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Find Hotels with a Pool in Key West, FL

Check availability on Key West Hotels with a Pool

Tonight
Sep 7 - Sep 8
Tomorrow
Sep 8 - Sep 9
This weekend
Sep 11 - Sep 13
Next weekend
Sep 18 - Sep 20

Our top choices for Key West hotels with a pool

1. Silver Palms Inn & Historic Homes

Silver Palms Inn & Historic Homes
Old Town Key West
  • Pristine waters in the outdoor pool offer relaxation after exploring Key West's vibrant attractions.
$140 nightly
$158 total
Sep 20 - Sep 21
Total with taxes and fees
Silver Palms Inn & Historic Homes

2. Hampton Inn Key West FL

Hampton Inn Key West FL
Key West
  • Splash into ocean-view paradise at this poolside haven with loungers, umbrellas, and refreshing cocktail service.
$139 nightly
$156 total
Sep 20 - Sep 21
Total with taxes and fees
Hampton Inn Key West FL

3. Duval House

Duval House
Old Town Key West
  • Soothing heated pool in the heart of Key West creates an inviting oasis amid tropical gardens at this bed and breakfast.
$119 nightly
$131 total
Sep 8 - Sep 9
Total with taxes and fees
Duval House

4. Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West
Key West
  • Oceanfront relaxation awaits with heated pool sanctuary and hot tub retreat, mere steps from Key West's beautiful Smathers Beach.
$207 nightly
$233 total
Sep 22 - Sep 23
Total with taxes and fees
Hyatt Vacation Club at Windward Pointe, Key West

5. Havana Cabana at Key West

Havana Cabana at Key West
New Town
  • Poolside paradise awaits with hot tub, dining, and bar service at this vibrant Key West oasis.
$155 nightly
$175 total
Sep 23 - Sep 24
Total with taxes and fees
Havana Cabana at Key West

6. Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
New Town
  • Float in paradise at two scenic pools with cabanas, surrounded by stunning sunset views and tropical relaxation.
$158 nightly
$178 total
Sep 16 - Sep 17
Total with taxes and fees
Blue Flamingo Resort Key West

7. Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa
Key West Historic District
$261 nightly
$294 total
Sep 28 - Sep 29
Total with taxes and fees
Hyatt Centric Key West Resort and Spa

8. Douglas House - Adults Only

Douglas House - Adults Only
Old Town Key West
  • Tropical poolside sanctuary just steps from Duval Street offers a heated outdoor pool surrounded by lush gardens and privacy.
$148 nightly
$166 total
Sep 29 - Sep 30
Total with taxes and fees
Douglas House - Adults Only

9. DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
Key West
  • Splash into tropical paradise at this resort's cabana-lined pool with views and poolside cocktails.
$140 nightly
$157 total
Sep 15 - Sep 16
Total with taxes and fees
DoubleTree Resort by Hilton Grand Key - Key West

10. Ibis Bay Beach Resort

Ibis Bay Beach Resort
Northside Resort
  • Splash into paradise at this Art Deco hotel with a poolside bar and marina access.
$130 nightly
$146 total
Sep 8 - Sep 9
Total with taxes and fees
Ibis Bay Beach Resort
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Choose what matters most at hotels with a pool in Key West

Breakfast included
Hot tub
4 stars
Spa
Water park

Hotels with pools and free breakfast in Key West

Hampton Inn Key West FL

Hampton Inn Key West FL
Key West
$139 nightly
$156 total
Sep 20 - Sep 21
Total with taxes and fees
Hampton Inn Key West FL

Silver Palms Inn & Historic Homes

Silver Palms Inn & Historic Homes
Old Town Key West
$140 nightly
$158 total
Sep 20 - Sep 21
Total with taxes and fees
Silver Palms Inn & Historic Homes

Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa
Key West Historic District
$261 nightly
$294 total
Sep 28 - Sep 29
Total with taxes and fees
Hyatt Centric Key West Resort and Spa

Fairfield by Marriott Inn & Suites Key West at The Keys Collection

Fairfield by Marriott Inn & Suites Key West at The Keys Collection
New Town
$141 nightly
$159 total
Sep 14 - Sep 15
Total with taxes and fees
Fairfield by Marriott Inn & Suites Key West at The Keys Collection

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
New Town
$158 nightly
$178 total
Sep 16 - Sep 17
Total with taxes and fees
Blue Flamingo Resort Key West

Ibis Bay Beach Resort

Ibis Bay Beach Resort
Northside Resort
$130 nightly
$146 total
Sep 8 - Sep 9
Total with taxes and fees
Ibis Bay Beach Resort

Courtyard by Marriott Key West Waterfront

Courtyard by Marriott Key West Waterfront
Northside Resort
$149 nightly
$168 total
Sep 8 - Sep 9
Total with taxes and fees
Courtyard by Marriott Key West Waterfront

The Marker Key West Harbor Resort

The Marker Key West Harbor Resort
Key West Historic District
$238 nightly
$267 total
Sep 14 - Sep 15
Total with taxes and fees
The Marker Key West Harbor Resort

Almond Tree Inn Hotel - Adults Only

Almond Tree Inn Hotel - Adults Only
Old Town Key West
$161 nightly
$181 total
Sep 14 - Sep 15
Total with taxes and fees
Almond Tree Inn Hotel - Adults Only

DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
Key West
$140 nightly
$157 total
Sep 15 - Sep 16
Total with taxes and fees
DoubleTree Resort by Hilton Grand Key - Key West
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Hotels with pools and hot tubs in Key West

Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West
Key West
$207 nightly
$233 total
Sep 22 - Sep 23
Total with taxes and fees
Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Beach House, Key West

Hyatt Vacation Club at Beach House, Key West
Key West
$216 nightly
$243 total
Oct 8 - Oct 9
Total with taxes and fees
Hyatt Vacation Club at Beach House, Key West

Pier House Resort & Spa

Pier House Resort & Spa
Key West Historic District
$323 nightly
$363 total
Sep 13 - Sep 14
Total with taxes and fees
Pier House Resort & Spa

Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West
Old Town Key West
$294 nightly
$331 total
Sep 8 - Sep 9
Total with taxes and fees
Opal Key Resort & Marina, Key West

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
New Town
$158 nightly
$178 total
Sep 16 - Sep 17
Total with taxes and fees
Blue Flamingo Resort Key West

Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection
New Town
$139 nightly
$156 total
Sep 14 - Sep 15
Total with taxes and fees
Hilton Garden Inn Key West / The Keys Collection

Courtyard by Marriott Key West Waterfront

Courtyard by Marriott Key West Waterfront
Northside Resort
$149 nightly
$168 total
Sep 8 - Sep 9
Total with taxes and fees
Courtyard by Marriott Key West Waterfront

Almond Tree Inn Hotel - Adults Only

Almond Tree Inn Hotel - Adults Only
Old Town Key West
$161 nightly
$181 total
Sep 14 - Sep 15
Total with taxes and fees
Almond Tree Inn Hotel - Adults Only

Beachside Resort & Residences

Beachside Resort & Residences
Key West
$188 nightly
$212 total
Sep 20 - Sep 21
Total with taxes and fees
Beachside Resort & Residences

Orchid Key Inn - Adults Only

Orchid Key Inn - Adults Only
Old Town Key West
$161 nightly
$181 total
Sep 14 - Sep 15
Total with taxes and fees
Orchid Key Inn - Adults Only
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4-star hotels with pools in Key West

Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa
Key West Historic District
$261 nightly
$294 total
Sep 28 - Sep 29
Total with taxes and fees
Hyatt Centric Key West Resort and Spa

Ocean Key Resort - A Noble House Resort

Ocean Key Resort - A Noble House Resort
Key West Historic District
$289 nightly
$325 total
Sep 29 - Sep 30
Total with taxes and fees
Ocean Key Resort - A Noble House Resort

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses
Old Town Key West
$208 nightly
$234 total
Sep 16 - Sep 17
Total with taxes and fees
Southernmost Beach Resort and Guesthouses

The Marker Key West Harbor Resort

The Marker Key West Harbor Resort
Key West Historic District
$238 nightly
$267 total
Sep 14 - Sep 15
Total with taxes and fees
The Marker Key West Harbor Resort

Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton
Old Town Key West
$272 nightly
$306 total
Sep 15 - Sep 16
Total with taxes and fees
Casa Marina Key West, Curio Collection by Hilton

La Concha Key West, Autograph Collection

La Concha Key West, Autograph Collection
Key West Historic District
$199 nightly
$224 total
Sep 21 - Sep 22
Total with taxes and fees
La Concha Key West, Autograph Collection

DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
Key West
$140 nightly
$157 total
Sep 15 - Sep 16
Total with taxes and fees
DoubleTree Resort by Hilton Grand Key - Key West

Pier House Resort & Spa

Pier House Resort & Spa
Key West Historic District
$323 nightly
$363 total
Sep 13 - Sep 14
Total with taxes and fees
Pier House Resort & Spa

Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West
Old Town Key West
$294 nightly
$331 total
Sep 8 - Sep 9
Total with taxes and fees
Opal Key Resort & Marina, Key West

Parrot Key Hotel & Villas

Parrot Key Hotel & Villas
Northside Resort
$183 nightly
$206 total
Sep 14 - Sep 15
Total with taxes and fees
Parrot Key Hotel & Villas
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Key West Hotel Reviews

Parrot Key Hotel & Villas

Parrot Key Hotel & Villas

8/10 Good
"Very cute and"
Anne 1-night trip
Posted 1 hour ago
Parrot Key Hotel & Villas
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

10/10 Excellent
"The entire staff was friendly, attentive and helpful at all times. Everything was clean and organized. The location was great with easy access to beaches and downtown. We really enjoyed our stay and will visit again in the future."
DEBORAH 3-night trip
Posted 2 hours ago
Blue Flamingo Resort Key West
Ibis Bay Beach Resort

Ibis Bay Beach Resort

10/10 Excellent
"Nice place to stay rooms were good, staff was excellent. The private beach is not somewhere you can swim. Just sit by the water and it’s like a salt water marsh. Breakfast was ok."
Jennifer 3-night trip
Posted 3 hours ago
Ibis Bay Beach Resort
The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton

10/10 Excellent
"It was great and convenient to all hot spots including the wedding venue we went for..awesome place to stay"
angela 6-night trip
Posted 13 hours ago
The Reach Key West, Curio Collection by Hilton
Pier House Resort & Spa

Pier House Resort & Spa

10/10 Excellent
"Beautiful and so convenient, right on the strip."
Stephanie 4-night trip
Posted 16 hours ago
Pier House Resort & Spa
The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

8/10 Good
"We loved that Matt's Stockyard cooked our Fresh Lobsters !"
Kathy 3-night trip
Posted 18 hours ago
The Perry Hotel & Marina Key West
Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa

10/10 Excellent
"Excellent place to stay it keys west"
yendy 2-night trip
Posted 1 day ago
Hyatt Centric Key West Resort and Spa
Hampton Inn Key West FL

Hampton Inn Key West FL

10/10 Excellent
"Clean, bright well kept rooms. The property was well maintained. Wonderful stay !"
Ada I Quinones 1-night trip
Posted 1 day ago
Hampton Inn Key West FL
Southwinds Motel

Southwinds Motel

8/10 Good
"It was small and old fashioned, but it had an old Florida vibe that we loved. Everything we needed was there. The staff were very helpful."
Michele 2-night trip
Posted 3 days ago
Southwinds Motel

Frequently asked questions

What are the best hotels in Key West with outdoor pools?
The Almond Tree Inn Hotel - Adults Only is a charming 3.5-star retreat that offers a delightful outdoor pool experience. Guests rave about the friendly and helpful staff, the comfortable and clean rooms, and the excellent complimentary breakfast. With a superb review score of 10.0, it's no wonder travellers appreciate the nice, clean pool area and the inviting poolside bar, making it a great spot to unwind.Another excellent option is The Gardens Hotel, a 4-star gem that not only features a beautiful outdoor pool but also boasts a stunning garden setting. Rated at 9.8, guests frequently praise the friendly and kind staff, as well as the wonderful breakfast. The luxurious amenities, such as Egyptian cotton sheets and designer toiletries, create an upscale ambiance that enhances your stay.For a more intimate setting, the Orchid Key Inn - Adults Only, also rated 9.8, offers a cozy outdoor pool surrounded by lush landscaping. Guests love the amazing service and the beautiful, clean rooms, all while enjoying a complimentary breakfast that adds to the convenience of their stay.The Marquesa Hotel, another 3.5-star option, perfectly combines comfort and relaxation with its lovely outdoor pool. With a traveller rating of 9.8, visitors appreciate the attentive staff, quiet location, and beautiful rooms, making it a peaceful oasis after a day of exploring.Lastly, Simonton Court Historic Inn & Cottages features a delightful outdoor pool as well, maintaining a review score of 9.8. Guests enjoy the spacious bathrooms and beautiful accommodations, along with the friendly staff who are always ready to assist.
How much does a hotel with outdoor pool in Key West cost?
Enjoy staying in a hotel in Key West with an outdoor pool. You can find a great deal on Expedia. If you're leaning toward a little luxury, prices can rise, and may vary depending on the location, season, and hotel amenities. Be sure to book in advance to enjoy more options and potentially better rates, especially if you're planning a trip during weekends or around public holidays.
Are there hotels in Key West that have private outdoor pools?
The Gardens Hotel is a charming 4-star retreat in Key West that features a private outdoor pool, ensuring a serene escape for guests. With a stellar rating of 9.8, travellers rave about its beautiful and clean rooms, the friendly and kind staff, and the delightful garden views. The hotel also offers luxurious touches such as Egyptian cotton sheets, designer toiletries, and even champagne service, making it a great choice for those seeking a blend of relaxation and elegance.Another fantastic option is H2O Suites - Adults Only, which also boasts a private outdoor pool. This 3.5-star hotel, rated 9.8 by guests, is known for its first-class service and lovely courtyard. Visitors appreciate the beautiful and always clean rooms, along with the wonderful poolside bar, providing a great spot to unwind after a day of adventures.For those looking for a cozy atmosphere, The Conch House Heritage Inn offers a private outdoor pool as well, with a traveller rating of 9.8. Guests highlight the inn's great location and wonderful service, complemented by free breakfast and friendly staff, making it a welcoming home base for exploring Key West.Lastly, the Southernmost House, a 4-star hotel with a review score of 9.4, features a private outdoor pool and a poolside bar, allowing guests to soak up the sun and enjoy refreshing drinks. Travellers appreciate the beautiful and clean rooms, as well as the delicious breakfast and helpful staff, all contributing to a memorable stay.
What are some of the best Key West hotels with outdoor pools and scenic views?
The Perry Hotel & Marina Key West is a fantastic choice for travellers seeking an outdoor pool with stunning views. This 4-star hotel, rated an impressive 9.4 by guests, features a beautiful outdoor pool surrounded by a poolside bar and sun loungers, superb for unwinding after a day of exploration. With its marina view and proximity to the ocean, you'll feel immersed in the serene beauty of Key West.Another excellent option is the Southernmost House, also rated 9.4, which offers an inviting outdoor pool that overlooks the ocean. Guests rave about the beautiful, clean rooms and the fantastic staff, making it a beloved spot for families. Enjoy a complimentary breakfast before lounging by the pool, soaking in the lovely views.For those looking for a bit more luxury, the Oceans Edge Key West Resort, Hotel & Marina stands out with its outdoor pool and ocean views, earning a strong traveller rating of 9.0. The hotel also offers pool cabanas and a poolside bar, providing the ultimate relaxation experience in a picturesque setting.Parrot Key Hotel & Villas, another 4-star gem rated 9.0, features multiple outdoor pools with ocean and water views. Guests appreciate the spacious, clean rooms and the exceptional service, making it a great family-friendly choice.Lastly, the Hampton Inn Key West FL, with a rating of 9.0, combines comfort and convenience with its outdoor pool and complimentary breakfast. The friendly staff and spacious rooms make this hotel a superb base for your Key West adventures, all while enjoying lovely ocean views.
Are there hotels in Key West with outdoor pool cabanas or loungers?
H2O Suites - Adults Only is a charming 3.5-star hotel that boasts an outdoor pool area complemented by sun loungers and a poolside bar, making it a superb spot for relaxation. Guests frequently praise the beautiful and immaculate rooms, alongside the excellent, first-class service from the staff, which contributes to a stellar review rating of 9.8. The lovely courtyard adds to the hotel's inviting atmosphere, ideal for unwinding after a day of exploring Key West.For a more vibrant experience, The Perry Hotel & Marina Key West, a 4-star establishment, features an outdoor pool with ample loungers and a lively poolside bar. Guests rave about the clean and comfortable rooms, as well as the friendly and attentive staff, earning it an impressive rating of 9.4. With shopping and dining options onsite, this hotel caters well to those seeking convenience without sacrificing comfort.Southernmost House, another 4-star option, offers an inviting outdoor pool area complete with sun loungers and a poolside bar. Patrons appreciate the beautiful and clean rooms, as well as the delicious complimentary breakfast. Its superb location near the beach makes it a favored choice among travellers, reflected in its commendable review score of 9.4.Oceans Edge Key West Resort, Hotel & Marina is another option with its outdoor pool featuring free cabanas and sun loungers, alongside a poolside bar. With a review rating of 9.0, guests consistently highlight the friendly staff and comfortable rooms, making it an excellent choice for families and couples alike looking for a tranquil retreat.Finally, Pier House Resort & Spa, also rated 9.0, provides an outdoor pool with sun loungers and a beautiful beachfront location. Guests appreciate the friendly and helpful staff, as well as the overall cleanliness and comfort of the rooms.
Which Key West hotels with outdoor pools are near Key West, FL (EYW-Key West Intl.)?
The Hyatt Vacation Club at Windward Pointe, Key West, is a delightful 3.5-star option that combines spacious suites with the luxury of an outdoor pool. Guests rave about the "big, amazing" pool area, making it a superb spot for families to unwind after a day of adventures. Situated just 0.2 miles from Key West International Airport, this hotel is incredibly convenient for travellers seeking quick access to their flights. With a stellar review score of 9.6, visitors appreciate the friendly staff and clean accommodations.Another excellent choice is the Hampton Inn Key West FL, which not only features a lovely outdoor pool but also offers complimentary breakfast, ensuring a great start to your day. Reviewers highlight its "spacious, clean" rooms and the "amazing" breakfast, making it a favorite among families. Located 0.4 miles from the airport, it's a convenient base for exploring the area, earning a great rating of 9.0.For those looking for a more resort-like experience, the DoubleTree Resort by Hilton Grand Key - Key West offers a beautiful outdoor pool along with poolside cabanas, enhancing the relaxation experience. With its proximity to the airport—just 0.6 miles away—and a review score of 8.0, families can enjoy a seamless transition from travel to vacation mode. Guests appreciate the "friendly, helpful" staff and the well-kept grounds.Margaritaville Beach House Key West is another standout, boasting a picturesque outdoor pool and direct access to the beach. This 4-star hotel, located 1.1 miles from the airport and rated 8.8, provides a tropical escape with ocean views that families particularly love. Guests frequently mention the "nice, beautiful" pool and the delicious food options available on-site.Lastly, the Fairfield Inn & Suites by Marriott Key West at the Keys Collection offers a refreshing outdoor pool and complimentary breakfast on weekends. With a rating of 8.6 and a location 1.1 miles from the airport, it combines convenience with comfort, making it a solid choice for families looking for good value.
Are there hotels with outdoor pools that are close to Key West Historic Seaport?
The Almond Tree Inn Hotel - Adults Only is a delightful 3.5-star hotel located just a short distance from the Key West Historic Seaport. Guests rave about its inviting outdoor pool, complemented by a poolside bar, making it a great spot to unwind. With a stellar traveller rating of 10.0, visitors appreciate the friendly and helpful staff, as well as the comfortable and clean rooms. The complimentary breakfast is often described as excellent, adding to its appeal for those seeking convenience and quality.Another fantastic option is The Gardens Hotel, a charming 4-star property that boasts a beautiful outdoor pool located in a serene garden setting. With a review score of 9.8, guests love the central location and the wonderful breakfast offerings. The hotel features premium amenities, including designer toiletries and luxurious bedding, ensuring a comfortable stay for travellers looking for a touch of elegance while still being close to local attractions.For those seeking a cozy atmosphere, the Orchid Key Inn - Adults Only also offers an outdoor pool and a welcoming environment. With a rating of 9.8, the staff is frequently praised for their amazing service, and the convenient location adds to the overall experience, making it easy to explore the historic seaport and beyond.Lastly, The Marquesa Hotel, rated 9.8 by guests, features an outdoor pool that enhances its peaceful ambiance. This 3.5-star hotel offers beautifully appointed rooms and attentive service, providing a tranquil retreat after a day of adventure in Key West.
Are there hotels in Key West with outdoor pool activities or events?
Key West, Florida, is a vibrant paradise known for its stunning sunsets, lively option, and tropical charm, making it a fantastic destination for travellers seeking fun and relaxation. The island's hotels offer a variety of outdoor pool activities, ensuring guests can soak up the sun while enjoying an array of amenities.The Blue Flamingo Resort stands out with its Backyard Pool & Social Club, where guests can unwind in poolside cabanas while sipping tiki cocktails. This lively spot comes alive with lawn games such as bocce ball and cornhole, and the resort hosts workout classes, happy hours, and live music weekly, making it a social hub for vacationers.For those looking to indulge in water activities, Oceans Edge Key West Resort & Marina features six stunning saltwater swimming pools alongside options for kayaking and paddleboarding. This combination of relaxation and adventure makes it a great choice for families and couples alike.Families will also appreciate the Southernmost Beach Resort, which boasts a large outdoor pool surrounded by lush landscaping and beach access. The resort's family-friendly atmosphere ensures that guests of all ages can enjoy a memorable vacation experience.Lastly, Margaritaville Beach House offers a laid-back vibe with its inviting pool area, great for lounging after a day of exploring.
Is it cheaper to book flights and a Key West hotel with a pool as a package?
Booking a hotel and flight package on Expedia can be cheaper than booking flights and hotels separately. Bundling can lead to significant savings, especially for international travel or when booking well in advance. However, savings vary depending on factors like destination, travel dates and availability, so it's wise to compare options. With access to over 300,000 hotels worldwide, Expedia makes it easy to build the perfect vacation package.
Can I cancel my hotel reservation on Expedia?
Expedia has plenty of refundable hotels. In many cases, you need to cancel your booking 24-48 hours ahead of your arrival date. Remember to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use Expedia's "Fully refundable property" filter during your search to find the right hotel in Key West for you.

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