A pier with a boat rental sign, a colorful building, and a calm sea.

Long Key Hotels with Swimming Pool

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Check availability on Long Key Hotels with Swimming Pools

Tonight
14 Oct - 15 Oct
Tomorrow
15 Oct - 16 Oct
This weekend
16 Oct - 18 Oct
Next weekend
23 Oct - 25 Oct

Our top choices for Long Key hotels with a pool

A resort with a swimming pool, lounge chairs, and palm trees.
A spacious living area with a large island, wooden furniture, and a ceiling fan.
A bedroom with a large bed, a ceiling fan, a TV on the wall, and a view of the beach through a window.
A balcony with wicker furniture and a view of the ocean and palm trees.

1. Lime Tree Bay Resort

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.
RM472
RM715 total
includes taxes & fees
15 Oct - 16 Oct
Lime Tree Bay Resort
A rectangular pool with clear blue water, surrounded by lounge chairs and palm trees.
An aerial view of a coastal hotel with a pool, multiple buildings, and a pier extending into the water.
An aerial view of a coastal resort with multiple buildings, a dock with boats, and a clear view of the ocean.
A beachside area with thatched umbrellas, picnic tables, and a pool.

2. Edgewater Lodge

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.
RM813
RM914 total
includes taxes & fees
21 Oct - 22 Oct
Edgewater Lodge
A swimming pool with a lifeguard stand, a thatched-roof structure, and palm trees.
A balcony with wooden chairs, a TV on a cabinet, and a view of the ocean.
A balcony with a wooden chair overlooking a beach with clear turquoise water, palm trees, and buildings in the background.
Interior

3. Florida Keys Getaway w/ Stunning Ocean Views

Florida Keys Getaway w/ Stunning Ocean Views
Long Key
RM2,313
RM4,288 total
includes taxes & fees
28 Oct - 29 Oct
Florida Keys Getaway w/ Stunning Ocean Views
A pool area with lounge chairs, a thatched-roof structure, and a view of the ocean.
A modern living room with a large sectional sofa, a flat-screen TV, and a view of the sea through large windows.
A bar area with wicker chairs and a thatched roof, overlooking a body of water with boats.
Three colorful drinks on a table with a thatched roof and outdoor seating.

4. Hampton Inn Marathon - Florida Keys

Hampton Inn Marathon - Florida Keys
Marathon
  • Sip cocktails while floating away worries at this Florida Keys escape with a poolside bar and hot tub sanctuary.
RM533
RM599 total
includes taxes & fees
21 Oct - 22 Oct
Hampton Inn Marathon - Florida Keys
A balcony with a view of a body of water, a pool, and outdoor seating.
A balcony with a view of the ocean, a round table, and two chairs.
A bar area with a long counter, bar stools, and a view of the water.
A waterfront property with a large building, a smaller structure with a thatched roof, and several boats docked.

5. Fairfield Inn & Suites by Marriott Marathon Florida Keys

Fairfield Inn & Suites by Marriott Marathon Florida Keys
Marathon
  • Float away in a paradise with two outdoor pools, poolside dining, and marina views.
RM548
RM616 total
includes taxes & fees
25 Oct - 26 Oct
Fairfield Inn & Suites by Marriott Marathon Florida Keys
An aerial view of a resort with two swimming pools surrounded by palm trees and sun loungers.
A bar area with a wooden counter, bar stools, and potted plants.
A wooden pier leading to a beach with palm trees and a row of beach huts.
A beachside patio with wooden furniture, a thatched roof, and a view of the ocean.

6. Islander Resort

Islander Resort
Matecumbe
  • Dive into this Florida Keys paradise with two shimmering pools, beachside bars, and water adventures waiting for you.
RM850
RM1,255 total
includes taxes & fees
18 Oct - 19 Oct
Islander Resort
A swimming pool with lounge chairs and a building with balconies.
A compact kitchen with wooden cabinets, a refrigerator, and a window with curtains.
A balcony with a view of palm trees and a beach.
A beach view with palm trees and a thatched-roof structure.

7. Matecumbe Resort

Matecumbe Resort
Matecumbe
  • Dive into a tranquil paradise with private beach access and a refreshing outdoor pool.
RM548
RM616 total
includes taxes & fees
15 Oct - 16 Oct
Matecumbe Resort
A swimming pool with clear blue water, surrounded by a white deck and a black metal fence.
A waterfront hotel with multiple floors, palm trees, and a calm reflective pool.
A beach with palm trees and lounge chairs.
A hotel room with a bed, a bedside table with a lamp, a small table with a basket, a blue and white striped ottoman, and a balcony with a view of palm trees and the ocean.

8. Chesapeake Beach Resort

Chesapeake Beach Resort
Matecumbe
  • Splash into paradise with two stunning outdoor pools overlooking a private white sand beach.
RM617
RM924 total
includes taxes & fees
18 Oct - 19 Oct
Chesapeake Beach Resort
A tropical resort with a swimming pool, palm trees, and a view of the ocean.
A kitchen with white cabinets, a microwave, and a dining area with a glass table and white chairs.
A beach view with palm trees, a hammock, and a chair by the water.
An aerial view of a resort with a swimming pool, palm trees, and a beach area.

9. Gulf View Waterfront Resort

Gulf View Waterfront Resort
Marathon
  • Heated waterfront pool beckons with warm water and sun loungers, creating a peaceful retreat with views of the gulf.
RM434
RM489 total
includes taxes & fees
25 Oct - 26 Oct
Gulf View Waterfront Resort
A resort pool with palm trees, beach chairs, and umbrellas.
A beach with palm trees, a dock, and lounge chairs.
A balcony with a view of a beach, palm trees, and a pool.
A hotel room with a sofa, a small round table, a desk with a chair, and a view of the sea through large windows.

10. Amara Cay Resort

Amara Cay Resort
Matecumbe
  • Splash into serenity at this resort's private beach and outdoor pool with lounge chairs and umbrellas.
RM632
RM1,009 total
includes taxes & fees
18 Oct - 19 Oct
Amara Cay Resort
View all properties

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

Breakfast included
4 stars
Hot tub
5 stars
Spa

Top Long Key Hotel Reviews

Chesapeake Beach Resort

Chesapeake Beach Resort

10/10 Excellent
"Estelar propiedad muy acogedora de día y de noche."
Juan 1-night trip
Posted less than an hour ago
Chesapeake Beach Resort
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

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

10/10 Excellent
"Awesome Place"
ROBERT 3-night trip
Posted 2 hours ago
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Faro Blanco Resort Marathon Florida Keys, Curio by Hilton

Faro Blanco Resort Marathon Florida Keys, Curio by Hilton

10/10 Excellent
"As soon as we"
Stephen 4-night trip
Posted 17 hours ago
Faro Blanco Resort Marathon Florida Keys, Curio by Hilton
Fairfield Inn & Suites by Marriott Marathon Florida Keys

Fairfield Inn & Suites by Marriott Marathon Florida Keys

10/10 Excellent
"Everything was one hundred percent. The way you want it to be."
Michael 1-night trip
Posted 19 hours ago
Fairfield Inn & Suites by Marriott Marathon Florida Keys
Lime Tree Bay Resort

Lime Tree Bay Resort

10/10 Excellent
"We will definitely stay here again! Beautiful property that was always clean and peaceful."
Katie 4-night trip
Posted 2 days ago
Lime Tree Bay Resort
Coconut Cay Resort & Marina

Coconut Cay Resort & Marina

10/10 Excellent
"Great location, amazing prize!! Conveniently Located in the heart of Marathon, easy access to many great spots and restaurants."
Chet 3-night trip
Posted 2 days ago
Coconut Cay Resort & Marina
Courtyard by Marriott Faro Blanco Resort, Marathon Florida Keys

Courtyard by Marriott Faro Blanco Resort, Marathon Florida Keys

10/10 Excellent
"The property was amazing. We were very pleased with the accommodations, employees, service, food and drinks. Their attention to detail was amazing. We will definitely be returning."
Carol 6-night trip
Posted 2 days ago
Courtyard by Marriott Faro Blanco Resort, Marathon Florida Keys
Fisher Inn Resort & Marina

Fisher Inn Resort & Marina

10/10 Excellent
"It was EXACTLY what I was looking for. Thank you! I wish I had more time to enjoy the super adorable room."
Lynille 1-night trip
Posted 2 days ago
Fisher Inn Resort & Marina
Tranquility Bay Beachfront Hotel and Resort

Tranquility Bay Beachfront Hotel and Resort

10/10 Excellent
"Access to the beach for the kids"
Rene 4-night trip
Posted 4 days ago
Tranquility Bay Beachfront Hotel and Resort

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 13 places to stay with pools. While you're here, you can explore attractions such as Long Key State Park and Fiesta Key, and then kick back and relax poolside at one of the accommodation options in Long Key that guests like for their pools.
What are some accommodation options with pools in Long Key?
Lime Tree Bay Resort: Features a private beach, 3 outdoor swimming pools and free self parking. Edgewater Lodge: Offers free self parking, an outdoor pool and complimentary wireless Internet access. Fiesta Key RV Resort: Provides free self parking, an outdoor pool and sunloungers. Cheeca Lodge & Spa: Features complimentary wireless Internet access, a pool and kitchens. Chesapeake Beach Resort: Offers complimentary wireless Internet access, a pool and kitchens.
How many hotels with pools will I be able to find in Long Key?
Expedia has 13 hotels in Long Key for your poolside break.
What is there to see and do in Long Key?
The picturesque setting of Fiesta Key showcases the area's natural beauty. Discover sights such as Long Key State Park during your stay. The sunsets, beaches and fishing 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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