Hotels with a Pool in Florida Keys
Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels
Save 10% or more on select hotels with Insider Prices
Book on the app to instantly earn 5% on 350,000+ hotels
Featured Florida Keys Hotels with Pool

Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
Free Cancellation
Reserve now, pay when you stay
$308 nightly
The price is $347 total per night
$347 total
Apr 26 - Apr 27
Total with taxes and fees
Blue Flamingo Resort Key West features 2 outdoor pools, karaoke, and a 24-hour gym. If you drive, self parking is USD 15.00 per night, and there's also a free area shuttle. The 24-hour front desk has multilingual staff ready to assist with concierge services and luggage storage. If you like to take your furry friend along on your adventures, this pet-friendly property offers an off-leash area. Other amenities at this family-friendly hotel include free WiFi in public areas, a hot tub, and meeting rooms.

Hampton Inn Key West FL
3755 S Roosevelt Blvd Key West FL
Free Cancellation
Reserve now, pay when you stay
$341 nightly
The price is $384 total per night
$384 total
Apr 26 - Apr 27
Total with taxes and fees
At Hampton Inn Key West FL, guests enjoy features like an outdoor pool, a 24-hour gym, and free WiFi in public areas. Self parking is available for USD 15 per day. The front desk is staffed 24/7 to help with dry cleaning/laundry, securing valuables, and luggage storage. Additional amenities include coffee/tea in a common area, express check-out, and free newspapers.

Amara Cay Resort
80001 Overseas Hwy Islamorada FL
Free Cancellation
Reserve now, pay when you stay
$287 nightly
The price is $323 total per night
$323 total
Apr 22 - Apr 23
Total with taxes and fees
At Amara Cay Resort, guests enjoy a private beach, an outdoor pool, and a gym. The 24-hour front desk has multilingual staff ready to help with luggage storage, and answer any questions about the area. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Other amenities at this beach resort include a meeting room, a terrace, and laundry facilities.

Parrot Key Hotel & Villas
2801 N Roosevelt Blvd Key West FL
Free Cancellation
Reserve now, pay when you stay
$305 nightly
The price is $343 total per night
$343 total
Apr 12 - Apr 13
Total with taxes and fees
Guests staying at Parrot Key Hotel & Villas enjoy access to 4 outdoor pools, a gym, and free WiFi in public areas. Valet parking is available for USD 32.25 per day, and there's also a free area shuttle. The 24-hour front desk has multilingual staff ready to assist with concierge services and dry cleaning/laundry. Other amenities at this beach hotel include a business center, a terrace, and a garden.

Silver Palms Inn
830 Truman Ave Key West FL
Free Cancellation
Reserve now, pay when you stay
$338 nightly
The price is $380 total per night
$380 total
Apr 1 - Apr 2
Total with taxes and fees
Guests staying at Silver Palms Inn enjoy an outdoor pool, free WiFi in public areas, and a TV in a common area. Multilingual staff at the front desk are standing by 24/7 to help with tours or tickets, securing valuables, and luggage storage. Additional amenities include an ATM and a vending machine.

Margaritaville Beach House Key West
2001 South Roosevelt Blvd Key West FL
At Margaritaville Beach House Key West, guests enjoy an outdoor pool, a 24-hour gym, and a hot tub. You can take advantage of free parking, along with an airport shuttle (available 24 hours). The front desk has multilingual staff on hand 24/7 to help with luggage storage, dry cleaning/laundry, and securing valuables. Other amenities at this beach hotel include conference space, a 24-hour business center, and a computer station.

Fairfield Inn and Suites by Marriott Key West
2400 N Roosevelt Blvd Key West FL
Free Cancellation
Reserve now, pay when you stay
$249 nightly
The price is $280 total per night
$280 total
Apr 21 - Apr 22
Total with taxes and fees
Guests of Fairfield Inn and Suites by Marriott Key West have access to an outdoor pool, a 24-hour gym, and free WiFi in public areas. If you drive, self parking is USD 12.00 per day, and there's also a beach shuttle. Multilingual staff at the front desk are standing by 24/7 to help with luggage storage, tours or tickets, and dry cleaning/laundry. Additional amenities include a 24-hour business center, coffee/tea in a common area, and a computer station.

Islander Resort
82100 Overseas Highway Islamorada FL
Free Cancellation
Reserve now, pay when you stay
$389 nightly
The price is $438 total per night
$438 total
Apr 12 - Apr 13
Total with taxes and fees
Guests of Islander Resort have access to a private beach, 2 outdoor pools, and a 24-hour gym. Free parking is available if you drive. The 24-hour front desk has multilingual staff ready to assist with dry cleaning/laundry, tours or tickets, and luggage storage. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Other amenities at this beach hotel include free WiFi in public areas, meeting rooms, and a conference center.

The Southernmost Inn - Adults Only
525 United Street Key West FL
Free Cancellation
Reserve now, pay when you stay
$331 nightly
The price is $372 total per night
$372 total
Mar 30 - Mar 31
Total with taxes and fees
Guests of The Southernmost Inn - Adults Only enjoy features like 2 outdoor pools, a hot tub, and coffee in a common area. Self parking is available for USD 32.25 per day. The front desk has multilingual staff that can help with luggage storage and tours/tickets. Other amenities at this adults-only hotel include a microwave in a common area, express check-out, and a terrace.
Pool
Hot Tub

Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue Key West FL
Free Cancellation
Reserve now, pay when you stay
$330 nightly
The price is $371 total per night
$371 total
Apr 26 - Apr 27
Total with taxes and fees
Guests of Oceans Edge Key West Resort, Hotel & Marina have access to a marina, 6 outdoor pools, and a 24-hour gym. If you drive, self parking is USD 32.63 per night, and there's also an area shuttle. Multilingual staff at the front desk are standing by 24/7 to help with tours or tickets, securing valuables, and luggage storage. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Other amenities at this luxury hotel include free WiFi in public areas, meeting rooms, and free use of bicycles.

Fairfield by Marriott Inn & Suites Key West at The Keys Collection
3852 North Roosevelt Boulevard Key West FL
$272 nightly
The price is $306 total per night
$306 total
Apr 12 - Apr 13
Total with taxes and fees
At Fairfield by Marriott Inn & Suites Key West at The Keys Collection, guests enjoy an outdoor pool, a gym, and free WiFi in public areas. If you drive, take advantage of free parking. The 24-hour front desk has multilingual staff ready to assist with tours or tickets, dry cleaning/laundry, and luggage storage. Additional amenities include meeting rooms, a 24-hour business center, and coffee/tea in a common area.
Pool
Breakfast included

Lime Tree Bay Resort
68500 Overseas Hwy Long Key FL
$259 nightly
The price is $291 total per night
$291 total
Apr 23 - Apr 24
Total with taxes and fees
At Lime Tree Bay Resort, guests have access to a private beach, 3 outdoor pools, and free WiFi in public areas. If you drive, take advantage of free parking. The front desk has multilingual staff that can help with securing valuables and tours/tickets. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Other amenities at this beach resort include an outdoor tennis court, coffee/tea in a common area, and free use of bicycles.

Hawks Cay Resort
61 Hawks Cay Blvd Marathon FL
Free Cancellation
Reserve now, pay when you stay
$321 nightly
The price is $360 total per night
$360 total
Apr 26 - Apr 27
Total with taxes and fees
Hawks Cay Resort features a private beach, a marina, and a full-service spa. Parking is available for USD 28.13 per day (USD 45.00 per day for valet parking), and there's also limo/town car service. The 24-hour front desk has multilingual staff ready to assist with securing valuables and concierge services. Other amenities at this beach hotel include 5 outdoor pools, a children's pool, and a gym.

DoubleTree Resort by Hilton Grand Key - Key West
3990 S Roosevelt Blvd Key West FL
Free Cancellation
Reserve now, pay when you stay
$292 nightly
The price is $328 total per night
$328 total
Apr 19 - Apr 20
Total with taxes and fees
Guests staying at DoubleTree Resort by Hilton Grand Key - Key West enjoy an outdoor pool, a 24-hour gym, and free WiFi in public areas. If you drive, self parking is USD 20 per night, or you can take advantage of the free airport shuttle (available on request). Multilingual staff at the front desk are standing by 24/7 to help with dry cleaning/laundry, tours or tickets, and securing valuables. Additional amenities include meeting rooms, a conference center, and a 24-hour business center.

Marina Del Mar Resort and Marina
527 Caribbean Drive Key Largo FL
Free Cancellation
Reserve now, pay when you stay
$152 nightly
The price is $172 total per night
$172 total
Apr 22 - Apr 23
Total with taxes and fees
Guests of Marina Del Mar Resort and Marina enjoy a marina, an outdoor pool, and a gym. If you drive, take advantage of free parking. The front desk has multilingual staff that can help secure valuables, and offer advice about sights and eateries nearby. Additional amenities include free WiFi in public areas, a hot tub, and conference space.
Pool
Hot Tub
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.
Florida Keys hotels essential information
Accommodation | 8,317 hotels |
|---|---|
Lowest Price | $172 |
Highest Price | $438 |
Popular hotels | Blue Flamingo Resort Key West, Hampton Inn Key West FL, Amara Cay Resort, Parrot Key Hotel & Villas, Silver Palms Inn, Margaritaville Beach House Key West, Fairfield Inn and Suites by Marriott Key West, Islander Resort, The Southernmost Inn - Adults Only, Oceans Edge Key West Resort, Hotel & Marina, Fairfield by Marriott Inn & Suites Key West at The Keys Collection, Lime Tree Bay Resort, Hawks Cay Resort, DoubleTree Resort by Hilton Grand Key - Key West, Marina Del Mar Resort and Marina |
Recent Hotels with Pool Reviews

Isla Bella Beach Resort & Spa
5/5 Excellent
"Would stay at Isla Bella again. Beautiful beach and pool areas and overall property very nice. Loved the balconies facing the water. Water bottles during check in with water refill stations all over the property was a nice touch. Plenty of activities to do with 9 and 13 year old: volleyball, putting green, manatees near the dock, lawn games. Overall a lot of kids and families, but not chaotic. Could get pool/beach chairs anytime of day. Staff friendly. In rooms - beds/linens not as comfortable and bathroom toiletries not as nice as expected. Overall liked central location in Marathon. A lot to do and plenty of good places to eat. Wish the marketplace had more grocery / snack options."
A verified traveler stayed at Isla Bella Beach Resort & Spa
Posted 13 hours ago


