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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.

Petite Maison ~ 2 King Ensuite Bedrooms - Key West, FL
9.9 470 reviews

Petite Maison ~ 2 King Ensuite Bedrooms

house, Key West
This Key West home is located on the southern end of Duval Street, within walking distance of Duval Street's nightlife, the Southernmost Point buoy, and the Key West Butterfly and Nature Conservatory.
This four-bedroom, four-bathroom house features a private saline pool (seasonally heated for a fee), an open-concept living area with a contemporary kitchen, and a dog-friendly policy (with restrictions and fees); a second property, Petite Maison, is available for rent for larger groups.

Best family friendly Key West, FL lodging

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

Breathtaking Ocean Views And Enormous Patio - Stunning Coastal Retreat - Key West, FL
9.2 103 reviews

Breathtaking Ocean Views And Enormous Patio - Stunning Coastal Retreat

apartment, Key West
This oceanfront studio condominium on the western edge of Key West offers direct, unobstructed views of the Atlantic from a top-floor private patio, located just steps from White Street Pier and Higgs Beach, and a short bike ride to Duval Street and the Historic District.
This family-friendly unit accommodates two guests with air conditioning, internet, a full kitchen, and a spa, while the property provides a garden and tennis court, with a tiki hut by the water for beach access.
Condo ∙ 2 Bedrooms ∙ 4 Guests - Key West, FL
No reviews

Condo ∙ 2 Bedrooms ∙ 4 Guests

apartment, Key West
This fully furnished, turnkey condominium on Atlantic Boulevard in Key West offers resort-style living with exclusive access to a private sandy beach, located a short distance from the city's attractions.
This two-bedroom, two-bathroom apartment accommodates up to four guests and features an Olympic-style swimming pool, fitness center, three tennis courts, a spacious balcony with tropical and partial ocean views, and in-unit laundry.
Absolutely Paradise - Key West, FL
9.8 159 reviews

Absolutely Paradise

house, Key West
This townhome is located in the Prime Old Town Key West district, offering proximity to Duval Street and onsite parking.
This family-friendly rental features a private heated pool, spa, and tennis court, with accommodations for up to eight guests including a king bed, queen bed, twin beds, and a sleeper sofa.
The Cayo Coco | Key West Condo With Pool, Hot Tub! - Key West, FL
10 2 reviews

The Cayo Coco | Key West Condo With Pool, Hot Tub!

apartment, Key West
This 2-bedroom, 2-bathroom condo in Key West's Sunrise Suites community is located a short distance from Smathers Beach, Higgs Beach, Duval Street, and Key West International Airport.
This family-friendly vacation rental accommodates up to 6 guests and offers resort-style amenities including a communal heated pool and hot tub, a fully equipped kitchen, a private balcony with island scenery views, and on-site parking, with a private washer/dryer for convenience.

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.

The Perry Hotel & Marina Key West - Key West, FL
9.2 2469 reviews

The Perry Hotel & Marina Key West

resort, Stock Island
The Perry Hotel & Marina Key West is located on Stock Island, just a short drive from Key West's Old Town and the airport, making it a convenient base for exploring the area. The hotel has excellent user ratings for cleanliness and location, ensuring a comfortable and enjoyable stay.
The resort offers a variety of accommodations, including rooms with private balconies and suites with stunning water views. Enjoy the waterfront pools, dockside dining options, and a range of amenities including a spa, fitness center, and tennis court.
Vangogh Studio | Updated, Old Town, Heated Pool - Key West, FL
8.8 56 reviews

Vangogh Studio | Updated, Old Town, Heated Pool

studio, Key West
VanGogh Studio, a pet-friendly Key West apartment, is centrally located in Bahama Village, within walking distance of Duval Street and attractions like the Ernest Hemingway Home and Museum.
This one-bedroom unit sleeps two, features a kitchenette with a microwave, mini-fridge, and Keurig coffee maker, and offers access to a shared heated pool, sundeck, and laundry facilities.
Sunrise 103-2br/2ba Condo Near Beaches With Pool, - Key West, FL
9.3 152 reviews

Sunrise 103-2br/2ba Condo Near Beaches With Pool,

apartment, Key West
This two-bedroom condo is located near Smather's Beach, just a short drive from Key West International Airport, offering a peaceful retreat away from the hustle and bustle of downtown. The apartment boasts excellent ratings for user experience, location, and cleanliness.
The apartment comfortably sleeps up to six guests and features a fully equipped kitchen, a private balcony with pool views, and a shared lagoon-style pool. Enjoy the convenience of having a washer and dryer in the unit, plus access to a shared garden, parking, and a Jacuzzi.
Gorgeous Romantic Private Villa, Steps From Duval! - Key West, FL
9.9 107 reviews

Gorgeous Romantic Private Villa, Steps From Duval!

house, Key West
This Old Town Key West villa is 20 yards from Duval Street, within walking distance of the Key West Lighthouse, Hemingway Home, and the Southernmost Point buoy.
This remodeled two-story house features a king-size bed, queen-size sleeper sofa, fully equipped kitchen with ice maker, 65" smart TVs, a shared plunge pool, and a lush garden courtyard, accommodating up to four guests.

Neighborhoods and points of interest in Key West, FL

Best Key West, FL accommodation with a kitchen

Papaya Place By Avantstay - Key West, FL
9.0 109 reviews

Papaya Place By Avantstay

house, Key West
Papaya Place is located in Key West, just a short walk from Smathers Beach and within a mile of Rest Beach and Higgs Beach. This vacation rental has received excellent ratings for cleanliness, location, and user experience.
The 2-bedroom house has 1310 square feet of living space. Enjoy a fully equipped kitchen, a private balcony, a shared pool, a hot tub, a sauna, a fitness center, and a tennis court.
Thompson Island  Usa !!  Your Key West Retreat !! - Key West, FL
9.6 125 reviews

Thompson Island Usa !! Your Key West Retreat !!

apartment, Stock Island
This Stock Island vacation home is located just a short distance from Key West Tropical Forest and Botanical Garden and Smathers Beach, offering a peaceful escape from the bustling city while still being close to attractions. This property has received excellent reviews for its location, cleanliness, and overall experience.
This spacious 9-bedroom house spans 8,000 square feet and provides ample room for large families or groups. Enjoy the waterfront location, private fenced yard, outdoor pool and spa, fully equipped kitchen, barbecue grills, and a tennis court for a relaxing and enjoyable vacation.
Resort-style Amenities And Expansive Pool - Stunning Oceanfront Retreat - Key West, FL
9.6 39 reviews

Resort-style Amenities And Expansive Pool - Stunning Oceanfront Retreat

apartment, Key West
This oceanfront condo is situated on 400 feet of beach, directly next to Smathers Beach and 1.5 miles from Old Town Key West's shopping and dining.
This family-friendly apartment offers 2 bedrooms, 2 bathrooms, and can accommodate up to 4 guests, featuring amenities like a swimming pool, jacuzzi, fitness center, tennis courts, and a balcony with ocean views.
Seas The Breeze  Poolside Condo Near The Beach - Key West, FL
9.8 9 reviews

Seas The Breeze Poolside Condo Near The Beach

apartment, Key West
This Key West condo is located on the quieter side of the island, a 10-minute drive from Old Town and Duval Street, and within walking distance to the beach and Mallory Square.
This 2-bathroom island retreat accommodates up to 6 guests and features resort-style amenities including a heated swimming pool and hot tub, plus a private balcony and a fully equipped kitchen with a buffet bar.

Best Key West, FL accommodation with a balcony

Waterfront 4-bed 3-bath Condo @ Bayfront Suites - - Key West, FL
9.6 889 reviews

Waterfront 4-bed 3-bath Condo @ Bayfront Suites -

apartment, Key West
Excitement On The Ocean Key West Oceanfront Condo Stunning Atlantic Views - Key West, FL
9.8 259 reviews

Excitement On The Ocean Key West Oceanfront Condo Stunning Atlantic Views

apartment, Key West
Beachside Resort & Residences - Key West, FL
8.2 4555 reviews

Beachside Resort & Residences

resort, Key West
Waterfront Condo Dock Pool Near Duval St - Key West, FL
9.8 29 reviews

Waterfront Condo Dock Pool Near Duval St

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.

Dog-friendly Condo With Pool, Hot Tub, Balcony, Central Ac, W/d, & Fitness Room - Key West, FL
8.8 125 reviews

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

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.

Waterfront Dock Pool Downtown Near Duval Pet - Key West, FL
9.4 11 reviews

Waterfront Dock Pool Downtown Near Duval Pet

apartment, Key West
Captains Daughter - Key West, FL
9.8 165 reviews

Captains Daughter

apartment, Key West
Apartment ∙ 7 Bedrooms ∙ 19 Guests - Key West, FL
No reviews

Apartment ∙ 7 Bedrooms ∙ 19 Guests

apartment, Key West
Key West Downtown Waterfront, Sleeps 8, Dock & Pool Pet-friendly - Key West, FL
9.6 17 reviews

Key West Downtown Waterfront, Sleeps 8, Dock & Pool Pet-friendly

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.

Casa Key West-pool & Free Parking - Key West, FL
9.1 221 reviews

Casa Key West-pool & Free Parking

house, Key West
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