10 sizzling Key West hotel pools to maximize your sunbathing and cruising potential

Pride Season is approaching. While we eagerly anticipate the talent line up for Pride Sunday in Key West, it’s never too soon to start thinking about accommodations.

The annual Pride pool party is Thursday, June 7th. But let’s be honest, one poolside afternoon is never enough. We’ve found the best pools in Key West to satisfy all your sunbathing pleasures.

Many of the pools are proximate to the beach, so when you’ve had enough of the poolside life, saunter over to the sand and check out the hotties hanging there.

Here’s our Top 10 hotel pools in Key West:

1. Island House

Of course, Island House is always a favorite. You’ll make forever friends at the poolside bar where all the action happens.

2. Cypress House

Located in Old Town, Cypress House is one block from Duval Street, so you’re close to the nightlife. They host a poolside happy hour each evening, too.

3. Sunset Key Cottages

This resort requires a ferry ride to access the private accommodation. Sunset Key Cottages feels exclusive because it’s on the island just off of Key West.

4. Santa Maria Suites

This quiet oasis is near enough to the action, while still feeling remote. Santa Maria Suites is also steps away from the Southernmost point in the US.

Related: Key West Hotties give new meaning to the phrase “life’s a beach”

5. Equator Resort

This poolside oasis is one of our faves. Equator Resort pays attention to detail: warm pools, social lounges, and complimentary happy hours.

6. Silver Palms Inn

Request a room with a balcony that overlooks the pool. Silver Palms Inn is known for being clean, which is perfect if you intend to get a little dirty.

7. Casa Marina Resort & Beach Club

Considering this a Waldorf Astoria resort, expect a posh experience at Casa Marina. It’s family friendly, but there’s a separate pool for adults.

8. Alexander’s Guesthouse 

Rest and relaxation is the priority at Alexander’s Guesthouse. Island House is directly across the street, so the party is never out of reach.

Related: These tropical clothing-optional Key West resorts are here to to help satisfy your inner nudist

9. La Concha Hotel & Spa

La Concha is located directly on Duval Street. After an afternoon poolside, you’re only steps away from Key West nightlife.

10. New Orleans House Key West

New Orleans House Key West is on the same block as Aqua, 801 Bourbon Bar, and Bourbon Street Pub, so expect to host the after-party in your room.

Check out our full guide to fun in Key West

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