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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 11 - Sep 12
Tomorrow
Sep 12 - Sep 13
This weekend
Sep 11 - Sep 13
Next weekend
Sep 18 - Sep 20

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.
￥18,283
￥29,193 total
includes taxes & fees
Sep 16 - Sep 17
Chesapeake Beach Resort
A clear blue swimming pool with a metal railing, surrounded by palm trees and a view of the ocean.
A marina with a boat docked at a wooden pier, surrounded by palm trees and buildings.
Three Adirondack chairs facing a sunset over a body of water.
A wooden deck with a thatched roof, wooden railings, and yellow chairs.

2. 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 pool area with a view of the ocean, surrounded by palm trees and a clear sky.
A beach with palm trees, lounge chairs, and a view of the ocean.
A wooden dock with a boat docked at the pier, a thatched umbrella, and calm water.
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.
￥15,266
￥17,174 total
includes taxes & fees
Sep 27 - Sep 28
Rock Reef Resort
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 beach with palm trees, thatched-roof huts, and lounge chairs.
A modern kitchen with a microwave, stove, and refrigerator. There is a dining area with a table and chairs.

4. 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.
￥13,109
￥17,193 total
includes taxes & fees
Sep 20 - Sep 21
Breezy Palms Resort
A tropical resort with a swimming pool, palm trees, and a waterfall.
A hotel room with a large bed, a television, a dining area with chairs, a table, 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.
A bathroom with a large bathtub, a window with curtains, and a view of palm trees and the sea.

5. Cheeca Lodge & Spa

Cheeca Lodge & Spa
Matecumbe
  • Tropical paradise swim experience awaits with three refreshing pools and poolside service.
￥22,845
￥36,913 total
includes taxes & fees
Sep 15 - Sep 16
Cheeca Lodge & Spa
A resort with a swimming pool, lounge chairs, and palm trees.
A bedroom with a large bed, a ceiling fan, a TV on the wall, and a view of the beach through a window.
A spacious living area with a large island, wooden furniture, and a ceiling fan.

6. 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.
￥15,956
￥24,850 total
includes taxes & fees
Sep 13 - Sep 14
Lime Tree Bay Resort
A clear blue pool surrounded by palm trees and a thatched-roof structure, with a sign indicating no diving.
A beach with kayaks lined up near the water's edge, palm trees, and lounge chairs.
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.

7. 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.
￥20,561
￥27,445 total
includes taxes & fees
Sep 14 - Sep 15
Kona Kai Resort and Gallery - Adults Only
A swimming pool with lounge chairs and umbrellas, a fenced area, and a building with a door.
A balcony with wicker furniture and a glass table, overlooking a marina with boats and palm trees.
A balcony with a view of the sea, a table, and two chairs.
A marina with boats docked along a waterfront, surrounded by buildings and palm trees.

8. Waterside Suites & Marina

Waterside Suites & Marina
Key Largo
  • Dive into poolside paradise with marina views, where rental bicycles and tropical adventures await each day.
￥13,350
￥19,330 total
includes taxes & fees
Sep 14 - Sep 15
Waterside Suites & Marina
A clear blue pool with lounge chairs, a thatched umbrella, and palm trees.
A beachside seating area with two white Adirondack chairs and a small table under a thatched roof structure.
A resort with a pool, lounge chairs, and a dock.
A beach with a boat docked near the shore, a thatched-roof structure, and palm trees.

9. Amoray Dive Resort

Amoray Dive Resort
Key Largo
  • Tranquil poolside paradise meets private beach access for sun-soaked water adventures.
￥14,189
￥20,306 total
includes taxes & fees
Sep 17 - Sep 18
Amoray Dive Resort
A resort with a pool, cabanas, and a waterway.
A resort with a pool, multiple buildings, and a waterfront view.
A wooden dock extending into calm water, with tables and chairs under umbrellas, and a thatched-roof building in the background.
A modern kitchen with a built-in stove, a large island, and a view to a balcony with outdoor seating.

10. Dove Creek Resort & Marina, Trademark Collection by Wyndham

Dove Creek Resort & Marina, Trademark Collection by Wyndham
Key Largo
  • Dive into blissful poolside relaxation at this marina-side retreat with a heated outdoor pool and hot tub.
￥15,041
￥21,784 total
includes taxes & fees
Sep 17 - Sep 18
Dove Creek Resort & Marina, Trademark Collection by Wyndham
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

Garden Inn Homestead/Everglades/Gateway to Keys

Garden Inn Homestead/Everglades/Gateway to Keys

10/10 Excellent
"Super clean"
Osvir 1-night trip
Posted 1 hour ago
Garden Inn Homestead/Everglades/Gateway to Keys
Playa Largo Resort & Spa, Autograph Collection

Playa Largo Resort & Spa, Autograph Collection

10/10 Excellent
"Super good resorts"
Danilo 2-night trip
Posted 1 hour 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 11 hours ago
Lime Tree Bay Resort
Floridian Hotel

Floridian Hotel

10/10 Excellent
"Excelente, cómodo, buena ubicación"
Nelson 1-night trip
Posted 21 hours 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 2 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. Waterside Suites & Marina: Hotel, 7-minute walk from John Pennekamp Coral Reef State Park. Features complimentary wireless internet access, an outdoor pool, and kitchens. Chesapeake Beach Resort: Offers a private beach, 2 outdoor pools, and daily.
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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