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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
Sep 12 - Sep 13
Tomorrow
Sep 13 - Sep 14
Next weekend
Sep 18 - Sep 20
In two weeks
Sep 25 - Sep 27

Our top choices for Flamingo hotels with a pool

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 waterfront hotel with multiple floors, palm trees, and a calm reflective pool.
A beach with palm trees and lounge chairs.

1. Chesapeake Beach Resort

Chesapeake Beach Resort
Matecumbe
  • Splash into paradise with two stunning outdoor pools overlooking a private white sand beach.
￥18,411
￥29,397 total
includes taxes & fees
Sep 13 - Sep 14
Chesapeake Beach Resort
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.

2. 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.
￥16,067
￥31,199 total
includes taxes & fees
Sep 14 - Sep 15
Lime Tree Bay Resort
A resort pool with palm trees, beach chairs, and umbrellas.
A hotel room with a sofa, a small round table, a desk with a chair, and a view of the sea through large windows.
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.

3. Amara Cay Resort

Amara Cay Resort
Matecumbe
  • Splash into serenity at this resort's private beach and outdoor pool with lounge chairs and umbrellas.
￥22,083
￥36,077 total
includes taxes & fees
Sep 24 - Sep 25
Amara Cay Resort
A tropical resort with a swimming pool, palm trees, and a waterfall.
A bathroom with a large bathtub, a window with curtains, and a view of palm trees and the sea.
A bar area with a thatched roof, wooden chairs, and a view of the ocean.
A balcony with a view of palm trees and the sea, a white railing, and a table with chairs.

4. Cheeca Lodge & Spa

Cheeca Lodge & Spa
Matecumbe
  • Tropical paradise swim experience awaits with three refreshing pools and poolside service.
￥22,888
￥36,983 total
includes taxes & fees
Sep 30 - Oct 1
Cheeca Lodge & Spa
A clear blue swimming pool with a metal railing, surrounded by palm trees and a view of the ocean.
A wooden deck with a thatched roof, wooden railings, and yellow chairs.
A marina with a boat docked at a wooden pier, surrounded by palm trees and buildings.
A beach pathway with palm trees, a lifeguard tower, and the ocean in the background.

5. Ragged Edge Resort & Marina

Ragged Edge Resort & Marina
Islamorada
  • Dive into poolside paradise with comfy loungers at Ragged Edge Resort, a cyclist-friendly escape.
￥13,443
￥15,122 total
includes taxes & fees
Sep 20 - Sep 21
Ragged Edge Resort & Marina
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 modern kitchen with a microwave, stove, and refrigerator. There is a dining area with a table and 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.

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.
￥13,134
￥17,226 total
includes taxes & fees
Sep 15 - Sep 16
Breezy Palms Resort
A swimming pool with lounge chairs and a building with balconies.
A balcony with a view of palm trees and a beach.
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.

7. Matecumbe Resort

Matecumbe Resort
Matecumbe
  • Dive into a tranquil paradise with private beach access and a refreshing outdoor pool.
￥19,769
￥22,241 total
includes taxes & fees
Sep 20 - Sep 21
Matecumbe Resort
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 bedroom with a bed, two chairs, a sofa, a TV, and a large window with a view of the ocean.

8. La Jolla Resort

La Jolla Resort
Matecumbe
  • Splash into Florida Keys bliss with a private beach and poolside paradise perfect for sun seekers.
￥16,844
￥23,271 total
includes taxes & fees
Sep 22 - Sep 23
La Jolla Resort
A pool area with lounge chairs and a sign indicating a drop-off zone.
A beach with palm trees, a thatched-roof hut, and beach chairs.
A balcony with a view of the beach, palm trees, and a thatched-roof structure.
A beach with palm trees, a thatched umbrella, and lounge chairs.

9. Drop Anchor

Drop Anchor
Islamorada
  • Sun-drenched serenity awaits at this Art Deco hotel's outdoor pool with loungers.
￥16,325
￥23,741 total
includes taxes & fees
Sep 15 - Sep 16
Drop Anchor
A pool area with a view of the ocean, surrounded by palm trees and a clear sky.
A covered outdoor area with a view of a beach and palm trees.
A wooden interior with a large window overlooking a beach with a thatched umbrella and lounge chairs.
A wooden dock with a boat docked at the pier, a thatched umbrella, and calm water.

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.
￥15,266
￥17,174 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

10/10 Excellent
"Super good resorts"
Danilo 2-night trip
Posted 18 hours ago
Playa Largo Resort & Spa, Autograph Collection
Lime Tree Bay Resort

Lime Tree Bay Resort

10/10 Excellent
"Overall great experience. Will book again in the future"
Nicholas 3-night trip
Posted 1 day ago
Lime Tree Bay Resort
Floridian Hotel

Floridian Hotel

10/10 Excellent
"Excelente, cómodo, buena ubicación"
Nelson 1-night trip
Posted 2 days ago
Floridian Hotel
Islander Resort

Islander Resort

8/10 Good
"Good location. nice clean rooms. bed was very firm. pool tends to get very warm."
Martin 9-night trip
Posted 2 days ago
Islander Resort
Amara Cay Resort

Amara Cay Resort

10/10 Excellent
"I like Everything!"
Ana 1-night trip
Posted 3 days ago
Amara Cay Resort

Frequently asked questions

What are some accommodations with pools in Flamingo?
Cheeca Lodge & Spa: Features a private beach, 3 outdoor pools, and 3 restaurants. Reefhouse Resort & Marina: Hotel, 7-minute walk from John Pennekamp Coral Reef State Park. Offers a private beach, an outdoor pool, and 3 restaurants. Baker's Cay Resort Key Largo, Curio Collection by Hilton: Provides a private beach, 2 outdoor pools, and 2 restaurants. Chesapeake Beach Resort: Features a private beach, 2 outdoor pools, and daily. Waterside Suites & Marina: Hotel, 7-minute walk from John Pennekamp Coral Reef State Park. Offers complimentary wireless internet access, an outdoor pool, and kitchens.
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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