When you’re considering where to stay in Key West, you might be wondering where to find the best pool. A nice pool is a great way to spend time on your vacation. So it’s not surprising that a good pool is a must!
I’m going to be honest, you won’t find large, infinity pools in Key West like you would in the Caribbean or in Mexico. Most Key West hotels were built before pools like that became popular.
But there are tons of Key West hotels with amazing pools!
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Havana Cabana
First is none other than Havana Cabana. It’s the largest pool in Key West and has been recently renovated. The pool is surrounded by gorgeous landscaping, hammocks, loungers, and private cabanas.
There is a pool bar on site for delicious signature drinks and the Floridita food truck with Cuban-inspired food.
Havana Cabana is an adult-only hotel designed to feel almost like you are in Cuba. It’s complete with mid-century cars in the front of the resort, colorful murals, and the Cuban food truck.
One downside is that it is not walking distance to Old Town.
Click here to book Havana Cabana
Photo: Hotels.com
Oceans Edge Resort and Marina Key West
Oceans Edge Resort is technically in Stock Island, which is just a few minutes from Key West. They do have an hourly shuttle that will take you to the heart of Key West.
There are six temperature-controlled pools at Oceans Edge, open 7 a.m. – 10 p.m. The pools aren’t particularly large but are placed throughout the buildings of the resort. You’re never far away from the pool and they are in between the hotel building and the water (see the picture below).
Click Here to Book Oceans Edge Resort
Photo: Hotels.com
The Marker Key West Harbor Resort
There are 3 pools at The Marker Resort including one that is adults only. There is also a poolside bar if you want a cocktail (you need at least one key lime colada in Key West!) and there’s often live music or a DJ.
As an added bonus, the Marker has a great location just steps from Duval Street and the Historic Seaport.
Click Here to Book the Marker Resort
Photo: Hotels.com
Casa Marina Key West, Curio Collection by Hilton
Casa Marina is one of the luxury accommodations in Key West and is known as one of the best hotels in Key West.
It boasts two large, beautiful pools. One of the pools is family friendly while one is adults only, so no matter who you are traveling with, you will ind a pool to fit your needs. Both pools have gorgeous views of the water.
The resort is within walking distance to Old Town. It’s a beautiful hotel that’s thoughtfully designed with lush landscaping. Its location is on the south end of the island, close to the southernmost point.
As a bonus, Casa Marina has the largest private beach in Key West. For more details, you can read my full review of Casa Marina.
Click Here to Book Casa Marina Key West, Curio Collection by Hilton
Photo: Booking.com
Ocean Key Resort & Spa
In full disclosure, the pool at Ocean Key Resort & Spa is not particularly large, but it is nice and located at a more upscale resort. The pool also overlooks the water and sunset views that people come to Mallory Square to see. This makes it a perfect place to watch the sunset without having to fight the crowds.
This is a prime location, too. It’s right at the end of Duval Street with just a short walk to some of the best restaurants, bars, and local activities. The Liquid Lounge Bar is right by the pool and is only available to resort guests.
Click Here to Book Ocean Key Resort and Spa
Photo: Hotels.com
Southernmost Beach Resort and Guesthouses
Southernmost Beach Resort has three pools. One is a quiet/relaxation pool an there is also a family friendly option with music and activities in the afternoon.
The location of this resort is nice as well. It’s just south of the action of Duval Street, so you can walk to your favorite bar or restaurant but it’s tucked away for a quieter, more peaceful stay.
Click Here to Book the Southernmost Beach Resort
Photo: Hotels.com
Parrot Key Hotel & Villas
The pools at Parrot Key Hotel & Villas have a relaxed atmosphere amongst one of the most beautiful settings. The pools are surrounded by five acres of tropical gardens, lush palms, and pathways. It’s not waterfront like some of the other pools but it’s hard to find a more tranquil location than this.
There are four pools:
Grove Pool: The largest and liveliest pool at Parrot Key is the Grove Pool, named for its proximity to the Grove Kitchen and Bar.
Gallery Pool: Has the most artwork of all the pools (hence the name), with service available from the Grove Kitchen & Bar, an outdoor restroom and plenty of lounge space.
Oasis Pool: Surrounded by a lot of foliage but not too far for full service available from the Grove Kitchen & Bar.
Sanctuary Pool: The adult only pool, Sanctuary is for people 18 years and older. Full food and beverage service is available from the Grove Kitchen & Bar.
Click Here to Book Parrot Key Hotel
Photo: Hotels.com
Bonus: Dante’s
Dante’s is not a resort, but it is a huge outdoor swimming pool complete with a waterfall, tiki bars, and a full kitchen. This spot can be more laid back during the week but turns into a party on the weekend. Also, it’s a heated pool so if you’re there in cooler weather, you can still enjoy it!
It’s a great spot to grab a drink, enjoy the pool, and make new friends. There’s also a good happy hour and they usually have live entertainment.
Final Thoughts
Key West is one of the best places for a tropical vacation. And if you picture gorgeous, glimmering pools on your tropical vacation, then hopefully this gave you a good idea of where to stay.
Booking a resort with a great outdoor pool is one of the best ways to soak up the island’s warm weather and laid-back charm—especially if you’re visiting during the hotter months or traveling with kids.
From historic inns to luxury hotels, there are a number of options to find the perfect pool in Key West. Hopefully this gave you an idea on a great hotel for your Florida Keys vacation!
