Hotels with Swimming Pools in Long Key

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Check availability on Long Key Hotels with Swimming Pools

Our top choices for Long Key hotels with a pool

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Lime Tree Bay Resort

Lime Tree Bay Resort

Lime Tree Bay Resort
3.5 star property
Long Key
9.2 out of 10, Wonderful, (1118)
"Great place "
United States
Oscar
Lime Tree Bay Resort
Exterior
Edgewater Lodge

Edgewater Lodge

Edgewater Lodge
2.5 star property
Long Key
8.6 out of 10, Excellent, (800)
"Room was clean. Bathroom was modern. Beds are soft, but comfortable. Check-in was efficient. Beach access was disappointing as there was no direct access from our room. Priced affordably."
United States
Lisa Marie
The price is S$325
includes taxes & fees
19 Dec - 20 Dec
Edgewater Lodge
Outdoor pool, pool loungers
Conch Key Fishing Lodge and Marina

Conch Key Fishing Lodge and Marina

Conch Key Fishing Lodge and Marina
2.5 star property
Marathon
7.8 out of 10, Good, (673)
"Love this place it’s a hidden gem, cozy, comfy, and cute"
United States
Holly
Conch Key Fishing Lodge and Marina
Outdoor pool
Treasure Harbor

Treasure Harbor

Treasure Harbor
3.0 star property
Islamorada
9.0 out of 10, Wonderful, (117)
"I am obsessed with tiny houses and this one floats! It was so relaxing to sit on the deck and enjoy the view. The bed was very comfy and the gentle motion of the water put me right to sleep. The staff are friendly and helpful. Islamorada is beautiful and fun to explore."
United States
Mary
Treasure Harbor
Outdoor pool, pool loungers
Kingsail Resort

Kingsail Resort

Kingsail Resort
2.0 star property
Marathon
8.6 out of 10, Excellent, (1037)
"Great customer service, the lady at the desk was really nice to us. Clean room and we truly enjoyed staying here for our trip "
United States
Nur Ameera Sabrina binti
The price is S$167
includes taxes & fees
21 Dec - 22 Dec
Kingsail Resort
Outdoor pool, pool loungers
La Jolla Resort

La Jolla Resort

La Jolla Resort
2.5 star property
Matecumbe
9.0 out of 10, Wonderful, (1000)
"Great stay. Friendly staff, great accommodations, very nice complex. "
United States
Shela
La Jolla Resort
Beach/ocean view
Chesapeake Beach Resort

Chesapeake Beach Resort

Chesapeake Beach Resort
3.5 star property
Matecumbe
9.2 out of 10, Wonderful, (1597)
"The entire resort was wonderful."
Canada
Mat
The price is S$331
includes taxes & fees
4 Jan - 5 Jan, 2026
Chesapeake Beach Resort
Water view
Drop Anchor

Drop Anchor

Drop Anchor
3.0 star property
Islamorada
8.8 out of 10, Excellent, (1001)
"Had a wonderful stay at Drop Anchor! Very adorable and super clean. Loved the amenities and the hotel staff were amazing! "
United States
Laura
The price is S$207
includes taxes & fees
4 Jan - 5 Jan, 2026
Drop Anchor
Outdoor pool, open 7:00 AM to 7:00 PM, pool loungers
Rainbow Bend Resort

Rainbow Bend Resort

Rainbow Bend Resort
2.5 star property
Marathon
8.2 out of 10, Very good, (783)
"Great location, friendly service and very clean!"
United States
mike
The price is S$234
includes taxes & fees
20 Dec - 21 Dec
Rainbow Bend Resort
Fishing
Creekside Inn

Creekside Inn

Creekside Inn
2.5 star property
Tavernier
8.0 out of 10, Very good, (1001)
"The room was nice, but walking out to the pier from door was excellent "
United States
Anthony
The price is S$221
includes taxes & fees
5 Jan - 6 Jan, 2026
Creekside Inn
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Long Key Hotel Reviews

Lime Tree Bay Resort

Lime Tree Bay Resort

10/10 Excellent
"The room was spotless and the staff was pleasant. The staff checked in on me daily to make sure i was comfortable."
Stacie 3-night trip
Posted 4 days ago
Lime Tree Bay 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 14 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. Chesapeake Beach Resort: Features a private beach, 2 outdoor swimming pools and daily. Isla Bella Beach Resort & Spa: Hotel located near Sombrero Beach. Offers a full-service spa, 5 outdoor swimming pools and 2 bars.
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?
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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