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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 10 - Oct 11
Tomorrow
Oct 11 - Oct 12
Next weekend
Oct 16 - Oct 18
In two weeks
Oct 23 - Oct 25

Our top choices for Flamingo hotels with a pool

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

1. Cheeca Lodge & Spa

Cheeca Lodge & Spa
Matecumbe
  • Tropical paradise swim experience awaits with three refreshing pools and poolside service.
￥26,262
￥41,091 total
includes taxes & fees
Oct 13 - Oct 14
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 Holiday Inn Express hotel with a modern design, featuring a large parking lot, palm trees, and a well-lit entrance.
A spacious dining area with a central island, multiple tables, and chairs.

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.
￥13,322
￥15,053 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 hotel room with a sofa, a small round table, a desk with a chair, and a view of the sea through large windows.
A beach with palm trees, a dock, and lounge chairs.
A balcony with a view of a beach, palm trees, and a pool.

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.
￥22,210
￥36,533 total
includes taxes & fees
Oct 21 - Oct 22
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.
￥20,587
￥23,161 total
includes taxes & fees
Oct 21 - Oct 22
Hampton Inn Key Largo Manatee Bay
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 modern living room with a sofa, chairs, a coffee table, and a fireplace.

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.
￥14,850
￥16,781 total
includes taxes & fees
Oct 25 - Oct 26
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 balcony with two blue lounge chairs, a wooden ceiling, and a view of the ocean and palm trees.
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.
￥22,147
￥33,798 total
includes taxes & fees
Oct 14 - Oct 15
Chesapeake Beach Resort
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 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.
A living room with a view of turquoise waters, a white sofa, a glass coffee table, and a wicker chair.

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.
￥43,920
￥58,115 total
includes taxes & fees
Oct 20 - Oct 21
Baker's Cay Resort Key Largo, Curio Collection by Hilton
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.

8. Reefhouse Resort & Marina

Reefhouse Resort & Marina
Key Largo
  • Dive into coastal bliss with a splashy pool scene and beachfront perks for aquatic adventures.
￥34,580
￥45,219 total
includes taxes & fees
Oct 12 - Oct 13
Reefhouse Resort & Marina
A swimming pool with a poolside area, palm trees, and a building with a balcony.
A reception area with a stone mosaic counter, a large wall-mounted TV, and a seating area with tables and chairs.
A modern hotel lobby with a long reception desk, seating area, and a dining section.
A hotel room with a bed, bedside tables, a TV, a dining table, and a red sofa.

9. 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.
￥11,312
￥12,783 total
includes taxes & fees
Oct 12 - Oct 13
Best Western Gateway to the Keys
A resort with a swimming pool, lounge chairs, and palm trees.
Terrace/patio
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.

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.
￥19,557
￥29,107 total
includes taxes & fees
Oct 12 - Oct 13
Lime Tree Bay Resort
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Choose what matters most at hotels with a pool in Flamingo

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Flamingo Hotel Reviews

Islander Resort

Islander Resort

10/10 Excellent
"Our room was very clean. Resort staff was super nice and accommodating. Amenities were nice. Pools were clean. Resort was very peaceful."
Grayson 5-night trip
Posted 8 hours ago
Islander Resort
Lime Tree Bay Resort

Lime Tree Bay Resort

10/10 Excellent
"LOVEEEEEEED ITTTT"
katelyn 1-night trip
Posted 10 hours ago
Lime Tree Bay 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 3 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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