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Key West, FL accommodations
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5175 Lodgings in Key West, FL

Search Coastal Lodgings near Key West, FL

Unwind at these welcoming seaside accommodations in Key West, FL, perfectly situated for exploring local coastal sights and catching fresh sea breezes.

Away From It All @ The Truman Annex - Key West, FL
9.0 29 reviews

Away From It All @ The Truman Annex

apartment, Key West
This Key West condo rental is located in the prestigious Truman Annex, a gated community in Old Town, two blocks from Duval Street and a quarter-mile from Fort Zachary Taylor State Park.
This 680-square-foot, two-bedroom, one-bathroom unit sleeps four and features two balconies, a fully equipped kitchen, washer/dryer, community pool access, and free parking.

Best family friendly Key West, FL lodging

Among the 5175 accommodations in Key West, FL, here are the 3 best for families

Knowles Main House With Pool - Key West, FL
9.8 6 reviews

Knowles Main House With Pool

apartment, Key West
This 5-bedroom, 5-bathroom house is located in downtown Key West, steps from Duval Street and within walking distance of the Southernmost Point and Ernest Hemingway Home and Museum.
This family-friendly residence accommodates up to 10 guests and features a private main house with en-suite bathrooms, a shared pool, rooftop deck, BBQ area, and on-site parking for one vehicle.
Oversized Home For The Whole Family W/private Pool & Dock - Key West, FL
9.8 147 reviews

Oversized Home For The Whole Family W/private Pool & Dock

apartment, Key West
This 5-bedroom vacation home in Key West's Meadows neighborhood is an excellent choice for families and large groups. It's within walking distance of Duval Street and the Ernest Hemingway Home and Museum. Guests have given it excellent ratings for its location, cleanliness, and user experience.
The home has a spacious layout with 3090 square feet of living space and can accommodate up to 12 guests. It features a fully equipped kitchen, free WiFi, a DVD player, and housekeeping services. Guests can also enjoy a private pool, concierge services, barbecue grills, a tennis court, and a garden.
Luxury High End, 2 Bikes,  Highspeed Wi-fi, Work Station,  Pool, Hot Tub, Gym - Key West, FL
9.8 322 reviews

Luxury High End, 2 Bikes, Highspeed Wi-fi, Work Station, Pool, Hot Tub, Gym

apartment, Key West
This beachfront Key West condo is located in Midtown, just a short walk from the beach and within easy reach of Duval Street and Mallory Square. It has earned excellent user ratings, making it a popular choice for travelers.
The 1100-square-foot apartment has one bedroom and one bathroom, comfortably accommodating up to four guests. Enjoy a private pool, a fitness center, a sauna, a spa, a tennis court, and a full kitchen with modern appliances, all within the property.

Frequently Asked Questions about accommodations in Key West, FL

  • What are the top attractions and must-see sites in Key West, FL?

    You've got to see the Southernmost Point Buoy, it's a classic Key West photo op. Don't miss the Hemingway House, the author's former home, and the Key West Butterfly and Nature Conservatory, a beautiful place to escape the sun. Of course, you'll want to stroll down Duval Street, the heart of Key West, and check out the shops and restaurants.
  • What are the best accommodations in Key West, FL?

    Among the accommodations in Key West, FL, Leaward Isle Island Retreat, Almond Tree Inn - Adults Only and At Mine | Lovely Suite Steps From Duval Street are the most popular ones.

  • Which cultural festivals and seasonal events should visitors attend in Key West, FL?

    The Fantasy Fest in October is a wild, colorful, and fun event with parades and parties. The Key West Songwriters Festival in May brings in some great musicians. And if you're there in January, the Key West Food & Wine Festival is a must-do for foodies.
  • What are the best accommodations with a pool in Key West, FL?

  • What are the most convenient modes of transportation within Key West, FL?

    Key West is a very walkable city, so you can get around easily on foot. If you want to explore further, the Conch Tour Train is a fun way to see the sights, and the Old Town Trolley is another option. Of course, you can always rent a bike or scooter to get around.
  • What are the best accommodations with a jacuzzi in Key West, FL?

    The best accommodations with a jacuzzi in Key West, FL are Leaward Isle Island Retreat, Almond Tree Inn - Adults Only and The Gardens Hotel.

  • What outdoor activities and adventures are popular in and around Key West, FL?

    Key West is a paradise for watersports. You can go snorkeling, diving, kayaking, or even parasailing. If you're feeling adventurous, try a sunset sail or a dolphin watching tour. And don't forget to relax on the beach, there are plenty of beautiful spots to choose from.
  • What are the best accommodations for families and kids in Key West, FL?

    The best accommodations for families and kids in Key West, FL are Leaward Isle Island Retreat, Almond Tree Inn - Adults Only and Orchid Key Inn - Adults Only.

  • What types of accommodations are available in Key West, FL?

    You have tons of options in Key West, from luxury resorts and boutique hotels to cozy guesthouses and vacation rentals. There are even some unique places to stay like the historic Old Town Manor or the funky Mermaid and the Alligator.
  • What are the best pet friendly accommodations in Key West, FL?

    The best pet friendly accommodations in Key West, FL are Leaward Isle Island Retreat, The Gardens Hotel and Road's End.

  • When is the best time to visit Key West, FL?

    The best time to visit Key West is during the shoulder seasons, from April to May and September to October. The weather is still great, but the crowds are smaller and the prices are lower. You can also visit during the winter, but it can get a bit crowded and expensive.
  • What are the best accommodations with parking in Key West, FL?

    Leaward Isle Island Retreat, Almond Tree Inn - Adults Only and The Gardens Hotel are the best accommodations with parking in Key West, FL.

  • What local dishes and culinary experiences are a must-try in Key West, FL?

    You have to try the Key Lime Pie, it's a Key West classic. Fresh seafood is also a must, especially the conch fritters. And don't forget to sample some of the local craft beers at one of the many breweries in town.
  • In which part of Key West, FL should you consider renting accommodation?

    Old Town is the heart of Key West, with lots of shops, restaurants, and attractions. If you want to be close to the action, this is the place to stay. If you prefer a quieter setting, you might consider staying in the New Town area, which is still within walking distance of the main attractions.

Popular destinations

Top Lodgings with a Pool in Key West, FL

On-site pool access at your lodging in Key West, FL makes a refreshing swim the perfect way to complement a day by the water.

Key West Villas - Key West, FL
9.8 810 reviews

Key West Villas

house, Key West
This Key West house is a minute's walk from Duval Street, placing you in the heart of the action, close to the Southernmost Point, the Ernest Hemingway Home and Museum, and Mallory Square. This property has consistently received excellent ratings for location, cleanliness, and overall user experience.
The house offers a comfortable and convenient stay with fully equipped kitchens, a heated pool, a terrace, a garden, and a guest launderette. Enjoy amenities like free WiFi, daily continental breakfast, concierge service, a restaurant, a bar, a tennis court, and on-site parking.
Namaste: A Blissful One Bedroom Cottage - Key West, FL
9.9 108 reviews

Namaste: A Blissful One Bedroom Cottage

apartment, Key West
This Key West cottage is located in a peaceful compound just one block from Duval Street, placing you within walking distance of popular attractions like The Bull, Sloppy Joe's, Hog's Breath, Mallory Square, and the Historic Seaport. This charming rental has consistently received excellent ratings for location, cleanliness, and overall experience.
The 800-square-foot cottage comfortably accommodates two guests and features a private courtyard, a rooftop patio, and a lofted space perfect for yoga or reading. Enjoy the shared compound amenities, including a swimming pool, spa, and lush gardens, or relax in the cottage's private courtyard with a water fountain and tropical foliage.
Oceanfront Oasis Smathers Beach Condo Sunrise Views Island Charm Book Today - Key West, FL
9.8 18 reviews

Oceanfront Oasis Smathers Beach Condo Sunrise Views Island Charm Book Today

apartment, Key West
This oceanfront condo in Key West's La Brisa complex sits directly on Smather's Beach, offering easy access to attractions like the Southernmost Point and the Ernest Hemingway Home and Museum.
This 1190-square-foot, three-bedroom, two-bathroom rental sleeps six, boasting a fully equipped kitchen, private balcony with ocean views, in-unit laundry, and access to a heated pool, hot tub, sauna, and tennis court.
Hyatt Centric Key West Resort & Spa - Key West, FL
8.7 2729 reviews

Hyatt Centric Key West Resort & Spa

resort, Key West
The Hyatt Centric Key West Resort & Spa is located on Key West Island, just a short walk from Duval Street and its lively atmosphere. It's rated very good for overall experience, excellent for location, and very good for cleanliness.
The hotel has 1-bedroom suites with private balconies, each with free Wi-Fi. Guests can enjoy a range of amenities, including a pool, hot tub, spa, fitness center, two restaurants, and a bar, plus activities like scuba diving, jet boating, and snorkeling.

Neighborhoods and points of interest in Key West, FL

Best Key West, FL accommodation with a kitchen

Key West Condo 2b/2b With Pool & Boat Free Slip - Key West, FL
9.8 89 reviews

Key West Condo 2b/2b With Pool & Boat Free Slip

apartment, Key West
This Key West condo, located on Garrison Bight Marina, offers stunning water views and is a short bike ride from Duval Street's shops and restaurants.
The two-bedroom, two-bathroom unit sleeps six, features a fully equipped kitchen, in-unit laundry, a shared heated pool and dock, and convenient access to Bayview Park's tennis and basketball courts; plus, on-site fish cleaning is available for anglers.
Havana Mango Compound - Key West, FL
No reviews

Havana Mango Compound

house, Key West
This Key West villa is situated 1.2 miles from Key West International Airport, placing it 2.3 miles from the Ernest Hemingway Home and Museum and 2.4 miles from Duval Street.
This 4,000 square foot vacation home accommodates up to 31 guests with 8 bathrooms, a private pool, a fully equipped kitchen, complimentary Wi-Fi, and on-site massage services.
Tropical  Heron Hideaway W/hot Tub + Pool - Key West, FL
10 3 reviews

Tropical Heron Hideaway W/hot Tub + Pool

apartment, Key West
This Key West VRBO rental is located in the Historic District, a short distance from downtown and attractions like the Ernest Hemingway Home and Museum and the Southernmost Point.
The one-bedroom, one-bathroom apartment sleeps four guests and features a private porch, swimming pool, jacuzzi, on-site grill, and a fully equipped kitchen with a fridge, microwave, and dishwasher.
Key West Paradise Found - Experience The Best Views At 1800 Atlantic - Key West, FL
9.8 339 reviews

Key West Paradise Found - Experience The Best Views At 1800 Atlantic

apartment, Key West
This oceanfront condo in Key West's Beachside neighborhood is located 20 yards from Smathers Beach and within two miles of Duval Street.
This 1360 square foot apartment offers three bedrooms, two bathrooms, and accommodates up to six guests with amenities including a private balcony, swimming pool, and direct beach access.

Best Key West, FL accommodation with a balcony

Sunrise 307-2br/2ba Condo Near Beaches With Pool, Parking, Balcony - Key West, FL
9.6 30 reviews

Sunrise 307-2br/2ba Condo Near Beaches With Pool, Parking, Balcony

apartment, Key West
H2o Suites- Adults Only - Key West, FL
9.5 1595 reviews

H2o Suites- Adults Only

resort, Key West
3-bedroom 3-bath Condo At Bayfront Suites & Marina - Key West, FL
9.6 819 reviews

3-bedroom 3-bath Condo At Bayfront Suites & Marina

apartment, Key West
Parrot Key Hotel & Villas - Key West, FL
8.5 4822 reviews

Parrot Key Hotel & Villas

resort, Key West

Compare 5-Star Accommodations in Key West, FL

For those who appreciate quality, a high-end lodging near the water in Key West, FL delivers excellence in every detail.

Old Town Gated Studio, Great Location, Great Value - Key West, FL
10 7 reviews

Old Town Gated Studio, Great Location, Great Value

apartment, Key West

Browse Dog-Friendly Accommodations in Key West, FL

Traveling with a pet to Key West, FL is easy when your lodging features dog-friendly amenities.

Eleuthera - 2x2 Fully Updated Old Town Waterfront Corner Condo - Key West, FL
9.1 18 reviews

Eleuthera - 2x2 Fully Updated Old Town Waterfront Corner Condo

house, Key West
Sea Esta Suite - Duval Square - Key West, FL
No reviews

Sea Esta Suite - Duval Square

apartment, Key West
Pescado Penthouse - Key West, FL
10 1 review

Pescado Penthouse

house, Key West
Sunnyside Up - Key West, FL
9.5 89 reviews

Sunnyside Up

apartment, Key West

Check Out Accommodations with On-Site Dining in Key West, FL

Enjoy fresh local food at the end of every day at these lodgings near the water in Key West, FL, all featuring an on-site restaurant.

3-story Spacious Conch Style Home W/ Private Pool & Dock! - Key West, FL
9.8 156 reviews

3-story Spacious Conch Style Home W/ Private Pool & Dock!

apartment, Key West
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