Vacation Home Rentals By Owner In Key West, FL

Only one block to the Hemingway House and two blocks to the Green Parrot bar! Restaurants, beaches, bars, entertainment all within incredibly short walking distance. Walk the town on a warm evening and return to cool off in the back yard pool.brbrThis impeccably renovated property makes the perfect vacation getaway. At first glance, you'll confirm its aesthetic appeal and secluded location half a block from Key West's celebrated Duval Street. If two bedrooms, two-and-a-half baths, an outstanding pool and deck area, and dedicated off-street parking meet your needs, you can't find a better residence anywhere on the island. See our other VRBO properties listing number 3023197 and 2232811 !br

FunSeeker 1/2 block off Duval

Key West, Florida, United States

Bed

Bath

Sleeps

$270.87

Available for monthly, or longer, rentals this three-story townhouse is located on a picturesque street in the beautiful, gated Truman Annex community. It’s close to all the major attractions yet just far enough away to be quiet and relaxing. Duval Street, the center of it all, is just two blocks way. The nightly Sunset Celebration at Mallory Square, a must see, is just four blocks away. The recently opened Truman Waterfront Park, including a free waterpark for the kids, is just a short walk / two-minute drive from our townhouse. There’s bound to be something for everyone in Key West - restaurants, nightlife, Fort Zachary Taylor State Park and Beach, Little White House, Key West Aquarium, Butterfly Conservatory, parasailing, snorkeling, diving, fishing, fine dining - the list goes on and on. brbrThe first floor, complete with living room, dining area, and kitchen features vaulted ceilings providing a bright and airy feeling. There’s also a half bath on the first floor. The master suite with en suite bath is located on the second level. It has French doors opening onto a private balcony. The laundry center is also on the second floor. The third-floor guest suite, with its own full bath, has many windows overlooking the tropical garden below. The shared, heated swimming pool is close by and is complete with lounge chairs for sunning. brbrThe unit includes free high-speed wireless internet so you can keep up with all those e-mails or just let everyone know what a wonderful time you’re having. brbrThe living room also has a high-def LED SMART TV with surround sound. Therefore, watch HD programming or access your Netflix account and stream a movie. brbrCome enjoy one of the many local festivals - Fantasy Fest, Hemingway Days, Powerboat Races, Lobster Fest or just relax in the townhouse enjoying the tropical Caribbean Island.br brYOU MUST BE 25 OR OLDER TO RENT THIS UNIT. NOT AVAILABLE TO SPRING BREAK STUDENTS (SORRY). PLEASE INDICATE THE NUMBER OF ADULTS AND CHILDREN IN YOUR INQUIRY AND GIVE THE AGES OF THE CHILDREN. THIS UNIT IS DESIGNED TO ONLY ACCOMMODATE 4 PEOPLE.brbrKeywords: Townhouse

Truman Annex, two blocks from Duval

Key West, Florida, United States

Bed

Bath

Sleeps

$288.44

FRESH! FRESH! FRESH! Everything in this house is brand NEW and clean from linens, bed spreads, furniture, and the paint to name a few!brbr Looking for a vacation get away A home away from home This 1400 square foot, gorgeous water front stilt house gives you plenty of room to relax, have fun and most importantly right now social distance. Newly renovated this year, from furniture and paint, to linens and mattresses, it is clean and beautiful inside and out. There are 3 bedrooms and 2½ bathrooms, a full kitchen, dinning room, and living room. The waterfront access and beach themed interior give you the vacation vibes that you are looking for. brbrA deck off of every floor and a widow’s watch above allows you to enjoy sunrises, moon rises & beautiful night skies. Outback there is a floating dock where you can sit out and relax, tan, fish or tie off your boat. Ramp access is available access to both Gulf of Mexico and Atlantic Ocean. No boat No problem! You can still cool off from the hot Florida sun in our luxurious 13 person swim spa that overlooks the canal. Lounge on the spacious rear covered deck facing the water where there is a tiki hut and a private outdoor shower. We also have new Kayaks and Bikes to cruise around and explore both the land and sea.brbrOnly 15 miles from downtown Key West and Big Pine Key, makes it an easy ride to a beautiful location. Well attended by locals and visitors alike Baby's Coffee, Fish Restaurant and Bay Point Deli & Market are places you won’t want to miss during your visit. Bay Point County Park has a Kiddie Park, and basket, tennis, and volley ball courts plus a wide open field to let your dogs run and a place to play Bocce ball all within walking distance from the house. Experience the relaxation provided by this home and the unique location for yourself.brbrSmall dogs under 50 pounds are allowed. A $300 non refundable pet fee will be charged if you wish to have your pooch accompany you. No cats, birds, hamsters or other animals aloud. If you have any questions regarding your pet feel free to reach out.

Summer get away desination- at the newly renovated three story fun house!

Key West, Florida, United States

Bed

2

Bath

9

Sleeps

$904.52

Luxurious furnishings and spacious interiors centered around the expansive water views perfectly compliment the beautiful outdoor spaces. Slow down, relax and prepare for life the way it should be at Seaside Retreat. This home is located in the private community of Key Cove Landings, on an exclusive lane of waterfront residential homes. The perks of this little-known location are many: walking distance to the essentials such a Publix grocery store and the largest shopping center on the island, while still being tucked away in your own quiet neighborhood. This home includes plenty of off-street parking in the private garages, as well as on the driveways in front of the house.brbrThis home’s highlight is the wall of floor-to-ceiling windows facing the water to provide the optimal view from every part of the house. The large open plan living room has a spacious seating area with plush couches around a large HD flat screen Smart TV. There is a dining table with seating for up to 8 diners, with additional seating at the kitchen bar. The gourmet kitchen has state-of-the-art appliances and is fully equipped with all of the tools and utensils for an upscale meal at home. brbrThe master bedroom has a King size bed, a large flat-screen HD TV, and an en-suite bathroom complete with a glass shower, large Jacuzzi tub and separate room for the facilities. The master bedroom also has a wall of floor-to-ceiling glass doors opening out to your waterfront balcony. The second bedroom has a Queen size bed, a flat-screen HD TV, large walk-in closet, and a glass sliding door with access to the waterfront balcony. The third bedroom is also on the 2nd floor with two twin beds, flat screen TV and its own access to the back balcony. These two bedrooms share a full bathroom in the 2nd floor hallway. On the main floor there is a fourth bedroom with two twin beds that seamlessly convert to a King bed upon request. This bedroom also has a flat screen TV, and a full bathroom down the hall.brbrOut back is one of the highlights of this home: the covered lanai and pool area. The covered outdoor dining area comfortably seats six for a poolside meal. The pool is heavenly, with views of the open water and visiting heron on the tropical greenery that surrounds the back yard. There is also a pool lounge area with comfortable chaises in a piece of deck that gets equal sunshine and shade. The backyard is complete with a large propane grill for a poolside BBQ. brbrAMENITIES: Washer & Dryer, Central Heat and A/C, Ceiling Fans, Off-Street Parking in Garage & on Driveway, Flat Screen State-of-the Art Smart HD TVs in all bedrooms and main living area, Fully Equipped Chef’s Kitchen with Gourmet Appliances, Private Heated Pool, Large BBQ Grill, Linens and Towels provided. Interim housekeeping provided upon request. Wireless high-speed Internet access and full cable is included. Pets Considered. This property will accommodate 8 guests.brbrDockage is not available at this home's development.brbrRATES: we have 3 night (not always available) and 4 night rates available. We also have a 7 night and 21+ night discounted rate (automatically provided with dates).brbrDOG FRIENDLY. Please contact us to confirm specific pet policies.

Seaside Retreat: Waterfront Home with private heated pool & lush landscaping

Key West, Florida, United States

Bed

Bath

8

Sleeps

$359.25

Escape to paradise in this spacious 4-bedroom, 2-bath waterfront home (2,600 sq ft) on Saddlebunch Key. Enjoy a private pool, tiki hut, kayaks, and a custom play structure — all just steps from a park and local coffee spot. Your perfect monthly Keys retreat!

Waterfront Pool Oasis: Tiki Hut, Kayaks & Family Fun!

Key West, Florida, United States

Bed

Bath

8

Sleeps

$292.16

Tucked away in the exclusive Gardens of Key West community, this elegant single-family home offers the perfect blend of tranquility and central Old Town living. Beautifully appointed and thoughtfully updated, the recently renovated kitchen features stunning marble countertops and opens to a soothing, tranquil, and inviting living area adorned with beautiful coastal furnishings. Attractive composite flooring and soaring ceilings enhance the bright, open first-floor design.brbrImpact doors lead to a private, heated pool area surrounded by lush, beautiful landscaping — creating a peaceful tropical retreat ideal for extended stays. The outdoor space features comfortable poolside seating perfect for relaxing afternoons, along with a dining table for four, ideal for al fresco meals in the warm island breeze.brbrUpstairs, the spacious primary suite and guest bedroom both feature vaulted cathedral ceilings, hardwood flooring, and en suite bathrooms, offering comfort and privacy for residents and guests alike.brbrQuietly secluded yet just moments from the energy of Duval Street, this refined tropical oasis offers the best of both worlds — privacy and proximity — making it the perfect monthly escape in the heart of Key West.brbrMonthly Rental Only: Due to a local city ordinance, the property is not licensed to be rented for less than 29 daysbrImportant Notice: Some booking platforms may not correctly display our security deposit requirements. This contract is based on a $125 non-refundable damage protection plan in place of a $5000.00 refundable security deposit; if you prefer to pay the $5000.00 deposit instead, please let us know. brbrGuests are subject to a 2% credit card processing fee. In order to avoid that fee, we encourage you to pay by check. brbrMonthly rentals onlybrPets considered, 50lbs or less with a $200 non refundable pet feebrVirtual Tour Url: https://my.matterport.com/show/ m=jgNY7b67ALw

Pretty In Pink- Modern Comfort, Prime Location-2BD/2Bath- May-August 10% off!

Key West, Florida, United States

Bed

Bath

Sleeps

$476.79

Located on stock Island inside of Coral Hammock Townhomes. This community features a resort style pool, gym and is just 8 minutes from Duval Street. Make your holiday one for the books with a stay at our place.brbrBedroom 1 KingbrBedroom 2 QueenbrBedroom 3 Two twinsbrLarge pullout sofabrbrThis home is located next to Gone Coastal and Another Day in Paradise.

Slice of Paradise

Key West, Florida, United States

Bed

Bath

Sleeps

$462.76

OLD TOWN CLASSIC...brThis beautifully redesigned Conch house is in the heart of Key West. Located in the outstanding location of Southard and Ashe Streets, this upscale abode is just minutes from Duval's many restaurants and bars. You are within walking and biking distance to museums, shopping, and Fort Zachary Taylor beach. Come inside this bright and sunny retreat that boasts fully renovated baths and kitchen, wood floors, high ceilings, and Dade County Pine walls. br***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGEbrbrDETAILS AND AMENITIES…brStep into a generous and bright living area that begs you to stay a while. Tropical sunshine floods this space with promises of paradise perfection as you sink into your plush couch in relaxation. Enjoy your favorite shows on the large tv or nap before venturing out on our magical island. Adjacent to the living area is a dine-in kitchen with custom cabinetry and top-end appliances. Craft the perfect meal in this modern and fully stocked cooking space that overlooks the gazebo and small rear garden. Wash your stress away in the exercise studio on the bottom floor that includes an elliptical, peloton bike, free weights and full bath with steam shower for your enjoyment. Travel upstairs where you are greeted by a cozy living area that includes a wet bar with refrigerator drawers and a desk.brbrSLEEPING ARRANGEMENTS…brThere is a bright and sunny main level queen bedroom with an ensuite shower bathroom which also opens through glass doors to the gazebo and garden. A hanging closet and clothing dresser will hold all of your vacation gear. Upstairs offers two spacious ensuite bedrooms. The king bedroom offers a shower/soaking tub combination, tv, clothing dresser and a wall of glass that opens to a private balcony, painting the room with natural light. The second queen bedroom includes a tv, hanging closet, clothing dresser and glass-door shower bathroom.brbrOUTDOOR LIVING…brEnjoy your morning cup of java on the front porch of this lovely tree-lined street, perfect for people watching. In the rear of the home there is a gazebo and lush tropical garden with a sitting space that offers ample seating and a small dining table for eating al fresco. Fire up the grill for your fresh catch or juicy steaks under the sultry stars. The property is surrounded by gorgeous landscaped gardens and a solar heated pool & spa. 4 bikes are available so you can stroll downtown until your heart's content.brbrPARKING...brThis home has 1 parking spot available for a golf cart however there is plenty of on street parking in the neighborhood. Please refrain from parking in spots marked “residential”. Guests may also park at the Old Town Parking Garage which allows daily / monthly rates.brbrPETS...brSmall dogs are considered and a pet fee is required. Please inquire prior to booking or make sure to check the box that you are bringing a pet when booking, AND include size, breed, and age of the pet in the comment. 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 this service to assist you with planning activities for your trip. 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).

BRIGHT SUNSHINY DAY ~ Renovated 3 BR, 4 Ba Home w/ Pool, Spa & Exercise Room!

Key West, Florida, United States

Bed

Bath

Sleeps

$289.65

Step into this beautifully restored and redecorated 1933 Key West home. This first-floor home has Bahama shutters throughout the house to open up and let in the Key West sun. Relax in the living with a large screen TV or sit on the front porch to read a book and relax with the breezes or if needed, the porch fan. The kitchen is perfect to cook your fresh caught fish with enough room to seat four at the countertop.brThe master has a queen bed with its own ensuite that has a shower with multiple heads for a very luxurious shower. The guest room has two twins (that can be converted to a king) and it's own ensuite bathroom. This bathroom does have a shower/bath combination. Both bedrooms have walk in closets.brThe backyard has its own private pool and can be heated during our Winter months if needed. There is a table for 4 to eat al dente if preferred and two lounge chairs to get your tan on.brThis home does come with off street parking and a driveway for a medium sized vehicle.brCome, enjoy a month in this beautiful Key West Home!brbrImportant Notice: Some booking platforms may not correctly display our security deposit requirements. This contract is based on a $125 non-refundable damage protection plan in place of a $5000.00 refundable security deposit; if you prefer to pay the $5000.00 deposit instead, please let us know. brbrGuests are subject to a 2% credit card processing fee. In order to avoid that fee, we encourage you to pay by check.

Shady Palms - Stay In Comfort- May - Aug 10% OFF - 2BD/2.5Bath - Private Pool

Key West, Florida, United States

Bed

Bath

Sleeps

$250.21

Welcome to “Bahama Palms” Key West! Newly renovated and full of Key West charm, this 2 bedroom 1 bath condo with washer and dryer is the perfect home base for your month-long stay in Old Town. Located in historic Bahama Village just a block and a half from Duval Street and 3 blocks to the famous Southernmost Point Buoy, everything you need is right out of your front door. Community pool and park located just across the street. 1/2 mile bike ride to Fort Zachary Beach. Includes 1 parking spot.brbrNewly renovated in summer 2022, Bahama Palms is ready to welcome guests. 2 bedrooms, 1 full bath with step in shower, large kitchen with a coffee bar, high top dining table and comfortable living area. In unit stackable washer and dryer. Working from home Enjoy our blazing fast 2Gbps WiFi at the expandable desk, while you look outside at the swaying palm trees.brTraveling nurse We offer discounts for our health care providers! Just ask!brParking for 1 car directly out front of the condo. Park it and walk or bike the island!brbrGuests will have access to the entire condo.

Bahama Palms

Key West, Florida, United States

2

Bed

1

Bath

Sleeps

$450.0

A Stay You’ll Never ForgetbrbrWelcome aboard Dolce Vita, a beautifully refitted luxury motor yacht offering a one-of-a-kind stay in Key West. Perfect for couples, families, friends — and even your dog — this unique floating retreat combines waterfront charm with full resort access.brbrWake up to marina views, enjoy coffee on the aft deck, and walk just steps to the pool. In the evening, take the complimentary shuttle into downtown and return to your peaceful marina setting.brThe boat has been newly renovated, boasts a brand new AC system and the interior refitted to a high standard. there is a spacious saloon with a smart TV and then a few steps steps down into the galley dining area. The galley is equipped with an induction stove top, microwave oven ,coffee perculator, air fryer and fridge freezer.brThe master cabin has a walk around queen bed and on suite bathroom with shower and another smart TV, while the forward cabin has a cozy double berth with adjoining bathroom.brUp on the aft deck there is a dining table and 4 chairs for alfresco dining or just chilling with cocktails.

tUnique Waterfront Yacht in 5 star resort. Pools, Gym & Downtown Shuttle

Key West, Florida, United States

2

Bed

1

Bath

Sleeps

$609.24

Searching for the perfect vacation home away from it all Your hunt ends in here! A Wave from it All is a remodeled and tastefully decorated 2-story townhome with its own private pool that epitomizes island living at its finest while offering all the comforts of home. Best of all, this home is nestled in the Truman Annex, a palm tree lined residential community with many historic buildings including the Truman Little Whitehouse, walking distance to many of Key West’s finest dining establishments, two blocks from the world-famous Duval Street, two blocks from the nightly sunset celebration at Mallory Square, and less than a half mile from the beach at Fort Zachary Taylor State Park. Break away from the ‘high seas’ of everyday life while you settle into for what’s sure to be a memorable Key West vacation!brbrThe double set of sliding glass doors on the back of the home open up to provide a private spacious tropical oasis of indoor/outdoor living space with a private pool. A large flat screen HD SMART TV hangs on the wall in front of comfortable seating options. The fully equipped kitchen has all the appliances and tools needed to prepare meals at home, on those nights that you chose to dine home with your pick of indoor or outdoor dining.brbrTruman Annex is the most exclusive private residence community in Old Town Key West. Located just off the main drag of Duval Street, The Truman Annex is an oasis of calm, quiet palm tree lined streets with many historic homes, 24-hour staff and restricted access in the evenings where you can use the entry gate keys to come and go on foot.brbrProperty includes..brCentral Heat and A/C, Ceiling Fans, Flat Screen TVs in Living Room & All Bedrooms, Fully Equipped Kitchen, Laundry Room with full size Washer and Dryer, Starter supply of paper products & cleaning supplies, Linens and Towels provided, Wireless high-speed Internet access & full cable included.brbr** Fully Fenced & Lushly Landscaped Private Yard with Pool. Pool can be heated for an additional charge.brbr** Designated Covered Off-Street Parking (one space)brbr** This property will accommodate up to 4 adultsbrbr** No Pets Allowedbrbr**The entire property is NON smoking or vaping

Tropical Oasis in the Truman Annex with a private pool

Key West, Florida, United States

Bed

Bath

Sleeps

$467.59

FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 60 days prior to your arrival!brbrWhen you think of Key West, you think of spending relaxing days with your toes in the sand under the palm trees, and fun-filled nights walking through the Streets of Old Town on your way to catch the sunset at Mallory Square. Experience these kinds of days (and nights) at SOUTHERNMOST PALMS, a beautifully renovated villa, located at The Foundry in Truman Annex, Key West's most exclusive gated community. From this location, you'll be within walking distance to all that Key West has to offer. SOUTHERNMOST PALMS combined with Last Key Realty's unrivaled Guest Services is sure to make your stay in Key West a memorable one. Smoking is not permitted in any Last Key Realty home. In addition, the Foundry does not permit smoking in the front garden patio areas or balconies. Therefore, this home is not a good fit for vacationers needing smoking accommodations.brbrTHE LOCATION...brbrYou'll be just a few blocks from Mallory Square, Duval Street and all the restaurants, shopping, and attractions of Old Town Key West, yet you'll benefit from the peace and quiet that Truman Annex is known for. Although you won't need a car to get around from this excellent location, there is a reserved off-street parking space.brbrCompliance with Truman Annex Community Rules & Regulations is expected of all Last Key guests. This includes “Quiet Time” in all outdoor areas, public and private, after 10PM.brbrTHE LIVING AREA...brbrSOUTHERNMOST PALMS has been furnished and decorated in a lush tropical style that can be found throughout the home. The living area is the entire first floor and has an open plan, with 11-foot ceilings and double French doors that provide plenty of natural light to enter. There's a large flat screen TV and multiple comfortable seating options, including a plush sleeper sofa to accommodate extra guests. There's also a convenient powder room located on the first floor. The kitchen has top-of-the-line stainless steel appliances, with granite counter tops and all the tools needed to prepare a meal from home. The indoor dining table seats six comfortably or enjoy an outdoor meal at your own private courtyard out front, with an outdoor dining set and a gas BBQ grill.brbrTHE COMMUNITY POOL and FORT ZACHARY TAYLOR STATE PARK...brbrThe landscaped community pool is located just around the corner and across the street, with chaises and a cabana with restrooms. Or you can walk to Fort Zachary Taylor State Park, with the prettiest beach in Key West, just a half mile away from your front door.brbrTHE ACCOMMODATIONS...brbr• Master Suite: Located on the Second Floor with a King bed, a large flat screen TV, a private balcony, a large closet, and an en-suite bathroom with a walk-in shower.brbr• Second Bedroom: Located on the Third Floor with Two Twins OR One King bed, a flat screen TV, a closet, and an en-suite bathroom with a walk-in shower.brbrEach floor closes off with its own separate door as well for extra privacy.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• Community Pool Accessbr• Propane BBQ Grillbr• Assigned Off-street Parking for 1 CarbrbrOther notes:brbr• Interim housekeeping provided upon requestbr• This property will accommodate up to 6 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.

**SOUTHERNMOST PALMS @ THE ANNEX** Villa Near Duval & Beach + LAST KEY SERVICES.

Key West, Florida, United States

Bed

Bath

Sleeps

$1143.38

You will love our newly renovated 2 bed/ 2 1/2 bath private townhome in a secure community. Perfect location. This property doubles as our second home when we are in town. Renovations include new wood flooring, fresh paint, new kitchen with stainless appliances and granite tops. All furnishings and accessories are new. Private courtyard with sundeck, and night lighting overlooking a private park. The 2 Bedrooms are upstairs and each have high vaulted ceilings. King bed in owner's suite and two twins in second bedroom. Master bedroom has a private balcony. Living room sofa makes into a queen sofa sleeper. 1/2 bath downstairs in the living area. Free WIFI and three tvs and stereo. The outdoor courtyard is perfect for relaxing, you will not want to go inside. Tropical landscaping. Just steps to the heated pool. All located in the beautiful private community of Truman Annex.brbrYou are located 2 blocks to Duval Street and the beach is at the end of the street. You can walk or ride a bike to everything in Old Town Key West, including Mallory Square where FREE nightly entertainment is provided prior to the famous sunsets.brbrFantasy Fest parade rolls in front of the property so you have front row seats. Ft. Zackary Taylor is at the end of the street and has an awesome beach, perfect for snorkeling and fishing.brbrAll types of watersports are nearby; snorkeling, fishing, diving, paddle boarding, kayaking, sailing, and sunset dinner cruises.brbrNight life starts just one block away with The Green Parrot, the first and last bar on US 1. Duval is another block away and this is where you will find fantastic dining, bars with live music, shopping, and plenty of sights to see. You never know when you will dine with a pirate or a mermaid. Key West is full of colorful characters and street performers. Feel free to call Joe for more information.

Beach Paradise in the Keys! Location! Location! 2 Blocks to Duval St

Key West, Florida, United States

Bed

Bath

Sleeps

$358.84

****This property requires a minimum stay of 28 nights in the same calendar month****brbrTropical Properties Vacation Rentals invites you to our beautiful modern/coastal home located in Historic Old Town Key West. This home is located close to Duval Street, Smathers Beach, Higgs Beach and Conch Harbor, the center of all things Key West. This home was built in 2008 which is a rarity in the Old Town area!brbrThe spacebrLOCATION: This tropical destination is a 6 minute bicycle ride to Duval Street where you will be dazzled with boutiques, restaurants, nightlife, gallery viewing, shopping and an abundance of other activities, yet our neighborhood is quiet and serene. The home is located close to Duval Street, Smathers Beach, Higgs Beach and Conch Harbor, it is the center of all things Key West.brbrHOUSE LAYOUT: The home boasts a gorgeous modern open living space, a new pool with waterfall, patio furniture creating an outdoor oasis. This home has hard wood floors and modern tile throughout, a spacious family room, central air, washer/dryer located inside the home, a dishwasher all rarities in Key West rentals and makes this a truly enjoyable space.brThe kitchen boasts all high-end appliances. The refrigerator provides cold water, standard ice maker and an ice-ball maker for those that enjoy libations. In addition there is a separate bar for wine enthusiasts which includes a temperature controlled wine cooler.brThe kitchen provides the perfect seating options, both a large dining room table seating eight as well as a separate bar seating four. brThe entire back of the home opens up with sliding glass doors spanning from the ceiling to floor to expose a private tropical oasis with pool, fountain, an electric awning, gardens and multiple seating areas.brThis home was featured in the 57th Annual Key West Home Tour given its unique combination of historical Key West beauty coupled with modern amenities.brbrBEDROOMS: This home offers 3 beautiful bedrooms, each with their own private full bathroom as well as a half bathroom on the first floor. Every bedroom has a television, all have tropical décor, new linens and comforters.brThe second floor features 2 bedrooms. The first bedroom boasts a queen bed, dresser, two night tables and a large walk in closet with private balcony overlooking the gardens. brThe second bedroom has two twin beds, a night stand, dresser and large closet. brThe third floor has a private indoor staircase with a door that can be closed to maximize privacy. This bedroom has a king bed, sitting parlor, desk work area as well as a tiled and glass shower topped off with a large jacuzzi jet bathtub. This floor is an absolute escape.brThe living room additionally includes a brand new sofa queen sleeper. brbrPETS: No pets are allowed in this home, this is NOT pet friendly.brbrPARKING: Street parking available. brbrOUTDOOR AMENITIES: The tropical outdoor space is furnished with several seating areas both in the sunshine and shade. The back of the home offers a quiet respite from the hustle and bustle of nearby Duval Street.brSecurity cameras are installed on the exterior of the house specifically the front door and facing backyard/pool for visitors comfort.brbrOTHER AMENITIES: Iron & Ironing Board, 3 x Hair Dryers, Bed Linens, Towels, Beach Towels, Washing Machine, 4 x TV's, Washer dryer, Dryer, Garden (Private), Ceiling Fans, 3 x showers, jacuzzi bathtub, speed internet connection, air conditioning, 2x Fire ExtinguishersbrKitchen stove, Refrigerator, Wine Cooler, Cookware & Kitchen Utensils, Dishwasher, Microwave, Toaster, Keurig, Blender, BBQ grill and utensils and two bicycles.brbr***Guests must be 25 years of age or older unless accompanied by an adult.brbr****This property requires a minimum stay of 28 nights in the same calendar month****

TROPICAL PROPERTIES VACATION RENTAL-KEY WEST

Key West, Florida, United States

Bed

Bath

8

Sleeps

$1112.61

Seafarer’s Refuge” is a spacious home with the ability to sleep a large group comfortably, a private pool and tropically furnished yard, a prime Old Town location, and a private 43’ boat slip.brbrAll of the typical Key West spots are accessible by a short walk or bike ride, but should you decide to drive there is private off-street parking for two cars with this home. The living area has a large flat screen HDTV with DVD player, which you can watch from the comfort of the plush living room furniture or the kitchen/dining areas thanks to the open living plan of this main floor. The living room sofa also pulls out to a Queen-sized bed for sleeping extra guests. The kitchen is fully equipped with state-of-the-art appliances. The dining area has seating for 8, with 4 additional seats at the kitchen bar.brbrThrough the sliding glass doors of the living area is the private back yard complete with a large deck and a private pool. There are chaise lounges by the heat-optional pool when it’s time for a swim and some sun. A full outdoor dining set by the pool can comfortably sit 6. Cross the parking lot of this private complex to the docks where you will find your own boat slip.brbrThe master bedroom is on the second level and has a King-sized bed, a large flat-screen TV, plenty of dresser space, and a private balcony overlooking the water. The master bathroom is en-suite with dual sinks, a large soaking tub, a glass and marble shower. The second bedroom is also on the second living level, and has a Queen sized bed, a flat-screen TV, and a private balcony. The second bathroom is also en-suite and has a tub/shower. The third level can sleep a total of 6: there is a private bedroom with two twin beds that can convert to a King upon request, and an open room with another 4 twin beds, which can convert to 2 King sized beds upon request. The third level accommodations share one full bathroom with a tub/shower. Additional sleeping area is available in the living room, as the sofa pulls out into a Queen bed. There is also a half bath off the living room on the main floor.brbrAmenities: Washer & Dryer, Central Heat and A/C, Ceiling Fans, Off-Street Parking, Flat Screen State-of-the Art HD TVs in all bedrooms and main living area, Fully Equipped Chef’s Kitchen with Gourmet Appliances, Private Heated Pool, Private Boat Slip, Large BBQ Grill, Linens and Towels provided. Interim housekeeping provided upon request. Wireless high-speed Internet access and full cable is included. This property will accommodate 10 guests. brbrRATES: we have 3 night (not always available) and 4 night rates available. We also have a 7 night and 21+ night discounted rate (automatically provided with dates).

3-Story spacious conch style home w/ private pool & dock!

Key West, Florida, United States

Bed

Bath

10

Sleeps

$363.61

Welcome to Island Time located in the heart of Old Town! This 2nd floor condo is perfect home base for your adventure or work from home lifestyle. brbrJust steps to the Historic Seaport and a few blocks from Duval Street. Relax and watch the world go by on the wrap around porch, complete with a hammock, hanging swing and Adirondack chairs. This condo has everything you need, just bring your bathing suit, flip flops and positive vibes.brbrThe spacebrOur 2nd floor condo offers 2 bedrooms and 1 full bath with all the comforts of home. A large living area, full kitchen, washer and dryer and the BEST PART- a huge wrap around porch with an iconic haute blue ceiling. Enjoy morning coffee listening to the roosters, or happy hour with friends sipping a key lime martini.brbrEach bedroom has a TV with full streaming apps, high speed WiFi - If you are going to work from home, why not work from paradise!brbrIsland Time has historic charm too. This is not just your average rental. When you stay here, you are living in the home of the one and only Wilhelmina Celeste Goehring Harvey (1912 - 2005) - a philanthropist and the first female mayor of Monroe County, Florida. A grand dame of Keys politics, she was frequently a public face of the Conch Republic. In April 1982, citizens of Key West formed the Conch Republic, a satirical micronation, in response to a Border Patrol checkpoint that disrupted travel and tourist activity. Harvey became Admiral and First Sea Lord of the Conch Republic's Navy, whose actions included attacking a Coast Guard cutter with loaves of stale Cuban bread. Great trivia to share with new friends you are bound to meet at Happy Hour.brbrGuest accessbrIsland Time is centrally located to everything you'd want in Key West. Located on a quiet street, just 2 blocks from the Historic Key West Seaport, home to some of the best restaurants, bars, shops and views!brbrOn street parking is free. Eaton Bikes is just around the corner. Leave the car and bike everywhere!brbrShared pool (only 3 other condos so it's rarely crowded). Check out our sister property right next door - Beyond the Sea! Rent both for your larger group or family! Message Host for details.brbrNote: Must climb stairs, there is no elevator in the building.

Island Time in Old Town

Key West, Florida, United States

Bed

Bath

Sleeps

$227.14

New remodeling house 2/2, laundry inside, jacuzzi, large parking lot, entirely furnished kitchen, quite neighborhood, located at Big Coppitt at 10 minutes driving to the downtown of Key West, air conditioning. For long term renting (28 days or longer), 50' dock in the back channel navegable to open ocean. Save and fast trip to the pristine waters of the Snipes Key, Marvin Key and more.

House, deck, dock, navigable channel to open sea, 10 min. driving to Duval St.

Key West, Florida, United States

Bed

Bath

Sleeps

$390.06

STUNNING KEY WEST RETREAT…brJust renovated, this island gem exudes the utmost island spirit with authentic historic character. Meticulously preserved with the finest of luxuries, the blissful functionality of this home exceeds a standard of excellence that cannot be missed. br***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGEbrbrDETAILS & AMENITIES…brA charming glance to a picture-perfect front porch greets you to this peacefully located cottage. Walls wrapped in rich Dade County Pine draw you in as you enter this aesthetically pleasing, modern abode. Breathtaking at first glance, the open Great Room boasts high, open beam cathedral ceilings with wood flooring and modern décor throughout. Large sliding doors beyond a cozy seating area with a flat screen smart TV with streaming capabilities can be perched open creating an inviting indoor/outdoor gathering space. Pristine detail lies at every end of the bright kitchen equipped with top of the line appliances, island bar seating for 2 and banquette dining seating that overlooks your tropical paradise. brbrSLEEPING ARRANGEMENTS…brDiscover opulent comfort in the downstairs king master suite furnished with a flat screen TV, storage space for all your belongings and a lavish en suite full bathroom showcasing exquisite décor, a double sink vanity and a glass walk in shower. Follow the stairs above to a guestroom with two twin trundle beds, one of which creates a king bed. Steps down the hall lies another king guestroom with a cheerful queen sleeping nook. Both rooms share a hallway full bathroom equipped with a walk in glass shower. The downstairs sofa sleeper pulls out to a queen bed with convenience to a nearby full bathroom with a walk in glass shower. brbrOUTDOOR LIVING…brLook no further than this incredibly peaceful outdoor sanctuary to find your zen. A retractable awning allows for ample shade resting over a seating area overlooking the heated dip pool and tranquil waterfall. Rinse off in the outdoor shower and take evening strolls through the attractive setting of the highly coveted neighborhood of “The Meadows.” brbrPARKING...brThis home does not have designated parking but there is on street parking in the surrounding neighborhood. Please refrain from parking in spots marked “residential”. Guests may also park at the Old Town Parking Garage which allows daily and monthly rates.brbrPETS...brDogs considered, but no cats or other animals please. Please either inquire prior to booking, or make sure to check the box that you are bringing a pet when booking, AND include size, breed, and age of the pet in Comments/Special Requests. A pet fee is required.brbrMULTI MONTH RESERVATIONS...brFor monthly reservations, the following fees will be added PER MONTH: brMid-stay clean brPool/hot tub heating fee (if applicable)brPet fee (if applicable)brbrBOOKING DATES...brThis home is only available as a monthly rental (28 night minimum). 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. 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 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). brbrPICTURE PERFECT…

WANDERLUST ~ Stunning 3 Bed, 3 Bath Retreat in Peaceful Neighborhood w/ Pool!

Key West, Florida, United States

Bed