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

Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
Free Cancellation
$415 nightly
The price is $467 total per night
$467 total
May 10 - May 11
Total with taxes and fees
Guests of Southernmost Beach Resort and Guesthouses have access to a full-service spa, 3 outdoor pools, and a gym. Self parking is offered for USD 53.75 per day. Multilingual staff at the 24-hour front desk can assist with tours or tickets, dry cleaning/laundry, and luggage storage. Other amenities at this beach hotel include conference space, coffee/tea in a common area, and a computer station.
Pool
Spa

Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
Free Cancellation
Reserve now, pay when you stay
$235 nightly
The price is $265 total per night
$265 total
May 10 - May 11
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.
Pool
Hot Tub

Hampton Inn Key West FL
3755 S Roosevelt Blvd Key West FL
Free Cancellation
Reserve now, pay when you stay
$287 nightly
The price is $323 total per night
$323 total
May 10 - May 11
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.
Pool
Breakfast included

Amara Cay Resort
80001 Overseas Hwy Islamorada FL
Free Cancellation
Reserve now, pay when you stay
$291 nightly
The price is $328 total per night
$328 total
Apr 20 - Apr 21
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.
On private beach
Pool

Parrot Key Hotel & Villas
2801 N Roosevelt Blvd Key West FL
Free Cancellation
Reserve now, pay when you stay
$254 nightly
The price is $286 total per night
$286 total
May 10 - May 11
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.
Pool
Pet friendly

Silver Palms Inn
830 Truman Ave Key West FL
Free Cancellation
Reserve now, pay when you stay
$284 nightly
The price is $320 total per night
$320 total
Apr 26 - Apr 27
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.
Pool
Breakfast included

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.
Pool
Hot Tub

Fairfield Inn and Suites by Marriott Key West
2400 N Roosevelt Blvd Key West FL
Free Cancellation
Reserve now, pay when you stay
$213 nightly
The price is $240 total per night
$240 total
May 10 - May 11
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.
Pool
Breakfast included

Islander Resort
82100 Overseas Highway Islamorada FL
Free Cancellation
Reserve now, pay when you stay
$365 nightly
The price is $411 total per night
$411 total
May 5 - May 6
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.
On private beach
Pool

Faro Blanco Resort Marathon Florida Keys, Curio by Hilton
1996 Overseas Highway Marathon FL
Free Cancellation
Reserve now, pay when you stay
$254 nightly
The price is $286 total per night
$286 total
May 3 - May 4
Total with taxes and fees
Faro Blanco Resort Marathon Florida Keys, Curio by Hilton features a marina, a full-service spa, and 4 outdoor pools. Self parking is offered for USD 21.50 per day. The 24-hour front desk has staff standing by to help with concierge services, securing valuables, and luggage storage. Other amenities at this beach resort include a 24-hour gym, a steam room, and free WiFi in public areas.
Pool
Spa

The Southernmost Inn - Adults Only
525 United Street Key West FL
Free Cancellation
Reserve now, pay when you stay
$269 nightly
The price is $303 total per night
$303 total
May 10 - May 11
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
$311 nightly
The price is $350 total per night
$350 total
May 10 - May 11
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.
Pool
Pet friendly

Fairfield by Marriott Inn & Suites Key West at The Keys Collection
3852 North Roosevelt Boulevard Key West FL
Free Cancellation
Reserve now, pay when you stay
$222 nightly
The price is $250 total per night
$250 total
May 10 - May 11
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
$239 nightly
The price is $269 total per night
$269 total
Apr 21 - Apr 22
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
$352 nightly
The price is $395 total per night
$395 total
Apr 12 - Apr 13
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.
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 | 8,240 hotels |
|---|---|
Lowest Price | $240 |
Highest Price | $467 |
Popular hotels | Southernmost Beach Resort and Guesthouses, 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, Faro Blanco Resort Marathon Florida Keys, Curio by Hilton, 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 |
Recent Hotels with Pool Reviews

Baker's Cay Resort Key Largo, Curio Collection by Hilton
5/5 Excellent
"We had a great stay for spring break."
A verified traveler stayed at Baker's Cay Resort Key Largo, Curio Collection by Hilton
Posted 5 hours ago


