Key West vacation rentals

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Best Key West vacation rentals

Most recommended vacation rentals in Key West

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Old Town Suites - Key West - Living room
Old Town Suites
8.1 Very good
Old Town North of Truman$481+
$481+
Free Wi-Fi
Colors On White - Key West - Bedroom
Colors On White
7.5 Good
Old Town North of Truman$328+
$328+
Parking
Free Wi-Fi
Pool
Pet friendly
Carey's Corner #10 by Brightwild
9.1 Wonderful
Old Town South of Truman$432+
$432+
Free Wi-Fi
Pool
Pet friendly
Key West Villas
9.7 Wonderful
Old Town North of Truman$462+
$462+
Free Wi-Fi
Pool
Pescado Penthouse On Duval
8.1 Very good
Old Town South of Truman$338+
$338+
Free Wi-Fi
Rose Lane Villas
8.7 Very good
Old Town North of Truman$539+
$539+
Free Wi-Fi
Pool
Pet friendly
Truman
7.1 Good
Old Town North of Truman$369+
$369+
Free Wi-Fi
Palm Gardens
7.8 Good
The Meadows$398+
$398+
Free Wi-Fi
Pool
Southernmost Sanctuary
7.4 Good
Old Town South of Truman$567+
$567+
Free Wi-Fi
Court Cottages
7.4 Good
Old Town North of Truman$429+
$429+
Free Wi-Fi
Matisse Manor #5
Old Town South of Truman$359+
$359+
Pool
Truman @ Duval
8.6 Very good
Old Town North of Truman$396+
$396+
Free Wi-Fi
Papa's Hideaway
Old Town South of Truman$490+
$490+
Free Wi-Fi
Pool

Vacation rentals near Florida Keys Eco-Discovery Center

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Old Town Suites - Key West - Living room
Old Town Suites
8.1 Very good
Old Town North of Truman$481+
$481+
Free Wi-Fi
Hyatt Residence Club Key West, Sunset Harbor - Key West - Living room
Hyatt Residence Club Key West, Sunset Harbor
9.5 Wonderful
Truman Annex$511+
$511+
Free Wi-Fi
Pool
Rose Lane Villas
8.7 Very good
Old Town North of Truman$539+
$539+
Free Wi-Fi
Pool
Colors On White
7.5 Good
Old Town North of Truman$328+
$328+
Parking
Free Wi-Fi
Pescado Penthouse On Duval
8.1 Very good
Old Town South of Truman$338+
$338+
Free Wi-Fi

Good to know

Low season

October

High season

March

Average price (weeknight)

$615

Average price (weekend night)

$633
Cheapest month to stay with an average 36% drop in price.
Most expensive month to stay with an average 16% rise in price.
Average Sun - Thu price over the last 2 weeks.
Average Fri & Sat price over the last 2 weeks.

When to book a vacation rental in Key West

Price per night / rental. Prices are not fixed and may vary with time.
Average nightly price per month
Average nightly price

Top tips for finding Key West vacation rental deals

  • For those looking for a Key West vacation rental with a pool, consider staying at Banana's Foster Guesthouse. This establishment has an outdoor pool where there is always a lifeguard present to ensure the guests' safety, and they also provide beach chairs where guests are welcome to relax and sip cocktails by the pool.
  • If you are looking to explore and visit famous attraction sites in and around Key West, then consider staying at Old Town Suites, an establishment located close to many attractions nearby, including Oldest House& Garden Museum, South Beach, and Jackson Square.
  • Check-in at Rose Lane Villas anytime you are traveling to Key West on business. Most business travelers prefer this establishment since it is close to the business district and conveniently sits near several dining locations in Key West.
  • If you are visiting Key West for a fun-packed family vacation, consider staying at The Galleria. This establishment sits near Nelson English City Park, where your kids can run around and have some fun in the sun. It is surrounded by many famous family-friendly attraction sites, including the Ernest Hemingway Home and Museum.
  • Do you wish to explore Key West's nightlife? Then consider staying at Bright Condo W/ Homey Feel, Entertainment & Private Parking-Beach Nearby. This condo is centrally located in Key West and has beach access. It sits in Simonton Street, which is one street away from all bars and restaurants of Duval. This establishment is convenient for travelers looking to access the hottest night scenes in the area within walking distance.
  • Pool, hot tub, and pet friendly are the most popular vacation rental property amenities in Key West
  • Vacation rentals in Key West are around 34% more expensive than hotels on average. Search here to compare prices for all accommodation types in Key West.
  • The best vacation rental properties in Key West are Studio Blue (10.0, 39 reviews), Claro ~ Adults Only, Poolview 1 Br, 1 Ba Suite In Azul Mansion! (9.8, 64), and Key West Villas (9.7, 338), based on ratings and reviews from real travelers.
  • Mid Town East is the neighborhood in Key West with the most affordable vacation rental properties (50 properties with an average price of $328 per night). By The Beautiful Sea, Brisa Del Mar by AvantStay Communal Pool Gated Community Ocean Front, and Happys Houseboat Key West are the most popular rental properties in Mid Town East.
  • If you’re looking for a cheap vacation rental in Key West, you should consider visiting during the low season. The cheapest vacation homes in Key West can be found in October and August.
  • The cheapest night for renting a vacation home in Key West is Wednesday. In contrast, the most expensive is Saturday.
  • Book your Key West vacation rental at least 90 days before your stay begins to get the best price.
  • Vacation rentals are a popular choice for both long and short-term stays. KAYAK users usually book their vacation rental in Key West for 2 days.
  • The cheapest Key West vacation rental found on KAYAK in the last 2 weeks was $311, while the most expensive was $884.

FAQs when booking a vacation home in Key West

  • How much is a vacation rental for a week in Key West?

    The average price for a weekly Key West vacation rental found by KAYAK users in the last 2 weeks is $4,858.

  • How much is a vacation rental for a month in Key West?

    The average price for a monthly Key West vacation rental found by KAYAK users in the last 2 weeks is $20,819.

  • What types of vacation rentals are available in Key West?

    There are loads of different property types that you can make your vacation home in Key West. You’ll find apartments, boats, bungalows, cabins, condos, cottages, houses, houseboats, recreational vehicles and villas.

  • What are some of the most-loved vacation rentals available in Key West?

    There are many types of properties available for Key West vacation rentals. If you’re looking for something special, vacation rentals most loved by KAYAK users are Hyatt Residence Club Key West, Sunset Harbor and Yellow Room at Grand Maloney by Brightwild.

  • What are the most popular Key West vacation rentals for a large group?

    If you’re a large group then you’ll need plenty of space. The highest rated vacation homes that can sleep 6 people or more by KAYAK users are Bananas Foster Guesthouse by Brightwild and Sunrise Suites Resort.

  • Are there any pet-friendly vacation rentals in Key West?

    There are a number of dog and pet-friendly Key West vacation rentals, with around 14% allowing you to bring your pet along with you.

  • How much is a vacation rental in Key West?

    KAYAK users have found vacation rentals in Key West for as cheap as $458 in the last 3 days. The average price is $694.

  • How much is a vacation rental in Key West for tonight?

    In the last 72 hours, users have found Key West vacation rentals for tonight for as low as $443. Search here for similar prices

  • What are the most popular Key West neighborhoods to book a vacation rental in?

    Vacation rentals in Old Town North of Truman, Truman Annex and Old Town South of Truman have the most searches on KAYAK. For more information about Key West's different neighborhoods, check out our Key West's City Guide.

  • How can I find vacation rentals near me in Key West?

    Take a look at our vacation rentals map to find the best vacation rental homes near you.

  • Which Key West vacation rental offers outdoor activities?

    If you want to enjoy outdoor activities while away on vacation, consider staying at Key West Villas. The accommodation offers a tennis court along with tennis equipment, including rackets and balls. There is also a trainer always present for anyone wishing to learn the game's rules, with first aid services also available at all times.

  • Which vacation rental provides laundry services?

    Old Town Suites is one of several Key West house rentals that offer laundry services. Book a stay at this establishment to save yourself from the inconvenience of traveling back home with dirty laundry. Moreover, guests with families and business travelers find these services incredibly convenient.

  • Which vacation rentals in Key West offer shuttle services?

    Coconut Palms is one among a couple of Key West vacation rentals that provide complimentary shuttle services. The shuttle will pick you up from the airport, and their services extend to town and some of the famous attractions in Key West. It is convenient for people traveling with kids or visiting Key West for the first time.

  • Which vacation rentals in Key West are pet-friendly?

    If you wish to travel with your furry friend, consider staying at Rose Lane Villas. This vacation rental is one of the few that offer pet accommodations in the Key West. Prior notice will be required if traveling with pets, and charges may also apply. In case of pet-caused damages, you will be charged for repairs.

Where to stay in Key West?

Our map will help you find the perfect place to stay in Key West by showing you the exact location of each vacation rental.

What Key West vacation rental guests are talking about

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What Key West vacation rental guests are talking about

Vacation rentals by topic

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Poolside Paradise by Brightwild - Key West
Poolside Paradise by Brightwild
8 Very good
Old Town North of Truman$1,785+
$1,785+
Parking
Latitude Penthouse Key West - Key West
Latitude Penthouse Key West
8.7 Very good
Mid Town West$748+
$748+
Parking
Somewhere on the beach
9.9 Wonderful
Mid Town West$845+
$845+
Parking

Popular topics

Landmarks in Key West