spot a bunch of bananas smiling down on you. BANANA BLOSSOMS surprises you with all that has been thoughtfully prepared for you and helps you to enjoy the beauty of the island you have chosen to visit. No expense was spared when outfitting and furnishing this classic townhouse. Paired with Last Key Realty's Five-Star Guest Services and Full Time Concierge staff, a stay at BANANA BLOSSOMS was designed to offer the very best possible vacation rental experience in the Key West Truman Annex.brbrTHE PRIVATE GARDENS...brbrHaving your own quiet outdoor space to sunbathe, nap in the shade, enjoy an outdoor meal, or read a quiet book listening to the rustle of the palm fronds is essential for a luxurious island experience. This townhouse has two private outdoor areas: a deck with outdoor dining for four under a large umbrella and a bistro set for a morning coffee, as well as a side garden with chaise lounges and another outdoor dining table by your own charcoal grill. Whether you are having an intimate cookout of today's fresh catch or a mimosa toast before a day exploring Duval, you'll have plenty of options outside to enjoy.brbrTHE LIVING AREA and KITCHEN...brbrThe living and dining areas are bright and airy with coastal décor and high-end furnishings. Keep the French doors open to enjoy the island breezes even from inside. A sofa and four chairs let the group gather in the living area in front of a flat screen HD Smart TV. The dining room has a large dining table with seating for six. The kitchen is fully equipped with all of the tools and appliances you'll need to prepare meals at home, and includes plenty of place settings for meals inside or outside. There is a half bathroom on the main floor for convenience.brbrTHE ACCOMMODATIONS...brbr• Master Suite: King bed, a full closet, flat screen HD TV, an en-suite bathroom with a glass shower, balcony access.brbr• Second Master Suite: Two Twin beds OR One King bed, a full closet, flat screen HD TV, an en-suite bathroom with a glass shower, balcony access.brbrTHE GATED COMMUNITY...brbrTruman Annex is the most exclusive private residence community in Old Town Key West. Located just off the main drag of Duval Street, Truman Annex is an oasis of calm, quiet streets lined with palm trees and beautiful Floridian homes. Within Truman Annex, the Mills Place complex is famous for its history as a former United States Marine Hospital. The units in the Mills Place complex share a large pool that gets plenty of sunlight all day, and is surrounded by comfortable padded chaise lounge chairs. This townhouse is located just down a small path from the pool and includes pool towels to bring with you to enjoy a swim.brbrALL LAST KEY VACATION HOMES INCLUDE:brbr• Washer and Dryerbr• Central A/Cbr• Ceiling Fansbr• Flat Screen Cable TVs in Living Room & All Bedroomsbr• Fully-Equipped Kitchenbr• Basic stock of spicesbr• Starter supply of paper productsbr• Starter set of cleaning productsbr• Linens and Towels providedbr• Wireless high-speed Internet access and full cable is includedbr• Full Time Concierge ServicebrbrIn addition, this fully stocked home also includes, but is not limited to the amenities on this list:brbr• Fully Fenced & Landscaped Private Yard br• Propane Grillbr• Sleeper Sofabr• Off-Street Covered Parking in CarportbrbrOther notes:brbr• Interim housekeeping provided upon requestbr• This property will accommodate up to 5 adultsbr• Last Key Realty vacation homes are rented to family groups and responsible adult groups only. Groups who expect they may cause after hours noise will not be a good fit for this home and should be aware they may incur additional penalties when in residence for violations. There will be a $500 charge for after-hours dispatch of our staff in response to calls resulting from verified noise complaints for violations by our guests in residence.

**BANANA BLOSSOMS @ THE ANNEX** Lush Villa by Beach + Pool + LAST KEY SERVICES

Key West, Florida, United States

Bed

Bath

Sleeps

$489.76

This Dade County pine house has a strong connection to the sea. It was built in 1910 by ship's carpenters and owned for decades by a modern day ship salvager. This beautiful and spacious 3 bedroom 2.5 bathroom home is in a lovely peaceful neighborhood. Enjoy a comfortable indoor/outdoor lifestyle with plenty of living space. Full of fun vintage, antique, and modern furniture and decor, the home retains its vintage charm, while updates make for easy modern living. The flexible space works for families, couples, and friends. Separate living areas flow together allowing everyone some space and makes the house feel very spacious. There is ample storage and we have provided everything you need to make your stay as comfortable as possible. The large kitchen has granite countertops, an island with seating, and brand new SS appliances. The breakfast room in the kitchen is the perfect place to enjoy your morning cafe con leche from a neighborhood coffee shop. There are three outdoor spaces with a lovely view of the neighorhood from the second story porch. Enjoy friendly neighbors, walking to morning coffee, restaurants, art galleries, the grocery, the beach, and more. The yard is fully fenced and there is easy parking directly in front of the house. brbrThings to note:br-This is a MONTHLY RENTAL. The City of Key West requires a minimum stay of 28 nights in our neighborhood. You can pay for 28 nights and stay for less time if you wish, but we cannot rent it for less than 28 days at a time. Stay a month or more and live like a local! Exception will be made for Feb.brbr-Babies using the pack-n-play are not included in the maximum of 6 occupantsbr-The dining room table can expand to seat 8. Make some local friends and invite them to dinner! Plenty of dishes, serving pieces and even grandmother's china for entertainingbr-There is a 50 smart TV in the living room with a great sound system. You can stream music from your phone and hear it throughout the house. You can use your own streaming services on the TV. Smart TV also in MBR.br-Full size washer and dryer in the Powder Roombr-Please be as respectful of the property as you would be with your own and follow the instructions in the guidebookbrbrbrThe Neighborhood: brGarrison Bight is two blocks away. Rent boats, take a charter boat fishing trip, eat at restaurants, walk around the Bight.brBayview Park is 3 blocks away. The park has public tennis courts (two tennis rackets and a can of balls are available), a fun playground, basketball courts, open green space, and a baseball diamond.brHiggs Beach is the closest beach and is a 15-20 minute walk, 6 minute bike or 5 minute drivebrDuval Street is a short 8 minute bike ride away (we encourage you to rent bikes and bike all over the island)brbrCity license # LIC2022-000002brCounty license #5094965

Bright and Comfortable 3 bedroom/2.5 bath Classic Conch in the Meadows

Key West, Florida, United States

Bed

Bath

Sleeps

$307.03

QUINTESSENTIAL HISTORIC CONCH HOME…brExhale the cares of the world as you approach this classic and charming Key West gem! Nirvana awaits you as you step up on the cozy and welcoming front porch that embraces you with warm Key West vibes. This is not just a home but a lifestyle, a harmonious blend of modern conveniences and timeless charm. With its ideal location, you are just moments away from all that Key West has to offer--vibrant nightlife, exquisite dining, and stunning beaches.br***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGEbrbrDETAILS AND AMENITIES…brUpon entering this 3 bedroom 1.5 bath residence, you are greeted by a sun-drenched interior adorned with Dade County pine hardwood flooring and high ceilings that create an inviting and spacious atmosphere, perfect for both relaxation and entertaining. The heart of this home lies in its kitchen, a culinary haven equipped with stainless steel appliances, 6 burner Viking stove top, pantry space, and a comfortable seating area. The open design allows for seamless flow from the kitchen to the back patio, making it effortless to host gatherings or enjoy quiet family meals by the pool. Ascend to the second floor to find a striking stained glass window that adds a touch of elegance to your arrival. Enjoy a second floor bonus room that is currently set up as a home office, providing flexibility for your lifestyle needs.brbrSLEEPING ARRANGEMENTS:brOn the second level, you'll discover a generous king primary suite, boasting cathedral ceilings and an abundance of closet space, creating a serene retreat. A delightful guest bedroom with a queen bed completes this level, featuring access to a private rooftop terrace that overlooks the inviting pool, perfect for unwinding at sunset or enjoying morning coffee in solitude. Both rooms share a full bathroom with a shower. A powder room resides on the first level. The poolside cabana offers additional sleeping arrangements on the full sofa sleeper, a mini fridge, sink and microwave.brbrOUTDOOR LIVING…brStep outside to discover a relaxing pool area, complete with an air-conditioned poolside guest cabana and an outdoor shower. This versatile space features a wet bar and a cozy seating area that easily transforms into a pull-out sofa bed, ideal for hosting visiting friends and family or enjoying a peaceful afternoon by the pool, which comes heated during the cooler months.brbrPARKING...brThere is off street parking available for 1 vehicle. brbrPETS...brPets are allowed up to 45 pounds, and a pet fee is required. Please check the box that a pet is coming in the guest count and include the size and breed when inquiring.brbrCANCELLATION...brBookings canceled at least 90 days before the start of stay will receive a 100% refund. brbrCancellations inside of 90 days may receive a refund if we are able to re-rent any or all of the dates of the stay. The refund amount is dependent upon the rate of the new reservation. For multi-month reservations for January through March, a refund will only be offered in the event we are able to re-rent. The refund amount is dependent upon the rate of the new reservation(s).brbrCONCIERGE SERVICES...brEnjoy our concierge service to assist you with planning activities for your trip, from bike/scooter/golf cart rentals to any excursion you can think of including snorkeling and sunset cruises, jet ski rentals, parasailing, kayaking, fishing, paddle boarding and much more. They can also have your fridge stocked with all the necessities in advance of your arrival!brbrCAPTIVATE YOUR ISLAND SOUL...

STAINED GLASS SANCTUARY ~ NEW LISTING! 3 BR/1.5 Ba w/ Pool and Parking!

Key West, Florida, United States

Bed

Bath

Sleeps

$478.27

If you are in a Key West state of mind, you are going to find Noah's Retreat, a custom-built home, ideal for your vacation rental: 3 bedrooms, 3 baths, dedicated parking, and professional landscaping around a climate-controlled private pool. All this in the most desirable gated community on the island, Truman Annex. This Old Town address is situated with Waterfront Park and the Gulf of Mexico behind it and the internationally famous Duval Street a few blocks in front of it. brbrOff a quiet, tree-lined street, through a Hunter green metal gate, up a few stairs locates you on the front porch of this two-story home. Once inside, the first thing of note is the terra cotta tile floors in Spanish Mission Red that run as far as the eye can see, unifying the look of the whole first floor. To the right is a full bath and u-shaped kitchen flooded with the warmth of natural light to the left. In fact, the whole house can brag of glorious natural light.brbrAs you would expect, the kitchen is well planned and provides all the appliances and amenities required for an ideal cook's kitchen. Cupboards above and below keep everything you are not using out of sight and out of your way. One end of the kitchen counter conveniently doubles as stool seating, an ideal spot to enjoy a morning cup of coffee. The open-space floor plan affords a glorious view from the kitchen right through the dining and living areas, through glass doors, to the outside deck and pool. Noah's Retreat engenders a meditative sense of living at once inside and outside which in Key West is an exemplary lifestyle. brbrImmediately adjacent to the kitchen are French doors that lead into one of the home's delicious bedrooms. This Twin-bedded room can be set up as a King bed upon request. Above the doors but within the door frame, is lovely glass art featuring stylized dolphins and marine plants in striking hues of blue and green. The room's multi-colored area rug depicting swimming turtles continues the marine theme and sets a colorful tone. The headboards are appropriately of woven sea reeds and the bedside table lamps are fashioned of starfish. Above is a ceiling fan to increase air circulation. A closet with shelves and a second, double-sided closet with hanging area provides plenty of space for a travel wardrobe and accouterments. brbrThe dining area has a hardwood table and six chairs, the perfect setup for a formal or casual meal, a board game of some sort, or maybe a card game. The living room has two overstuffed chairs with throw pillows, one of which aptly reads, Key West Is My Happy Place. Nicely situated to be seen from the comfy couch and chairs is an entertainment center housing a large flatscreen TV and shelves with interesting art pieces and books. You might even want to put your feet up on the distressed coffee table with drawer and a shelf underneath. A ceiling fan whirrs quietly above. And of course, there's high-speed internet, central air, and cable.brbrThrough multiple glass doors is the outside living space, and Noah's Retreat affords plenty of that starting with a covered hardwood deck. Here you and yours can eat at the table, sit in chairs to read or chat, or stretch out on one of the chaise loungers to get some sun. As with the kitchen, amenities abound. For example, the gas grill which suggests a meal of fresh-caught grilled local fish. From here enjoy the stunning sight of the L shaped pool with its own waterfall and tropical foliage perimeter. Perhaps take advantage of its sparkling, climate-controlled waters for a float or swim any time of day or night in pool attire or less. The sun and puffy white clouds float above. Next to the pool is parking in the attractive carport integrated into a white picket fence. brbrThe marine theme and color scheme continue on the second floor. Like the first floor unified by the Mexican tiles, this floor has gleaming hardwood floors throughout and features two delightful bedrooms. The master is of a generous size and includes a king bed, a full bath, laundry room, and nicely appointed sitting area with TV. Not to mention that through glass doors, an outside covered balcony running the whole width of the house overlooks the dazzling pool. It's the perfect a-ha place to enjoy your good luck at being in Key West and residing at Noah's Retreat for your stay. The other bedroom, the queen, also has a large balcony looking over the tree-line neighborhood of Truman Annex. It has its own full bath.brbrAs if Noah's Retreat by itself doesn't provide enough pleasure, there's still the rest of Key West to explore. Stroll through the manicured landscaping, verdant palms, and interconnecting pathways that give the Truman Annex neighborhood its park-like atmosphere. Then head out through the wrought iron privacy gate to find yourself in the midst of Duval's tourist attractions: tours, museums, shopping, bars, and restaurants, many with open-air seating, some right on the water. If you're interested in watersports, the Historic Seaport offers all kinds: diving, fishing, parasailing, snorkeling, and jet skiing to name a few. Don't miss the nightly sunset celebration at Mallory Square, where visitors and locals alike gather to applaud as the sun slips below the horizon. Afterward, stick around for the festivities that follow. brbrMaybe your taste runs more towards the arts. If so, you're in the right place for music, movies, plays, art galleries, lectures, and more. If you like beaches, your accommodations are close to a favorite locals' beach, Fort Zachery Taylor, where you can rent chairs, umbrellas, and snorkeling equipment. Bathrooms, showers, a snack bar, and picnic tables are also available. Or maybe you'll decide to skip the beach in favor of exploring the adjacent Civil War-era fort, which was designated a National Historic Landmark in 1973. brbrIf this is your first trip to the Conch Republic, a guidebook from Books & Books on Eaton Street or a stop at the Chamber of Commerce Information Center on Greene Street will help make sure you don’t miss anything. Other info on the current music scene, movies, plays, gallery openings, and charitable events can be found at milezerokeywest.com (calendar section). Historic Hideaways' informative Area Guide/Events page located on our website also has a Calendar of Events. We DO NOT guarantee that the information VRBO (and affiliated sites) scrapes from our site to display on theirs is 100% accurate, particularly the amenities. If you come to us through them, be sure to look at all the information on our site related to your rental once you book to be sure you have accurate and up to date information.

Noah's Retreat - Private Home in Truman Annex

Key West, Florida, United States

Bed

Bath

Sleeps

$182.96

For special moments indoors, this spotless, single-family home offers 2 bedrooms, 2.5 baths, and a tropical-island ambiance created by oodles of local art. For special moments outdoors, there’s a wide front porch, and a second-floor front balcony. In the back is a screened-in porch next to an open-air barbecue and sun deck. Just beyond is a shared, temperature-controlled pool of a size seldom seen in Key West. All is surrounded by lush tropical landscaping that creates privacy and tranquility. Maybe you don’t need to read any further. But there is one more critical factor. Less than two blocks off the internationally famous Duval Street the location couldn’t be more ideal no matter what you might come to Key West to enjoy.brbrFrom the street, you can only peek at the house because it is masked in vibrant green foliage swaying in ocean breezes. A white picket fence, which is emblematic of housing on the island, rings the front. There is no off-street parking as the owner utilizes the parking space, but there is typically street parking out front. Up a brick path is the front porch and entrance. You enter the foyer overlooking a highly polished oak staircase leading to the second-floor bedrooms. brbrTo the left is a welcoming living room in sunshine yellows and ocean blue decorative tones. A sleek wooden ceiling fan with light whirrs above circulating air and adding ambience. A spacious couch with a lounge element at one end is perfectly positioned for conversation or for viewing a flatscreen TV across the room. The couch also doubles as a queen pull-out bed should someone stop by unexpectedly. The TV is mounted on a one-of-a-kind, locally hand painted cabinet across the room. Between the couch and one of two overstuffed armchairs and the TV is a set of percussion instruments you can almost imagine Ricky Ricardo playing to a Latin beat.brbrOn another wall is the door to the guest half-bath which features a gorgeous hand painted ocean scene complete with sand and real seashells. Right past the second overstuffed chair is a wall of French doors that provide plenty of ambient light and a view of the sundeck with a gas grill and table and chairs for alfresco dining. Or eat indoors/outdoors in the screened-in porch so convenient for morning coffee or a casual lunch. Of course, there’s central AC, high-speed internet, and cable TV at your fingertips throughout.brbrTo the right of the foyer is a highly functional kitchen with new appliances and amenities any vacationer could wish for, whether for warming leftovers, preparing gourmet meals, or grilling some fresh-caught grouper on the BBQ deck. Everything has been thought of in advance. The light, contemporary tile from the foyer and living room carries through here and is the perfect complement to white hardwood cabinets above and below. The ample counters are granite. To the left of the stove and refrigerator is a multi-functional kitchen bar with counter stools perfect for coffee or breakfast or reading the newspaper. One of the stunning aspects of the kitchen are the handblown glass jellyfish lamps over the bar that again display the uniqueness and beauty of this home.brbrTucked in an out-of-the-way corner nearby is the laundry closet with full size stacked washer and dryer and shelves for supplies. Here, too, is a door that leads onto the screened-in porch. This area includes a couch, chairs, and a small table perfect for however you decide to use it. Maybe for swim fins or floats. The large rectangular pool is temperature controlled and for the exclusive use of the other homes in the compound. It would be hard not to spend time in the sparkling blue water looking up at puffy white clouds floating over.brbrBack inside and up the grand staircase are the 2 bedrooms. To the right is the master with an extremely comfy king bed and ensuite full bath. To the left is the second bedroom with twin beds that can function separately or together make a second king bed. This also has an ensuite full bath. There’s abundant storage for hanging and folded items. Both have plenty of windows to let in sunlight or moonlight. Both rooms are artistically appointed in sunshine yellows and ocean blues with local subjects—sea turtles, water birds, corals, a school of fish. At the top of the staircase, between the bedrooms, is a door that opens onto the second-story balcony where you can sit and enjoy the treetops or see locals below bicycling by or walking their dogs.brbrDon’t rush (because no one rushes on a tropical island), but when it’s time to explore the island, you’ll find yourself conveniently located a block from Duval which runs the whole width of the island. Turn left a couple of blocks to find the Atlantic Ocean; turn right twelve blocks to find the Gulf of Mexico. brOn the world-famous Duval street, you’ll find what Key West is famous and infamous for: tours, beaches, museums, water sports, shopping, and bars. Numerous restaurants, many with open-air seating, some right on the water, offer a plethora of food and drink options. The island offers plenty of cultural activities as well such as live music, art exhibitions, and plays. Perhaps catch a movie on one of the three screens at the Tropic Cinema. Or stop in at Books & Books to catch a glimpse of the author Judy Blume stocking the shelves. brbrBe sure to check your phone for sunset times so you don’t miss the daily celebration at Mallory Square on the Gulf of Mexico. It’s where you’ll find locals, visitors, kids, and dogs alike gathering to witness the sun sinking into the horizon and to applaud as the last round edge of fiery orange disappears. Then most stick around to party on the dock with musicians, street performers, art and jewelry vendors, and food and drink carts.brbrCredit Card Surcharge Notice: The owner of this unit asks guests to cover the processing fees for credit card payments. If you’d like to avoid the 3% surcharge, please reach out to our office to make your reservation and arrange payment by check. This Home has a doorbell camera. brbrIf this is your first trip to the Conch Republic, a guidebook from Books & Books on Eaton Street or a stop at the Chamber of Commerce Information Center on Greene Street will help make sure you don’t miss anything. Other info on the current music scene, movies, plays, gallery openings, and charitable events can be found at milezerokeywest.com (calendar section). Historic Hideaways' informative Area Guide/Events page located on our website also has a Calendar of Events. We DO NOT guarantee that the information VRBO (and affiliated sites) scrapes from our site to display on theirs is 100% accurate, particularly the amenities. If you come to us through them, be sure to look at all the information on our site related to your rental once you book to be sure you have accurate and up to date information.

La Isla Vita - Downtown Key West!

Key West, Florida, United States

Bed

Bath

5

Sleeps

$201.86

This superbly designed three-bedroom, two-bath conch house named Amelia By the Sea is located, as the name suggests, near sandy beaches and the wildly beautiful Atlantic Ocean. It's part of Bahama Village, a 16-block historic subsection of Old Town Key West that hosts some of the island's most popular restaurants, shops, pubs, tourist attractions, and art galleries.brbrIt has a lovely private pool and deck. The aura is one of pure relaxation. The two-story building is set back from the quaint street and painted minty green with bottle-green and white accents. The setback allows for convenient off-street car, bike, or golf-cart parking. Two large palms and some smaller ones add a tropical vibe. Five wooden steps lead onto the front porch. The front door opens to a bright view going all the way through the sunlit home to French doors that open to a gorgeous deck and pool. brbrInside, the stairway to the second floor is on the right, and the first of three bedrooms is on the left. The bedroom is amply lit by three windows, an overhead ceiling fan with light, and two bedside lamps flanking the queen bed. A white chest of drawers provides plenty of space to store travel clothing and essentials. On one wall, a flatscreen hangs in a perfect position for watching TV or movies from the comfort of the luxurious bed. This is a totally charming room. Conveniently, the next door down leads into a full bath. brbrFrom here the hallway leads into the great room but not before an art plaque on the wall proclaims Paradise Ain't Cheap, proving the adage that something a little unexpected adds interest to any décor. Next, a gourmet kitchen that is ever so easy to appreciate provides all the expected top-of-the-line appliances and a granite counter workspace. The stand-alone center counter is uniquely designed to be not only a generous food-prep space but also the perfect dining table with six classic wood chairs on one side and abundant storage cabinets on the other. Not hungry Sit here to play a game of cards or a board game with the family. Over the sink area, a three-panel window admits copious ambient illumination complemented by ceiling fans with lights.brbrThe view from the kitchen is of the outside pergola, the sparkling temperature-controlled pool, tropical landscaping, a privacy fence, and art objects that add splashes of color. If you'd like to enjoy a cup of coffee or evening beverage outside, the handsome deck provides for that nicely with chairs and flip down table. Here also is a gas BBQ for easy grilling. brbrNext to the kitchen, the living area shares the same spectacular view of the pool and deck. With couch and chairs, it provides the perfect place for conversation, quiet contemplation, or even a nap while a ceiling fan gently moves air with a certain romantic elegance. Of course, there's high-speed internet, 2 zone central air, and a smart TV.brbrA lovely hardwood staircase leads to the second floor, which has two master suites/king bedrooms and a full bath. The first Master bedroom is to the right. This room, as with the whole second floor, continues the delightful pattern of ceiling fans with lights, plenty of windows, comfy and functional furniture, ample storage space, and smart TV. Yes, Key West is a destination town because of the weather and everything there is to do. But the baseline of any great vacation is great accommodations with sleep-worthy beds. There's no question that this place easily fills that bill. brbrConveniently located between the upstairs bedrooms is a full bath with granite counters, storage cupboards, and fluffy area rugs over stone tile flooring. Cupboards and a medicine chest stand ready to hold toilet articles and suntan lotion. brbrThe second Master Bedroom with another king bed rounds out the second floor. This room has a view of the street via a wall of windows. Another wall holds mostly closets with louvered doors. An area rug over hardwood floors cushions the walking-around area while the king bed invites you to relax into a sea of pillows. The smart TV is again located for easy viewing. Nearby a dresser with mirror stores foldable items so everything can be put away out of sight.brbrWhen it's time to explore the neighborhood, there's plenty to see, eat, and experience right nearby, not to mention the whole rest of the island. You might start at the iconic Southernmost Buoy for a selfie and then visit the Butterfly Conservatory's indoor garden, educational center, and delightful gift shop. brbrPerhaps stop at the Southernmost Café right on South Beach for lunch or just go wading in the shallow water beyond the warm sand. But don't be in a rush to pick places to eat because the choices here are seemingly endless. Within a few blocks of you is the world-famous Blue Heaven, Blue Macaw, and Moon Dog right next door to the Hemingway House. And you're not even on Duval Street yet. brbrDuval is where you'll find shopping of all sorts, art galleries, tours, open-air restaurants, bars, and all the fun you came to Key West to enjoy. At the Gulf of Mexico end, you'll find the Historic Seaport with tall ships offering sunset sails, more water sport opportunities than you could possibly take advantage of, and waterfront restaurants of varying degrees of informality. Set your alarm so you don't miss the nightly sunset celebration at Mallory Square, where visitors and locals alike gather to applaud as the sun slips below the horizon.brbrThis home is Pet (Dog) Friendly**(please see below or our FAQ page for rules and restrictions) This homeowner has exterior surveillance equipment. Historic Hideaways is not in the care, custody or control of their placement, use or what they record.brbrIf this is your first trip to the Conch Republic, a guidebook from Books & Books on Eaton Street or a stop at the Chamber of Commerce Information Center on Greene Street will help make sure you don’t miss anything. Other info on the current music scene, movies, plays, gallery openings, and charitable events can be found at milezerokeywest.com (calendar section). Historic Hideaways' informative Area Guide/Events page located on our website also has a Calendar of Events. We DO NOT guarantee that the information VRBO (and affiliated sites) scrapes from our site to display on theirs is 100% accurate, particularly the amenities. If you come to us through them, be sure to look at all the information on our site related to your rental once you book to be sure you have accurate and up to date informationbrbr**For Pet Friendly (dog) homes there are restrictions that include, but may not be limited to, the following: pet friendly means dogs, no other animal is permitted. Dogs are restricted to one (1) large dog or two (2) small dogs per stay. Due to Homeowner Insurance restrictions we are unable to accommodate the following breeds: Pit Bull Terriers, Staffordshire Terriers, Rottweilers, German Shepherds, Presa Canarios, Chows Chows, Doberman Pinschers, Akitas, Wolf-hybrids, Mastiffs, Cane Corsos, Great Danes, Alaskan Malamutes, Siberian Huskies nor any mixed breed that contain one of the preceding as part of that mix. Guest is responsible for an additional pet fee of $200.

Amelia by the Sea - Private Pool Home in Key West! Close to Downtown.

Key West, Florida, United States

Bed

Bath

Sleeps

$242.02

La Hacienda, Key West's take on the classic Adobe house, offers Spanish hospitality which is apparent from the street view - stucco walls, red clay tile roof, arches, decorative ironworks, and colorful pots planted with foliage. The 3 bedroom, 2 bath home is on one of the most stylish streets in the Old Town Key West neighborhood. On its right is a private tropical sculpture garden ringed in a decorative wrought iron fence with off street parking for one vehicle. Inside, hard wood floors and high ceilings continue the uniqueness. Out back is a large, inviting private pool, deck, and spa. The location is remarkably close to everything delightful that you associate with the Southernmost Island. The Historic Seaport is only three streets over and world-famous Duval Street within four blocks.brbrOnce inside, there's a nice separation in floor plan: the living, dining, kitchen areas are on the left side of the house and the bedrooms on the right. Both sides have windows galore for daytime glimpses of the island's ideal weather and the home's professional landscaping. The living room is the perfect social or reading area with plenty of seating: couches (one a pullout queen bed), unique chairs, a bamboo coffee table, and end tables. All face each other conversation style. In one corner is a TV easily viewable from most of the seating. Everything has been selected to be comfortable with a decorator's flair. Of course there's A/C, cable, DVD, stereo, and wireless high-speed internet. brbrNext on the left is the dining area. The center of this area is a bamboo dining set with glass top and six cushioned chairs. Back to the left is a desk and chair centered under a three-paneled window that looks out onto lush green palm trees. The back wall of this space has a doorway that ushers into the kitchen.brbrWindows are a main theme in the kitchen as throughout the home. The kitchen features a 6 burner professional Viking Range. Open shelves display colorful dishes, cups, glasses, professional knives, and Calphalon pots. The counter is a rich warm wood and provides space for preparing a meal inside. Of course, there's also the lovely option to BBQ outside on the pool deck. A cooks dream. brbrTo the right side of the living area is the first of three delightful bedrooms, this front one with twin beds or set up as a king, plenty of windows, a generous closet, and a flat screen TV atop a chest of drawers. The center master bedroom has a queen bed, walk-in closet, dresser, TV, and en-suite full bath. The third, rear bedroom features a built-in full bed, dresser, option to hang clothes, and French doors out to the pool deck. The second full bathroom off the hall is shared by 2 of the bedrooms.brbrThe back French doors to the outside oasis open from the kitchen which is convenient for moving food from the inside to the outside. The back area is ringed in landscaping creating privacy. The spacious rectangular pool and separate in-ground spa complete the sense of a backyard paradise you won't soon forget. Grill some local fish or steaks on the outside BBQ then eat your meal alfresco at the nearby table under a red market umbrella. Take a swim in the heated pool or dip into the spa or just relax with a book in one of the chaise loungers. Maybe shower off under the open-air shower. Laundry facilities are behind closed doors here too.brbrWhen it's time to explore your neighborhood and the rest of Key West, the Historic Seaport is only three streets over and Duval is four. Follow the boardwalk along the Gulf to find historic tall ships offering day and sunset cruises or take an all-day ferry excursion to the Dry Tortugas. If you're interested in watersports, there's all kinds like diving, fishing, parasailing, snorkeling, and jet skiing. If you get hungry, a dozen or so restaurants of varying levels of informality ring the harbor. Local musicians pop up along the way. Continue on to Mallory Square where crowds of visitors and locals alike gather to witness the sun sinking into the horizon. To follow tradition, be sure to applaud as the last edge of fiery orange disappears at the horizon. Then hang around for the party as artists and street performers entertain the crowd.brbrFrom Mallory Square, the famous Duval Street is within two blocks in case you're interested in tours, museums, shopping, over two hundred restaurants, bars, and the Key West Aquarium or the Butterfly & Nature Conservatory. If beaches call to you, there are two within biking distance or take a car so you can bring picnic supplies. There are always plenty of cultural activities such as live music, art exhibitions, and plays. Perhaps catch a movie on one of the three screens at the Tropic Cinema. If you like beaches, one local's favorite is Fort Zachery Taylor, where you can rent chairs, umbrellas, and snorkeling equipment. Bathrooms, showers, a snack bar, and picnic tables are also available. Or maybe you'll decide to skip the beach to explore the adjacent Civil War-era fort, designated a National Historic Landmark in 1973brbrThe Property may only be used for residential accommodations. No special events, parties, or functions of any kind are permitted on the Property. If this is your first trip to the Conch Republic, a guidebook from Books & Books on Eaton Street or a stop at the Chamber of Commerce Information Center on Greene Street will help make sure you don't miss anything. Other info on the current music scene, movies, plays, gallery openings, and charitable events can be found at milezerokeywest.com (calendar section). Historic Hideaways' informative Area Guide/Events page located on our website also has a Calendar of Events. We do not guarantee that the information VRBO (and affiliated sites) obtains from our site to display on theirs is 100% accurate, particularly the amenities. If you come to us through them, be sure to look at all the information on our site related to your rental once you book to be sure you have accurate and up to date information.brbr**For Pet Friendly (dog) homes there are restrictions that include, but may not be limited to, the following: pet friendly means dogs, no other animal is permitted. Dogs are restricted to one (1) large dog or two (2) small dogs per stay. Due to Homeowner Insurance restrictions we are unable to accommodate the following breeds: Pit Bull Terriers, Staffordshire Terriers, Rottweilers, German Shepherds, Presa Canarios, Chows Chows, Doberman Pinschers, Akitas, Wolf-hybrids, Mastiffs, Cane Corsos, Great Danes, Alaskan Malamutes, Siberian Huskies nor any mixed breed that contain one of the preceding as part of that mix. Guest is responsible for an additional pet fee of $200.brbrAmenities Include:brbr- Bed Size 1st/Master: Queenbrbr- Bed Size 2nd Rm: Two Twins (or King)brbr- Bed Size 3rd Rm: Fullbrbr- Beds Pull-out: Queen Sleep Sofabrbr- Number of Baths: 2 Fullbrbr- Parking: Off Street (1 Vehicle)brbr- Square Footage, Est.: 1,100brbr- Pool: Private Heatedbrbr- Spa: Yes - In Groundbrbr- High Speed Internet: Wirelessbrbr- BBQ Grill: Gasbrbr- Cable Television(s): Yesbrbr- Patio: Yesbrbr- Ceiling Fans: Yesbrbr- Stereo System: Yesbrbr- Washer/Dryer: Yesbrbr- Dishwasher: Yesbrbr- Microwave: Yesbrbr- Air Conditioned: Centralbrbr- Outdoor Shower: Yesbrbr- Beach Distance: Bikingbrbr- Dog: w/ restrictions - see FAQsbrbr

La Hacienda

Key West, Florida, United States

Bed

Bath

Sleeps

$695.63

Whether Key West is a new destination or you’re returning as a tried-and-true fan of this fabulous island, Poinciana House will help make the most of your vacation. This one-bedroom conch cottage can sleep up to 4 (2 comfortably), has 2 full baths, an outdoor shower, heated lagoon pool, second story sun deck, and majestic Royal Poinciana trees that seasonally bloom bright red/orange. Its location—a half block from the Ernest Hemingway house and a half block from Duval—is ideal for all the fun stuff you came to Key West to take advantage of. brbrPoinciana House is demarcated from a quiet, shady street by an off-street parking area and a white picket fence. Upon entry, the first room inside the front door is a bedroom suite which allows the back of the house and its outside oasis to function as the home’s social center. The room has a comfy queen bed, closet space, sitting area with couch, TV, full bath, and French doors leading to an outside deck with table and chairs. This outside space is made private by wood lattice fencing and tropical foliage. Lattice doors then open to a view of the spectacular pool.brbrThe back of the home great room offers a second full bath, kitchen, dining table, TV, and a platform bed. The efficient galley kitchen is bright with windows and has all the appliances you’ll need to cook a meal or just microwave some yummy leftovers. There’s plenty of counter space at every turn. One arm of the counter does double duty as an eat-at bar with stools. Conveniently located to the right of the kitchen is a dining table and chairs. Just a little beyond is a sitting area including a couch. Wireless high-speed internet, cable, and stereo system serve your entertainment needs.brbrThe back wall of this great room have French doors that open to the tropical outside oasis. The cottage architecture takes full advantage of the sundrenched weather with a rear covered patio, private heated pool, outdoor shower, gas BBQ grill, side patio, and 2nd floor sun deck. The patio is generous and defined by wood planking underfoot and a roof overhead. It’s dotted with patio furniture including the perfect alfresco dinner spot, a wicker dining table, and matching chairs. brbrBut the real centerpieces out here are the tree and the pool. You can almost hear tones of the great jazz pianist Admad Jamal playing Poinciana in tribute. It’s that inspiring! The lavish L-shaped lagoon pool runs across the back of the property and up one side ending at the hidden conversation area off the front bedroom suite. You’ll want to photograph the fabulous Poinciana, then linger near the pool, swim laps, or just paddle around to refresh. A fourth option is ascending the spiral staircase to the sun deck overlooking the pool where you’ll find chaise lounges and plenty of tanning space. brbrEventually it’ll be time to venture out into the neighborhood on Whitehead and Duval streets. Whitehead is where you’ll find captivating places like the Hemingway House, the Lighthouse and Tower, the Southernmost Point Marker, and Moondog restaurant, to name a few. Or walk a block in the other direction to find Duval which runs the width of the island from the Gulf of Mexico to a pier jutting out into the Atlantic Ocean. If you want to buy a T-shirt, eat a five-star meal, have your picture taken with an Elvis-look-alike, or pet a shark, Duval is the street. brbrIt’s also the place where you can enjoy tours, museums, galleries, shopping, bars, and over four hundred restaurants, many with open-air seating, some right on the water. Maybe book some water sports like diving, fishing, parasailing, snorkeling, jet-skiing, etc. Or maybe your taste runs more towards the arts. If so, Key West is the right place for music, movies, plays, art galleries, lectures, and more. Perhaps catch a movie on one of the three screens at the Tropic Cinema then go across the street for an exotic drink at The Saint. Or stop in at Books & Books to catch a glimpse of the author Judy Blume stocking the shelves. brbrDon’t miss the daily sunset celebration at Mallory Square, where locals and visitors alike gather daily to applaud as the sun sinks into the horizon. Then hang around for the party as artists and street performers entertain the crowd with dancing circus cats, fire jugglers, fortune tellers, musicians, and vendors selling handmade items. brbrIf you like beaches, the locals’ favorite is Fort Zachery Taylor, where you can rent chairs, umbrellas, and snorkeling equipment. Bathrooms, showers, a snack bar, and picnic tables are also available. Or maybe you’ll decide to skip the beach to explore the adjacent Civil War-era fort, designated a National Historic Landmark in 1973. brbrIf this is your first trip to the Conch Republic, a guidebook from Books & Books on Eaton Street or a stop at the Chamber of Commerce Information Center on Greene Street will help make sure you don’t miss anything. Other info on the current music scene, movies, plays, gallery openings, and charitable events can be found at milezerokeywest.com (calendar section). Historic Hideaways' informative Area Guide/Events page located on our website also has a Calendar of Events. We DO NOT guarantee that the information VRBO (and affiliated sites) scrapes from our site to display on theirs is 100% accurate, particularly the amenities. If you come to us through them, be sure to look at all the information on our site related to your rental once you book to be sure you have accurate and up to date informationbrbr**For Pet Friendly (dog) homes there are restrictions that include, but may not be limited to, the following: pet friendly means dogs, no other animal is permitted. Dogs are restricted to one (1) large dog or two (2) small dogs per stay. Due to Homeowner Insurance restrictions we are unable to accommodate the following breeds: Pit Bull Terriers, Staffordshire Terriers, Rottweilers, German Shepherds, Presa Canarios, Chows Chows, Doberman Pinschers, Akitas, Wolf-hybrids, Mastiffs, Cane Corsos, Great Danes, Alaskan Malamutes, Siberian Huskies nor any mixed breed that contain one of the preceding as part of that mix. Guest is responsible for an additional pet fee of $200.

Poinciana House - In the Heart of Downtown Key West

Key West, Florida, United States

Bed

Bath

Sleeps

$814.28

Your space. Your vacation lifestyle. The Quilted Giraffe provides both. This two-bedroom, two full bath home welcomes you from its quiet neighborly front porch facing tree-lined Elizabeth street to its private deck and heated pool in the rear. The location called Solares Hill is a part of Old Town Key West that brags about being the highest elevation on the island, all of eighteen feet above sea level. Whatever the altitude, this Hill location is central to everything from the Historic Seaport to Duval Street, yet it's removed enough to be your get-away-from-it-all haven.brbrThe inviting rectangular pool on the back half of the property sparkles topaz in the midday sun or is equally inviting in shimmering moonlight. A pristine wooden deck and luxuriant tropical foliage surround it. The backdrop to all this natural beauty is a ten-foot wood fence that creates privacy and adds to the ambience. The deck extends up to the back of the house-some of it open to the sky with ample room to lounge in the sun, some roofed for when you prefer the shade. The covered area also features a convenient outdoor shower, and table with chairs. A Casablanca ceiling fan above circulates delightful tropical air tinged with the sweet smell of jasmine and gardenia. brbrFrom the deck, you enter the house through classic French doors. This light-filled room is an informal den featuring deep arm chairs, an ottoman, and an L-shaped couch configuration perfect for conversation, watching TV, or gazing through the doors and the floor-to-ceiling windows to the deck and pool. The wall opposite the windows and doors features a long maple cabinet that holds the TV, framed pictures of local scenes, and art objects with drawers below. A sisal area rug brings the room together visually and creates a cushiony surface for bare feet.brbrAscending up a carpeted staircase from the den, you'll find the second story master bedroom and full bath with a double sink and ample ambient light. The walls are white pine; white louvered doors cover generous closet spaces. Above the king bed, which offers an inviting stage for a great night's sleep, are two rectangular windows showcasing palm fronds waving in outside breezes. As in all the rooms in the Quilted Giraffe, the outside and inside seem to be intentionally intertwined.brbrBack downstairs, next to the den, there's a second bedroom with twin beds steps from the second full bath. Down a short hall way, past a colorful painting called La Bodeguita Del Medio, is the kitchen featuring every appliance you could need and a handy pass-through to the dining table and chairs. Above the counters and cabinets is a shelf and window where colorful glass pieces glisten in the sunlight, lending elegance and interest to the predominately white kitchen.brbrA wall-mounted spirit mask with full bark dress guards the living room, imparting a sense of calm and spiritual empowerment to all who enter the Quilted Giraffe. The unusual hanging looks great and sets the tone for other African and Cuban art throughout the house. Colorful pillows in tropical hues decorate the couch and echo the art work thoughtfully arranged on the walls. This home is Pet (Dog) Friendly**(please see below or our FAQ page for rules and restrictions). brbrOnce you've changed into shorts and flip-flops and are ready to leave the Quilted Giraffe for a little while, there's still the rest of Key West to explore. Turn left at the white picket fence and walk toward the Historic Seaport on the Gulf of Mexico to find a dozen or so restaurants of varying levels of informality located right at water's edge. Or check out the impressive tall ships like the Western Union, most offering daytime and sunset sails. Maybe sign up for other water sports like snorkeling, jet skiing, parasailing, and kayaking. Or walk a few blocks to Duval to check out tours, museums, shopping, bars, and still more restaurants. As Mr. Chapman who rides his lighted bike playing Motown music down Duval nightly says, Key West is like no other place on earth. You'll discover the truth behind this statement as you explore the southernmost city for yourself.brbrIf this is your first trip to the Conch Republic, a guidebook from Books & Books on Eaton Street or a stop at the Chamber of Commerce Information Center on Greene Street will help make sure you don’t miss anything. Other info on the current music scene, movies, plays, gallery openings, and charitable events can be found at milezerokeywest.com (calendar section). Historic Hideaways' informative Area Guide/Events page located on our website also has a Calendar of Events. We DO NOT guarantee that the information VRBO (and affiliated sites) scrapes from our site to display on theirs is 100% accurate, particularly the amenities. If you come to us through them, be sure to look at all the information on our site related to your rental once you book to be sure you have accurate and up to date information. brbr**For Pet Friendly (dog) homes there are restrictions that include, but may not be limited to, the following: pet friendly means dogs, no other animal is permitted. Dogs are restricted to one (1) large dog or two (2) small dogs per stay. Due to Homeowner Insurance restrictions we are unable to accommodate the following breeds: Pit Bull Terriers, Staffordshire Terriers, Rottweilers, German Shepherds, Presa Canarios, Chows Chows, Doberman Pinschers, Akitas, Wolf-hybrids, Mastiffs, Cane Corsos, Great Danes, Alaskan Malamutes, Siberian Huskies nor any mixed breed that contain one of the preceding as part of that mix. Guest is responsible for an additional pet fee of $200.

Quilted Giraffe - Private Home in Old Town Key West

Key West, Florida, United States

Bed

Bath

Sleeps

$182.96

Need a refresher course in relaxation Find it behind the brass seahorse knocker on the front door of this three-bedroom, two-full-bath conch cottage in Old Town Key West. Recently restored and updated to include amenities such as a heated pool with rainforest waterfall, granite counter tops, and hardwood floors, you'll find plenty of comfortable living space here.brbrThe back of Anchors Away, named with a nod and wink to the seafaring history of the Southernmost City, opens through French doors onto a secluded deck, garden, and pool area ringed by lush tropical vegetation that adds design, color, shade, and privacy. Refresh here with a swim or relax on one of the chaise lounges to the meditative sound of the waterfall or music from the outside speakers. Afterwards rinse off in the outdoor shower. Maybe the tropical climate will tempt you to grill some local black fin tuna or burgers at the gas barbecue and then enjoy your meal alfresco at the teak table and chairs overlooking this plethora of natural beauty and creature comforts. There's even an intimate lighting feature for your evening enjoyment.brbrBack through the French doors, you enter the open-flow dining and kitchen area highlighted by highly polished hardwood floors. The dining table easily seats six and offers a lovely view of the pool, so you feel you're eating in the open air even when you're not. The remodeled kitchen features new appliances in onyx that dramatically offset white cabinets. The natural granite counter curves around to end in a breakfast bar complete with stool chairs. It's a great place to enjoy a frothy latte or even a whole meal if you've already cluttered the dining table with beach coral or magazines or computer gear.brbrThe first floor also provides two bedrooms. Walk through the door of the back one and you'll see a queen bed highlighted in coastal colors. French doors bathe the room in ambient light and give a lovely view of the garden and pool, not to mention easy access to the outside area. A Casablanca-type ceiling fixture provides a distinctive touch as it lights and cools the space.brbrConveniently located next to the bedroom is a full bath done in natural stone wall tiles and smaller mosaic floor tiles. A generous window lets in light and, if you choose to open it, tropical air as well. Next to this bath, you'll find the carpeted staircase to the second floor, which leads you to a master bedroom suite with queen bed, full bath, ceiling fan/light, and ample closet space. The wall-to-wall carpeting will delight your bare feet. The bedroom, like the kitchen, is done in a crisp white and dramatic black color scheme. Surrounding the bed are storage shelves and drawers for your vacation clothes and gear like flip-flops, cell phone, pedometer, camera, computer, hat, and sunglasses. The closet offers a spacious place to hang clothes and more shelf space above. The bedroom windows look out on White Street and the bath windows offer a pool and garden vista. brbrBack downstairs, the living room highlight is a large, overstuffed onyx leather couch great for serious cozying down. Sit here for conversation or to watch TV or a movie on the large HD flat screen or enjoy other aspects of the entertainment center, including cable, Wi-Fi, and TIVO. A whimsical red, tan, cream, and black area rug adds color and accents the red cube coffee table, which doubles as an ottoman. brbrThe front bedroom, off the living room, also features a queen bed. The space is decorated in wicker and restful tones perfect for a tranquil night's sleep. Ample windows let daylight in and lamps and a ceiling fan/light illuminate the evening. brbrYou'll be immensely pleased with the living space at Anchors Away. You'll be even more pleased by its location. You're near the intersection of two convenient corridors. The first is your street, White Street, which runs the fourteen-block width of the island from the Gulf of Mexico to a fishing pier jutting out into the wide Atlantic Ocean. On White you'll find art galleries, Faustos Food Palace, convenience stores, the Island Gym, yoga studios and yummy cupcakes at Key West Cakes, to name a few. brbrThe second corridor is Southard Street, which takes you through a leafy residential neighborhood and past 5 Brothers Grocery and Sandwich Shop, a mom and pop establishment frequented by locals for breakfast and lunch. Five more blocks brings you to Duval Street, the central artery of entertainment. There you'll find what Key West is famous and infamous for: tours, beaches, museums, Mallory Square at sunset, water sports, shopping, bars, and over two hundred restaurants, many with open-air seating, some right on the water.This home is Pet (Dog) Friendly**(please see below or our FAQ page for rules and restrictions)brbrIf this is your first trip to the Conch Republic, a guidebook from Books & Books on Eaton Street or a stop at the Chamber of Commerce Information Center on Greene Street will help make sure you don’t miss anything. Other info on the current music scene, movies, plays, gallery openings, and charitable events can be found at milezerokeywest.com (calendar section). Historic Hideaways' informative Area Guide/Events page located on our website also has a Calendar of Events. We DO NOT guarantee that the information VRBO (and affiliated sites) scrapes from our site to display on theirs is 100% accurate, particularly the amenities. If you come to us through them, be sure to look at all the information on our site related to your rental once you book to be sure you have accurate and up to date information. brbr**For Pet Friendly (dog) homes there are restrictions that include, but may not be limited to, the following: pet friendly means dogs, no other animal is permitted. Dogs are restricted to one (1) large dog or two (2) small dogs per stay. Due to Homeowner Insurance restrictions we are unable to accommodate the following breeds: Pit Bull Terriers, Staffordshire Terriers, Rottweilers, German Shepherds, Presa Canarios, Chows Chows, Doberman Pinschers, Akitas, Wolf-hybrids, Mastiffs, Cane Corsos, Great Danes, Alaskan Malamutes, Siberian Huskies nor any mixed breed that contain one of the preceding as part of that mix. Guest is responsible for an additional pet fee of $200.

Anchor's Away - Private Pool Home in Old Town Key West!

Key West, Florida, United States

Bed

Bath

Sleeps

$637.85

Like no other place on this remarkable island, the gated and secluded rooftop community above Duval Square is the perfect place to vacation. Quaint townhomes cluster a story above a charming bricked-in square featuring restaurants, shops, an art gallery, and more. Best of all, the enclave is adjacent to and overlooks the world-famous Duval Street. Enjoy the sights of Key West’s main artery from the spectacular rooftop pool. Maybe do a little sunning or people watch. And when you’ve had enough, enter the air-conditioned comfort and tranquility of this townhome with its generous two-level living space, private deck with a hot tub, 2 bedrooms with a balcony off the master suite, and 2.5 baths. brbrNOTICE: The COA that oversees this complex imposes a $50 per rental fee. This additional fee will be added to your rental agreement when booking and appears as a Reimburse Owner charge.brbrThe townhouse door opens into a front foyer with windows on two sides inviting the sunshine in. Or pull the shades for seamless privacy. Here there’s a bench, hooks for hanging items, a bookcase, baskets, in other words plenty of surfaces for sun lotion, pool towels, your keys and a guidebook, so they’ll be handy to grab when you venture out. brbrNext in the floor plan is the kitchen, done in cloud white cabinets and white Whirlpool appliances against ocean blue walls and coordinating area rug below. One side of the U-shaped countertop also serves double duty as a convenient breakfast bar complete with chairs. All the kitchen amenities you’d expect are at your fingertips. This is an ideal kitchen for preparing a four-course meal or for warming leftovers from some fabulous meal you ate out the night before. A window over the double sink provides plenty of ambient light or later, as the day turns to evening, use the contemporary track lighting. Next to the kitchen is a laundry closet with washer and dryer, a catch-all closet for a broom and the like, and an ever-so-convenient guest half bath. brbrThe home’s dining space features a crafted wooden table and chairs and a handsome and functional hutch with drawers and cabinets. The track lighting mirroring that in the kitchen carries through to the dining and living areas. The dining area features an eye-catching rope chandelier which provides illumination and an artistic focal point for the area.brbrTo the front is the living room space outfitted with a couch that pulls out into queen bed and a matching love sea. Both invite lounging. The seating is dotted with colorful pillows that take their fabric cue from a nearby swivel chair while the ottoman that doubles as a coffee table blends with the fabric of the couches. Below is an area rug that cushions the natural tile floor beneath while a Florida ceiling fan whirrs above. Across the room is a cabinet with shelves and drawers and space for the large flat screen TV which is in perfect position for viewing from the seating area. Of course, there’s cable and wireless high-speed internet. This is the perfect space for reading, watching a movie, or enjoying family and friends. brbrFrom the living area, through glass doors is the private deck with a bubbly hot tub. Or maybe you’re in the mood for a mid-morning meal or starlight dinner in which case there’s a perfect table and four chairs out here to accommodate.brbrIf you don’t already wish you could move in permanently, you’ll probably feel that way once you see the upstairs. A staircase leads to the second floor with its two bedrooms and two full baths. Each bedroom is professionally decorated with lamps, end tables, a TV, spacious closet space for hanging items and chest of drawers for foldable items. The first room offers a comfy queen bed and en-suite full bath. The second, the Master bedroom, offers a just-as-comfy king bed, en-suite full bath, and, through glass doors, a private fresh air balcony with four chairs. If you feel inclined to enjoy a morning latte or nightcap, this is the perfect spot. brbrAfter you’ve checked out this exceptional living space, wander down to the temperature-controlled pool reserved for the exclusive use of Duval Square townhouse residents. The pool and chaise loungers are very inviting. Sit here under the canopied roof for shade or out in the sun to work on a tan. If other bathers are enjoying the pool at the same time, you can strike up a conversation, share vacation stories, and get tips about great places to go in Key West. Although the townhome comes with covered parking for a car, you can walk or bike almost anywhere you want to go from this ideal location.brbrWhen adventure calls, wander down to the shops, boutiques, a full-service salon, and restaurants that comprise the charming Duval Square. The Square has the feel of a courtyard garden with the convenience of services and food added in. Down a few steps from here brings you to Duval Street itself, which has been officially designated a Great Street by the American Planning Association. A left turn will head you toward the shores of the Atlantic and a right turn will head you toward the Gulf.brbrIn between are all the things that make the Conch Republic so famous: beaches, tours, museums, shopping, over two hundred restaurants, bars, and the Key West Aquarium where you can pet a shark if you dare. Or maybe you’d prefer to have butterflies land on your shoulder at the Butterfly Conservatory. Perhaps have your picture taken at the Southernmost Point buoy or pose with a parrot perched on your head. If the arts are of interest, you’ve come to the right place for music, movies, plays, art galleries, lectures, artists in residence open studios, and more. brbrCheck your phone for sunset times so you don’t miss the world-famous celebration at Mallory Square. Be there as locals and visitors alike gather seven days a week, 365 days a year, to witness the sun sinking into the horizon. Be sure to applaud as the last round edge of fiery orange disappears. If you’re lucky, maybe you’ll see the elusive “green flash” and claim the bragging rights for years to come. Then stick around as artists and street performers entertain the enthusiastic crowd with performing cats, fire eaters, musicians, fortune tellers, and morebrbrFind opportunities for all kinds of water sports along the Historic Seaport boardwalk. Maybe sign up for a sunset sail, a fishing charter, or try water sport opportunities like diving, parasailing, snorkeling, jet-skiing, and more. Maybe take a Conch Train or Trolly ride to preview the island. If this is your first trip to the Conch Republic, a guidebook from Books & Books on Eaton Street or a stop at the Chamber of Commerce Information Center on Greene Street will help make sure you don’t miss anything. Other info on the current music scene, movies, plays, gallery openings, and charitable events can be found at milezerokeywest.com (calendar section). Historic Hideaways' informative Area Guide/Events page located on our website also has a Calendar of Events. We DO NOT guarantee that the information VRBO (and affiliated sites) scrapes from our site to display on theirs is 100% accurate, particularly the amenities. If you come to us through them, be sure to look at all the information on our site related to your rental once you book to be sure you have accurate and up to date information.

Duval Square - Downtown Key West!

Key West, Florida, United States

Bed

Bath

Sleeps

$939.53

FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 30 days prior to your arrival!brbrSometimes in life a 'stroke of good fortune' leads you to discover something so delightful at a moment when you're not even looking for it. When strolling through the streets of Old Town Key West, you may be fortunate enough to stumble upon a home with the perfect combination of quintessential charm and the conveniences of modern amenities. CASA SERENDIPITY is a tastefully restored historic home featuring every coveted amenity you can think of: an unbeatable location, spacious indoor and outdoor living areas, a private pool, a fully equipped kitchen, off-street parking, and a classic wrap-around porch. CASA SERENDIPITY coupled with Last Key Realty's Five-Star Guest Services is a recipe for a Key West vacation that you'll be treasuring for years to come. brbrTHE LOCATION... brbrImagine your vacation home being just steps in either direction from all of the shops, restaurants, and sites of Duval Street and the Historic Seaport. Take a short stroll or ride your bike down to the best of Key West, six blocks down Angela St to hit local favorites like Mangoes, DJ's Clam Shack, and Antonia's. Just a few blocks down Frances Street and you'll find yourself at The Waterfront Brewery, Schooner Wharf, and all of the local favorites of the Seaport. brbrTHE LIVING AREA and KITCHEN... brbrDesigned in Key West's famous 'conch cottage' style, this cozy island home welcomes you with vibrant furnishings and décor and exudes that familiar feeling of home from the moment you walk through the front door. The living area boasts a large flat screen TV, which you can watch from the comfy living room furniture, or from the kitchen thanks to the open layout of the first floor. The kitchen is fully equipped with every tool needed to prepare a meal at home when you decide to take a break from the beloved restaurant options of Key West. The kitchen bar seating is perfect for a casual bite or for keeping the cooks company. The formal dining room is located just around the corner from the kitchen, with a dining table for six. brbrTHE OUTDOOR LIVING and PRIVATE POOL AREA... brbrFully fenced for privacy and surrounded by lush tropical greenery, the outdoor living and pool area of this home will undoubtedly be a favorite gathering place for your group. There are comfortable chaise lounges on the pool deck for you to soak up the sun, or retreat to one of the multiple lounging options on the spacious wrap-around porch in the shade. Spend those hot South Florida days relaxing in your private pool or switch on the pool heat in the cooler months. The backyard is complete with a large propane grill and outdoor dining set that seats 4. brbrTHE ACCOMMODATIONS... brbr• Master Bedroom: Located on the First Floor with a King bed, a flat screen TV, direct access to the back yard, and access to the master bathroom with a walk-in shower, located across the hall.brbr• Second Bedroom: Located on the Second Floor with a King bed, a flat screen TV, and access to the shared full bathroom on the second floor. brbr• Third Bedroom: Located on the Second Floor with a King bed, a flat screen TV, and access to the shared full bathroom on the second floor. brbrALL LAST KEY VACATION HOMES INCLUDE:brbr• Washer and Dryerbr• Central Heat and A/Cbr• Ceiling Fansbr• Flat Screen TVs in Living Room & All Bedroomsbr• Fully Equipped Kitchenbr• Basic stock of spicesbr• Starter supply of paper productsbr• Starter set of cleaning productsbr• Linens and Towels providedbr• Wireless high-speed Internet access and full cable includedbrbrIn addition, this fully stocked home also includes, but is not limited to the amenities on this list:brbr• Fully Fenced and Lushly Landscaped Private Yard br• Private Pool with available Pool Heatbr• Off-street Parking in Drivewaybr• Propane BBQ Grillbr• Home OfficebrbrOther notes:brbr• Interim housekeeping provided upon requestbr• This property will accommodate up to 6 adultsbr• Max of 2 Pets Allowed with Additional Fee of $200 per petbr• Last Key Realty vacation homes are rented to family groups and responsible adult groups only. Groups who expect they may cause after hours noise will not be a good fit for this home and should be aware they may incur additional penalties when in residence for violations. There will be a $500 charge for after-hours dispatch of our staff in response to calls resulting from verified noise complaints for violations by our guests in residence.

**CASA SERENDIPITY @ OLD TOWN** Historic 3BR/2BA Home & Pool + LAST KEY SERVICE

Key West, Florida, United States

Bed

Bath

Sleeps

$950.78

MONTHLY RENTAL: Requires a minimum stay of 28 nights occurring within the same month. Stay a month and live like a local!brbrTHE PROPERTY: From its people watching front porch to its private heated pool, this home will surround you in tranquility. On the right side of the home’s entrance is a comfortably furnished living room with plenty of natural light. A wet bar with cabinetry is nearby and outfitted with filtered and carbonated water taps, a beverage fridge and a Breville espresso machine. There is also a convenient first floor bedroom and bathroom as well as a laundry area with full size washer/dryer, cabinet storage and a folding counter. If you need to work or school from home, California Dreaming has a large office to the left of the entrance with two work stations. br brLove to cook or re-heat take-out It’s easy to do either in this breathtaking chef’s kitchen with stainless steel appliances, stunning cabinetry, and quartzite countertops. A window above the farmhouse sink provides a sunny view. The 6-burner Italian Bertazzoni slide-in range with griddle is a dream to use. It is flanked by wall sconces and adorned with a custom hood. The large contrasting kitchen island provides additional work space and seating. Sliders lead the way to your heated, saline pool. Complete with loungers and a propane grill, this newly landscaped pool area affords the ultimate in privacy.br brAscend to the second floor where you will find three additional bedrooms. The primary ensuite is beautifully furnished and includes a reading nook, an extra-large walk-in closet, and balcony access for morning coffee. It’s bathroom is stunning and includes custom plaster dual sinks, storage, a Zellige tiled walk-in shower and soaking tub. The other two bedrooms are equally attractive. One has access to the balcony, and they share a hall bath. The bath includes a walk-in shower whose tile is designed in a palm tree motif. A solid surface vanity with storage is also provided.br brThis completely restored designer dream home with lush landscaping, covered porches and a rejuvenating pool, will provide you with a relaxing respite in paradise. Come see for yourself and start ‘California Dreaming’ today! brbrBED CONFIGURATION: The primary bedroom has a king bed. Two of the guest bedrooms have queen beds. The third guest bedroom has a twin bed. Please note the twin bedroom does not have a TV.br brOUTDOOR AMENITIES: Abundant landscaping provides privacy around the saline, kidney-shaped pool. The pool is heated seasonally (November-April) for an additional fee which will be assessed at the time of booking. Lounge chairs, a propane grill and a bicycle shed are also provided. brbrPARKING: This home includes off-street parking for two small vehicles.br brLOCATION: Within walking distance to the White Street Pier, this Old Town location provides easy access to the Southern end of Duval Street. brbrPETS: This home is NOT pet-friendly. (If you have pets, please browse through our many homes that are pet friendly).brbrSMOKING: This is a non-smoking home and property.brbr***Guests must be 25 years of age or older unless accompanied by an adult.brbr***Please note that the cleaning fee includes a full mid-stay clean***brbr***Managed by Historic Key West Vacation Rentals***

~CALIFORNIA DREAMING~ Enjoy an extended vacation in this posh home and pool.

Key West, Florida, United States

Bed

Bath

Sleeps

$331.32

FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 60 days prior to your arrival!brbrLike the mystical flower this home is named after, THE ENCHANTED ROSE is a breathtaking monthly vacation home that stands out from the rest. Situated on Rose Street, in the Beachside district of Key West, just a couple blocks from Smathers Beach, this recently renovated one-story home provides a magical setting for vacationers looking to experience Key West in style! Designed and furnished with comfort in mind, your group will be treated to two comfortable living areas, a fully equipped kitchen, and a split floor plan with private master quarters. Although, the real showstopper of THE ENCHANTED ROSE is the spacious backyard, which features a private heated pool and outdoor kitchen. In combination with Last Key Realty’s renowned Guest Services and Complimentary Concierge, your month at THE ENCHANTED ROSE is sure to be the fantasy vacation you’ve always imagined.brbrTHE LOCATION...brbrThe Beachside neighborhood of Old Town Key West is a quiet, mostly residential neighborhood on the southern side of the island. Just a couple blocks from the west end of Smathers Beach off Atlantic Blvd, and just down the street from Higgs Beach, THE ENCHANTED ROSE is a dream for beach-lovers who prefer to pack their coolers and towels and walk the few steps down to the sand and water. Watch the sunset from Smathers beach or the White Street Pier just around the corner. Take the short stroll to Salute for a beachside meal, or bike ride down to Duval Street or the Historic Seaport for the most popular Key West attractions. There’s off-street parking available in the driveway, as well as additional on-street parking for extra vehicles, mopeds, and bicycles in front of the house.brbrTHE LIVING AREAS & KITCHEN...brbrThere’s not one, but two living rooms at THE ENCHANTED ROSE. The front living room has a plush sectional sofa and armchair facing the large flat screen TV mounted on the wall. Open to the front living room is the fully equipped kitchen with stainless steel appliances and all of the tools needed to prepare meals from home. The indoor dining table seats four comfortably. Step down from the kitchen into the back living room, which also features a plush sectional sofa and large flat screen TV. The back living room can be made private by closing the barn door and also has French doors that open to the backyard and pool area.brbrTHE POOL AREA...brbrThe private back yard is undoubtedly where you will spend most of your time. You’ll be able to enjoy Key West's beautiful weather year-round in your own private oasis. The pool is perfect for cooling off on those hot South Florida days and can be conveniently heated to your liking in the cooler months. Take your pick of sunbathing poolside in the chaise lounges or relaxing in the shade under the covered patio. The covered patio is home to the outdoor kitchen, which is equipped with a 5-burner propane grill, full fridge, and outdoor TV. The outdoor dining table is also located under the covered patio, with seating for six. The back yard is fully fenced, providing plenty of privacy and there's even an outdoor shower for rinsing off after a swim in the pool or day at the beach.brbrTHE ACCOMMODATIONS...brbr** Master Bedroom: King bed, large flat screen TV, closet, French doors to the back yard, and an en-suite bathroom with a walk-in shower.brbr** Second Bedroom: King bed, flat screen TV, closet, French doors to the back yard, and access to the full shared bathroom located in the hall. brbr** Third Bedroom: Queen bunk beds, large flat screen TV, closet, and access to the full shared bathroom located in the hall.brbrALL LAST KEY VACATION HOMES INCLUDE:brbr** Washer and Dryerbr** Central Heat and A/Cbr** Ceiling Fansbr** Flat Screen TVs in Living Room and All Bedroomsbr** Fully Equipped Kitchenbr** Basic stock of spicesbr** Starter supply of paper productsbr** Starter set of cleaning productsbr** Linens and Towels providedbr** Wireless high-speed Internet access and full cable includedbrbrIn addition, this fully stocked home also includes, but is not limited to the amenities on this list:brbr** Fully Fenced and Lushly Landscaped Private Yard br** Private Heated Poolbr** Outdoor Showerbr** Off-street Parking in Drivewaybr** Propane BBQ Grillbr** Queen Sleeper SofabrbrOther notes:brbr** All monthly rentals include a mandatory interim clean. Multi-month stays require 1 interim clean per month.br** Additional interim cleanings availablebr** This property will accommodate up to 10 adultsbr** Pets Allowed - Max of 2 pets plus an additional fee of $200 per pet

**THE ENCHANTED ROSE @ BEACHSIDE** Gorgeous Home & Pool + LAST KEY SERVICES…

Key West, Florida, United States

Bed

Bath

Sleeps

$334.96

A Sanctuary Home - Stay on the only 18-hole golf club in the Florida Keys and enjoy the lush tropical foliage and resort style amenities! This private home is in one of our most prestigious communities and offers natural habitat views. The property provides open living areas downstairs with an additional study and cozy bedrooms upstairs. Enjoy the balmy southerly breezes across the front or back porch in a quiet, secluded setting, while sipping your favorite lemonade or Mojito and enjoy the relaxing Caribbean lifestyle as your stress melts away. This is a private, pristine home that is fully set up for your best vacation and it is all for you! The home has its own sparkling pool with heat in the winter season and a chiller for the warmer island temps. You may also take advantage of the amenities which include two resort style community pools and a gym. This community is located two miles away from some of the best beaches on the island. Three flat screen TVs and DVD players, Stereo/CD/I-POD docking station, Dishwasher, Washer/Dryer, Microwave, Conventional Stove/Oven, Air Conditioning/Heat, Blender, Toaster, Coffee Maker, Ice Maker, Iron & Ironing Board, Bath Tub, Ceiling Fans, Pots/Pans/Cutlery, Bed Linens. br**Small pets considered for additional non refundable fee with owner approval**br THIS HOME RENTS FOR 28 NIGHTS MINIMUM

A Sanctuary Home at the Key West Golf Club in Key West

Key West, Florida, United States

Bed

Bath

Sleeps

$272.11

A Palm tree Paradise - Stay on the only 18-hole golf club in the Florida Keys and enjoy the lush tropical foliage and resort style amenities! The properties provide open living areas downstairs and comfortable bedrooms upstairs. Enjoy the balmy southerly breezes across the front or back screened in porch while sipping your favorite lemonade or Mojito and enjoy the relaxing Caribbean lifestyle as your stress melts away. Amenities include two heated community pools, a gym, and parking for up to two vehicles. Small pets considered with additional fee and owner approval. brTHIS HOME RENTS FOR 28 NIGHTS MINIMUM

A Palm Tree Paradise @ the Key West Golf Club

Key West, Florida, United States

Bed

Bath

Sleeps

$2373.48

Summary:brbrCurry House provides three stories full of historic charm that take you back in time. Best of all, when you book the entire home, you have a large private pool to yourself as well as space to entertain outdoors. With 9 bedrooms and sleeping room for up to 18 people, entertain your large group with this rare find in the center of Old Town Key West.brbrbrbrThe Space:brbrEach of the home's nine rooms is historically decorated and includes a mini-fridge and a flatscreen cable TV and wifi. brbrEight of the rooms have attached verandas, perfect for enjoying a morning cup of coffee along with Key West sunshine.brbrBedroom 1 - Queen & en suite full bathroombrbrBedroom 2 - King & en suite full bathroombrbrBedroom 3 - Queen & shared full bathroom with room 4brbrBedroom 4 - Queen & shared full bathroom with room 3brbrBedroom 5 - King & en suite full bathroombrbrBedroom 6 - King & en suite full bathroombrbrBedroom 7 - king & en suite full bathroombrbrBedroom 8 - King & en suite full bathroombrbrBedroom 9 - queen & en suite full bathroombrbrThe property sleeps up to 18 total guests.brbrbrbrGuest Access:brbrGuest will receive 2 unique access codes upon check-in. One code will be used to access the front door of the home. The second, will be used to access the room.brbrbrbrThe Neighborhood:brbrThe quiet mornings on the front porch or balcony are the perfect way to start your day. Walk to attractions, restaurants, stores, and bars or make your way towards the Historic Seaport for a day on the water. Perfectly situated between Downtown Key West & the Historic Seaport the Curry House places our guests within 3 blocks of Duval Street and 2 blocks from the waterfront. Steps from award-winning restaurants, coffee and sandwich shops, wine bars, craft cocktail bars, a local grocery store and all of your favorite Key West attractions.brbrbrbrGetting Around:brbrPark your car for the weekend and walk or bike your way around this completely accessible location. Or use the fenced in patio for parking your bike to get around town for the day. Unfortunately, no parking is included with your stay but Fleming Street is filled with free and pay-to-park spots. Key West is the best for all types of transportation including bikes, scooters, golf carts and more! Feel free to as us for recommendations!brbrbrbrOther Things to Note:brbr- Complimentary Coffee in the lobby & keurig in each roombrbr- Family friendly for property buyout or reserve individual rooms!brbr- There is no access to the kitchen.brbr- This property is not pet friendly. brbr- Pool is heated and exclusive to Curry House guests.brbr- There is no on-site washer/dryer.brbr- Pool towels are included with your stay.

Private Heated Pool & Near Duval - The Curry House

Key West, Florida, United States

Bed

Bath

Sleeps

$247.45

This charming 2 story 2 bedroom with loft, two bath cottage in the Shipyard Condominiums is located just off the pool and gorgeous park. Both bathrooms have been recently updated! The first floor bedroom and bath are conveniently located just off the kitchen. Enjoy the very comfortable living room with a dining area that enjoys view through two sets of French doors to the rear deck and garden. The primary suite on the second floor enjoys a queen bed, plus a sitting area which includes a murphy bed. The large covered rear deck features out door dining and lounging and a back gate which provides quick access to the rest of the community and the park.brThe Shipyard Condominiums are located in the prestigious gated community of Truman Annex in Key West’s Old Town area. These condos are located just 2 blocks from Duval Street and all the Old Town Key West attractions including Fort Zachary Taylor State Park and Beach and the Truman Waterfront park. This property is outfitted with washer/dryer, pots/pans, towels, linens, central air conditioning, assigned off street parking, and access to a refreshing community pool. brPlease note: This property will require a minimum of a 28 night stay.

A SUNRISE COTTAGE at The Truman Annex in Key West

Key West, Florida, United States

Bed

Bath