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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 18 - Oct 19
Tomorrow
Oct 19 - Oct 20
Next weekend
Oct 23 - Oct 25
In two weeks
Oct 30 - Nov 1

Our top choices for Flamingo hotels with a pool

A tropical resort with a swimming pool, palm trees, and a waterfall.
A bar area with a thatched roof, wooden chairs, and a view of the ocean.
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.

1. Cheeca Lodge & Spa

Cheeca Lodge & Spa
Matecumbe
  • Tropical paradise swim experience awaits with three refreshing pools and poolside service.
￥29,245
￥44,456 total
includes taxes & fees
Oct 21 - Oct 22
Cheeca Lodge & Spa
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 beach with palm trees, lounge chairs, and a clear view of the ocean.
A hotel room with a kitchenette, two beds, a desk, a television, and a ceiling fan.

2. 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.
￥18,827
￥21,181 total
includes taxes & fees
Oct 25 - Oct 26
Hampton Inn Key Largo Manatee Bay
A resort pool with palm trees, beach chairs, and umbrellas.
A balcony with a view of a beach, palm trees, and a pool.
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 hotel room with a sofa, a small round table, a desk with a chair, and a view of the sea through large windows.

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.
￥23,937
￥38,485 total
includes taxes & fees
Oct 21 - Oct 22
Amara Cay Resort
A swimming pool with lounge chairs and umbrellas, surrounded by palm trees and a building with a red facade.
A Holiday Inn Express hotel with a modern design, featuring a large parking lot, palm trees, and a well-lit entrance.
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.

4. 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.
￥12,484
￥14,107 total
includes taxes & fees
Nov 18 - Nov 19
Holiday Inn Express & Suites Florida City by IHG
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.

5. Chesapeake Beach Resort

Chesapeake Beach Resort
Matecumbe
  • Splash into paradise with two stunning outdoor pools overlooking a private white sand beach.
￥21,921
￥33,550 total
includes taxes & fees
Oct 20 - Oct 21
Chesapeake Beach Resort
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.

6. Reefhouse Resort & Marina

Reefhouse Resort & Marina
Key Largo
  • Dive into coastal bliss with a splashy pool scene and beachfront perks for aquatic adventures.
￥31,446
￥41,699 total
includes taxes & fees
Oct 19 - Oct 20
Reefhouse Resort & Marina
An aerial view of a resort with two large swimming pools surrounded by palm trees and lounge chairs.
A table with a glass pitcher, a glass with a slice of lime, and a plate with raspberries and a sprig of rosemary.
A child sitting on a beach with sand toys and a green bucket nearby.
A balcony with white wicker furniture, a table, and a view of the sea.

7. 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.
￥42,631
￥56,672 total
includes taxes & fees
Oct 28 - Oct 29
Baker's Cay Resort Key Largo, Curio Collection by Hilton
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 living room with a sofa, chairs, a coffee table, and a fireplace.
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.

8. 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.
￥14,862
￥16,793 total
includes taxes & fees
Oct 27 - Oct 28
Fairfield by Marriott Inn & Suites Homestead Florida City
A resort with a swimming pool, lounge chairs, and palm trees.
Terrace/patio
A balcony with wicker furniture and a view of the ocean 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.

9. 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.
￥19,572
￥29,129 total
includes taxes & fees
Oct 19 - Oct 20
Lime Tree Bay 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 spacious room with large windows, a coffee table, and two armchairs with yellow cushions.

10. 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.
￥11,602
￥13,111 total
includes taxes & fees
Oct 25 - Oct 26
Best Western Gateway to the Keys
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
"Very professional reception, room clean staff very polite"
Rene 1-night trip
Posted less than an hour ago
Chesapeake Beach Resort
Amara Cay Resort

Amara Cay Resort

10/10 Excellent
"Pool side bar On the ocean Very clean and friendly"
Ronald 2-night trip
Posted 2 hours ago
Amara Cay Resort
Bayside Inn Key Largo

Bayside Inn Key Largo

10/10 Excellent
"The room was very clean and comfortable. Best shower ever! Nice shampoo, conditioner, and body lotion. Great fluffy towels, and ice cold air conditioning… What more could you want? Great location next to snooks restaurant/bar. Refreshing little pool next to a beach if you wanna sit in the sand. Cute chickens, roosters, and iguanas roaming around. Walking distance to Burger King, Starbucks, sandal, factory, Walgreens… Just a great hotel and a great location!"
Susan 7-night trip
Posted 18 hours ago
Bayside Inn Key Largo
Islander Resort

Islander Resort

10/10 Excellent
"Great resort for families with children"
Bryan 4-night trip
Posted 19 hours ago
Islander Resort
Floridian Hotel

Floridian Hotel

10/10 Excellent
"Excellent everything."
Aney 3-night trip
Posted 19 hours ago
Floridian Hotel
Reefhouse Resort & Marina

Reefhouse Resort & Marina

8/10 Good
"Room are a little dated but overall nice. Pool and beach area were well maintained. We got couples massages and those were great. Pricing for them was reasonable. We would come back again!"
Austin 3-night trip
Posted 1 day ago
Reefhouse Resort & Marina
Waterside Suites & Marina

Waterside Suites & Marina

10/10 Excellent
"Esther was really helpful. Very nice and professional. Room was spotless!! Balcony with a beautiful view."
Manuel 1-night trip
Posted 4 days ago
Waterside Suites & Marina

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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