Find The Best Deals

!Please enter city, region, district or specific hotel
!Please enter city, region, district or specific hotel
Select your check-in and check-out dates above to see the latest Key West hotel, resort and vacation rental home deals.
Prices may increase. Choose a book now, pay later room and lock in a great hotel room price in Key West now. PLUS WE PRICE MATCH and its easy. If you see a cheaper price after you have booked just let us know via your online confirmation.
Taking advantage of the hotel swimming pool is a must if you have the time. A two (2) or more night stay generally lets you have more time to really take advantage of hotel facilities like a nice indoor or outdoor swimming pool. Usually located near the gym (if the hotel has a gym) the hotel swimming pool is a great place to relax. Each of the Key West hotels listed below have pools, enter your travel dates above to get prices and see the location of these Key West hotels with pools.
Offering an outdoor pool and a restaurant, Havana Cabana at Key West. is located in Key West. WiFi access is available, and the shops and restaurants...more
Located in Key West, less than 1 km from Simonton Street Beach, The Saint Hotel Key West, Autograph Collection, Adult Only provides accommodation with...more
Offering an Outdoor pool and a restaurant, the Gates Hotel Key West is located off US-1 and 11 minutes'' walk to Key West Tropical Forest and Botanical Garden....more
Located in Key West, Florida, this adult-only hotel offers a breakfast buffet and an Outdoor pool....more
7 km from the Southernmost Point, and boasts a year-round Outdoor pool and hot tub.A fully equipped kitchen is provided in every apartment. Additional en suite amenities include
<...more
Hyatt Sunset Harbor Resort is situated in Key West, 700 metres from Mallory Square. Key West Aquarium is 800 metres from the property.All units are ai
What guests liked:
well situated, w...more
Facing the beachfront, The Capitana Key West offers 4-star accommodation in Key West and has an outdoor swimming pool, fitness centre and private beac
What guests liked:
Resort facilitie...more
Ideally situated in the centre of Key West, The Key West Hotel features air-conditioned rooms, a bar and free WiFi. The property is located 500 metres...more
Set in Key West, 5.2 km from Ernest Hemingway Home and Museum, The Laureate Key West features views of the pool. This 3-star hotel offers a business c...more
Located on Duval Street in Key West, La Te Da welcomes adult guests with a restaurant and bar.Every room has a flat-screen TV with cable channels. Ext...more
A hot tub is beside the Outdoor pool. Guests can also take advance of an on-site business centre, fitness centre, and free parking. An ho...more
Only 350 metres from US-1, 24 North Hotel I Key West features an Outdoor pool with a sun terrace with lounging chairs....more
Offering an Outdoor pool, this historic Key West Island City House hotel is 2 minutes’ walk from the Key West sea port....more
Offering a heated Outdoor pool, this boutique Merlin Guesthouse Key West is located in Old Town Key West 2 minutes'' walk from Duval Street....more
Located off US-1, Fairfield Inn and Suites by Marriott Key West at The Keys Collection features an Outdoor pool, Tiki bar, and fitness centre....more
This Key West inn is 4 minutes’ walk from the Ernest Hemingway House and Museum. Guests of the Almond Tree Inn - Adults Only will enjoy an outdoor poo
What guests liked:
Generous rooms, ...more
This historic Key West Orchid Key Inn - Adults Only is on Duval Street 3 minutes’ walk from the Ernest Hemingway House and Museum. Features include a...more
Lighthouse Hotel is located in the heart of iconic Key West, opposite the Ernest Hemingway Home and Museum and the Keeper's Quarters Museum. Guests ca...more
Located just 1 mile from historic Duval Street, this Key West hotel features a heated swimming pool and a daily continental breakfast....more
This Art Deco hotel in downtown Key West has a large pool-side sun terrace and rooms with a flat-screen TV.All guest rooms at Pegasus International Ho
What guests liked:
We didn't use it...more
This trendy Key West boutique hotel features an Outdoor pool and modern rooms equipped with iPod docking stations and flat-screen TVs.
What guests liked:
The breakfast w...more
This Key West Fairfield Inn and Suites by Marriott hotel offers a large Outdoor pool with poolside cabanas, a daily hot breakfast, and free WiFi.
What guests liked:
We d...more
Margaritaville Beach House Key West features a restaurant, outdoor swimming pool, a fitness centre and bar in Key West. 1.4 km from Higgs Beach and 2....more
This Key West hotel is located on the Gulf of Mexico and features an outdoor heated pool with a hot tub.Free WiFi, a cable TV, and coffee facilities a
What guests liked:
The room was nic...more
Silver Palms Inn, located in historic Key West, has an Outdoor pool and is a 9-minute walk from the Ernest Hemingway Museum....more
This Key West resort is 2 miles from historic Duval Street and 1 mile from the Key West International Airport. The property features 2 outdoor pools,...more
Hampton Inn Key West boasts a heated pool with an ocean view. Guests can grab a bite to eat at the poolside restaurant. A free buffet breakfast is off
What guests liked:
Spacious, well d...more
Located in the Downtown Key West district in Key West, Court Cottages offers 2-star rooms with free WiFi. The property is around 500 metres from Ernes...more
Boasting an outdoor swimming pool, a garden as well as a shared lounge, The Mermaid and The Alligator is situated in the centre of Key West, less than 1...more
Located on a private beach along the shore, Casa Marina Key West, Curio Collection by Hilton is a historic 1920s resort offering oceanside massages an...more
Boasting an outdoor pool and a hot tub, Papaya Place by AvantStay Great Location w Balcony Outdoor Dining Shared Pool Hot Tub is located in Key West,
What guests liked:
The pool and the...more
Set in Key West, 1.4 km from Duval Street and 1.4 km from Key West Aquarium, First Breath by AvantStay Close to Old Town w Pool Month Long Stays Only...more
Lavender Jungle by AvantStay Great Location w Patio Shared Pool Week Long Stays Only is located in the Downtown Key West district of Key West, 600 met...more
Boasting air-conditioned accommodation with a private pool, Sunshine Drive is situated in Key West. Featuring a garden, the holiday home is close to s...more
Set in Key West, Ibis by AvantStay Close to Duval Street w Shared Pool Month Long Stays Only features accommodation with an outdoor pool. The property...more
Set in Key West, 7.5 km from Ernest Hemingway Home and Museum and 7.5 km from Duval Street, Sunset Bay offers air conditioning. With garden views, thi...more
Boasting air-conditioned accommodation with a pool with a view, Dancing Palms is situated in Key West. Featuring a concierge service, this property al...more
Boasting air-conditioned accommodation with a pool with a view, Blue Moonshine on the Atlantic is set in Key West. It is located 400 metres from Smath...more
Located in Key West, 400 metres from Smathers Beach and 2.6 km from Southernmost Point, Anchor Drop Key West offers massage services and air condition...more
Located less than 1 km from Simonton Street Beach and a 5-minute walk from Key West Aquarium in the centre of Key West, Easy Livin by AvantStay Key We...more
Situated 800 metres from South Beach and 600 metres from Ernest Hemingway Home and Museum in the centre of Key West, Tumis Time Out by AvantStay Heart...more
Featuring air-conditioned accommodation with a patio, A Place In Paradise by AvantStay Key West Walkable w Shared Pool Week Long Stays Only is set in...more
Featuring air-conditioned accommodation with a patio, Gulf Getaway is located in Key West. The property is around 800 metres from Mallory Dock, less t...more
Located within less than 1 km of Southernmost Point and a 13-minute walk of Ernest Hemingway Home and Museum, Tropical Vibes provides rooms with air c...more
In the centre of Key West, located within a short distance of Fort Zachary Taylor State Park Beach and Duval Street, Bahama Gardens - Turtle House off...more
Boasting air-conditioned accommodation with a patio, Shipyard Seaclusion is situated in Key West. Including a heated pool, this apartment also feature...more
Featuring air-conditioned accommodation with a pool with a view, Atlantic Paradise Found is set in Key West. It is situated 400 metres from Smathers B...more
Bahama Gardens - Cigar House features accommodation situated 300 metres from the centre of Key West and provides an outdoor swimming pool and free bik...more
In the heart of Key West, set within a short distance of South Beach and Southernmost Point, Louisa's Garden offers free WiFi, air conditioning and ho...more
2.6 km from Southernmost Point in Key West, Key West On My Mind features accommodation with access to a hot tub. The air-conditioned accommodation is...more
© 2025. All rights reserved Getaroom Pty Ltd ACN 143 933 528
Level 18 68 Pitt St, Sydney NSW 2000 Australia
Getaroom ® and Why don't you just ® are registered Trademarks of Getaroom Pty Ltd