Lush and tropical, it’s easy to be seduced by beautiful Key West. World-famous Duval Street and Old Town, and the Historic Seaport are just a few of the tourist hot spots that give Key West its irresistible appeal. There’s no doubt Key West is an island paradise best savored. So skip the weekend-getaway approach when planning your visit and opt for a week-long stay. And the ultimate way to stay in extended style is at one of these amazing houses. Many of them place you in the heart of Key West’s exciting action. So read on to discover the ultimate house to rent for a week in Key West, Florida.
We handpicked these listings carefully, considering (wherever possible) host status, recent guest reviews, location, accommodation type, prices, decor, availability of dates, and week-long stay rules and regulations. The image galleries get refreshed with the latest updates regularly. They were last updated on April 07, 2024.
1. Cheery and bright abode near top eateries (from USD 225)
Reflective of Key West’s island vibe, this three-bedroom house in a gated community is a delight. Colorful walls and eclectic decor make up this adorable long-term accommodation. The back porch is a dream spot to grill on the barbecue and dine al fresco. The backyard is fenced, so if you have young children in your party rest assured the grounds are secure. This house locale is prime with a golf course across the street and water recreation excursions nearby. Daily and weekly housekeeping are available upon request.
Top guest reviews
Amenities & Room:
the space is very well laid out comfortable and well-apppintedCleanliness:
nicely decorated very cleanthe property was super clean and there were plenty of towels and linens to accommodate our familyawesome place - very well kept up clean easy access great amenitiesRead more reviewsLocation:
great little house in a gated community on stock island close/walking distance to restaurantsroostica is right down the street within walking distance and the food is amazingthere’s a cvs right across the street which was nice tooour construction crew stayed in this location and it was great
2. Vibrant three-bedroom with fab plunge pool (from USD 495)
Residing in the center of Old Town Key West is this fabulous three-bedroom house boasting a very spacious layout. The decor offers a soothing tropical vibe throughout and is nicely furnished with everything you need for a long comfy stay. Step outside and you can eat al fresco at the handsome six-seat dining table. The kitchen is stellar with stainless steel appliances. Relaxation is inevitable when you lounge around the private dipping pool or relish a refreshing plunge on a hot day.
Top guest reviews
Amenities & Room:
the toasted coconut was a nicely renovated home with modern amenities and comfortable space for 8Cleanliness:
toasted coconut is a outstanding place to stay comfortable beautiful and spotlessRead more reviewsLocation:
perfect location very close to the main duval streetvery nice place and good locationthe location is great for walking everywhere- but in a quiet neighborhood
3. Historic eye-popping house in charming setting (from USD 928)
Marked by incredible gabled ceilings, oodles of streaming sunlight, and pretty furnishings that evoke an island flair, this 100-year-old house is adorable in every way. This two-bedroom house is recently remodeled, and features a full-service kitchen with top-of-the-line small appliances like a handy Braun coffee maker and Krupps toaster. WiFi and cable TV is available, along with free on-site parking. Guests are able to walk or bike to many tourist spots, such as Duval Street and Fort Zachary Taylor State Park, which are the ultimate beach and picnic spots in Key West.
Top guest reviews
Amenities & Room:
our adult son found it more comfortable just sleeping on the sofa as isthe 78 degree air conditioning situation doesn’t help this either) the outside pool was delightful and there were chaise and other chairs for sunbathingCleanliness:
very clean and spacious:house was very clean and well equippedthe bathroom was clean and has a very large walk in showerthe turtle house was absolutely amazing - impeccably clean organized and provided us with everything we neededbesides from that the house is in good shape its clean and it has all the necessary thingsHost:
hot tub right out the back door and steven was very accommodating and responsivethere are a few minor improvements that should be considered by the ownerRead more reviewsLocation:
positives: great location nice landscaping and pool areasclose to restaurants entertainment; beaches and duval stgreat location and a great layout for two couplesoverall we were very pleased with our stay at turtle house and the convenience of the locationboth bedrooms are loft style but we are a close crew and loved it
4. Colorful dwelling at the center of Key West action (from USD 894)
Awash in a wonderful seaside motif, this three-bedroom house makes your weeklong stay or longer pitch perfect. This house in the Old Town section of Key West features polished hardwood floors, high ceilings, and plush furnishings. Step through the sliding doors onto the intimate outdoor space and you’re surrounded by lush palm trees. The area has a large barbecue grill, a soothing pool, and a comfy outdoor seating. Guests of this accommodation can enjoy easy access to the Historic Seaport area and Duval Street.
Top guest reviews
Amenities & Room:
the 5) cleanliness of the poolThis "Old Town" property has everything you could need: large main floor living/gathering area connected to a high-end kitchen with wide open floor-plan well maintained rear deck & private pool1) there was a distinctive odor to the homeI would recommend curtains or shutters for the living room area doorThe only thing to be aware of is the slow WiFiHost:
Check all those boxes and moreNice small heated poolShe was informative and responsive during our staySome recommendations to improve the experience:clean and met our needsRead more reviewsLocation:
Convinient locations that's close to everything but also a tucked in a quieter area away from DuvalThe house was a perfect location and we could walk to Duval and many of the beachesFirst off another shout out to Last Key RealtyBBQ pit ready to fire up fully stocked linen closet and LOCATION LOCATION LOCATIONMonique was great and easy to deal with
5. Impeccably renovated historic house (from USD 456)
The sight of this extraordinary house will make your jaw drop. Beautiful hardwood floors, lovely turn-of-the-century window, door, and floor trim, and an array of recess lighting. The decor is understated, but eclectic and appealing. You won’t be able to tear yourself away from its outdoor area that comes with its private heated hot tub, and an inviting dining area nestled in a sea of lush palm trees. This long-term accommodation is near a slew of popular tourist hot spots.
Top guest reviews
Host:
extremely overpriced host is very niceRead more reviewsLocation:
great stay place and location was perfectthe cigar house has a great location in central key west
6. Snazzy bungalow near sandy beach (from USD 279)
Situated one block from the beach and with a cycling path just across the street, this one-bedroom bungalow is ideal for travelers wanting to walk along the shoreline as well as explore further inland on a bike. Guests are moments from great restaurants and shops, with Duval Street only 1 mile (1.6 kilometer) away. You don’t have to leave this lodging to enjoy Key West’s amazing atmosphere, with a superb outdoor area featuring a lovely 40-foot (12.1 meter) covered deck, a relaxing hot tub, and a gas grill to enjoy a nice barbecue. Indoors is equally appealing with a cushy queen-size bed, complimentary internet, a stellar HDTV, and a convenient washing machine and dryer.
7. Expansive five-bedroom house with private pool
For larger traveling parties, this five-bedroom house is a heaven. Loaded with space to relax, this house features plenty of sturdy and comfortable furniture, lots of natural light, and subtle yet attractive accents. Sleeping arrangements are plentiful with a couple of king-sized and a few queen-sized beds to choose from. Two sets of washing machines and dryers is a real plus, and the kitchen is well equipped to prepare for an army of hungry housemates. The highlight of the property is the large back deck that provides a barbecue and a sparkling swimming pool.
Key West, Florida, United States
370 meters (0.3 ft) from The Hemingway Home and MuseumTop guest reviews
Cleanliness:
the place was very clean and comfortablethis house is great everything is clean and the space is perfectRead more reviewsLocation:
it's in a great location either walk or get scootersthis place was nice and spacious in walking distance to a lot of areas along duval street
8. Stellar side-by-side houses for big traveling party
This is the place to stay if you have a huge traveling party. Situated alongside each other, these two beautiful homes offer a multitude of conveniences and comfort. The furniture and decor are classy, and both houses are spotless and uncluttered. Each dwelling provides three cozy bedrooms with a mix of roomy king-size beds and cushy double-size beds. The amenities in each house include a handy washer and dryer, stainless steel appliances, WiFi, cable TV, and more. Cool off in heat optional plunge pools that offer a small waterfall, and dine outside on either private deck that’s surrounded by lush tropical landscape.
593 meters (0.4 ft) from The Hemingway Home and MuseumAccommodates: 16
Top guest reviews
Cleanliness:
the houses were clean and efficientRead more reviewsHost:
shel our host was great
9. Spacious four-bedroom with tropical vibe
You’ll notice this wonderful four-bedroom house is a real jewel the moment you walk in the door. Decked out in a welcoming island feel with a blend of seaside and eclectic decor, this accommodation is a sure winner. The outdoor spaces are great for lounging. There’s a bedroom balcony overlooking the pool, which is a lovely spot for morning coffee or an evening glass of wine. The ground-level outdoor entertainment area is completely fenced for privacy and the sparkling heat optional swimming pool is luxurious. This house is situated on a quiet street near Old Town.
253 meters (0.2 ft) from The Hemingway Home and MuseumSuperhostAccommodates: 10
Top guest reviews
Amenities & Room:
very comfortable for our large familyCleanliness:
the house was exactly as described clean and well keptHost:
honestly our host keith was amazing he helped us above and beyond what we thought he wouldlast key is very responsive gives great recommendations for local food and activities and can even coordinate reservationsRead more reviewsLocation:
great location easy walking to everything key westgreat place great location great hostgreat management team excellent house with a perfect location
Beautiful Key West
Key West is a dreamy locale and its attractive long-term vacation rental houses are just as captivating. With eye-catching conch-style abodes adorned with pastel-hued colors, expertly renovated historic dwellings, and stately homes providing every convenience, a comfortable long-term stay in Key West is assured.
History
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