TOP Hotels with Pool in Long Key, FL for 2026

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Our top choices for Long Key hotels with a pool

Lime Tree Bay Resort

Long Key

A sun-drenched retreat with three tropical pools and private beach access awaits at this waterfront Florida Keys resort.

4.764.893 ₫ total

includes taxes & fees

8 Jul - 9 Jul

Edgewater Lodge

Long Key

Dive into crystal waters and soak in ocean vistas at this serene beachfront hotel featuring a sparkling outdoor pool and loungers.

5.298.846 ₫ total

includes taxes & fees

7 Jul - 8 Jul

Breezy Palms Resort

Matecumbe

Serene outdoor pool with comfy loungers provides a sunny retreat just steps from the private beach and marina access.

4.007.400 ₫ total

includes taxes & fees

13 Jul - 14 Jul

Outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas, pool loungers

Coconut Cay Resort & Marina

Marathon

Poolside perfection awaits in this tropical marina escape with free water activities.

3.485.746 ₫ total

includes taxes & fees

5 Aug - 6 Aug

Outdoor pool, open 7:00 AM to 7:00 PM, pool loungers

Rainbow Bend Resort

Marathon

Float away in the turquoise pool with ocean views before retreating to the poolside hot tub at sunset.

4.246.800 ₫ total

includes taxes & fees

9 Jul - 10 Jul

Treasure Harbor

Islamorada

7.697.789 ₫ total

includes taxes & fees

7 Jul - 8 Jul

Cheeca Lodge & Spa

Matecumbe

Tropical paradise swim experience awaits with three refreshing pools and poolside service.

7.810.472 ₫ total

includes taxes & fees

16 Jul - 17 Jul

Captain Pips Marina & Hideaway

Marathon

Dive into poolside paradise with water activities galore at this Florida Keys getaway.

3.641.805 ₫ total

includes taxes & fees

12 Jul - 13 Jul

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Breakfast included

4 stars

Top Long Key Hotel Reviews

Lime Tree Bay Resort

10/10 Excellent

"Relaxing atmosphere"

Tranquility Bay Beachfront Hotel and Resort

10/10 Excellent

"Excelente hotel hace honor a su nombre tuvimos una excelente vacaciones en familia con la ubicación ideal para visitar todos los cayos de sobresaltar su playa hermosa con palmeras , su bar con variedad de cocteles y el menú variado para cada miembro de la familia , sus villas amplias y cómodas para una estancia de varios días , la atención de su personal amigable en especial la muchacha del bar nos hizo excelentes recomendaciónes , la piscina familiar perfecta para refrescar al final del día lo único negativo es que queríamos quedarnos más tiempo 😄😄sin duda volveremos !!!"

Cheeca Lodge & Spa

8/10 Good

"I recently stayed at Cheeca Lodge in Suite 730. Overall, I enjoyed my stay and would return, but there were a few things worth noting. The suite was spacious, comfortable, and well designed. The only cleanliness issue I noticed was a few hairs left in the bathtub. There were several maintenance issues. The elevator was extremely hot and made concerning noises, the ice machine at the bottom of our building was out of service, and the ice maker in the suite’s kitchen freezer didn’t work, so we had to go to another building for ice. The resort grounds are beautiful, but the two main pools were packed during our stay. The beach was also covered in seaweed, and the smell made it less enjoyable. We spent most of our time at the adult pool, which was much more relaxing, though seating is limited and many chairs are reserved for cabanas, so get there early. Food and drinks were a highlight. The adult pool bar serves food, and the turkey club sandwich was excellent. The main bar had a great atmosphere and stayed open late, which we appreciated. The par-3 golf course was a fun bonus, and free club rentals are included in the daily resort fee. Just don’t expect a traditional golf experience. The greens are not greens lol. One of the best parts of the resort is its location. It’s close to everything, and the complimentary shuttle within a 2-mile radius is a great perk. Despite a few maintenance issues and crowded amenities, we had a great stay overall and would definitely return."

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

10/10 Excellent

"I didn’t like that we couldn’t use the beach because the seaweed was not removed to make beach accesible. Also our room floor was dirty, appears that it has not been cleaned with water for a long time; when walking barefoot in room our feet became very very dirty with floor dirt. Room floor should be cleaned with water to remove dirt. Resort is very nice, employees are great, kind and very friendly. I hope my above recommendation is taken into consideration and resolved. Thank you!"

Frequently asked questions

What's it like visiting Long Key?

If lounging next to a pool is your idea of the perfect getaway, you might want to think about relaxing Long Key, which has 14 places to stay with pools. While you're here, you can explore attractions such as Sombrero Beach, and then kick back and relax poolside at one of the accommodation options in Long Key that travellers like for their pools.

How many hotels with pools will I be able to find in Long Key?

Expedia has 14 hotels in Long Key for your poolside break.

What is there to see and do in Long Key?

Explore places such as Sombrero Beach while you're in the area. Take in the natural beauty with a stop at Fiesta Key. The sunsets, fishing and kayaking are just some of the things to enjoy while you're in the area.

When is the best time to book a hotel with a pool in Long Key?

Taking the local weather in Long Key into account is an important factor for planning your visit, especially if you plan to spend your trip by the pool. The hottest months are usually August and July, with an average temperature of 29°C, while the coldest months are January and February, with an average of 22°C. Average annual precipitation for Long Key is 920 mm.

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Check availability on Long Key Hotels with Pool

Our top choices for Long Key hotels with a pool

Lime Tree Bay Resort

Edgewater Lodge

Breezy Palms Resort

Coconut Cay Resort & Marina

Rainbow Bend Resort

Treasure Harbor

Cheeca Lodge & Spa

Captain Pips Marina & Hideaway

Siesta Motel

Choose what matters most at hotels with a pool in Long Key

Top Long Key Hotel Reviews

Lime Tree Bay Resort

Tranquility Bay Beachfront Hotel and Resort

Cheeca Lodge & Spa

Chesapeake Beach Resort

La Siesta Resort & Villas

Fairfield Inn & Suites by Marriott Marathon Florida Keys

Hawks Cay Resort

Courtyard by Marriott Faro Blanco Resort, Marathon Florida Keys

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

Frequently asked questions

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Search Hotels with Pool in Long Key

Change your mind

Treat yourself

Be picky

Check availability on Long Key Hotels with Pool

Our top choices for Long Key hotels with a pool

Lime Tree Bay Resort

Edgewater Lodge

Breezy Palms Resort

Coconut Cay Resort & Marina

Rainbow Bend Resort

Treasure Harbor

Cheeca Lodge & Spa

Captain Pips Marina & Hideaway

Siesta Motel

Choose what matters most at hotels with a pool in Long Key

Top Long Key Hotel Reviews

Lime Tree Bay Resort

Frequently asked questions

Explore a world of travel with Expedia