Where To Rent A House For A Week In Key West, Florida - Updated 2024

Catherine
Catherine 
Updated
| 5 min read

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.

Stayed at this property?
Key West, Florida, United States
6.95 km (4.4 mi) from The Hemingway Home and Museum
76 reviews   Superhost Wifi Available
ENTIRE HOME 4 Beds 8 Guests 3 Bedrooms 3 Bathrooms

Accommodates: 8

Top guest reviews
Amenities & Room:
the space is very well laid out comfortable and well-apppinted
Cleanliness:
nicely decorated very clean
the property was super clean and there were plenty of towels and linens to accommodate our family
awesome place - very well kept up clean easy access great amenities
Location:
great little house in a gated community on stock island close/walking distance to restaurants
roostica is right down the street within walking distance and the food is amazing
there’s a cvs right across the street which was nice too
our construction crew stayed in this location and it was great
Read more reviews

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.

Stayed at this property?
Key West, Florida, United States
766 meters (0.5 ft) from The Hemingway Home and Museum
17 reviews   Superhost Wifi Available
ENTIRE HOME 4 Beds 8 Guests 3 Bedrooms 3 Bathrooms

Accommodates: 8

Top guest reviews
Amenities & Room:
the toasted coconut was a nicely renovated home with modern amenities and comfortable space for 8
Cleanliness:
toasted coconut is a outstanding place to stay comfortable beautiful and spotless
Location:
perfect location very close to the main duval street
very nice place and good location
the location is great for walking everywhere- but in a quiet neighborhood
Read more reviews

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.

Stayed at this property?
Key West, Florida, United States
296 meters (0.2 ft) from The Hemingway Home and Museum
56 reviews   Superhost Wifi Available
ENTIRE HOME 4 Beds 6 Guests 2 Bedrooms 1 Bathroom

Accommodates: 6

Top guest reviews
Amenities & Room:
our adult son found it more comfortable just sleeping on the sofa as is
the 78 degree air conditioning situation doesn’t help this either
) the outside pool was delightful and there were chaise and other chairs for sunbathing
Cleanliness:
very clean and spacious:
house was very clean and well equipped
the bathroom was clean and has a very large walk in shower
the turtle house was absolutely amazing - impeccably clean organized and provided us with everything we needed
besides from that the house is in good shape its clean and it has all the necessary things
Host:
hot tub right out the back door and steven was very accommodating and responsive
there are a few minor improvements that should be considered by the owner
Location:
positives: great location nice landscaping and pool areas
close to restaurants entertainment; beaches and duval st
great location and a great layout for two couples
overall we were very pleased with our stay at turtle house and the convenience of the location
both bedrooms are loft style but we are a close crew and loved it
Read more reviews

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.

Stayed at this property?

607 meters (0.4 ft) from The Hemingway Home and Museum
87 reviews  
townhome 8 Guests 3 Bedrooms 4 Bathrooms

Accommodates: 8
Minimum Nights: 3
Refund Policy : 100% refund if you cancel at least 30 days before check-in.

Top guest reviews
Amenities & Room:
the 5) cleanliness of the pool
This "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 pool
1) there was a distinctive odor to the home
I would recommend curtains or shutters for the living room area door
The only thing to be aware of is the slow WiFi
Cleanliness:
Very clean Location was close to everything
(goes to pool) and
Host:
Check all those boxes and more
Nice small heated pool
She was informative and responsive during our stay
Some recommendations to improve the experience:
clean and met our needs
Location:
Convinient locations that's close to everything but also a tucked in a quieter area away from Duval
The house was a perfect location and we could walk to Duval and many of the beaches
First off another shout out to Last Key Realty
BBQ pit ready to fire up fully stocked linen closet and LOCATION LOCATION LOCATION
Monique was great and easy to deal with
Read more reviews
Earn OneKeyCash for every dollar spent on eligible hotels, vacation rentals, flights, car rentals, and more when you book across our family of brands.

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.

Stayed at this property?
Key West, Florida, United States
329 meters (0.3 ft) from The Hemingway Home and Museum
49 reviews   Superhost Wifi Available
ENTIRE HOME 3 Beds 4 Guests 2 Bedrooms 1 Bathroom

Accommodates: 4

Top guest reviews
Host:
extremely overpriced host is very nice
Location:
great stay place and location was perfect
the cigar house has a great location in central key west
Read more reviews

6. Snazzy bungalow near sandy beach (from USD 279)

snazzy bungalow near sandy beach
Source: Vrbo

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.

Stayed at this property?
Key West, FL, US
2 Guests 1 Bedroom 1 Bathroom

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.

Stayed at this property?
Key West, Florida, United States
370 meters (0.3 ft) from The Hemingway Home and Museum
11 reviews  
Entire house 6 Beds 5 Bedrooms 5 Bathrooms
Top guest reviews
Cleanliness:
the place was very clean and comfortable
this house is great everything is clean and the space is perfect
Location:
it's in a great location either walk or get scooters
this place was nice and spacious in walking distance to a lot of areas along duval street
Read more reviews

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.

Stayed at this property?

593 meters (0.4 ft) from The Hemingway Home and Museum
7 reviews   Wifi Available
ENTIRE HOME 10 Beds 16 Guests 6 Bedrooms 6 Bathrooms

Accommodates: 16

Top guest reviews
Cleanliness:
the houses were clean and efficient
Host:
shel our host was great
Read more reviews

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.

Stayed at this property?

253 meters (0.2 ft) from The Hemingway Home and Museum
20 reviews   Superhost Wifi Available
ENTIRE HOME 5 Beds 10 Guests 4 Bedrooms 4 Bathrooms

Accommodates: 10

Top guest reviews
Amenities & Room:
very comfortable for our large family
Cleanliness:
the house was exactly as described clean and well kept
Host:
honestly our host keith was amazing he helped us above and beyond what we thought he would
last key is very responsive gives great recommendations for local food and activities and can even coordinate reservations
Location:
great location easy walking to everything key west
great place great location great host
great management team excellent house with a perfect location
Read more reviews

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.

Any must-sees we missed? Tell us about them in the comments section or write a post here to help out fellow travelers!
Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.

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Catherine has written professionally for over 10 years, and a sizable amount has been travel writing. Her desire to see the world was sparked at a very young age. Growing up, there were many family...Read more

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