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Find Hotels with a Pool in Flamingo, FL

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Check availability on Flamingo Hotels with a Pool

Tonight
Aug 25 - Aug 26
Tomorrow
Aug 26 - Aug 27
This weekend
Aug 28 - Aug 30
Next weekend
Sep 4 - Sep 6

Our top choices for Flamingo hotels with a pool

A resort with a swimming pool, lounge chairs, and palm trees.
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.
￥16,532
￥25,750 total
includes taxes & fees
Aug 27 - Aug 28
Lime Tree Bay Resort
A swimming pool with clear blue water, surrounded by a white deck and a black metal fence.
A hotel room with a bed, a bedside table with a lamp, a small table with a basket, a blue and white striped ottoman, and a balcony with a view of palm trees and the ocean.
A balcony with two blue lounge chairs, a wooden ceiling, and a view of the ocean and palm trees.
A beach with palm trees and lounge chairs.

2. Chesapeake Beach Resort

Chesapeake Beach Resort
Matecumbe
  • Splash into paradise with two stunning outdoor pools overlooking a private white sand beach.
￥24,009
￥35,951 total
includes taxes & fees
Aug 26 - Aug 27
Chesapeake Beach Resort
A pool area with a view of the ocean, surrounded by palm trees and a clear sky.
A wooden dock with a boat docked at the pier, a thatched umbrella, and calm water.
A wooden interior with a large window overlooking a beach with a thatched umbrella and lounge chairs.
A covered outdoor area with a view of a beach and palm trees.

3. 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.
￥14,186
￥15,959 total
includes taxes & fees
Aug 26 - Aug 27
Rock Reef Resort
A tropical resort with a swimming pool, palm trees, and a waterfall.
A bar area with a thatched roof, wooden chairs, and a view of the ocean.
A hotel room with a large bed, a television, a dining area with chairs, a table, and a view of the ocean.
A bathroom with a large bathtub, a window with curtains, and a view of palm trees and the sea.

4. Cheeca Lodge & Spa

Cheeca Lodge & Spa
Matecumbe
  • Tropical paradise swim experience awaits with three refreshing pools and poolside service.
￥23,684
￥38,269 total
includes taxes & fees
Aug 26 - Aug 27
Cheeca Lodge & Spa
A resort pool with palm trees, beach chairs, and umbrellas.
A wooden deck with two lounge chairs, a table with two glasses of champagne and red roses, and a view of the beach and ocean.
A balcony with a view of a beach, palm trees, and a pool.
A beach with palm trees, a dock, and lounge chairs.

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.
￥24,579
￥39,275 total
includes taxes & fees
Aug 30 - Aug 31
Amara Cay Resort
A clear blue pool surrounded by palm trees and a thatched-roof structure, with a sign indicating no diving.
A beachside resort with lounge chairs, a pool, and palm trees.
A view through a window with metal bars, featuring a beach with palm trees, a thatched umbrella, and a wooden dock.
A tropical resort with a paved pathway leading to a building, surrounded by palm trees and lush greenery.

6. Kona Kai Resort and Gallery - Adults Only

Kona Kai Resort and Gallery - Adults Only
Rock Harbor
  • Oceanfront pool sanctuary with sunset views makes this adults-only haven a serene Florida Keys retreat.
￥18,947
￥25,786 total
includes taxes & fees
Aug 26 - Aug 27
Kona Kai Resort and Gallery - Adults Only
A swimming pool with lounge chairs and a building with balconies.
A compact kitchen with wooden cabinets, a refrigerator, and a window with curtains.
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.

7. Matecumbe Resort

Matecumbe Resort
Matecumbe
  • Dive into a tranquil paradise with private beach access and a refreshing outdoor pool.
￥21,316
￥23,981 total
includes taxes & fees
Aug 30 - Aug 31
Matecumbe Resort
A pool area with a white fence, a lifebuoy, and palm trees in the background.
A boat with a covered deck, metal railings, and a table with chairs.
A modern kitchen with white cabinets, a microwave, and a dining area with a table and chairs.
A row of floating cottages with balconies and outdoor seating, docked along a waterway.

8. Treasure Harbor

Treasure Harbor
Islamorada
￥19,885
￥44,722 total
includes taxes & fees
Aug 26 - Aug 27
Treasure Harbor
A pool area with lounge chairs and a sign indicating a drop-off zone.
A view from a window overlooking a beach with palm trees, a wooden deck, and lounge chairs.
A beach with palm trees, a thatched umbrella, and lounge chairs.
A beach with palm trees, a thatched-roof hut, and beach chairs.

9. Drop Anchor

Drop Anchor
Islamorada
  • Sun-drenched serenity awaits at this Art Deco hotel's outdoor pool with loungers.
￥16,499
￥24,124 total
includes taxes & fees
Aug 27 - Aug 28
Drop Anchor
A pool area with a white fence, palm trees, and a building with a white exterior and multiple windows.
A beach with wooden lounge chairs, palm trees, and a clear view of the ocean.
A wooden deck with rustic furniture, a grill, and a view of the beach and palm trees.

10. La Jolla Resort

La Jolla Resort
Matecumbe
  • Splash into Florida Keys bliss with a private beach and poolside paradise perfect for sun seekers.
￥18,947
￥25,786 total
includes taxes & fees
Aug 27 - Aug 28
La Jolla 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

Reefhouse Resort & Marina

Reefhouse Resort & Marina

10/10 Excellent
"Property is well kept and in great location. Fishing in the back is permitted. Bar is great and staff is friendly. Do t think twice about it."
Juan 3-night trip
Posted 3 hours ago
Reefhouse Resort & Marina
Fairway Inn Florida City Homestead Everglades

Fairway Inn Florida City Homestead Everglades

10/10 Excellent
"Great Hotel!"
Luis 1-night trip
Posted 5 hours ago
Fairway Inn Florida City Homestead Everglades
Cheeca Lodge & Spa

Cheeca Lodge & Spa

10/10 Excellent
"Beautiful large room. Very luxurious. Grounds are perfect!"
Mark 2-night trip
Posted 9 hours ago
Cheeca Lodge & Spa
Amara Cay Resort

Amara Cay Resort

10/10 Excellent
"Room was clean. Pool and bar was great. The only complaint I have is the service at breakfast was extremely slow. Seemed they were understaffed."
Arlene 2-night trip
Posted 10 hours ago
Amara Cay Resort
Best Western Gateway to the Keys

Best Western Gateway to the Keys

10/10 Excellent
"exelente"
Anthony 2-night trip
Posted 11 hours ago
Best Western Gateway to the Keys
Islander Resort

Islander Resort

10/10 Excellent
"Beautiful location. The rooms were great and had good shade at night. Loved the patios and the activities."
Brooke 4-night trip
Posted 11 hours ago
Islander Resort
Chesapeake Beach Resort

Chesapeake Beach Resort

10/10 Excellent
"Great stay"
Yeniaris 2-night trip
Posted 12 hours ago
Chesapeake Beach Resort
Waterside Suites & Marina

Waterside Suites & Marina

10/10 Excellent
"is really amazing very good and really closed to many restaurants ,you'll love it"
Clara 2-night trip
Posted 13 hours ago
Waterside Suites & Marina
Baker's Cay Resort Key Largo, Curio Collection by Hilton

Baker's Cay Resort Key Largo, Curio Collection by Hilton

10/10 Excellent
"Espectacular"
Angélica Maria 1-night trip
Posted 1 day ago
Baker's Cay Resort Key Largo, Curio Collection by Hilton

Frequently asked questions

What are some accommodations with pools in Flamingo?
Cheeca Lodge & Spa: Features a private beach, 3 outdoor pools, and 3 restaurants. Baker's Cay Resort Key Largo, Curio Collection by Hilton: Offers a private beach, 2 outdoor pools, and 2 restaurants. Waterside Suites & Marina: Hotel, 7-minute walk from John Pennekamp Coral Reef State Park. Provides complimentary wireless internet access, an outdoor pool, and kitchens. Chesapeake Beach Resort: Features a private beach, 2 outdoor pools, and daily. Lime Tree Bay Resort: Offers a private beach, 3 outdoor pools, and free self parking.
What is there to see and do in Flamingo?
The picturesque setting of Everglades National Park and Flamingo Visitor Center showcase the area's natural beauty. During your stay, check out sights such as Eco Pond, 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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