Hotels with a Pool in Key West, FL
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Featured Key West Hotels with Pool

Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
Free Cancellation
Reserve now, pay when you stay
$233 nightly
The price is $263 total per night
$263 total
Dec 2 - Dec 3
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 dry cleaning/laundry, luggage storage, and tours or tickets. 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
$139 nightly
The price is $157 total per night
$157 total
Nov 24 - Nov 25
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 tours or tickets, dry cleaning/laundry, 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
$196 nightly
The price is $220 total per night
$220 total
Nov 30 - Dec 1
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 tours or tickets, securing valuables, and luggage storage. Additional amenities include coffee/tea in a common area, express check-out, and free newspapers.
Pool
Breakfast included

Parrot Key Hotel & Villas
2801 N Roosevelt Blvd Key West FL
Free Cancellation
Reserve now, pay when you stay
$186 nightly
The price is $209 total per night
$209 total
Nov 30 - Dec 1
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
Free WiFi

Silver Palms Inn
830 Truman Ave Key West FL
Free Cancellation
Reserve now, pay when you stay
$185 nightly
The price is $208 total per night
$208 total
Nov 23 - Nov 24
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, luggage storage, and securing valuables. Additional amenities include a vending machine and an ATM.
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, dry cleaning/laundry, and luggage storage. 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
$150 nightly
The price is $169 total per night
$169 total
Dec 1 - Dec 2
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 concierge services, securing valuables, 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

The Southernmost Inn - Adults Only
525 United Street Key West FL
Free Cancellation
Reserve now, pay when you stay
$169 nightly
The price is $190 total per night
$190 total
Nov 23 - Nov 24
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 concierge services. 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
$217 nightly
The price is $244 total per night
$244 total
Nov 30 - Dec 1
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 securing valuables, luggage storage, and concierge services. 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
$132 nightly
The price is $148 total per night
$148 total
Dec 3 - Dec 4
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, securing valuables, and luggage storage. Additional amenities include meeting rooms, a 24-hour business center, and coffee/tea in a common area.
Pool
Breakfast included

DoubleTree Resort by Hilton Grand Key - Key West
3990 S Roosevelt Blvd Key West FL
Free Cancellation
Reserve now, pay when you stay
$162 nightly
The price is $182 total per night
$182 total
Nov 30 - Dec 1
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.
Pool
Free airport shuttle

Ibis Bay Beach Resort
3101 N. Roosevelt Blvd Key West FL
Free Cancellation
Reserve now, pay when you stay
$164 nightly
The price is $185 total per night
$185 total
Nov 20 - Nov 21
Total with taxes and fees
Guests of Ibis Bay Beach Resort have access to a private beach, a marina, and an outdoor pool. The 24-hour front desk has multilingual staff ready to assist with tours/tickets and luggage storage. Other amenities at this beach hotel include free WiFi in public areas, coffee/tea in a common area, and a computer station.
On private beach
Pool

The Reach Key West, Curio Collection by Hilton
1435 Simonton Street Key West FL
Free Cancellation
Reserve now, pay when you stay
$290 nightly
The price is $326 total per night
$326 total
Dec 1 - Dec 2
Total with taxes and fees
Guests of The Reach Key West, Curio Collection by Hilton have access to a private beach, a full-service spa, and an outdoor pool. Valet parking is offered for USD 50 per day. Multilingual staff at the 24-hour front desk can assist with concierge services, dry cleaning/laundry, and luggage storage. Other amenities at this beach resort include a gym, WiFi in public areas, and meeting rooms.
On private beach
Pool

Pier House Resort & Spa
1 Duval St Key West FL
Free Cancellation
Reserve now, pay when you stay
$457 nightly
The price is $514 total per night
$514 total
Nov 23 - Nov 24
Total with taxes and fees
Guests of Pier House Resort & Spa have access to a private beach, a full-service spa, and an outdoor pool. Self parking is available for USD 40 per day. The 24-hour front desk has multilingual staff ready to assist with concierge services 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 a gym, a hot tub, and meeting rooms.
On private beach
Pool

The Cabana Inn Key West - Adults Only
413 Applerouth Lane Key West FL
Free Cancellation
Reserve now, pay when you stay
$168 nightly
The price is $190 total per night
$190 total
Nov 20 - Nov 21
Total with taxes and fees
Guests of The Cabana Inn Key West - Adults Only enjoy an outdoor pool, a hot tub, and coffee in a common area. Self parking is offered for USD 32.25 per night. The front desk has multilingual staff that can help with concierge services and luggage storage. Other amenities at this adults-only guesthouse include express check-out, a terrace, and laundry facilities.
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.
Key West hotels essential information
Accommodation | 2,738 hotels |
|---|---|
Lowest Price | $148 |
Highest Price | $514 |
Popular hotels | Southernmost Beach Resort and Guesthouses, Blue Flamingo Resort Key West, Hampton Inn Key West FL, Parrot Key Hotel & Villas, Silver Palms Inn, Margaritaville Beach House Key West, Fairfield Inn and Suites by Marriott Key West, The Southernmost Inn - Adults Only, Oceans Edge Key West Resort, Hotel & Marina, Fairfield Inn & Suites by Marriott Key West at the Keys Collection, DoubleTree Resort by Hilton Grand Key - Key West, Ibis Bay Beach Resort, The Reach Key West, Curio Collection by Hilton, Pier House Resort & Spa, The Cabana Inn Key West - Adults Only |
Recent Hotels with Pool Reviews
Margaritaville Beach House Key West
5/5 Excellent
"The room was in my opinion below average, the staff was amazing. The pool was beautiful. The resort fees really added up at the end. Over all it was a good experience. I will make changes with this knowledge. "
A verified traveler stayed at Margaritaville Beach House Key West
Posted 6 hours ago
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