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

Hotels with Swimming Pool in Long Key, Florida

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Check availability on Long Key Hotels with Swimming Pool

Tonight
Aug 20 - Aug 21
Tomorrow
Aug 21 - Aug 22
This weekend
Aug 21 - Aug 23
Next weekend
Aug 28 - Aug 30

Our top choices for Long Key hotels with a pool

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.
P6,430
P10,016 total
includes taxes & fees
Aug 27 - Aug 28
Lime Tree Bay Resort

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.
P9,959
P11,205 total
includes taxes & fees
Aug 24 - Aug 25
Edgewater Lodge

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.
P1,736
P1,953 total
includes taxes & fees
Aug 31 - Sep 1
Conch Key Fishing Lodge and Marina

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.
P4,796
P5,396 total
includes taxes & fees
Aug 24 - Aug 25
Gulf View Waterfront Resort

5. Bonefish Bay Motel

Bonefish Bay Motel
Marathon
  • Plunge into a coastal paradise with a shimmering outdoor pool and complimentary bicycles for exploring scenic Marathon views.
P4,945
P5,953 total
includes taxes & fees
Aug 25 - Aug 26
Bonefish Bay Motel

6. Chesapeake Beach Resort

Chesapeake Beach Resort
Matecumbe
  • Splash into paradise with two stunning outdoor pools overlooking a private white sand beach.
P9,333
P13,976 total
includes taxes & fees
Aug 26 - Aug 27
Chesapeake Beach Resort

7. 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.
P6,343
P8,122 total
includes taxes & fees
Sep 1 - Sep 2
Breezy Palms Resort

8. Matecumbe Resort

Matecumbe Resort
Matecumbe
  • Dive into a tranquil paradise with private beach access and a refreshing outdoor pool.
Matecumbe Resort

9. Pines & Palms Resort

Pines & Palms Resort
Matecumbe
  • Private beach paradise with poolside oasis and marina in the heart of Matecumbe.
P10,825
P15,585 total
includes taxes & fees
Aug 30 - Aug 31
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

Amara Cay Resort

Amara Cay Resort

10/10 Excellent
"Great place!"
Carolina 2-night trip
Posted 14 hours ago
Amara Cay Resort
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

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

8/10 Good
"Shuttle driver was driving while in personal FaceTime call. Did not move to help with van door which was hard to close. The resort is beautiful and we really enjoyed the amenities."
Marta 3-night trip
Posted 18 hours ago
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Lime Tree Bay Resort

Lime Tree Bay Resort

10/10 Excellent
"Beautiful place. Outstanding views. There were free bikes, kayaks and paddle boards available. There is a small pier and fishing is allowed. I loved the property I’ll be staying there again because is one of the best places you can go in Fl Keys."
Zuliet 1-night trip
Posted 1 day ago
Lime Tree Bay Resort
Tranquility Bay Beachfront Hotel and Resort

Tranquility Bay Beachfront Hotel and Resort

10/10 Excellent
"Beautiful place would love to stay here again"
Gamal 3-night trip
Posted 1 day ago
Tranquility Bay Beachfront Hotel and Resort
Islander Resort

Islander Resort

10/10 Excellent
"I decided to splurge on myself and do a night and a day at the resort and man oh man what a treat. I have been to other resorts in the Caribbean and Mexico and this space totally gives you that vibe everywhere you go! Beautiful landscaping and gardens! Rooms were huge and so well decorated! This room also had a back patio to hang out on! The long walkway to the beach and pool area is so relaxing and really sets the tone for your experience! Pool area was chill, they had a live singer out by the pool area who was really good. Tons of activities that you could engage in, basketball, mini golf, cornhole! You could even go fishing on the pier or hang out in a plethora of outdoor lounge seating. Unfortunately as is many of the areas in Islamorada, don’t expect to be swimming in the ocean, Islander Resort is the same, so much seaweed and unable for swimming, but that’s not their fault, more the environment and the way it goes in the summer months. Lobby was beautiful and catered to any need I had. Nighttime roaming and wandering around the space is chill and great resort vibes. Would def go back again in the future!"
Ryan 1-night trip
Posted 2 days ago
Islander Resort
Hawks Cay Resort

Hawks Cay Resort

10/10 Excellent
"So relaxing now need to do anything but relax"
FRANCESCO 2-night trip
Posted 2 days ago
Hawks Cay Resort
Kingsail Resort

Kingsail Resort

10/10 Excellent
"This is great hotel to stay , for the price and close by beach , restaurants, Publix"
oldrich 1-night trip
Posted 3 days ago
Kingsail Resort
Edgewater Lodge

Edgewater Lodge

10/10 Excellent
"Excellent. We love going to Edgewater. Always an excellent experience. Staff is excellent, Leo, the two guys in the check-in ( I am sorry I forgot your names). Colombia and the two girls in the food truck are great too. The food is excellent. We keep coming back because we feel like a family. THANK YOU"
Karina 1-night trip
Posted 3 days ago
Edgewater Lodge
Banana Bay Resort & Marina

Banana Bay Resort & Marina

10/10 Excellent
"Friendly staff, super clean and smells so good! Will be back!"
Nicole 2-night trip
Posted 4 days ago
Banana Bay Resort & Marina

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 Fiesta Key and Long Key State Park, 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. Fiesta Key RV Resort: Offers free self parking, an outdoor pool, and sun loungers. Edgewater Lodge: Provides free self parking, an outdoor pool, and complimentary wireless internet access. Cheeca Lodge & Spa: Features complimentary wireless internet access, a pool, and kitchens. Isla Bella Beach Resort & Spa: Offers a private beach, 3 outdoor 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 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.

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