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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
Oct 6 - Oct 7
Tomorrow
Oct 7 - Oct 8
This weekend
Oct 9 - Oct 11
Next weekend
Oct 16 - Oct 18

Our top choices for Flamingo hotels with a pool

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 bar area with a thatched roof, wooden chairs, 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.

1. Cheeca Lodge & Spa

Cheeca Lodge & Spa
Matecumbe
  • Tropical paradise swim experience awaits with three refreshing pools and poolside service.
￥25,711
￥40,493 total
includes taxes & fees
Oct 19 - Oct 20
Cheeca Lodge & Spa
A swimming pool with lounge chairs and umbrellas, surrounded by palm trees and a building with a red facade.
A lobby with two yellow armchairs, a black coffee table, and a wall mural of a map.
A spacious dining area with a central island, multiple tables, and chairs.
A Holiday Inn Express hotel with a modern design, featuring a large parking lot, palm trees, and a well-lit entrance.

2. Holiday Inn Express & Suites Florida City by IHG

Holiday Inn Express & Suites Florida City by IHG
Florida City
  • Escape to the outdoor pool and fitness center at this Florida City hotel where sunny splashes await.
￥15,159
￥17,129 total
includes taxes & fees
Oct 11 - Oct 12
Holiday Inn Express & Suites Florida City by IHG
A resort pool with palm trees, beach chairs, and umbrellas.
A balcony with a view of a beach, palm trees, and a pool.
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.

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.
￥23,189
￥37,635 total
includes taxes & fees
Oct 20 - Oct 21
Amara Cay Resort
A clear blue pool with lounge chairs and palm trees.
A tropical garden with palm trees, various colorful plants, and a seating area with chairs.
A hotel room with a kitchenette, two beds, a desk, a television, and a ceiling fan.
A beach with palm trees, lounge chairs, and a clear view of the ocean.

4. Hampton Inn Key Largo Manatee Bay

Hampton Inn Key Largo Manatee Bay
Key Largo
  • Pool paradise awaits with breathtaking bay views and a pristine private beach just steps away.
￥20,588
￥23,162 total
includes taxes & fees
Oct 13 - Oct 14
Hampton Inn Key Largo Manatee Bay
A rectangular swimming pool with a tiled edge, surrounded by a white fence and palm trees.
A hotel room with two beds, a bedside table with a clock and a plant, and a wall-mounted light fixture.
A modern kitchen with wooden cabinets, a white countertop, and pendant lighting.
A modern hotel lobby with a stone accent wall, a flat-screen TV, a seating area with green upholstered chairs, a round coffee table, and a large window with sheer curtains.

5. Fairfield by Marriott Inn & Suites Homestead Florida City

Fairfield by Marriott Inn & Suites Homestead Florida City
Florida City
  • Sunshine escape in Florida City with a perfect poolside sanctuary for your summer getaway.
￥14,851
￥16,782 total
includes taxes & fees
Oct 14 - Oct 15
Fairfield by Marriott Inn & Suites Homestead Florida City
A swimming pool with clear blue water, surrounded by a white deck and a black metal fence.
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.
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.

6. Chesapeake Beach Resort

Chesapeake Beach Resort
Matecumbe
  • Splash into paradise with two stunning outdoor pools overlooking a private white sand beach.
￥22,430
￥34,130 total
includes taxes & fees
Oct 14 - Oct 15
Chesapeake Beach Resort
A poolside area with blue chairs and a thatched-roof structure.
A beach with thatched umbrellas, palm trees, and blue lounge chairs.
A spacious bar area with high ceilings and large windows, offering views of the ocean.
A spacious living room with large windows, comfortable seating, and decorative plants.

7. Reefhouse Resort & Marina

Reefhouse Resort & Marina
Key Largo
  • Dive into coastal bliss with a splashy pool scene and beachfront perks for aquatic adventures.
￥34,582
￥45,222 total
includes taxes & fees
Oct 8 - Oct 9
Reefhouse Resort & Marina
A coconut drink with a straw, a cherry, and a slice of fruit on a table by a pool with a waterfall and palm trees in the background.
A balcony with white wicker furniture, a table with a drink and snacks, and a view of the ocean.
A hammock on a sandy beach with a view of the sea and a tree overhead.
A table with a glass pitcher, a glass with a slice of lime, and a plate with raspberries and a sprig of rosemary.

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

Baker's Cay Resort Key Largo, Curio Collection by Hilton
Key Largo
  • Escape to a beachside oasis with two outdoor pools, a hot tub, and poolside dining and cocktails.
￥43,896
￥58,090 total
includes taxes & fees
Oct 18 - Oct 19
Baker's Cay Resort Key Largo, Curio Collection by Hilton
A pool area with a white fence, palm trees, and a building with a white exterior and multiple windows.
A wooden deck with rustic furniture, a grill, and a view of the beach and palm trees.
Living area
A beach with wooden lounge chairs, palm trees, and a clear view of the ocean.

9. La Jolla Resort

La Jolla Resort
Matecumbe
  • Splash into Florida Keys bliss with a private beach and poolside paradise perfect for sun seekers.
￥17,325
￥23,932 total
includes taxes & fees
Oct 12 - Oct 13
La Jolla Resort
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 balcony with wicker furniture and a view of the ocean and palm trees.
A spacious living area with a large island, wooden furniture, and a ceiling fan.

10. 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.
￥19,206
￥28,712 total
includes taxes & fees
Oct 8 - Oct 9
Lime Tree Bay 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

Chesapeake Beach Resort

Chesapeake Beach Resort

10/10 Excellent
"Absolutely beautiful property. The front desk staff is friendly and as helpful as you could ask for. The breakfast provided was excellent. We definitely took the opportunity to use all the activity options we could in a one-night stay. I will recommend this place to anyone and everyone."
Angie 1-night trip
Posted less than an hour ago
Chesapeake Beach Resort
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

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

10/10 Excellent
"Clean, comfortable rooms. On site amenities were fantastic!"
chris 3-night trip
Posted 9 hours ago
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Islander Resort

Islander Resort

10/10 Excellent
"We got the poolside cabana king and it was perfect! Resort was immaculate! Already want to go back!"
Cheyenne 4-night trip
Posted 9 hours ago
Islander Resort
Amara Cay Resort

Amara Cay Resort

10/10 Excellent
"Very clean resort. The pool was fabulous. The tiki bar was great. Stall friendly and helpful. Truly enjoyed my stay!"
Maureen 2-night trip
Posted 10 hours ago
Amara Cay Resort
Garden Inn Homestead/Everglades/Gateway to Keys

Garden Inn Homestead/Everglades/Gateway to Keys

10/10 Excellent
"Buena. Siempre me ospedo en ése hotel"
Ernesto 1-night trip
Posted 10 hours ago
Garden Inn Homestead/Everglades/Gateway to Keys
Waterside Suites & Marina

Waterside Suites & Marina

10/10 Excellent
"Great place. We stay here every year"
Pamela 2-night trip
Posted 13 hours ago
Waterside Suites & Marina
Reefhouse Resort & Marina

Reefhouse Resort & Marina

10/10 Excellent
"Excellent place"
Manny 4-night trip
Posted 1 day ago
Reefhouse Resort & Marina
Lime Tree Bay Resort

Lime Tree Bay Resort

10/10 Excellent
"It’s always good to visit this resort so many things to do"
Angel A 1-night trip
Posted 1 day ago
Lime Tree Bay Resort
Bayside Inn Key Largo

Bayside Inn Key Largo

10/10 Excellent
"Exactly the experience we wanted. Great views, great location, fishing off the dock."
Jean-luc 2-night trip
Posted 2 days ago
Bayside Inn Key Largo

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. Waterside Suites & Marina: Hotel, 7-minute walk from John Pennekamp Coral Reef State Park. Provides complimentary wireless internet access, an outdoor pool, and kitchens. Reefhouse Resort & Marina: Hotel, 7-minute walk from John Pennekamp Coral Reef State Park. Features a private beach, an outdoor pool, and 3 restaurants. 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 West Lake, Eco Pond, and Pa-hay-okee Trail.
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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