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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 8 - Oct 9
Tomorrow
Oct 9 - Oct 10
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 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.

1. Cheeca Lodge & Spa

Cheeca Lodge & Spa
Matecumbe
  • Tropical paradise swim experience awaits with three refreshing pools and poolside service.
￥20,741
￥34,902 total
includes taxes & fees
Oct 13 - Oct 14
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 beach with palm trees, a dock, and lounge chairs.
A hotel room with a sofa, a small round table, a desk with a chair, and a view of the sea through large windows.

2. Amara Cay Resort

Amara Cay Resort
Matecumbe
  • Splash into serenity at this resort's private beach and outdoor pool with lounge chairs and umbrellas.
￥22,958
￥37,382 total
includes taxes & fees
Oct 18 - Oct 19
Amara Cay Resort
A swimming pool with lounge chairs and umbrellas, surrounded by palm trees and a building with a red facade.
A spacious dining area with a central island, multiple tables, and chairs.
A reception area with two wooden reception desks, a blue and white geometric wall design, and a wooden ceiling with recessed lighting.
A Holiday Inn Express hotel with a modern design, featuring a large parking lot, palm trees, and a well-lit entrance.

3. 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.
￥15,168
￥17,140 total
includes taxes & fees
Oct 11 - Oct 12
Holiday Inn Express & Suites Florida City by IHG
A clear blue pool with lounge chairs and palm trees.
A beach with palm trees, lounge chairs, and a clear view of the ocean.
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.

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.
￥20,600
￥23,175 total
includes taxes & fees
Oct 14 - Oct 15
Hampton Inn Key Largo Manatee Bay
A poolside area with blue chairs and a thatched-roof structure.
A spacious bar area with high ceilings and large windows, offering views of the ocean.
A beach with thatched umbrellas, palm trees, and blue lounge chairs.
A spacious living room with large windows, comfortable seating, and decorative plants.

5. Reefhouse Resort & Marina

Reefhouse Resort & Marina
Key Largo
  • Dive into coastal bliss with a splashy pool scene and beachfront perks for aquatic adventures.
￥34,602
￥45,248 total
includes taxes & fees
Oct 13 - Oct 14
Reefhouse Resort & Marina
A rectangular swimming pool with a tiled edge, surrounded by a white fence and palm trees.
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.
A modern kitchen with wooden cabinets, a white countertop, and pendant lighting.
A hotel room with two beds, a bedside table with a clock and a plant, and a wall-mounted light fixture.

6. 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.
￥14,860
￥16,791 total
includes taxes & fees
Oct 20 - Oct 21
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 waterfront hotel with multiple floors, palm trees, and a calm reflective pool.
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 beach with palm trees and lounge chairs.

7. Chesapeake Beach Resort

Chesapeake Beach Resort
Matecumbe
  • Splash into paradise with two stunning outdoor pools overlooking a private white sand beach.
￥22,161
￥33,820 total
includes taxes & fees
Oct 14 - Oct 15
Chesapeake Beach Resort
A swimming pool with a poolside area, palm trees, and a building with a balcony.
A modern hotel lobby with a long reception desk, seating area, and a dining section.
A reception area with a stone mosaic counter, a large wall-mounted TV, and a seating area with tables and chairs.
A hotel room with a bed, bedside tables, a TV, a dining table, and a red sofa.

8. Best Western Gateway to the Keys

Best Western Gateway to the Keys
Florida City
  • Tranquil Florida pool oasis makes a splash with loungers and umbrellas for all-day sun.
￥10,937
￥12,359 total
includes taxes & fees
Oct 14 - Oct 15
Best Western Gateway to the Keys
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 living room with a view of turquoise waters, a white sofa, a glass coffee table, and a wicker chair.
A table with a glass pitcher, a glass with a slice of lime, and a plate with raspberries and a sprig of rosemary.
A balcony with white wicker furniture, a table with a drink and snacks, and a view of the ocean.

9. 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.
￥43,921
￥58,123 total
includes taxes & fees
Oct 18 - Oct 19
Baker's Cay Resort Key Largo, Curio Collection by Hilton
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.
Terrace/patio

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.
￥19,570
￥29,126 total
includes taxes & fees
Oct 13 - Oct 14
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

Waterside Suites & Marina

Waterside Suites & Marina

10/10 Excellent
"Stayed for 2days. Pretty good experience with resort. Highly recommended."
Wenjing 1-night trip
Posted 20 hours ago
Waterside Suites & Marina
Chesapeake Beach Resort

Chesapeake Beach Resort

10/10 Excellent
"Boo"
Francis X 5-night trip
Posted 22 hours ago
Chesapeake Beach Resort
Reefhouse Resort & Marina

Reefhouse Resort & Marina

10/10 Excellent
"Está es mi segunda vez , visitando el resort, la atención es muy buena , la limpieza un 10 de 10 , la piscina tiene buen horario, Carlos en el mejor bartender , el único inconveniente es que cierran el bar muy temprano, porque ? Sería bueno que estuviera abierto hasta más tarde"
Malinayi 1-night trip
Posted 1 day ago
Reefhouse Resort & Marina
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 2 days 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 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. 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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