A large flock of flamingos standing in shallow water.

Find Hotels with a Pool in Flamingo, FL

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Check availability on Flamingo Hotels with a Pool

Tonight
Sep 18 - Sep 19
Tomorrow
Sep 19 - Sep 20
This weekend
Sep 18 - Sep 20
Next weekend
Sep 25 - Sep 27

Our top choices for Flamingo 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.
¥16,732
¥25,840 total
includes taxes & fees
Oct 4 - Oct 5
Lime Tree Bay Resort

2. Chesapeake Beach Resort

Chesapeake Beach Resort
Matecumbe
  • Splash into paradise with two stunning outdoor pools overlooking a private white sand beach.
¥22,354
¥33,922 total
includes taxes & fees
Oct 1 - Oct 2
Chesapeake Beach Resort

3. Cheeca Lodge & Spa

Cheeca Lodge & Spa
Matecumbe
  • Tropical paradise swim experience awaits with three refreshing pools and poolside service.
¥22,587
¥36,840 total
includes taxes & fees
Sep 29 - Sep 30
Cheeca Lodge & Spa

4. Matecumbe Resort

Matecumbe Resort
Matecumbe
  • Dive into a tranquil paradise with private beach access and a refreshing outdoor pool.
¥20,071
¥22,580 total
includes taxes & fees
Sep 20 - Sep 21
Matecumbe Resort

5. Amara Cay Resort

Amara Cay Resort
Matecumbe
  • Splash into serenity at this resort's private beach and outdoor pool with lounge chairs and umbrellas.
¥22,419
¥36,627 total
includes taxes & fees
Sep 24 - Sep 25
Amara Cay Resort

6. 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.
¥11,631
¥15,573 total
includes taxes & fees
Sep 30 - Oct 1
Breezy Palms Resort

7. La Jolla Resort

La Jolla Resort
Matecumbe
  • Splash into Florida Keys bliss with a private beach and poolside paradise perfect for sun seekers.
¥17,100
¥23,624 total
includes taxes & fees
Sep 22 - Sep 23
La Jolla Resort

8. Fisher Inn Resort & Marina

Fisher Inn Resort & Marina
Islamorada
  • Soak up scenic poolside serenity at this beachfront oasis with complimentary water sports and dreamy sunset views.
¥17,100
¥24,326 total
includes taxes & fees
Sep 21 - Sep 22
Fisher Inn Resort & Marina

9. Ragged Edge Resort & Marina

Ragged Edge Resort & Marina
Islamorada
  • Dive into poolside paradise with comfy loungers at Ragged Edge Resort, a cyclist-friendly escape.
¥12,317
¥13,856 total
includes taxes & fees
Sep 20 - Sep 21
Ragged Edge Resort & Marina

10. Rock Reef Resort

Rock Reef Resort
Rock Harbor
  • Dive into a sun-soaked Florida Keys getaway with a heated pool, private beach, and lounger paradise with stunning sunset views.
¥13,876
¥15,611 total
includes taxes & fees
Sep 27 - Sep 28
Rock Reef Resort
View all properties

Choose what matters most at hotels with a pool in Flamingo

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Flamingo Hotel Reviews

Playa Largo Resort & Spa, Autograph Collection

Playa Largo Resort & Spa, Autograph Collection

8/10 Good
"The hotel category and food quality should be better, given the price."
Juan 1-night trip
Posted 1 hour ago
Playa Largo Resort & Spa, Autograph Collection
Islander Resort

Islander Resort

10/10 Excellent
"The staff was very friendly and often inquired if we needed anything."
marci 4-night trip
Posted 1 hour ago
Islander Resort
Amara Cay Resort

Amara Cay Resort

8/10 Good
"We moved here last minute from a grimey hotel down the street, so we had to settle for a small room next to the elevator w a parking lot view, but it was still really nice. We’ve stayed here before, in a bigger room w a water view, and it was awesome. Will definitely stay there again. Only con is the shuttle they offered… the pickup time kept getting pushed off to the point where we finally just called an Uber and it was there in 2 minutes. They need more shuttles going at once."
Jaime 1-night trip
Posted 2 hours ago
Amara Cay Resort
Garden Inn Homestead/Everglades/Gateway to Keys

Garden Inn Homestead/Everglades/Gateway to Keys

10/10 Excellent
"Clean room, breakfast was a little lacking but for the price per night, can’t complain too much. Water got very hot which was perfect for a nice soak in the tub."
Oscar 1-night trip
Posted 15 hours ago
Garden Inn Homestead/Everglades/Gateway to Keys
Chesapeake Beach Resort

Chesapeake Beach Resort

10/10 Excellent
"Hotel is right on the ocean. Was a large room and shower. Plenty of pool towels. Had 2 pools. Could also bike and kayak. Breakfast was good. Great location for many activities and restaurants."
John 2-night trip
Posted 23 hours ago
Chesapeake Beach Resort
Lime Tree Bay Resort

Lime Tree Bay Resort

10/10 Excellent
"100% recommended"
Jairo 1-night trip
Posted 2 days ago
Lime Tree Bay Resort
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

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

10/10 Excellent
"We had an excellent stay at Three Waters Resort in Islamorada. Everything about the property was great from start to finish. Our room was very clean, comfortable, and well maintained, and the entire resort was beautiful and inviting. One of the things we really enjoyed was all of the included amenities. We took advantage of the complimentary kayaks, and they also had bikes available for guests to use at no additional charge. It was a great way to get out, explore, and enjoy the area. The fire pits at night were another highlight. Sitting outside by the fire was the perfect way to end the day and really added to the relaxing Keys atmosphere. Overall, we had a fantastic experience. The property was clean, the amenities were excellent, and there honestly wasn’t anything we could complain about. We would absolutely stay at Three Waters again and highly recommend it to anyone visiting Islamorada!"
Eric 2-night trip
Posted 3 days ago
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Fairway Inn Florida City Homestead Everglades

Fairway Inn Florida City Homestead Everglades

8/10 Good
"It was okay stay"
Venisha 2-night trip
Posted 5 days ago
Fairway Inn Florida City Homestead Everglades

Frequently asked questions

What are some accommodations with pools in Flamingo?
Cheeca Lodge & Spa: Features a private beach, 3 outdoor pools, and 3 restaurants. Chesapeake Beach Resort: Offers a private beach, 2 outdoor pools, and daily. Reefhouse Resort & Marina: Hotel, 7-minute walk from John Pennekamp Coral Reef State Park. Provides a private beach, an outdoor pool, and 3 restaurants. Waterside Suites & Marina: Hotel, 7-minute walk from John Pennekamp Coral Reef State Park. Features complimentary wireless internet access, an outdoor pool, and kitchens. Baker's Cay Resort Key Largo, Curio Collection by Hilton: Offers a private beach, 2 outdoor pools, and 2 restaurants.
What is there to see and do in Flamingo?
The picturesque setting of Everglades National Park and Eco Pond showcase the area's natural beauty. During your stay, check out sights such as Flamingo Visitor Center, Pa-hay-okee Trail, and Snake Bight.
When is the best time to book a hotel with a pool in Flamingo?
Taking into account the local weather in Flamingo can help you maximize your time at the pool during your trip. The hottest months are usually August and July with an average temp of 83°F, while the coldest months are January and February with an average of 72°F. Average annual precipitation for Flamingo is 44 inches.

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