Hotels with a Pool in Florida Keys
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Featured Florida Keys Hotels with Pool

Southernmost Beach Resort and Guesthouses
1319 Duval Street, Key West, FL
Free Cancellation
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 47 per day. Multilingual staff at the 24-hour front desk can assist with dry cleaning/laundry, tours or tickets, and luggage storage. Other amenities at this beach hotel include conference space, a 24-hour business center, and coffee/tea in a common area.
Pool
Spa

Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard, Key West, FL
Free Cancellation
Reserve now, pay when you stay
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, luggage storage, and dry cleaning/laundry. 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, meeting rooms, and conference space.
Pool
Pet friendly

Hampton Inn Key West FL
3755 S Roosevelt Blvd, Key West, FL
Free Cancellation
Reserve now, pay when you stay
At Hampton Inn Key West FL, guests enjoy features like an outdoor pool, a 24-hour gym, and free WiFi in public areas. You can take advantage of free parking if you drive. 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

The Gates Hotel Key West Newly Renovated
3824 N Roosevelt Blvd, Key West, FL
At The Gates Hotel Key West Newly Renovated, guests enjoy an outdoor pool, a gym, and free WiFi in public areas. If you drive, self parking is USD 15.00 per night, and there's also an area shuttle. Front-desk staff can answer questions 24/7, and assist with luggage storage, dry cleaning/laundry, and concierge services. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls and an off-leash area. Additional amenities include a business center, express check-out, and a terrace.
Pool
Pet friendly

Amara Cay Resort
80001 Overseas Hwy, Islamorada, FL
Free Cancellation
Reserve now, pay when you stay
At Amara Cay Resort, guests enjoy a private beach, an outdoor pool, and a gym. Transportation is made easy with a free area shuttle. 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 WiFi in public areas, a meeting room, and a terrace.
On private beach
Pool

Parrot Key Hotel & Villas
2801 N Roosevelt Blvd, Key West, FL
Free Cancellation
Reserve now, pay when you stay
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
Free WiFi

Silver Palms Inn
830 Truman Ave, Key West, FL
Free Cancellation
Reserve now, pay when you stay
Guests staying at Silver Palms Inn enjoy an outdoor pool, free WiFi in public areas, and an ATM. 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 a vending machine and a TV in a common area.
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 securing valuables, tours or tickets, and dry cleaning/laundry. 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
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 11.25 per day, and there's also a beach shuttle. Multilingual staff at the front desk are standing by 24/7 to help with dry cleaning/laundry, tours or tickets, and luggage storage. 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
Islander Resort features a private beach, a golf course, and 2 outdoor pools. Free parking is available if you drive. The front desk has multilingual staff standing by 24 hours a day to assist with luggage storage and tours/tickets. Other amenities at this beach hotel include a gym, free WiFi in public areas, and meeting rooms.
On private beach
Pool

Faro Blanco Resort & Yacht Club Marathon, Curio by Hilton
1996 Overseas Highway, Marathon, FL
Free Cancellation
Reserve now, pay when you stay
Guests of Faro Blanco Resort & Yacht Club Marathon, Curio by Hilton have access to a marina, 2 outdoor pools, and a 24-hour gym. Self parking is offered for USD 22.50 per day. The 24-hour front desk has staff standing by to help with luggage storage, tours or tickets, and securing valuables. Other amenities at this beach resort include free WiFi in public areas, meeting rooms, and conference space.
Pool
Pet friendly

The Southernmost Inn - Adults Only
525 United Street, Key West, FL
Free Cancellation
Reserve now, pay when you stay
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 concierge services and luggage storage. Other amenities at this adults-only hotel include a microwave in a common area, express check-out, and a terrace.

Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue, Key West, FL
Free Cancellation
Reserve now, pay when you stay
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 30.38 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, dry cleaning/laundry, and securing valuables. Other amenities at this luxury hotel include free WiFi in public areas, meeting rooms, and free use of bicycles.
Pool
Pet friendly

Fairfield Inn & Suites by Marriott Key West at the Keys Collection
3852 North Roosevelt Boulevard, Key West, FL
Free Cancellation
Reserve now, pay when you stay
At Fairfield Inn & Suites by Marriott Key West at the Keys Collection, guests enjoy an outdoor pool, a gym, and free WiFi in public areas. Self parking is offered for USD 14.00 per day. The 24-hour front desk has multilingual staff ready to assist with luggage storage, tours or tickets, and dry cleaning/laundry. 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
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 tours/tickets and securing valuables. 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.
On private beach
Pool
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 | 8,216 hotels |
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Lowest Price | |
Highest Price | |
Popular hotels | Southernmost Beach Resort and Guesthouses, Blue Flamingo Resort Key West, Hampton Inn Key West FL, The Gates Hotel Key West Newly Renovated, 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 & Yacht Club Marathon, Curio by Hilton, The Southernmost Inn - Adults Only, Oceans Edge Key West Resort, Hotel & Marina, Fairfield Inn & Suites by Marriott Key West at the Keys Collection, Lime Tree Bay Resort |
Recent Hotels with Pool Reviews

Isla Bella Beach Resort & Spa
5/5 Excellent
"Great midway location to relax and visit the FL Keys. The property is extremely clean, nice well maintained. The resort feels very secluded yet has easy access to Highway 1. Our room was large, comfortable, and clean with a nice furnished balcony facing the ocean. The food was excellent - it is on the pricey side so keep this in mind when you visit. They also have a large marketplace which offers less expensive food options and specialty coffees and beverages. There is a large family pool with menu service as well as three other smaller pools (plus a beach) if you prefer a more quiet location to swim and soak up the sun. We saw people in every age group including couples/familes/extended families. We loved the resort and highly recommend if you’re looking for a more upscale and pampered environment while visiting the Keys. "
A verified traveler stayed at Isla Bella Beach Resort & Spa
Posted 2 days ago
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