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
$229 nightly
The price is $258 total per night
$258 total
Sep 7 - Sep 8
Total includes 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 concierge services, luggage storage, and dry cleaning/laundry. 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
$169 nightly
The price is $190 total per night
$190 total
Sep 21 - Sep 22
Total includes 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, 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
$166 nightly
The price is $187 total per night
$187 total
Aug 27 - Aug 28
Total includes 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. You can take advantage of free parking if you drive. The front desk is staffed 24/7 to help with luggage storage, dry cleaning/laundry, and tours or tickets. 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 tours or tickets. 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

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
Sep 1 - Sep 2
Total includes 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
$149 nightly
The price is $168 total per night
$168 total
Aug 24 - Aug 25
Total includes taxes and fees
Guests staying at Silver Palms Inn enjoy an outdoor pool, free WiFi in public areas, and a vending machine. Multilingual staff at the front desk are standing by 24/7 to help with concierge services, luggage storage, and securing valuables. Additional amenities include a TV in a common area 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 luggage storage, tours or tickets, 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
$137 nightly
The price is $154 total per night
$154 total
Aug 26 - Aug 27
Total includes 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, concierge services, 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
$149 nightly
The price is $168 total per night
$168 total
Aug 26 - Aug 27
Total includes 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 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.
Pool
Hot Tub

Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue, Key West, FL
Free Cancellation
Reserve now, pay when you stay
$219 nightly
The price is $247 total per night
$247 total
Sep 2 - Sep 3
Total includes 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 tours or tickets, luggage storage, and dry cleaning/laundry. 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
Aug 27 - Aug 28
Total includes 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 luggage storage, dry cleaning/laundry, and tours or tickets. 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
$159 nightly
The price is $179 total per night
$179 total
Aug 27 - Aug 28
Total includes 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 concierge services, securing valuables, and dry cleaning/laundry. 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
$147 nightly
The price is $165 total per night
$165 total
Sep 21 - Sep 22
Total includes 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
$277 nightly
The price is $312 total per night
$312 total
Sep 15 - Sep 16
Total includes 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 tours or tickets, luggage storage, and dry cleaning/laundry. 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
$381 nightly
The price is $429 total per night
$429 total
Sep 1 - Sep 2
Total includes 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 securing valuables and concierge services. 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
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 | 2,720 hotels |
---|---|
Lowest Price | $144 |
Highest Price | $429 |
Popular hotels | Southernmost Beach Resort and Guesthouses, Blue Flamingo Resort Key West, Hampton Inn Key West FL, The Gates Hotel Key West Newly Renovated, 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 |
Recent Hotels with Pool Reviews

Southernmost Beach Resort and Guesthouses
5/5 Excellent
"We loved our room and it's proximity to the breakfast area, pools, and beach. Everything was very clean. We also loved having a bike/golf cart rental store across the street from our room and they allowed us to park our golf cart at the store for free which meant we didn't need to pay for parking at the hotel. Our only issue was that there was a lot of seaweed in the ocean at the hotel this time of year which meant swimming in the ocean was not an option. The other side of the island had no seaweed, though, so we just took the golf cart for a short drive to a great beach.
"
A verified traveler stayed at Southernmost Beach Resort and Guesthouses
Posted 2 days ago
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