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

Long Key Hotel Guide - Hotels with Pool in Long Key, Florida

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Check availability on Long Key Hotels with Pool

Tonight
24 Sept - 25 Sept
Tomorrow
25 Sept - 26 Sept
This weekend
25 Sept - 27 Sept
Next weekend
2 Oct - 4 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.
A spacious living area with a large island, wooden furniture, and a ceiling fan.
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.
€154
includes taxes & fees
28 Sept - 29 Sept
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.
A beachside area with thatched umbrellas, picnic tables, and a pool.
A beach with a thatched umbrella, lounge chairs, 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.
€147
includes taxes & fees
27 Sept - 28 Sept
Edgewater Lodge
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.

3. Conch Key Fishing Lodge and Marina

Conch Key Fishing Lodge and Marina
Marathon
  • Tranquil waterfront retreat offers private beach, marina access, and pool oasis.
€98
includes taxes & fees
27 Sept - 28 Sept
Conch Key Fishing Lodge and Marina
A tropical resort with a swimming pool, palm trees, and a view of the ocean.
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.
A kitchen with white cabinets, a microwave, and a dining area with a glass table and white chairs.

4. 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.
€93
includes taxes & fees
1 Oct - 2 Oct
Gulf View Waterfront Resort
A swimming pool with lounge chairs and a building with balconies.
A beach with a thatched umbrella, lounge chairs, and a clear view of the ocean.
A beach view with palm trees and a thatched-roof structure.
A compact kitchen with wooden cabinets, a refrigerator, and a window with curtains.

5. Matecumbe Resort

Matecumbe Resort
Matecumbe
  • Dive into a tranquil paradise with private beach access and a refreshing outdoor pool.
€126
includes taxes & fees
28 Sept - 29 Sept
Matecumbe 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 hotel corridor with a view of the beach, palm trees, and outdoor seating.
A beach with lounge chairs and umbrellas, palm trees, and a building with balconies.

6. 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.
€142
includes taxes & fees
27 Sept - 28 Sept
Rainbow Bend Resort
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.
A pathway leading to a pool area with palm trees and a sunset view.
A covered outdoor area with a wooden deck, white railings, and a view of the ocean.

7. 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.
€249
includes taxes & fees
30 Sept - 1 Oct
Hawks Cay Resort
A nighttime swimming pool with a blue tint, surrounded by palm trees and a fenced area with lounge chairs.
A beach with thatched umbrellas, palm trees, and lounge chairs.
A living room with a sofa, armchair, coffee table, and lamp. There is a dining area with a table and chairs. The room has a kitchen area with a stove and cabinets.
A beach with palm trees, thatched-roof huts, and lounge chairs.

8. Breezy Palms Resort

Breezy Palms Resort
Matecumbe
  • Serene outdoor pool with comfy loungers provides a sunny retreat just steps from the private beach and marina access.
€95
includes taxes & fees
1 Oct - 2 Oct
Breezy Palms Resort
A pool area with lounge chairs and umbrellas, surrounded by palm trees and a white fence.
A wooden deck with a covered area, green Adirondack chairs, and a view of palm trees and a water body.
A bedroom with a bed, a dresser, a large window, and a painting of a sunset over the ocean.
A marina with a dock, a boat, and a row of buildings with large windows.

9. Coconut Cay Resort & Marina

Coconut Cay Resort & Marina
Marathon
  • Poolside perfection awaits in this tropical marina escape with free water activities.
€88
includes taxes & fees
5 Oct - 6 Oct
Coconut Cay Resort & Marina
An aerial view of a resort with a swimming pool, palm trees, and a dock extending into the water.
A modern kitchen with a central island, a dining area with a view, and a living space with a balcony overlooking the ocean.
A beachside resort with a pool area, lounge chairs, and palm trees.

10. Pines & Palms Resort

Pines & Palms Resort
Matecumbe
  • Private beach paradise with poolside oasis and marina in the heart of Matecumbe.
€243
includes taxes & fees
1 Oct - 2 Oct
Pines & Palms 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

8/10 Good
"Very nice property even though they have some remodeling going on, the place is agreeable. The staff in general was amazing, at least my experience was great. I visited the place few days after an accident with some limitations and my mother, an elderly person, they went an extra step to assist us and make our stay memorable at all times. My villa was spacious, clean and well located."
Mariateresa 7-night trip
Posted 2 hours ago
Chesapeake Beach Resort
Breezy Palms Resort

Breezy Palms Resort

8/10 Good
"Good"
Jack 1-night trip
Posted 15 hours ago
Breezy Palms Resort
Faro Blanco Resort Marathon Florida Keys, Curio by Hilton

Faro Blanco Resort Marathon Florida Keys, Curio by Hilton

10/10 Excellent
"Great resort, restaurant and bar!"
Rick 3-night trip
Posted 16 hours ago
Faro Blanco Resort Marathon Florida Keys, Curio by Hilton
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

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

8/10 Good
"Room was OK with killer water view!"
Rick 3-night trip
Posted 16 hours ago
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Amara Cay Resort

Amara Cay Resort

10/10 Excellent
"."
OLGA 1-night trip
Posted 16 hours ago
Amara Cay Resort
Courtyard by Marriott Faro Blanco Resort, Marathon Florida Keys

Courtyard by Marriott Faro Blanco Resort, Marathon Florida Keys

8/10 Good
"Great location, if you wanted to, you could stay on property and not have to leave. Great food and staff."
RON 4-night trip
Posted 1 day ago
Courtyard by Marriott Faro Blanco Resort, Marathon Florida Keys
Kingsail Resort

Kingsail Resort

10/10 Excellent
"The room was very clean and spacious. The staff were very pleasant and helpful. The complimentary coffee at the dock every morning was a very nice touch. And the free kayak experience was great. We enjoyed our stay very much."
Louis 3-night trip
Posted 2 days ago
Kingsail Resort
Edgewater Lodge

Edgewater Lodge

10/10 Excellent
"We always have an incredible time at Edgewater. Everyone is always exceptional. Colombia and the girls on the food truck are excellent. The guys in the office (I am sorry I don’t remember their names) are very helpful and nice. Everything is wonderful at Edgewater. We love to go."
Karina 1-night trip
Posted 3 days ago
Edgewater Lodge
Fairfield Inn & Suites by Marriott Marathon Florida Keys

Fairfield Inn & Suites by Marriott Marathon Florida Keys

10/10 Excellent
"We had a good time"
melinda 5-night trip
Posted 3 days ago
Fairfield Inn & Suites by Marriott Marathon Florida Keys

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 complimentary wireless Internet access, a pool and kitchens. Cheeca Lodge & Spa: Features free self parking, an outdoor pool and sunloungers. Chesapeake Beach Resort: Offers a private beach, 3 outdoor swimming pools and 3 restaurants.
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.