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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.

Resort Condo With Pool & Hot Tub, Private Parking - Key West, FL
9.0 2 reviews

Resort Condo With Pool & Hot Tub, Private Parking

apartment, Key West
This Key West condo offers a prime seaside location, providing easy access to Smathers Beach and Florida Keys Beaches, with Southernmost Point just 0.3 miles away and the Ernest Hemingway Home and Museum within a 0.5 mile radius.
This 780 sq ft apartment accommodates up to 6 guests with 2 bedrooms and 2 bathrooms, featuring a full kitchen, balcony, shared pool, and hot tub, and welcomes one dog up to 25 lbs.

Best family friendly Key West, FL lodging

Among the 5175 accommodations in Key West, FL, here are the 4 best for families

Breezy Retreat - 2bd/2bath - Windward Park - Pool - 5min Walk To Duval! - Key West, FL
10 25 reviews

Breezy Retreat - 2bd/2bath - Windward Park - Pool - 5min Walk To Duval!

apartment, Key West
This Key West Historic District home is a short walk from the Tennessee Williams Key West Exhibit and Duval Street, and within 10 minutes of the Ernest Hemingway Home and Museum and Florida Keys beaches.
This 1,560-square-foot vacation rental boasts two bedrooms, two bathrooms, accommodates four guests, and features a private fenced yard, swimming pool, tennis court, and concierge services.
Atlantic Hideaway- Key West - Key West, FL
9.6 82 reviews

Atlantic Hideaway- Key West

apartment, Key West
This Key West condo is located just one mile from the airport and two miles from Duval Street, making it easy to explore the island's attractions. It has earned an excellent user rating, indicating a high level of satisfaction from previous guests.
The 2-bedroom, 2-bathroom apartment offers 1310 square feet of space and can comfortably accommodate up to 6 guests. It features a private beach, two swimming pools, a spa, tennis courts, fitness facilities, a BBQ area, and a recreation room, providing a wide range of amenities and activities for relaxation and entertainment.
Apartment ∙ 4 Bedrooms ∙ 12 Guests - Key West, FL
No reviews

Apartment ∙ 4 Bedrooms ∙ 12 Guests

apartment, Key West
This Key West duplex is centrally located downtown, within walking distance of Duval Street and other attractions.
The 4-bedroom, 4.5-bathroom home sleeps up to 12 guests, offering two kitchens, two balconies, in-unit laundry, and off-street parking for one smaller vehicle.
Key West Condo With Balcony Ocean View - Key West, FL
10 194 reviews

Key West Condo With Balcony Ocean View

apartment, Key West
This Key West apartment is just steps away from Smathers Beach, a popular stretch of sand on the island's southern tip, offering easy access to swimming, sunbathing, and water sports. The apartment has earned excellent ratings for its location, cleanliness, and overall experience.
The two-bedroom, two-bathroom apartment spans 1460 square feet and comfortably accommodates up to six guests. Enjoy amenities like a swimming pool, hot tub, tennis courts, and a private balcony with stunning ocean views, making it the perfect base for exploring Key West.

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.

**La Petite Penthouse @ The Annex** Elegant Condo & Pool + Last Key Services... - Key West, FL
10 61 reviews

**La Petite Penthouse @ The Annex** Elegant Condo & Pool + Last Key Services...

apartment, Key West
This Key West apartment is located in Old Town, just a short walk from Duval Street and the Ernest Hemingway Home and Museum. Previous guests have rated it excellent, praising its prime location and amenities.
The apartment has two bedrooms and one bathroom, covering 650 square feet. It includes a fully equipped kitchen, a swimming pool, a spa, parking, and a terrace or balcony for enjoying the beautiful Key West weather.
~Royal Poinciana Cottage~ Come And Indulge Yourself In Some Kw Sunshine! - Key West, FL
8.6 8 reviews

~Royal Poinciana Cottage~ Come And Indulge Yourself In Some Kw Sunshine!

cottage, Key West
This pet-friendly Key West cottage, located in Old Town, is a short walk from Saint Mary Star of the Sea Church and the Key West Firehouse Museum, offering easy access to beaches and attractions like the Ernest Hemingway Home and Museum.
The one-bathroom rental boasts a fully equipped kitchen, in-unit laundry, air conditioning, Wi-Fi, a private porch, and access to a shared pool; it comfortably sleeps two guests and includes on-site barbecue facilities.
St Croix - Downtown 4x4 Waterfront Penthouse Pool Dock Pet - Key West, FL
9.3 10 reviews

St Croix - Downtown 4x4 Waterfront Penthouse Pool Dock Pet

house, Key West
This Key West penthouse, located 1.1 miles from both the Ernest Hemingway Home and Museum and Duval Street, offers convenient access to downtown attractions.
This 2000-square-foot property boasts four bedrooms, four bathrooms, a private dock, a swimming pool, and can comfortably accommodate up to 19 guests, featuring amenities such as free Wi-Fi, parking, and an elevator.

Neighborhoods and points of interest in Key West, FL

Best Key West, FL accommodation with a kitchen

Utopia @ Tropical Village - Key West, FL
8.8 13 reviews

Utopia @ Tropical Village

apartment, Key West
This second-story Key West rental is located in the historic Casa Marina Neighborhood, offering treetop views from its balcony and private access via an exterior staircase.
This pet-friendly condo sleeps four and features a modern kitchen, air conditioning, and shared access to a swimming pool and gas grill, with Higgs Beach and Southernmost Point just a short walk away.
La Casa De Luna  Near The Southernmost Point - Key West, FL
9.4 129 reviews

La Casa De Luna Near The Southernmost Point

apartment, Key West
This Old Town Key West condo is located half a block from Duval Street, offering easy access to Key West's nightlife and attractions.
The 450-square-foot ground-level unit features one bedroom with a king bed, one bathroom, a queen sleeper sofa, full kitchen, and access to a shared pool three blocks away; it comfortably sleeps four guests and includes amenities such as air conditioning, Wi-Fi, and parking.
The Blue Flamingo Resort Key West - Key West, FL
No reviews

The Blue Flamingo Resort Key West

resort, Key West
The Blue Flamingo Resort Key West is located 3 miles from the city center, near the Key West Tropical Forest and Botanical Garden and Lower Keys Medical Center.
This resort offers pets allowed, internet, air conditioning, four swimming pools, a terrace/balcony, garden, concierge, restaurant, bar, fitness center, room service, and parking, with a check-out time of 11:00 AM.
3-bedroom House Boat In Tranquil Key West With Ac - Key West, FL
No reviews

3-bedroom House Boat In Tranquil Key West With Ac

apartment, Key West
This pet-friendly houseboat offers a unique Key West experience, located a 6-minute walk from Bayview Park and a 15-minute walk from the Studios of Key West.
This spacious 1500-square-foot vessel accommodates up to 10 guests across 3 bedrooms and 2.5 bathrooms, featuring a full kitchen, air conditioning, internet, and on-site boating and watersports equipment.

Best Key West, FL accommodation with a balcony

The Elizabeth Suite | 1 Bedroom Condo, Shared Pool - Key West, FL
9.4 9 reviews

The Elizabeth Suite | 1 Bedroom Condo, Shared Pool

apartment, Key West
3 4 Tim E - Key West, FL
No reviews

3 4 Tim E

house, Key West
The James Classic | Ground Floor King - Key West, FL
9.4 13 reviews

The James Classic | Ground Floor King

apartment, Key West
**The Larks Landing @ Sunrise Suites** Condo & Pool + Last Key Services - Key West, FL
10 26 reviews

**The Larks Landing @ Sunrise Suites** Condo & Pool + Last Key Services

apartment, 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.

Sunrise Suites Condo With Balcony - Shared Pool, Hot Tub, Tennis, Free Parking - Key West, FL
9.0 144 reviews

Sunrise Suites Condo With Balcony - Shared Pool, Hot Tub, Tennis, Free Parking

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.

Curacao - Large 2x2 Waterfront Condo Great View Pool & Dock - Key West, FL
9.4 11 reviews

Curacao - Large 2x2 Waterfront Condo Great View Pool & Dock

house, Key West
Dog-friendly Condo With Pool, Hot Tub, Balcony, Central Ac, W/d, & Fitness Room - Key West, FL
8.8 123 reviews

Dog-friendly Condo With Pool, Hot Tub, Balcony, Central Ac, W/d, & Fitness Room

apartment, Key West
Big Groups Welcome  Pool  Near Duval - Key West, FL
9.8 286 reviews

Big Groups Welcome Pool Near Duval

apartment, Key West
Chagall's Corner - Key West, FL
No reviews

Chagall's Corner

house, 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.

Sandpiper On The Ocean - Key West, FL
8.8 190 reviews

Sandpiper On The Ocean

house, Key West
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