Vacation Home Rentals By Owner In Key West, FL

$498.98

Dona Calabash, Key West Elegance and Serenity Just 90 Steps from Duval

Key West, Florida, United States

Welcome to Dona Calabash! 90 Miles to Cuba, 90 steps to Duval! Named for the prized and rare 100 year old Calabash tree that sits in the rear of the property, Dona Calabash holds on to its treasured past with a rare, seamless blend of old and new. A quintessential front porch, brick-paved drive and abundant, lush tropicals and palms welcome you to this white picket fenced, historic home. Here, you can immerse yourself in authentic tropical living and the serenity of Key West just 1/2 block from the action of Duval Street. There is nothing like this property. Its location and tranquil, elegant inside and outside living spaces are truly unmatched.brbrThis welcoming home provides the ultimate privacy and comfort, making your time in Paradise hard to leave. Admire rich Dade County Pine walls, Brazilian cherry floors with bead-board, cathedral ceilings, custom arched doorways and hand crafted finishings all around. Built in 1938 and renovated most recently by famed Key West designer, Jane Gardner, this home is perfection in every way. Just shy of 1400 sf, Dona Calabash offers the perfect space for couples and families to soak in a true Key West lifestyle, while enjoying modern upgrades and amenities, ensconced in rich historic charm. Bathed in natural light and abounding with elegant architectural detail, this home is delightful in every way. Enjoy one of three covered porches, all with decorative, ginger-bread rails and ample seating for dining, sipping coffee or cocktails, reading, or just lounging in the quiet and subtle ocean breeze.brbrTHE LIVING SPACE:brThe open living, kitchen and dining room are expertly appointed and exude relation. A dining table for six is expandable and is situated perfectly between the enormous chef's kitchen and living area. The designated chef of your party will marvel over a stunningly, updated kitchen equipped with commercial grade, stainless steel appliances, a six-top gas stove, granite counters, endless storage and bar seating. This kitchen is freshly stocked with high-end cookware, dining and glassware. You'll have everything you need to cook and dine with style and ease. There is also a separate custom-made bar for your libation creations and a secret laundry area built in underneath!brbrDirectly off the kitchen, through the double french doors, is an expansive covered porch (one of three) for dining and lounging. Beyond that lies the exquisite salt water pool with custom coral-rock waterfall and a heating option for cooler days. Encompassing the pool (and entire home) is vibrant, lush foliage, creating an enclosed tropical oasis.brbrPOOL CABANA/DEDICATED OFFICE and BONUS SLEEPING SPACE:brIn the left rear of the pool/ backyard sanctuary is a gorgeous pool cabana, also with vaulted, bead-board ceilings. Here you can enjoy a dedicated office space, a pull down murphy bed and a freshly renovated full bathroom. This is a perfect space for working remotely and sleeping extra guests. Royal blues and yellows are the cabana colors. The matching, custom pillows and drapes add a special slice of whimsical beauty to the space.brbrSLEEPING AREAS:brThree generous bedrooms inside the main home offer comfortable sleeping for six. The grand primary suite offers a king bed, double closets, french doors out to the rear porch and a large en-suite bathroom. Luxury abounds here, with ample storage, a large walk-in, glass shower, soaking tub with chandelier and a glamorous vanity with superior lighting. Both additional guestrooms offer queen beds and share the large, common bath, right outside their doors. All bedrooms are equipped with high-end linens, bedding, matching custom drapes and televisions. Towels and toiletries are provided in all bathrooms.brbrGot Vehicles Who needs a car when you can walk to everything Do know that there is ample vehicle parking for you and your guests in the private driveway and extra street parking directly in front of the house. A convenient electric driveway gate opens and shuts at the click of a button. There is also plenty of room for parking scooters and bicycles.brbrWhen you are ready to explore on foot, a peaceful neighborhood awaits, perfect for morning walks to Cuban Coffee Queen at the corner or an evening stroll under the stars. The convenience to Key West's lively and vibrant downtown is unparalleled, with less than a 1 minute walk to Duval Street. Cafes, impeccable dining options, art galleries, shops and live music are at your fingertips. At Dona Calabash, you are also just a few blocks to the Southernmost Point and the beautiful turquoise waters of the Atlantic Ocean and the soft sands of South Beach! The following top rated establishments are all within four blocks of Dona Calabash:brbrLa Grignote (bakery)brCuban Coffee QueenbrBanana Cafe (fabulous breakfast and lunch)brWorld Famous La-Te-Da Restaurant and BarbrNine One Five RestaurantbrOceans GrillebrFlamingo's Crossing Ice CreambrThe Rum BarbrbrDozens of shops and galleries are all within a few minute's walk from the property as are some landmark Key West attractions like The Key West Lighthouse and Keeper's Museum, The Ernest Hemingway House and the Key West Butterfly Conservatory. This location offers so much to do and experience if you so desire, but as close as you are to the action, Dona Calabash is also a calming retreat from the hustle and bustle. If unwinding is your priority, Dona Calabash is a haven for rejuvenation. Here, you can play the day away, rest and relax or a little bit of both!brbrDona Calabash is the home away from home of your dreams, where tropical opulence and supreme comfort coalesce in a cottage-style masterpiece. We look forward to hosting you soon!

3

Bed

3

Bath

8

Sleeps

$348.93

/ Nightly

Private Vacation Home

**CASITA OLIVIETTA @ SOLARES HILL** Brand New Home & Private Pool + LAST KEY SER

Key West, Florida, United States

FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 60 days prior to your arrival!brbrYou don’t often find new construction in Old Town, the historic district of Key West known for classic conch homes and walkable streets, but recently a spectacular new home was built smack dab in the middle of it all. CASITA OLIVIETTA is a newly built breathtaking home that allows you to enjoy the luxury of brand-new construction in the prime location you've been searching for. No expense was spared in constructing and furnishing CASITA OLIVIETTA – brand new appliances, the latest technology, comfortable accommodations, and a private heated saltwater pool. In combination with Last Key Realty’s Five-Star Guest Services, your month at CASITA OLIVIETTA will leave you wanting for nothing!brbrTHE LIVING AREA...brbrThe open living area is spacious enough for the whole family to enjoy. Grab a seat on the plush sectional sofa for game night or turn on the large flat screen TV and gather around for movie night. The sofa pulls out to a Queen sleeper for extra guests. The fully-equipped kitchen is complete with all of the luxury appliances and tools you'll need to whip up the perfect home cooked meal when you’re ready to take a break from the array of restaurants within walking distance. Take your pick of dining indoor or out, with seating up to six at the indoor dining table and up to four at the outdoor dining set on the back covered patio. There’s also a convenient half bathroom located just off the living area.brbrTHE PRIVATE SALTWATER POOL...brbrThe private pool area offers an ideal setting for enjoying beautiful South Florida days and is fully fenced for maximum privacy. The lovely private saltwater pool can be heated to your liking and is perfect for a dip after a day at the beach or with a cocktail for happy hour. There are plenty of chaise lounges to relax in the sunshine beside the water. Treat yourself to a poolside BBQ using the propane grill and large composite picnic table. There’s also a full pool house bathroom on the deck.brbrTHE ACCOMMODATIONS...brbr** Master Bedroom: Located on the First Floor with a King bed, large flat screen TV, and an en-suite bathroom with a custom glass shower. brbr** Bedroom #2: Located on the Second Floor with Two Twin beds OR One King bed, flat screen TV, and an en-suite bathroom with a walk-in shower.brbr** Bedroom #3: Located on the Second Floor with a King bed, flat screen TV, and an en-suite bathroom with a walk-in shower.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 & full cable includedbrbrIn addition, this fully stocked home also includes, but is not limited to the amenities on this list:brbr** Fully Fenced & Lushly Landscaped Private Yard br** Private Heated Saltwater Poolbr** Off-street Parking in Driveway (with size restrictions)br** Propane BBQ GrillbrbrOther 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 8 adultsbr** Max of 2 Pets Allowed with Additional Fee of $200 per petbrbrLooking for more space This home can be rented in combination with CASA OLIVIANA (located right next door), a 6 Bedroom option that can sleep up to 12 additional guests.

3

Bed

4

Bath

8

Sleeps

$398.05

/ Nightly

Private Vacation Home

KATE'S KRAWL OFF DUVAL ~ 1 BR/1 BA Private Home/Outdoor Deck/Steps to Duval!

Key West, Florida, United States

SALT AIR & SUNSHINE...brThis 1 bedroom, 1 bathroom private single family home is a sweet surprise just off Duval St. It's a breath of fresh air as you escape reality and bask in the tranquility of the tropics. Tucked away on a vibrant lane just a stone's throw to all the desirable destinations, this island retreat offers the ultimate serenity.br***GUESTS MUST BE 25 YEARS OF AGE OR OLDERbrbrDETAILS & AMENITIES...brA bright and cheery greeting from this saltwater abode welcomes you as you step into your slice of Paradise. Sink down into the cozy sectional in the Great Room area with a flat screen TV for movie nights. The kitchen comes fully equipped and offers a bar area for 4 so you can whip up your favorite cocktails and snacks before heading out on the town. A washer/dryer is available.brbrSLEEPING ARRANGEMENTS...brMove upstairs to the king bedroom room which is outfitted with clean, crisp linens, a flat screen TV and access to an outdoor balcony to soak up your peaceful surroundings. Steps away is a bathroom with a shower to wash off the sea and sand. A sofa sleeper resides in the Great Room for additional sleeping convenience. brbrOUTDOOR LIVING...brEnjoy lounging out on your private back deck in the island breeze with good conversation and not a worry in the world. Grill up your fresh catch on the outdoor grill and dine al fresco followed by a peaceful swing in the hammock beneath the stars. This island gem is perfectly located for walking or riding your bike downtown to all the local galleries, bars and restaurants and is just minutes to the sandy beaches of Key West!brbrPETS...brDogs are permitted but no cats please. A pet fee is required.brbrPARKING...brThis home does not have designated parking. There is limited street parking as guests may only park in spaces that are unmarked and not those marked as Residential Permit. There is also a pay lot at the corner of United and Duval (3 blocks away).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!brbrCANCELLATION...brBookings canceled at least 30 days before the start of stay will receive a 100% refund. Bookings canceled at least 14 days before the start of stay will receive a 50% refund.brbrCOME INDULGE...

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Bath

Sleeps

$523.03

/ Nightly

Private Vacation Home

New Listing- Modern & spacious historic home with private pool and parking

Key West, Florida, United States

Discover paradise at Brisa Azul (Blue Breeze), an exquisite historic home nestled in the heart of Old Town Key West. This newly renovated gem seamlessly blends timeless charm with contemporary luxury, offering an unparalleled island getaway for up to six guests.brStep into a world of refined comfort, where every detail has been thoughtfully curated. The spacious interior features two elegant bedrooms, three luxurious full baths, and a versatile den that transforms into a third bedroom. The first-floor primary suite boasts a sumptuous king bed and spa-like en-suite bath, while upstairs, a serene second bedroom adjoins a full bath with modern laundry facilities. The welcoming den, complete with a premium queen-sized sleeper sofa, provides additional sleeping accommodations with its own adjacent full bath.brThe heart of this spectacular home unfolds at the rear, where soaring vaulted ceilings crown an open-concept living, dining, and kitchen space. Masterfully designed fold-away doors dissolve the boundary between indoor and outdoor living, leading to your private tropical oasis. Here, a stunning saltwater pool—both heated and chilled for year-round comfort—features an ingenious design with both a relaxing splash deck and a swimming area. A tranquil waterfall creates a peaceful ambiance, while optional scupper cascades can transform the mood to vibrant and energetic.brEntertainment flows seamlessly to the sophisticated poolside gazebo, outfitted with a professional built-in barbecue grill, ice maker, and refrigerator—perfect for alfresco dining and gatherings. Modern conveniences abound throughout, including high-speed Wi-Fi and state-of-the-art appliances, while smart TVs in the living room, bedrooms, and den ensure everyone's entertainment needs are met.brLocated in one of Key West's most coveted neighborhoods, Brisa Azul puts you moments from the historic Seaport and is just a short stroll from iconic Duval Street's acclaimed restaurants, boutiques, and vibrant nightlife. This exceptional property, available for minimum 29-day rentals per City of Key West regulations, promises not just a vacation but an unforgettable island living experience where coastal elegance meets laid-back luxury.brExperience the magic of Key West in style at Brisa Azul, where every sunset brings new possibilities for creating cherished memories.

3

Bed

3

Bath

6

Sleeps

$914.21

/ Nightly

Private Vacation Home

TROPICAL RETREAT ~ 3 Bedroom/3.5 Bath 1/2 Block from Duval w/ Heated Pool!

Key West, Florida, United States

***PLEASE BE AWARE...brThere are currently multiple construction projects happening on neighboring properties so there could be noise during the daytime hours beginning at 8am. The home has been priced to offset any inconvenience.brbrSPOIL YOURSELF IN PARADISE...brIndulge yourself in the rustic charm of historic Key West enveloped in lush, vibrant surroundings and located just 1/2 a block from all the action on Duval St. A cozy sanctuary with modern conveniences will allow you to fully appreciate your time in Paradise.br***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGEbrbrDETAILS & AMENITIES...brStep onto your private front porch with chairs and a swing to relish your morning cup of coffee in the sweet island breeze. Slip inside to a bright and cheery space as you enter a cozy seating area perfect for diving into a good book. The living area just ahead is surrounded by a flat screen TV for movie and game nights together. Craft up your meals together in the fully equipped checkerboard kitchen and enjoy quality time around the dining table for 6. This unique retreat has just been refreshed with stunning new furnishings to complete your stay in Paradise!brbrSLEEPING ARRANGEMENTS...brFall into a sweet slumber in your queen guest room with an en suite full bathroom with a shower tub combination. A guest room with two twins that can convert to a king bed upon request offers an en suite full bathroom with a shower. Step outside to the poolside cottage equipped with a king size bed, flat screen TV, en suite bathroom with a shower, desk, microwave and coffee maker for your enjoyment. A sofa sleeper is located in the living room for additional guests with convenience to a powder room just off the kitchen. brbrOUTDOOR LIVING...brLet your worries melt away as you fully embrace your island surroundings in the peaceful outdoor space with lush views all around a private, heated pool. Rinse off the day in the outdoor shower, then grill poolside with a cocktail in hand as you make plans for your evening out on the town.brbrPARKING...brOne parking space is available making coming and going a breeze!brbrPETS...brDogs are permitted and a pet fee is required.brbrBEACHES...brHiggs Beach is 0.8 miles.brSmathers Beach is 2.4 miles.brFort Zachary Taylor Beach is 1.6 miles. (Entry fee required as it's a state park with a self tour of the fort and biking/walking trails)brChairs and umbrellas can be rented at all beaches.brbrCANCELLATION...brBookings canceled at least 30 days before the start of stay will receive a 100% refund. Bookings canceled at least 14 days before the start of stay will receive a 50% refund.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!brbrSUNSHINE THERAPY...

3

Bed

3

Bath

8

Sleeps

$435.7

/ Nightly

Private Vacation Home

Sunset Serenade | Sunset Key Private Island Retreat with Rooftop Deck

Key West, Florida, United States

bPrivate island living just minutes from Key West./bbrbrLocated on the exclusive island of Sunset Key, Sunset Serenade is a 2BR/2.5BA tropical retreat designed for guests seeking a quieter, more elevated Key West experience. Accessible only by private guest ferry, the home combines relaxed Caribbean style with resort-style amenities, a shared oasis-style pool, and a private rooftop deck made for sunset evenings.brbrFrom morning coffee beneath the palms to evenings overlooking the island sky from the rooftop deck, Sunset Serenade offers a slower pace while remaining only minutes from Old Town Key West.brbrbSleeps up to 6 Guests/bbrbrbWhy Guests Love Sunset Serenade/bbr- Private island location on Sunset Keybr- 5-minute guest ferry from Key Westbr- Private covered rooftop sunset deckbr- Shared oasis-style pool at The Overlookbr- Two en-suite bedroomsbr- Office workspace for remote workbr- Multiple porches and outdoor living spacesbr- Access to resort amenities and island servicesbr- Steps from white sand beaches and tropical walking pathsbr- Minutes from Duval Street and Old TownbrbrbThe Sunset Key Experience/bbrbrThe first time you arrive in Key West, it already feels like the end of the road. But standing at Mallory Square during sunset, looking just offshore, you notice a small tropical island lined with palms and elegant island homes. That is Sunset Key. brbrA short ferry ride transports you into a completely different atmosphere. The pace softens. The noise disappears. Surrounded by tropical landscaping, ocean breezes, and quiet pathways, the island feels calm, secluded, and distinctly separate from downtown Key West. brbrSunset Serenade is located within The Overlook, a peaceful collection of private residences centered around a beautifully landscaped shared pool. brbrGuests enjoy access to Sunset Key`s manicured grounds, tennis courts, concierge services, island security, and the award-winning waterfront restaurant, Latitudes. brbrbLiving Spaces/bbrbrInside, the home embraces classic Caribbean island style with hardwood flooring, French doors, coastal furnishings, and cheerful tropical accents throughout. brbrThe open-concept main level was designed for easy indoor-outdoor living. Multiple sets of sliding glass doors connect the great room to the outdoor porch spaces, allowing sunlight and tropical breezes to move naturally through the home. brbrThe living room offers comfortable seating, including a queen sleeper sofa for additional guests, while the nearby dining area and breakfast bar create an easy flow for gathering, dining, and entertaining. brbrAn additional office workspace provides a practical setup for guests planning an extended stay or remote work getaway. brbrbKitchen & Dining/bbrbrThe custom kitchen combines island charm with thoughtful functionality. brbrbFeatures include:/bbr- Granite countertopsbr- Stainless steel appliancesbr- Cottage-style cabinetrybr- Breakfast bar seatingbr- Walk-in pantrybr- In-home washer and dryerbrbrWhether preparing breakfast before the beach or evening cocktails before sunset, the space is designed to feel comfortable and connected. brbrbSleeping Arrangements/bbrbrSunset Serenade comfortably accommodates up to 6 guests. brbrbPrimary Bedroom/bbr- King Bedbr- En-suite bathroombr- Private covered balcony accessbr- Smart TVbrbrbGuest Bedroom/bbr- Two Twin Beds (convertible to king upon request)br- En-suite bathroombr- Covered porch accessbr- Smart TVbrbrbLiving Room/bbr- Queen Sleeper SofabrbrBoth bedrooms are located upstairs on opposite sides of the hallway, creating privacy and separation for couples, families, or friends traveling together.brbrbRooftop Deck/bbrbrThe signature feature of Sunset Serenade is the private covered rooftop deck. brbrAccessible by spiral staircase, this elevated outdoor space offers sweeping island views, warm ocean breezes, and unforgettable sunset colors each evening. brbrFurnished for relaxing comfortably into the night, the rooftop deck naturally becomes the gathering place at the end of the day. brbrbNearby Attractions/bbrbrBy ferry, you`re only minutes from: br- Mallory Squarebr- Duval Streetbr- Fort Zachary Taylorbr- Historic Old Townbr- Waterfront excursions and charter activitiesbr- Key West restaurants, galleries, and nightlifebrbrSunset Key offers the rare ability to enjoy both the energy of Key West and the privacy of a secluded island retreat.brbrbIMPORTANT: Payments & Contract/bbrAfter booking, you will receive a link to sign your rental agreement and make a payment to VHKW.brbVRBO collects only their service fee. Reservation payments are paid directly to VHKW/b in two installments in accordance with the terms of your rental agreement. Payments to VHKW by credit card are subject to an additional 2.95% merchant processing fee.brbrbRestrictions & Regulations/bbr- Smoke-free propertybr- No pets permittedbr- Primary renter must be at least 25 years of agebr- Primary renter must be present for the entirety of the staybrbrbProperty Highlights/bbr- 2 Bedroomsbr- 2.5 Bathroomsbr- Sleeps 6br- Shared Poolbr- Rooftop Deckbr- Private Island Accessbr- Resort Amenitiesbr- Remote Work Friendlybr- Washer & Dryerbr- Guest Ferry Access

Bed

Bath

Sleeps

$478.2

/ Nightly

Private Vacation Home

Casa Havana | Old Town Condo w/ Pool & Balcony

Key West, Florida, United States

Discover the laid-back magic of historic Key West with a stay at Casa Havana, a bright and inviting condo tucked inside the lush surroundings of Duval Square. Perfectly positioned near the heart of Old Town, this charming retreat places you within easy walking distance of iconic attractions, renowned dining, and boutique shopping—while still offering a cool, comfortable escape to call home.brbrThe Ambiance:brCasa Havana offers a relaxed and welcoming atmosphere ideal for unwinding after a day of island adventures. The open-concept living space features casual coastal furnishings, central air conditioning, and free WiFi to keep you comfortable and connected. French doors open to a private deck where you can enjoy morning sunshine or a quiet moment surrounded by tropical greenery. The fully equipped kitchen makes it easy to prepare fresh local seafood, while the private balcony off the primary bedroom creates the perfect setting for sunset cocktails and warm evening breezes.brbrGuest Perks:brGuests will enjoy seamless self-check-in with a personalized access code provided before arrival. Casa Havana also includes a private garage parking spot, a private washer/dryer for convenience, and access to a rooftop pool for soaking up the Key West sunshine.brbrNeighborhood Highlights:brNestled on the 1000 block of Duval Street, Casa Havana offers unbeatable access to Key West's best attractions. Stroll just 10 minutes to downtown Key West for lively bars, unique shops, and unforgettable restaurants. For dining closer to home, Duval Square boasts local favorites like New York Pasta Garden and Origami Sushi right below the complex.brbrTake a short walk to the Southernmost Point for a photo op or explore nearby art galleries and nightlife. The property's prime location ensures that all your Key West favorites are within easy reach, from historic landmarks to vibrant nightlife and everything in between.brbrTransportation Tips:brWith its central location, exploring Key West is easy and enjoyable. Many attractions are within walking distance, but you can also rent a bike, scooter, or golf cart to venture farther. Private garage parking is available for one vehicle, making it convenient for guests with cars. Need recommendations Just ask—we're here to help!brbrOther Things to Note:br- Condo association fee of $100 per stay (included in reservation fees)br- No pets allowedbr- Guests must be 25 years of age or older to rentbr- One free parking space includedbrbrCheck-in time is 3:00 PMbrCheck-out time is 11:00 AMbrbrReserve your stay at Casa Havana today and experience the best of Key West with the perfect mix of convenience, comfort, and tropical charm!brbrAt Colocada Vacation Rentals, we're dedicated to providing a relaxing and memorable Key West experience. If you have any questions or need recommendations, don't hesitate to reach out! We're here to help make your stay as special as possible.

Bed

Bath

Sleeps

$253.13

/ Nightly

Private Vacation Home

Roosters Perch at Truman Annex- LOW SUMMER RATES!!!

Key West, Florida, United States

Welcome to Roosters Perch in Truman Annex, Porter Lane!brbrThis spacious corner duplex is flooded with natural light and boasts abundant windows throughout. The home offers two generous bedrooms, each featuring comfortable queen beds, private balconies, and large closets for your convenience. A shared bathroom with a shower is easily accessible from the hallway, serving both bedrooms.brbrThe main floor showcases an open-concept layout combining the kitchen, dining, and living areas. The living room includes a sofa sleeper for additional guests. Also on this level is a powder room and a roomy rear patio deck, complete with outdoor dining seating for four—perfect for relaxing evenings or meals al fresco.brbrAs an end unit, Roosters Perch offers privacy with neighbors on only one side.brbrPorter Lane is one of the most sought-after complexes in Truman Annex, providing quick access to Mallory Square where you can experience breathtaking nightly sunsets. You’re just a short walk from Fort Zachary Taylor Beach (with beach chairs and towels provided), and steps away from Mile 0, the iconic Duval Street, and Ernest Hemingway’s historic home.brbrGuests can enjoy the large, shared pool within the complex, one of the biggest in Truman Annex, complete with loungers for ultimate relaxation.brbrRoosters Perch is fully furnished and turnkey ready for your stay.brbrWe look forward to hosting you at Roosters Perch @ Truman Annex!brbrbrCheck-in time is at 4 PM and check-out is at 10 AM. Please plan your travel accordingly or consider booking an extra night if you require more flexible arrival or departure times.

Bed

Bath

Sleeps

$480.14

/ Nightly

Private Vacation Home

Historic Key West Gem: Private Tiki Bar, 4 En Suites, Walk to Duval & Beach

Key West, Florida, United States

Welcome to Moveable Feast, a dreamy home in the heart of Bahama Village that sleeps 10 comfortably. Located on a quiet, friendly lane with two parking spaces right in the middle of all the action. Four bedrooms (one king and three queens) - each with their own attached bathroom - plus a half bath on the first floor for maximum convenience and privacy. Open floor plan with well-stocked kitchen featuring a brand new induction stove, dining table for eight, and seating for four at the bar. Backyard is fenced in, pet-friendly with gorgeous foliage, orchids, tiki bar with sink and mini fridges, gas grill, and plenty of outdoor seating - the perfect spot to relax, entertain, and gather with family and friends. Central air & heat, complimentary mid-stay cleaning included.brbrLocation could not be more ideal. Around the corner from Blue Heaven and Santiago’s. 10 minutes walking to the (in)famous Duval Street; Fort Zachary Taylor Historic State Park - the best beach in Key West; Hemingway’s Home; Coffee Butler Amphitheater; and the Truman Waterfront Park area with dog park, playground, and weekly farmer’s market. 15 minutes walking to Southernmost Point, Mallory Square, Sunset Pier, and dozens of incredible restaurants and bars. 4 bicycles on property with locks, for your convenience!brbrFirst floor: Open floor plan with kitchen, dining area, living room, and half bath brSecond floor: Primary bedroom suite (king) with full bath and attached office/sitting room; second bedroom suite (queen) with full bath and private balcony; washer and dryer.brThird floor: Third bedroom suite (queen) with full bath and sitting area (twin daybed); fourth bedroom suite (queen) with full bath and sitting area (brand new full-sized futon).brOutside: Front yard includes two parking spots and covered porch with seating; back yard is fenced in with wet bar, refrigeration, fans, dining table, outdoor seating, and gas grill: perfect for a cocktail get-together!

Bed

Bath

Sleeps

$457.09

/ Nightly

Private Vacation Home

Newly renovated home close to the beach and all attractions

Key West, Florida, United States

New Kitchen, flooring and master bath. With 3 bedrooms and an office that could be turned into another bedroom if needed. With a newly renovated salt water heated pool and off street parking. Located in the Meadows, but close to everything. 4 Bikes on property for guests

Bed

Bath

Sleeps

$461.42

/ Nightly

Private Vacation Home

Paradise on White Street

Key West, Florida, United States

After spending your day out on the water or strolling down Duval St., come relax at this Charming 2-Story Historic Home. This open concept spacious 4 bedroom, 4 bath home offers a private patio area with an inviting heated saltwater pool and beautiful new patio furniture to seat the entire family. Forget about cooking in the well- appointed kitchen because you have your very own outdoor kitchen which includes gas grill and wine chiller.brbrYou are within walking distance to several fabulous restaurants and a local grocery. A short walk to the Famous Higgs Beach, White St. Pier, Duval St. and the Historic Seaport or rent a bike for a brief ride to Smather's Beach. brbrYou will be booking your next stay before leaving this Historic Home!!

Bed

Bath

Sleeps

$301.53

/ Nightly

Private Vacation Home

Turtle's Nest, 3 BR+3BA, dog friendly, Conch Cottage in Midtown Key West

Key West, Florida, United States

Welcome to The Turtle’s Nest – Your ultimate Key West getaway, where luxury meets paw-fection! brWe’re excited to share our recently renovated home in paradise, now available for rentals. The Turtle’s Nest is a 3-bedroom, 2.5-bath retreat nestled in vibrant Midtown Key West – perfectly situated without the crowds of Old Town, but just 5 blocks from Smathers Beach and a 10 min bike ride away from Duval Street's nightlife and historic charm. The airport and Garrison Bight Marina (hello, fishing and sandbar charters!) are less than half a mile away. The Key West Golf Course is just 3 miles away.brSleeps up to 9 comfortably-br-1 King bedbr-2 Queen bedsbr-1 Full bed (a bunk bed over a Queen bed)br-1 Queen sleeper sofabrbrThe sitting area on back patio is perfect to enjoy your coffee in the mornings, or to relax after a your day of fun! The 3rd bedroom is actually an in-law suite with a full bath, separate from the others with its own entrance and has a mini-fridge and coffee bar!brbrWhat’s included br-High Speed Wi-Fibr-Parking in front of the house for 1-2 vehiclesbr-4 complimentary bicyclesbr-4 beach chairs & lots of beach towelsbr-4 smart TV'sbr-Two workstations (that fold away)br-Fully stocked kitchen (all appliances, dishes, pots/pans, spices)br-Full-size washer/dryerbr-Private outdoor shower with hot/cold waterbr-Dog-friendly (with breed approval, but no size restrictions) with a fully fenced yardbrbrWhether you're sipping coffee on the patio or riding bikes to the beach, this is your home base for unforgettable island adventures. The house is ready for you to relax, recharge, and explore all that Key West has to offer.brJust pack your swimsuit – the rest is waiting for you at The Turtle’s Nest!brbrThis historic cottage was originally built as a home for the cigar factory workers, the Martinez Cigar factory building still stands a block away, and is now a storage facility. The home was unique in that it was built with Indian Block, known for its fireproofing and hurricane strong properties. brbrBefore we bought this beautiful home, we would visit Key West with our 2 dogs and often had a difficult time finding a place that would accept larger dogs (we have a Golden Retriever and an Australian Shepherd), so our mission was to make a lovely spot that you can enjoy along side your family pets.

Bed

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Sleeps

$1939.5

/ Nightly

Private Vacation Home

The Shellstone House at Solaire Lunara Bay

Key West, Florida, United States

Summary:brbrDiscover an exquisite new build, Shellstone House at Lunara Bay — a collection of 26 luxury homes in a gated community. This 8BR, 8.5BA luxury waterfront estate boasts premium amenities, including complimentary gym access and ample living spaces designed for relaxation and entertainment. With contemporary design and luxurious finishes, this home is perfect for guests who value comfort and style.brbrbrbrThe Space:brbrImmerse yourself in luxury with our private boat excursions and chauffeur services. Enjoy personalized aquatic adventures or arrive in style with our premium transportation options, customized for your stay! The open-concept layout, both indoors and outdoors, fosters a welcoming atmosphere ideal for entertaining and bonding with loved ones. Unwind by the pool, engage in games, grill, or dine in various areas—there’s something for everyone.brbrbrbrThe fully equipped kitchen is perfect for home-cooked meals or hiring a private chef. With high-speed internet and keyless entry, your getaway is effortless. The fenced yard provides a secure space for children and pets.brbrbrbrBed Layout: This property features seven bedrooms with king beds and one with two bunk beds, all with ensuite bathrooms.brbrbrbrGuest Access:brbrOur self check-in ensures a seamless arrival. Guests will receive a personalized access code before arrival and direct contact with a local guest experience manager for any questions, needs, or recommendations during their stay. Boating & Private Dock Slip: We encourage boating. Here’s what you need to know for a safe experience: brbr- The dock accommodates boats up to 40’ long. brbr- There is no power or pump-out service at the slips. brbr- Navigating the Florida Keys can be challenging, so please proceed with caution.brbrbrbrThe Neighborhood:brbrWelcome to Lunara Bay!brbrNestled in a gated community less than a mile from Key West, Lunara Bay offers a family-friendly atmosphere with a local park just a short walk away—perfect for spending time with loved ones.brbrbrbrExplore & Dine Nearby:brbrEnjoy fresh seafood and local flavors at Hogfish Grill, Roostica, or Chico’s Cantina. Visit Hurricane Hole for happy hour and scenic waterfront views. Rent a boat for a day at Stock Rock Café or embark on a kayak tour with Lazy Dog.brbrbrbrBoating & Marina Access:brbrMany homes offer private boat docking or slips available at the onsite marina. A public boat ramp is conveniently located across the highway - Key Haven Boat Ramp.brbrbrbrNeed personalized recommendations Ask your GEM for their top things to do and places to go!brbrbrbrGetting Around:brbrTravel by car, boat, or plane to Modern Keys, The driveway allows parking for up to 4 vehicles and your boat trailer. If you didn’t travel by water, you can also drop your boat at one of the public boat ramps in Key Haven or Stock Island. Rent a golf cart, scooter or bikes for the day to enjoy the area. Feel free to ask us for recommendations!brbrbrbrOther Things to Note:brbr- Extend your stay 7+ nights for 10% off your entire stay!brbr- Elevate your visit with our Private Chauffeur Service for effortless transportation.brbr- Private washer/dryer brbr- Located in a gated community brbr- Free gym access at FYT brbr- Pets are welcome! Our requirements are as follows: •40lb maximum per pet •$250/stay •2 pet maximumbrbrbrbrInteraction with Guests:brbrYour dedicated GEM is at your service to answer any questions or curate unforgettable experiences tailored to your dreams in the Keys.

Bed

Bath

Sleeps

$2096.97

/ Nightly

Private Vacation Home

Tidelands House at Lunara Bay

Key West, Florida, United States

Summary:brbrTidelands House is a luxurious new build at Lunara Bay - a collection of 26 luxury homes in a gated community! Featuring waterfront views, boat docking, eight spacious bedrooms, and a private pool, this home offers exceptional amenities including free gym access and ample living space for relaxation and entertainment. Modern design and high-end finishes make it perfect for those seeking comfort, style, and convenience.brbrbrbrThe Space:brbrExperience luxury with our private boat excursions and chauffeur services. Enjoy customized aquatic adventures or arrive in style with our premium transportation options. Expect excellence tailored to your stay. For more information, please reach out!brbrThe open-concept floor plan, both indoors and outdoors, creates a warm atmosphere ideal for entertaining and quality time with loved ones. Whether you're relaxing by the pool, playing games, grilling, or dining in various areas, there's something for everyone. The fully equipped kitchen is perfect for home-cooked meals or for a private chef to elevate your culinary experience. With high-speed internet and keyless entry, your vacation will be seamless and convenient. Outside, the spacious fenced yard provides a safe play area for children and a perfect space for your pets.brbrBed layout:brbrBedroom 1: King BedbrbrBedroom 2: King BedbrbrBedroom 3: King BedbrbrBedroom 4: King BedbrbrBedroom 5: King BedbrbrBedroom 6: King BedbrbrBedroom 7: King BedbrbrBedroom 8: King BedbrbrAll bedrooms feature ensuite bathrooms.brbrbrbrGuest Access:brbrOur self check-in makes the process seamless. Guests will receive a personalized access code prior to arrival and direct contact to a local guest experience manager for any questions, needs or recommendations during their stay. brbrBoating & Private Dock Slip: We encourage boating. Here's what you need to know in order to do so safely: brbr- Dock accommodates a boats up to 40’ in length. brbr- There is no power or pump out service to the slips. brbr- The Florida Keys are a notoriously difficult place to navigate.brbrbrbrThe Neighborhood:brbrWelcome to Lunara Bay!brbrNestled in a gated community less than a mile from Key West, Lunara Bay offers a family-friendly atmosphere with a local park just a short walk away—perfect for spending time with loved ones.brbrbrbrExplore & Dine Nearby:brbrEnjoy fresh seafood and local flavors at Hogfish Grill, Roostica, or Chico’s Cantina. Visit Hurricane Hole for happy hour and scenic waterfront views. Rent a boat for a day at Stock Rock Café or embark on a kayak tour with Lazy Dog.brbrbrbrBoating & Marina Access:brbrMany homes offer private boat docking or slips available at the onsite marina. A public boat ramp is conveniently located across the highway - Key Haven Boat Ramp.brbrbrbrNeed personalized recommendations Ask your GEM for their top things to do and places to go!brbrbrbrGetting Around:brbrTravel by car, boat, or plane to Modern Keys, The driveway allows parking for up to 4 vehicles and your boat trailer. If you didn’t travel by water, you can also drop your boat at one of the public boat ramps in Key Haven or Stock Island. Rent a golf cart, scooter or bikes for the day to enjoy the area. Feel free to ask us for recommendations!brbrbrbrOther Things to Note:brbr- Extend your stay 7+ nights for 10% off your entire stay!brbr- Elevate your stay and ask us about our Private Chauffeur services.brbr- Private washer/dryer brbr- Located in a gated communitybrbr - Free gym access at FYT brbr- Pets are welcome! Our requirements are as follows: •40lb maximum per pet •$250/stay •2 pet maximumbrbr- There is an elevator for guest use by request only. Please let us know if it is neededbrbrbrbrInteraction with Guests:brbrYour dedicated GEM is at your service to answer any questions or curate unforgettable experiences tailored to your dreams in the Keys.

Bed

Bath

Sleeps

$2072.19

/ Nightly

Private Vacation Home

The Sunray Home at Lunara Bay

Key West, Florida, United States

Summary:brbrSunray House is a luxurious new waterfront build at Lunara Bay—a collection of 26 luxury homes in a gated community! This stunning home offers exceptional amenities, including free gym access and ample living space perfect for relaxation and entertainment. With modern design and high-end finishes, this property is ideal for those seeking comfort and style. Experience a new level of living that combines elegance and convenience in this remarkable home.brbrbrbrThe Space:brbrExperience luxury with our private boat excursions and chauffeur services. Enjoy customized aquatic adventures or arrive in style with our premium transportation options. Expect excellence tailored to your stay. For more information, please reach out!brbrThe open-concept floor plan, both indoors and outdoors, creates a warm atmosphere ideal for entertaining and quality time with loved ones. Whether you're relaxing by the pool, playing games, grilling, or dining in various areas, there's something for everyone. The fully equipped kitchen is perfect for home-cooked meals or for a private chef to elevate your culinary experience. With high-speed internet and keyless entry, your vacation will be seamless and convenient. Outside, the spacious fenced yard provides a safe play area for children and a perfect space for your pets.brbrBedroom Configuration: This property includes eight king bedrooms each featuring ensuite bathrooms.brbrbrbrGuest Access:brbrOur self check-in makes the process seamless. Guests will receive a personalized access code prior to arrival and direct contact to a local guest experience manager for any questions, needs or recommendations during their stay. brbrBoating & Private Dock Slip: We encourage boating. Here's what you need to know in order to do so safely -brbr- Dock accommodates a boats up to 40’ in length. brbr- There is no power or pump out service to the slips. brbr- The Florida Keys are a notoriously difficult place to navigate.brbrbrbrThe Neighborhood:brbrWelcome to Lunara Bay!brbrNestled in a gated community less than a mile from Key West, Lunara Bay offers a family-friendly atmosphere with a local park just a short walk away—perfect for spending time with loved ones.brbrbrbrExplore & Dine Nearby:brbrEnjoy fresh seafood and local flavors at Hogfish Grill, Roostica, or Chico’s Cantina. Visit Hurricane Hole for happy hour and scenic waterfront views. Rent a boat for a day at Stock Rock Café or embark on a kayak tour with Lazy Dog.brbrbrbrBoating & Marina Access:brbrMany homes offer private boat docking or slips available at the onsite marina. A public boat ramp is conveniently located across the highway - Key Haven Boat Ramp.brbrbrbrNeed personalized recommendations Ask your GEM for their top things to do and places to go!brbrbrbrGetting Around:brbrTravel by car, boat, or plane to Modern Keys, The driveway allows parking for up to 4 vehicles and your boat trailer. If you didn’t travel by water, you can also drop your boat at one of the public boat ramps in Key Haven or Stock Island. Rent a golf cart, scooter or bikes for the day to enjoy the area. Feel free to ask us for recommendations!brbrbrbrOther Things to Note:brbr- Private washer/dryer brbr- Located in a gated community brbr- Free gym access at FYT brbr- Pets are welcome! Our requirements are as follows: •40lb maximum per pet •$250/stay •2 pet maximumbrbrbrbrInteraction with Guests:brbrYour dedicated GEM is at your service to answer any questions or curate unforgettable experiences tailored to your dreams in the Keys.

8

Bed

8

Bath

16

Sleeps

$283.95

/ Nightly

Private Vacation Home

Nate's Place in Key West

Key West, Florida, United States

Summary:brbr3 Bedroom 2 Bathroom Near Beaches and GalleriesbrbrbrbrThe Space:brbrSpacious 3-Bedroom, 2-Bathroom Retreat in Key WestbrbrbrbrEscape to paradise in this charming Key West rental, perfectly situated near the beautiful beaches and just a short walk to vibrant White Street. This home offers a blend of comfort and privacy, making it an ideal getaway..brbrbrbr3 Bedrooms, 2 Bathrooms:** Ample space to accommodate up to five guests comfortably.brbrbrbr- **Outdoor Oasis:** Enjoy the expansive exterior deck, perfect for entertaining or simply unwinding. Relax in your private hammock, surrounded by lush greenery.brbrbrbr- **Complete Privacy:** The property is fully fenced, ensuring your peace and seclusion.brbrbrbr- **Convenient Parking:** Includes a full-size street parking spot for easy access.brbrbrbrDiscover the perfect blend of relaxation and adventure in Key West with this beautiful rental. Whether you're here to explore the beaches or enjoy the local culture, this home offers everything you need for a memorable stay.

Bed

Bath

Sleeps

$708.64

/ Nightly

Private Vacation Home

Private Parking, Heated Pool - Sweet Caroline

Key West, Florida, United States

Summary:brBanana's Foster Guest House is a charming historic conch home in the heart of Key West, just steps from the historic seaport and downtown. After a day of exploring, relax in the shared pool or enjoy a barbecue on the patio, perfect for connecting with other guests. Divided into six individual units, the guest house offers flexibility for both solo stays or group bookings, making it ideal for your next Key West vacation.brbrThe Space:brSweet Caroline, the largest unit at Banana’s Foster Guesthouse, offers a spacious retreat with its private porch on Caroline Street. This 2-bedroom, 2.5-bath unit comfortably accommodates up to 7 guests. Each bedroom features a luxurious king-sized bed and en suite bathroom. For additional sleeping arrangements, the living room includes two sleeper sofas—a queen-sized and a full-sized bed. The gourmet kitchen, with its generous counter space, abundant natural light, and all necessary amenities, is perfect for preparing meals to share laughter and stories around the dining table. Step out onto the back deck to access the shared pool or fire up the grill to cook your fresh catch. With private parking and accommodations for your furry friends, Sweet Caroline has everything you need for a memorable stay.brbrGuest Access:brOur contactless check-in procedure makes check-in easy. Guests will receive a personalized access code prior to check-in to enter the unit.brbrThe Neighborhood:brPerfectly situated between Downtown and the Historic Seaport, this location puts you close to all the best of Key West. Enjoy sunset views at Mallory Square, adventure on the water with Fury's tours, or explore Key West history at the Shipwreck and Mel Fisher Maritime Museums.brbrWhile the vibrant downtown ambiance brings some noise, the central location makes it an easy and convenient home base for your Key West experience.brbrJust half a block from Duval Street, Banana's Foster Guest House is steps away from iconic bars and restaurants. Indulge in local favorites such as First Flight, Bagatelle, and Two Friends Patio, all within a five-minute walk. For dessert, Kermit’s Key Lime Pie in the Historic Seaport serves the best Key Lime Pie in town, or you can satisfy your sweet tooth with homemade fudge and candy from River Street Sweets.brbrIf you’re missing something or need a quick fix, Shorty’s Market is just around the corner for your last-minute essentials. For locally sourced groceries, Fausto's Food Market is only two blocks away.brbrGetting Around:brParking Information: There is one designated off-street parking spot for this unit. brbrThere are a variety of great ways to explore Key West including by bicycle, pedi-cab, moke, scooter, golf cart, Uber, Taxi, or by feet. As this unit is located in downtown Key West, many attractions are within walking distance. Feel free to ask us for recommendations!brbrOther Things to Note:br- Part of Banana's Foster Guesthouse this 2 bedroom can be rented along with 5 others to accommodate up to 18 guests. br- This unit does not have onsite laundry.br- Pets Policy: Pets are welcome!brOur requirements are as follows: br•40lb maximum per petbr•$25/per nightbr•2 pet maximumbrPlease let us know if you plan on bringing your pet.

Bed

Bath

Sleeps

$275.43

/ Nightly

Private Vacation Home

THE MANGO TREE COTTAGE - Old Town Key West, Steps to Duval Street

Key West, Florida, United States

The Mango Tree Cottage – Old Town Key West Gem! brbrLocation, Location, LOCATION!brbrWelcome to The Mango Tree Cottage, your turnkey home-away-from-home in the heart of historic Old Town Key West. Just steps from Duval Street, the Southernmost Point, the Hemingway House, Mallory Square, and Southernmost Beach—you’ll be surrounded by all the “must-see” sights, restaurants, and vibrant culture Key West has to offer.brbrBedrooms & BathroomsbrbrPrimary Suite: Queen bed, en-suite spa bathroom with jetted tub and luxurious shower.brbrGuest Bedroom 2: Full-size bed, closet, and shared bathroom with shower.brbrGuest Bedroom 3: Queen bed with French door entry, shares bathroom with Guest Bedroom 2.brbrKitchen & DiningbrbrFully equipped kitchen with stove/oven, microwave, dishwasher, cookware, utensils, cutlery, and breakfast bar with stools.brbrWasher & Dryer conveniently located in kitchen pantry.brbrFormal Dining Room with table seating for 8 – perfect for family dinners or entertaining.brbrLiving SpacesbrbrComfortable living room with sofa, sitting chairs, coffee table, and flat-screen TV.brbrBonus Room / Office: A quiet workspace with desk and chair – just bring your laptop!brbrOutdoor OasisbrbrPrivate rear patio with outdoor shower (hot & cold water), evening lighting, and dining set.brbrLounge under the shade of the mango tree and soak in the Key West breeze.brbrExtras Includedbrbr2 Cruiser Bicycles – explore Key West the local way!brbrBeach Chairs & Towelsbrbr2 blocks from MLK Community Pool & Center – open daily 9am–5pm for lap swimming or lounging.brbrUnbeatable LocationbrbrWalkable to:brbrDuval StreetbrbrSouthernmost PointbrbrHemingway HousebrbrSouthernmost BeachbrbrMallory SquarebrbrDozens of restaurants, bars, and galleriesbrbrCome Relax Under the Mango Tree brbrWhether you're visiting for sun, sea, or history, The Mango Tree Cottage is your ideal base for exploring Key West. Be our guest and enjoy island living in style!

Bed

Bath

Sleeps

$536.51

/ Nightly

Private Vacation Home

POCKETFUL OF SUNSHINE ~ 5 BR Near Beach and Prime Fireworks Watching!

Key West, Florida, United States

EXQUISITE MODERN FAMILY COMPOUND...brIf a large home with all the modern luxuries is a must for your next island getaway, look no further than this sprawling beauty that's located in Midtown Key West. Your crew will delight in the 5 fabulous ensuite bedrooms that will wow you with their custom design and spaciousness, setting the scene for a magical retreat. You are close to beaches, parks, the popular White Street Pier and comfortably close to all the fun and excitement of Duval Street.br***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGEbrbrDETAILS AND AMENITIES...brGather with the gang on the ground floor entertaining space for outdoor dining fun at your table for 10, featuring a huge tv for movie nights, cushioned sitting space for animated conversations and a billiard game area. After a day of outdoor adventures, travel up the stairs to the first floor that is beautifully decorated with a contemporary flair mixed with island whimsy. The Great Room has a wonderful open flow that creates a sense of spaciousness and domestic functionality. A large sectional with giant tv offer a cool embrace and a promise of deep relaxation with your loved ones. Concoct your culinary favorites in the chef-inspired kitchen that is brimming with every modern convenience you would need to feed your crew in style. A dining table for 8 and island seating for 4 offer ample seating at mealtimes. A washer/dryer and powder room are also located on the first floor and a laundry room resides on the third floor. This home is equipped with Youtube TV streaming. brbrSLEEPING ARRANGEMENTS...brA stunning king bedroom resides on the first floor. brSecond floor: The first bedroom houses a queen bed and a shower/tub combination bathroom, The second bedroom has 2 twin XL beds that can convert to a king upon request and a glass-door rain shower bathroom. brThird floor: The first bedroom features a king bed, desk area and giant glass-door rain shower bathroom. The second bedroom offers a king bed and a giant glass shower and tub inside it.brAll bedrooms feature tvs, closets and clothing dressers. brbrOUTDOOR LIVING...brThrow open the french doors in the first floor living area to immerse yourself in the lush backyard oasis that greets you with a sparkling pool (can be heated in the winter months) under sultry island breezes and soft swaying foliage surrounding cozy seating areas. Disconnect and refresh in your little piece of Key West heaven. Grill out your fresh catch of the day and rinse off in the outdoor shower before your retreat on the town!brbrPARKING....brThis has off street parking for 2 vehicles.brbrPETS...brDogs (NO CATS) are considered and a pet fee is required. Please include the size / breed in the comments when inquiring. brbrMULTI MONTH RESERVATIONS... brFor monthly reservations, the following fees will be added PER MONTH: brMid-stay cleanbrPool/hot tub heating fee (if applicable)brPet fee (if applicable)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!brbrBOOKING DATES...brThis home is only available as a monthly rental (28 night min). We prefer to book by the calendar month (first day of the month to the last). We may consider alternate dates if the calendar allows or if the owner will make an exception.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). brbrCOME STAY A WHILE...

Bed

Bath

Sleeps

$1069.69

/ Nightly

Private Vacation Home

Villa Déjà vu Key West - 4BR Private Villa in Old Town Key West with Heated Pool sleeps 10

Key West, Florida, United States

You know that incredible experience of Déjà vu When you enter someplace for the very first time, and instantly you get that sense that you’ve been there before When I first visited this vacation rental house, it happened to me. My mind sparked, the place seemed wonderfully familiar, and I felt an instant kinship with the surroundings.brbrAs I toured the house and the grounds of the property, I quickly realized that my brain was just catching up to my fondest memories of favorite beach vacations in other parts of the Caribbean. The creative blend of tropical color and playfully elegant style reminded me of a favorite vacation villa in St. Barth’s and an endearing beach house in The Bahamas. A carefree beachiness permeates every room of this two-story wooden house and it had taken me right back to bliss. After that moment of recall it was then pronounced the Villa Déjà vu Key West. brbrIdeally located, this property is set at the end of a quiet historic ‘dead end’ lane, just off the more elegant area of Upper Duval Street, in Old Town. Each house on the little lane is completely unique, mostly ‘build-as-you-go’ creations of skilled ship builders and carpenters in the 1940’s. This historic wooden house, originally built in 1943 has an uncharacteristically unornamented front entrance for Key West, and is set right up to the edge of the lane. But don’t let this illusion of simplicity fool you. Most of the outdoor space is reserved for the very spacious private backyard, which today has been turned into a showcase tropical pool garden. brbrThe entire property was recently given a complete renovation and new interior design to bring it to vacation rental standards. But in keeping with Key West historic guidelines, the footprint and façade of the house remain in tact. The layout of the Villa Déjà vu Key West vacation rental is ideal for family groups or groups of friends. The floor plan provides 2 spacious separate floors which are adjoined with a covered indoor/outdoor staircase, with a large indoor living room, and pool garden with large deck for all to gather. The 2nd floor is set so it almost feels like two houses in one.brbrInterior Layout:brbrSince the unique layout of this property is anything but straight-forward, the best way to understand it is to do a virtual walk-through. What better place to begin our tour, than the front entrance.brbrThe front door takes you directly into an outdoor tropical style entrance hall, where you find the usual expected accoutrements of a chair and mirror for last minute fussing. (Immediately to your right, is a door that leads to the master bedroom, but let’s leave that late for later when we look at that bedroom.)brbrFrom the entrance way a door takes you into the downstairs hallway. When I first stepped into the hall, I was awestruck by the floor-to-ceiling mural depicting a Key West lane, painted by locally famous artist Rick Worth. The next thing you’ll notice is the artistic wide-planked wood floor that was distressed and painted a wonderful Caribbean blue that leads straight ahead to the large, and very island-stylish, galley kitchen.brbrKitchen: The fully equipped L-Shaped kitchen spans nearly the length of the house, and makes a bend toward the left at the end creating even more counter space. Lots of artistic touches make this a fun room to be in. I love the counter-height cottage style table and yellow art mural of a vintage Cuban menu board. A bank of sash windows is set above the counters at the back to bring in plenty of sunlight.brbrBedroom / Bathroom One: With your back to the front entrance, looking toward the kitchen, the first door on your left is bedroom one. Here you’ll find a King size bed with artistic handcrafted furnishings including wooden bed platform bed, lime-green headboard, and unique round bamboo end tables. Original distressed wide-planked floors are left a natural color in this room. brbrThe bathroom for this bedroom is just out the door, a few steps past the cottage-style kitchen table to your left. The bathroom is decorated with Caribbean island theme art and offers a full shower, and was recently refitted with an apron front sink and dark-wood vanity.brbrLiving Room: The sunken’ living room is on the opposite of the hallway from the first bedroom and bathroom. Spacious, artful and colorful all the way, there are too many special touches to mention. Bright and cushy canvas furnishings set against the wide-planked wooden floors and a reclaimed wooden Key West Navy trunk create relaxed island feel. A large white handcrafted ‘picnic-style’ dining table, lit with a pretty chandelier, is placed overlooking the pool garden. A large wide screen TV is hung on the wall towards the kitchen in case you need it. A vintage ‘Discovery Undersea Tours’ sign is featured as a show piece on the opposite wall from the TV.brbrMaster Bedroom Suite: The master bedroom suite includes a sitting room / office, bedroom, and en-suite bathroom. The sitting room adjoins the left side of the living room, as you face the kitchen. In the photograph, you see the wicker chaise painted a coral color, and the corner of the writing desk painted a white patina.brbrStraight ahead, is the master bedroom with a King size bed using similar artistic handcrafted furnishings as bedroom one, including a wooden platform bed. This time the artsy headboard is made with reclaimed shutters that are painted white patina along with the end tables. An added feature is the doorway that leads to the entrance hall, and the stairs that lead to the 2nd floor. Wood floors are left a natural color in the entire suite, except for the bathroom which has earth-tone tile. The master bathroom, which adjoins the sitting room, is shown with the antique wall mirror adorned with a starfish.brbrSecond Floor Bedrooms and Bathroom: A hidden switch-back staircase off the downstairs entrance way, leads up to the 2nd floor bedrooms via a private entrance. A covered sitting porch, with classic Key West gingerbread railings, spans nearly the entire width of the 2nd floor of the house. Nestled behind mature tropical trees, the porch provides an exotic outdoor space with a private down look view of the lane below.brbrStep inside to a beautiful tropical 2nd floor suite with dark hard wood floors. Painted in white, and styled in soft colors, the 3rd bedroom is furnished with a queen sized bed and built in closet. brbrThe 4th bedroom, which also provides a queen size bed, is located behind a white louvered wall at the back corner of the 2nd floor. White wicker and white patina framed mirrors in this bedroom make a striking contrast with the dark wood floors. The full bathroom for the 2nd floor carries the tropical white wicker on white theme. It provides a vanity with marble top, tiled floor, and a shower. brbrPool Garden Grounds:brbrThe spacious private back yard with swimming pool, sun deck, and lush landscaping is focal point of Villa Déjà vu Key West. Access this space through a double set of French doors topped with wide transom windows, just off the living room. A large blue awning covers the deck and is set as an outdoor living room with nice wood furnishings. A playful sign over the couch sets the tone, “Welcome To The Beach.” Even though you’re not right on the beach, South Beach is just a few short streets up Duval Street, but with this kind of privacy you just might end up spending most of your time right here. A combination of high fencing lined with an impressive variety of tall mature palm trees surround the decked courtyard and make a private backdrop for the nice size swimming pool with trickling waterfall.brbrLaundry: There is a laundry closet with a washer / dryer on the pool deck, on the back wall of the house near the kitchen.brbrThe general design of this property lends itself perfectly to small gatherings of families and friends and should be considered an ideal spot for a gathering of family or friends.brbrAmenities: Tucked back at the end of a ‘dead end’ lane hidden from view. Large back yard with private swimming pool, large sun deck, and lush landscaped garden, outdoor covered living room, privacy fences. 2nd floor porch overlooking lane below. Fully equipped kitchen, a/c, cable TVs, stereo, internet. Laundry room with washer / dryer. Linens and towels are provided. Designated parking spot at a nearby lot. brbrActivities: Just a few short streets from South Beach, close to the Southernmost Point of the United States. Café pedestrian neighborhood features wonderful eateries and internationally famous fine restaurants, coffee & tea house, fine gift and clothing stores, art galleries, Grand Vin wine tasting, home made ice cream and frozen yogurt. Here you start at the top of Duval St. near the Atlantic Ocean and can take the 20 min stroll to the Gulf of Mexico (remember it takes 3 to 4 Key West streets to equal the distance of a typical city block). Sailing, boating, diving, museums, nightlife.brbrArea: Elegant Upper Duval Street neighborhood. Walk out your door and down the lane to all you want to see in Historic Key West. Historic area originally built around the Gato Cigar Factory in the 19th century. The lane where this house is located features a unique one-of-a-kind collection of hand crafted historic wooden homes. Close to best restaurants, clubs, Hemingway House Museum, Light House Museum, Custom House Museum, The Key West Aquarium. Walk or bike to all Old Town features from here. Five minutes from the enthralling Key West Butterfly Conservatory.brbrRestrictions: Smoke free house. No pets! (Please don’t ask). We do not accept guests less than 25 years of age unless accompanied by a family group or guardian.brbrPAYMENT: Payment for the rental will be processed outside of VRBO according to the terms of your rental agreement (sent for review upon reservation). Payments by credit card are subject to an additional 2.95% merchant processing fee.brPARKING: Parking is NOT allowed on the lane, directly in front of Amelia’s Hideaway.

4

Bed

3

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10

Sleeps

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