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
$237 nightly
The price is $266 total per night
$266 total
Oct 13 - Oct 14
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 47 per day. Multilingual staff at the 24-hour front desk can assist with dry cleaning/laundry, concierge services, 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
$156 nightly
The price is $176 total per night
$176 total
Sep 25 - Sep 26
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 luggage storage, dry cleaning/laundry, and tours or tickets. 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
$129 nightly
The price is $145 total per night
$145 total
Sep 28 - Sep 29
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 concierge services, luggage storage, and dry cleaning/laundry. 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, securing valuables, and dry cleaning/laundry. 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
$246 nightly
The price is $276 total per night
$276 total
Sep 28 - Sep 29
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
$180 nightly
The price is $203 total per night
$203 total
Oct 1 - Oct 2
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 dry cleaning/laundry and tours/tickets. 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
$150 nightly
The price is $169 total per night
$169 total
Sep 28 - Sep 29
Total with taxes and fees
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, luggage storage, and securing valuables. Additional amenities include a TV in a common area 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, concierge services, 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
$135 nightly
The price is $152 total per night
$152 total
Sep 30 - Oct 1
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 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 luggage storage, dry cleaning/laundry, and tours or tickets. 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
$236 nightly
The price is $266 total per night
$266 total
Oct 2 - Oct 3
Total with taxes and fees
Guests of Islander Resort have access to a private beach, 2 outdoor pools, and a gym. Free parking is available if you drive. The 24-hour front desk has multilingual staff ready to assist with tours or tickets, luggage storage, and dry cleaning/laundry. 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 & Yacht Club Marathon, Curio by Hilton
1996 Overseas Highway, Marathon, FL
Free Cancellation
Reserve now, pay when you stay
$187 nightly
The price is $211 total per night
$211 total
Oct 1 - Oct 2
Total with taxes and fees
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 securing valuables, luggage storage, and tours or tickets. 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
$129 nightly
The price is $145 total per night
$145 total
Sep 28 - Sep 29
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 tours/tickets and luggage storage. 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
$172 nightly
The price is $194 total per night
$194 total
Oct 1 - Oct 2
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 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 securing valuables, luggage storage, and tours or tickets. 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
$128 nightly
The price is $144 total per night
$144 total
Oct 1 - Oct 2
Total with taxes and fees
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 tours or tickets, luggage storage, and securing valuables. 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
Free Cancellation
Reserve now, pay when you stay
$169 nightly
The price is $190 total per night
$190 total
Sep 25 - Sep 26
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 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 | 8,374 hotels |
---|---|
Lowest Price | $144 |
Highest Price | $276 |
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

Waterside Suites & Marina
5/5 Excellent
"Love the location and the room. Made for a great fishing trip with my son & grand daughter. Well be return in the near future."
A verified traveler stayed at Waterside Suites & Marina
Posted 2 days ago
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