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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 22 - Sep 23
Tomorrow
Sep 23 - Sep 24
This weekend
Sep 25 - Sep 27
Next weekend
Oct 2 - Oct 4

Our top choices for Flamingo hotels with a pool

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.
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.
￥16,832
￥25,996 total
includes taxes & fees
Sep 24 - Sep 25
Lime Tree Bay 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 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.

2. 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.
￥10,990
￥14,872 total
includes taxes & fees
Sep 29 - Sep 30
Breezy Palms Resort
Two people relaxing on sun loungers by a poolside with a view of the ocean and palm trees in the background.
A modern hotel room with a balcony, a bed, a TV, and a dining area with chairs and a table.
A deck with two blue chairs and a white table, overlooking a body of water and palm trees.
A beachfront hotel with a pool, beach chairs, and a view of the ocean at sunset.

3. 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.
￥17,249
￥24,538 total
includes taxes & fees
Sep 23 - Sep 24
Fisher Inn Resort & Marina
A swimming pool with clear blue water, surrounded by a white deck and a black metal fence.
A waterfront hotel with multiple floors, palm trees, and a calm reflective pool.
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.

4. Chesapeake Beach Resort

Chesapeake Beach Resort
Matecumbe
  • Splash into paradise with two stunning outdoor pools overlooking a private white sand beach.
￥22,512
￥34,150 total
includes taxes & fees
Sep 28 - Sep 29
Chesapeake Beach 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 balcony with a view of palm trees and the sea, a white railing, and a table with chairs.
A bar area with a thatched roof, wooden chairs, and a view of the ocean.

5. Cheeca Lodge & Spa

Cheeca Lodge & Spa
Matecumbe
  • Tropical paradise swim experience awaits with three refreshing pools and poolside service.
￥21,798
￥36,027 total
includes taxes & fees
Sep 24 - Sep 25
Cheeca Lodge & Spa
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 dock with a boat docked at the pier, a thatched umbrella, and calm water.
A beach with palm trees, lounge chairs, and a view of the ocean.

6. 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.
￥13,998
￥15,748 total
includes taxes & fees
Sep 27 - Sep 28
Rock Reef 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.

7. La Jolla Resort

La Jolla Resort
Matecumbe
  • Splash into Florida Keys bliss with a private beach and poolside paradise perfect for sun seekers.
￥10,077
￥15,750 total
includes taxes & fees
Oct 5 - Oct 6
La Jolla Resort
A clear blue swimming pool with a metal railing, surrounded by palm trees and a view of the ocean.
Three Adirondack chairs facing a sunset over a body of water.
A beach pathway with palm trees, a lifeguard tower, and the ocean in the background.
A wooden deck with a thatched roof, wooden railings, and yellow chairs.

8. Ragged Edge Resort & Marina

Ragged Edge Resort & Marina
Islamorada
  • Dive into poolside paradise with comfy loungers at Ragged Edge Resort, a cyclist-friendly escape.
￥19,751
￥22,220 total
includes taxes & fees
Sep 24 - Sep 25
Ragged Edge Resort & Marina
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 view with palm trees and a thatched-roof structure.
A beach with a thatched umbrella, lounge chairs, and a clear view of the ocean.

9. Matecumbe Resort

Matecumbe Resort
Matecumbe
  • Dive into a tranquil paradise with private beach access and a refreshing outdoor pool.
￥19,538
￥21,980 total
includes taxes & fees
Sep 23 - Sep 24
Matecumbe Resort
A pool area with a white fence, a lifebuoy, and palm trees in the background.
A bedroom with a bed, a window with blinds, and a view of the outdoors.
A boat with a covered deck, metal railings, and a table with chairs.
A row of floating cottages with balconies and outdoor seating, docked along a waterway.

10. Treasure Harbor

Treasure Harbor
Islamorada
￥15,432
￥39,483 total
includes taxes & fees
Sep 23 - Sep 24
Treasure Harbor
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

Amara Cay Resort

Amara Cay Resort

8/10 Good
"We had a great stay and overall I would definitely return as it’s a wonderful property. The hotel rooms are spacious and clean. I appreciated the responsiveness of staff and communication via text and ability to make requests via QR code. I would say breakfast was lackluster and the service was extremely slow. Furthermore, I ordered two scrambled eggs and was served powdered eggs which tasted absolutely disgusting. I send that back, and was asked if I would like “hard shell” eggs instead. I thought this was very odd! You wouldn’t expect this at a resort of this level!"
Olga 2-night trip
Posted less than an hour ago
Amara Cay Resort
Bayside Inn Key Largo

Bayside Inn Key Largo

10/10 Excellent
"Grandma took 2 13 year old boys they loved it used the bikes the paddle boards and did lots of fishing felt very safe here will definitely visit again"
Dianna 2-night trip
Posted less than an hour ago
Bayside Inn Key Largo
Garden Inn Homestead/Everglades/Gateway to Keys

Garden Inn Homestead/Everglades/Gateway to Keys

10/10 Excellent
"Room was very clean."
Pedro 1-night trip
Posted 2 hours ago
Garden Inn Homestead/Everglades/Gateway to Keys
Chesapeake Beach Resort

Chesapeake Beach Resort

10/10 Excellent
"Great beach for the keys and great breakfast! The bar food is minimal and they don’t always open but Wahoo next door is amazing. Would definitely come back to this hotel."
Julia 1-night trip
Posted 5 hours ago
Chesapeake Beach Resort
Playa Largo Resort & Spa, Autograph Collection

Playa Largo Resort & Spa, Autograph Collection

10/10 Excellent
"Todo perfecto solo q en los Restaurantes no hay desayuno incluido, y los Plato’s están por en ima de la media de sus precios y en realidad no vale la pens pagarlos en ima de eso se demoran mucho"
Raul 2-night trip
Posted 7 hours ago
Playa Largo Resort & Spa, Autograph Collection
Baker's Cay Resort Key Largo, Curio Collection by Hilton

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

8/10 Good
"All was great, we just had an issue with a food item we ordered twice and was incorrectly doubled charged in both occasions. It looked liked a POS system issue, and the staff quickly resolved it. Other than that, everyone and everything was great. The resort is paradise by the beach ⛱️ 💯"
Luciana 1-night trip
Posted 7 hours ago
Baker's Cay Resort Key Largo, Curio Collection by Hilton
Islander Resort

Islander Resort

10/10 Excellent
"Nice pool"
Henry 1-night trip
Posted 1 day ago
Islander Resort
Reefhouse Resort & Marina

Reefhouse Resort & Marina

10/10 Excellent
"Opal takes pride ownership in running a customer service excellence resort The champagne touch is nice Thank you Dr Fajardo Garcia"
Onelia 1-night trip
Posted 1 day ago
Reefhouse Resort & Marina
Travelodge by Wyndham Florida City/Homestead/Everglades

Travelodge by Wyndham Florida City/Homestead/Everglades

8/10 Good
"Es comodo y tienes tu parqueo frente a la habitación para desayunar un poco lejos pero bien"
Robeiby 1-night trip
Posted 4 days ago
Travelodge by Wyndham 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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