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

Find Hotels with a Pool in Long Key, FL

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Long Key Hotels with a Pool

Tonight
12 Oct - 13 Oct
Tomorrow
13 Oct - 14 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 bedroom with a large bed, a ceiling fan, a TV on the wall, and a view of the beach through a window.
Terrace/patio
A spacious living area with a large island, wooden furniture, and a ceiling fan.

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.
SAR 465
SAR 692 total
includes taxes & fees
14 Oct - 15 Oct
Lime Tree Bay Resort
A rectangular pool with clear blue water, surrounded by lounge chairs and palm trees.
A beach with a thatched umbrella, lounge chairs, and a pool.
A beachside area with thatched umbrellas, picnic tables, and a pool.
An aerial view of a coastal resort with multiple buildings, a dock with boats, and a clear view of the ocean.

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.
SAR 537
SAR 605 total
includes taxes & fees
13 Oct - 14 Oct
Edgewater Lodge
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 modern kitchen with a central island, various appliances, and hanging pendant lights.
Three colorful drinks on a table with a thatched roof and outdoor seating.

3. 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.
SAR 490
SAR 551 total
includes taxes & fees
18 Oct - 19 Oct
Hampton Inn Marathon - Florida Keys
A balcony with a view of a body of water, a pool, and outdoor seating.
A bar area with a long counter, bar stools, and a view of the water.
An outdoor dining area with tables and chairs, overlooking a body of water.
A waterfront property with a large building, a smaller structure with a thatched roof, and several boats docked.

4. 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.
SAR 504
SAR 567 total
includes taxes & fees
25 Oct - 26 Oct
Fairfield Inn & Suites by Marriott Marathon Florida Keys
A pool area with lounge chairs, a wooden deck, and a view of the ocean.
A beach with clear blue water, a palm tree, and rocky outcrops.
A sunset view with palm trees and a wooden deck with lounge chairs.
A beachfront property with a white balcony, palm trees, and a sandy beach.

5. Conch Key Fishing Lodge and Marina

Conch Key Fishing Lodge and Marina
Marathon
  • Tranquil waterfront retreat offers private beach, marina access, and pool oasis.
SAR 537
SAR 605 total
includes taxes & fees
13 Oct - 14 Oct
Conch Key Fishing Lodge and Marina
A pool area with lounge chairs and umbrellas, surrounded by palm trees.
A modern living room with a balcony overlooking the sea, furnished with a sofa, chairs, and a dining table.
An aerial view of a coastal resort with multiple white buildings, a clear turquoise sea, and lush greenery.
A covered outdoor area with a wooden deck, white railings, and a view of the ocean.

6. Hawks Cay Resort

Hawks Cay Resort
Marathon
  • Dive into paradise with 5 outdoor pools, private beach access, and poolside bars at this luxurious oceanfront retreat.
SAR 757
SAR 1,141 total
includes taxes & fees
18 Oct - 19 Oct
Hawks Cay Resort
A tropical resort with a swimming pool, palm trees, and a view of the ocean.
A bedroom with a bed, nightstands, a TV, a ceiling fan, and a view of the ocean.
A beach view with palm trees, a hammock, and a chair by the water.
A kitchen with white cabinets, a microwave, and a dining area with a glass table and white chairs.

7. 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.
SAR 423
SAR 476 total
includes taxes & fees
13 Oct - 14 Oct
Gulf View Waterfront Resort
A swimming pool with a hot tub, palm trees, and a building with a staircase.
A wooden deck with two chairs and a table, overlooking a beach with palm trees and the ocean.
A table with breakfast items and a view of the beach.
A hotel corridor with a view of the beach, palm trees, and outdoor seating.

8. Rainbow Bend Resort

Rainbow Bend Resort
Marathon
  • Float away in the turquoise pool with ocean views before retreating to the poolside hot tub at sunset.
SAR 389
SAR 606 total
includes taxes & fees
15 Oct - 16 Oct
Rainbow Bend Resort
A pool area with palm trees and a view of the ocean.
A wooden deck with a white railing, a bench, and a table.
A wooden deck with a pool and chairs overlooking a beach with palm trees.
An outdoor dining area with thatched roof, wooden tables, and bar stools, overlooking the ocean.

9. Grassy Flats Resort & Beach Club

Grassy Flats Resort & Beach Club
Marathon
  • Splash into paradise with 2 outdoor pools and oceanfront relaxation at this serene resort.
SAR 691
SAR 957 total
includes taxes & fees
10 Nov - 11 Nov
Grassy Flats Resort & Beach Club
A swimming pool with lounge chairs and a building with balconies.
A beach view with palm trees and a thatched-roof structure.
A beach with a thatched umbrella, lounge chairs, and a clear view of the ocean.
A balcony with a view of palm trees and a beach.

10. Matecumbe Resort

Matecumbe Resort
Matecumbe
  • Dive into a tranquil paradise with private beach access and a refreshing outdoor pool.
SAR 504
SAR 567 total
includes taxes & fees
13 Oct - 14 Oct
Matecumbe 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

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 1 hour ago
Fisher Inn Resort & Marina
Kingsail Resort

Kingsail Resort

10/10 Excellent
"Friendly staff, clean room, great experience"
María 2-night trip
Posted 6 hours ago
Kingsail Resort
Fairfield Inn & Suites by Marriott Marathon Florida Keys

Fairfield Inn & Suites by Marriott Marathon Florida Keys

10/10 Excellent
"The property was fully renovated, very nice, clean . The pool area is nice, restaurants nearby and aquarium encounter close by."
Beatriz 1-night trip
Posted 12 hours ago
Fairfield Inn & Suites by Marriott Marathon Florida Keys
Coconut Cay Resort & Marina

Coconut Cay Resort & Marina

10/10 Excellent
"Liked everything.. would like for check out to be a little later like 11."
Arnerys 2-night trip
Posted 14 hours ago
Coconut Cay Resort & Marina
Chesapeake Beach Resort

Chesapeake Beach Resort

8/10 Good
"Great place"
Phelicia 2-night trip
Posted 14 hours ago
Chesapeake Beach Resort
Lime Tree Bay Resort

Lime Tree Bay Resort

10/10 Excellent
"Excellent"
Lorraine 1-night trip
Posted 21 hours ago
Lime Tree Bay Resort
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 2 days ago
Tranquility Bay Beachfront Hotel and Resort
Amara Cay Resort

Amara Cay Resort

10/10 Excellent
"Very clean resort. The pool was fabulous. The tiki bar was great. Stall friendly and helpful. Truly enjoyed my stay!"
Maureen 2-night trip
Posted 6 days ago
Amara Cay Resort
Edgewater Lodge

Edgewater Lodge

10/10 Excellent
"Good"
Jorge Luis 2-night trip
Posted 7 days ago
Edgewater Lodge

Frequently asked questions

What's it like visiting Long Key?
If lounging next to a pool is your idea of the perfect getaway, you may want to consider relaxing Long Key, which has 13 places to stay with pools. While you're here, you can explore attractions like Long Key State Park and Fiesta Key, and then unwind poolside at one of the accommodations in Long Key that guests like for their pools.
What are some accommodations with pools in Long Key?
Lime Tree Bay Resort: Features a private beach, 3 outdoor 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 sun loungers. 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 into account the local weather in Long Key is an important factor for planning your visit, especially if you plan to spend your trip poolside. The hottest months are usually August and July with an average temp of 84°F, while the coldest months are January and February with an average of 72°F. Average annual precipitation for Long Key is 36 inches.