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

Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
Free Cancellation
$406 nightly
The price is $457 total per night
$457 total
Jan 13 - Jan 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 53.75 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
$292 nightly
The price is $329 total per night
$329 total
Jan 8 - Jan 9
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/tickets 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
$289 nightly
The price is $325 total per night
$325 total
Jan 8 - Jan 9
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 luggage storage, securing valuables, and concierge services. 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
$271 nightly
The price is $305 total per night
$305 total
Jan 25 - Jan 26
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 concierge services. 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
$289 nightly
The price is $325 total per night
$325 total
Jan 11 - Jan 12
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 securing valuables, tours or tickets, and luggage storage. 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 dry cleaning/laundry, concierge services, 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
$267 nightly
The price is $300 total per night
$300 total
Jan 19 - Jan 20
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 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

The Southernmost Inn - Adults Only
525 United Street Key West FL
Free Cancellation
Reserve now, pay when you stay
$289 nightly
The price is $325 total per night
$325 total
Jan 7 - Jan 8
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
$289 nightly
The price is $325 total per night
$325 total
Jan 8 - Jan 9
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, tours or tickets, and luggage storage. 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
$254 nightly
The price is $286 total per night
$286 total
Jan 7 - Jan 8
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. 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

DoubleTree Resort by Hilton Grand Key - Key West
3990 S Roosevelt Blvd Key West FL
Free Cancellation
Reserve now, pay when you stay
$325 nightly
The price is $366 total per night
$366 total
Jan 14 - Jan 15
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 luggage storage, dry cleaning/laundry, and concierge services. 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
$228 nightly
The price is $257 total per night
$257 total
Jan 7 - Jan 8
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 luggage storage and concierge services. 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
$387 nightly
The price is $436 total per night
$436 total
Jan 14 - Jan 15
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 dry cleaning/laundry, luggage storage, and concierge services. 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
$517 nightly
The price is $582 total per night
$582 total
Jan 12 - Jan 13
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
$306 nightly
The price is $345 total per night
$345 total
Jan 7 - Jan 8
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 tours/tickets 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 | 2,775 hotels |
|---|---|
Lowest Price | $257 |
Highest Price | $582 |
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

Southernmost Beach Resort and Guesthouses
5/5 Excellent
"Great staff, Konstantin, the bartender at the pineapple pool was amazing! "
A verified traveler from Wichita Falls Tx stayed at Southernmost Beach Resort and Guesthouses
Posted 1 day ago
More to Explore
- Hotels near Duval Street
- Hotels near Ernest Hemingway Home and Museum
- Hotels near Jackson Square
- Hotels near Tennessee Williams Key West Exhibit
- Hotels near Waterfront Playhouse
- Hotels near Donkey Milk House
- Hotels near Simonton Beach
- 5 Star Hotels in Historic Seaport
- Beach Resorts & in Historic Seaport
- Historic Seaport Hotels
- Hotels near Curry Mansion Museum
- Beach Resorts & in Sunset Key
- Fishing Resorts & in Sunset Key
- Hotels with Restaurants in Sunset Key
- Hotels on the Lake in Sunset Key
- Hotels on the River in Sunset Key
- Hotels with Shopping in Sunset Key
- Ski Resorts & in Sunset Key
- Hotels near Key West Shipwreck Museum
- Hotels near Custom House Museum
- Meadows Hotels
- Hotels near Southernmost Point
- Hotels near St. Paul's Episcopal Church
- Hotels near Oldest House Museum and Garden
- Hotels near Mallory Dock
- Cheap Hotels in Downtown Key West
- Hotels with Pool in Downtown Key West
- Pet Friendly Hotels in Downtown Key West
- Hotels near Florida Keys National Marine Sanctuary
- Hotels near Papa's Pilar Rum Distillery Hemingway Rum Company
- Hotels near Florida Keys Eco - Discovery Center
- Hotels near Key West Lighthouse and Keeper's Quarters Museum
- Hotels near Audubon House and Tropical Gardens
- Adventure Hotels in Key Largo
- Hotels with an Indoor Pool in Key Largo
- Luxury Hotels in Key Largo
- Winery Hotels in Key Largo
- Hotels near Fort Zachary Taylor Historic State Park
- Hotels near Key West Cemetery
- Business Hotels in Marathon
- Gay Friendly Hotels in Marathon
- Hotels with Airport Transfers in Marathon
- Hotels with Pool in Marathon
- Hotels with Air Conditioning in Marathon
- Hotels with Hot Tubs in Marathon
- Hotels with an Indoor Pool in Marathon
- Hotels with Kitchenettes in Marathon
- Hotels with Room Service in Marathon
- Hotels with Waterslides in Marathon
- Spa Resorts & in Marathon
- Hotels with a Wedding Venue in Marathon
- Hotels near MLK Community Pool & Community Center
- 4 Star Hotels in Bahama Village
- 5 Star Hotels in Bahama Village
- Boutique Hotels in Bahama Village
- Golf Resorts & in Bahama Village
- Hotels with Pool in Bahama Village
- Hotels with Childcare in Bahama Village
- Hotels with Free Breakfast in Bahama Village
- Bahama Village Hotels
- Hotels near Key West Butterfly and Nature Conservatory
- Hotels near Mallory Square
- 5 Star Hotels in Truman Annex
- 3 Star Hotels in Key West Historic District
- 4 Star Hotels in Key West Historic District
- Kid Friendly Hotels in Key West Historic District
- Golf Resorts & in Key West Historic District
- Hotels with Balconies in Key West Historic District
- Hotels with Bar in Key West Historic District
- Hotels with Free Breakfast in Key West Historic District
- Hotels with a Gym in Key West Historic District
- Hotels with Free Parking in Key West Historic District
- Pet Friendly Hotels in Key West Historic District
- Romantic Getaways & Hotels in Key West Historic District
- Ski Resorts & in Key West Historic District
- Spa Resorts & in Key West Historic District
- Key West Historic District Hotels
- Hotels near South Beach
- Hotels near Red Barn Theater
- White Street Gallery District Hotels
- Hotels near Harry S. Truman Little White House
- Cheap Hotels in Old Town Key West
- Hotels with Pool in Old Town Key West
- Pet Friendly Hotels in Old Town Key West
- Old Town Key West Hotels
- Duval Street
- Ernest Hemingway Home and Museum
- Sails To Rails Museum at Flagler Station
- The Kite House
- Donkey Milk House
- Southernmost Point
- Florida Keys Eco - Discovery Center
- Fort Zachary Taylor Historic State Park
- Mlk Community Pool & Community Center
- Key West Butterfly and Nature Conservatory
- San Carlos Institute - Casa Cuba


