A large flock of flamingos standing in shallow water.

Find Hotels with a Pool in Flamingo, FL

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Flamingo Hotels with a Pool

Tonight
Oct 19 - Oct 20
Tomorrow
Oct 20 - Oct 21
This weekend
Oct 23 - Oct 25
Next weekend
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 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.
￥24,836
￥39,496 total
includes taxes & fees
Oct 20 - Oct 21
Cheeca Lodge & Spa
A resort pool with palm trees, beach chairs, and umbrellas.
A beach with palm trees, a dock, and lounge chairs.
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.

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.
￥24,700
￥39,343 total
includes taxes & fees
Nov 16 - Nov 17
Amara Cay Resort
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 hotel room with a kitchenette, two beds, a desk, a television, and a ceiling fan.
A resort with a thatched-roof structure, palm trees, and lounge chairs on a sandy beach.

3. 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.
￥18,872
￥21,231 total
includes taxes & fees
Oct 25 - Oct 26
Hampton Inn Key Largo Manatee Bay
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.

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 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.
A waterfront hotel with multiple floors, palm trees, and a calm reflective pool.

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 living room with large windows, comfortable seating, and decorative plants.
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.

6. Reefhouse Resort & Marina

Reefhouse Resort & Marina
Key Largo
  • Dive into coastal bliss with a splashy pool scene and beachfront perks for aquatic adventures.
￥34,606
￥45,254 total
includes taxes & fees
Oct 22 - Oct 23
Reefhouse Resort & Marina
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 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.

7. 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
An aerial view of a resort with two large swimming pools surrounded by palm trees and lounge chairs.
A balcony with white wicker furniture, a table, and a view of the sea.
A table with a glass pitcher, a glass with a slice of lime, and a plate with raspberries and a sprig of rosemary.
Restaurant

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.
￥42,631
￥56,672 total
includes taxes & fees
Oct 29 - Oct 30
Baker's Cay Resort Key Largo, Curio Collection by Hilton
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.
Terrace/patio
A spacious living area with a large island, wooden furniture, and a ceiling fan.

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 20 - Oct 21
Lime Tree Bay Resort
A swimming pool with a poolside area, palm trees, and a building with a balcony.
A spacious room with large windows, a coffee table, and two armchairs with yellow cushions.
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.

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

Cheeca Lodge & Spa

Cheeca Lodge & Spa

8/10 Good
"Beautiful resort"
Patricia 2-night trip
Posted less than an hour ago
Cheeca Lodge & Spa
Bayside Inn Key Largo

Bayside Inn Key Largo

10/10 Excellent
"We love it here and will continue to return as much as possible:) Great staff and the views and beach area are fabulous."
Shelley 1-night trip
Posted 1 hour ago
Bayside Inn Key Largo
Waterside Suites & Marina

Waterside Suites & Marina

10/10 Excellent
"The hotel was conveniently located, close to all the main attractions in Key Largo, which made it easy to get around. The room was cozy and comfortable. The only downside was that the room was on the second floor, which was a bit inconvenient. Overall, it was a nice stay and a good location for exploring the area."
Daniela 2-night trip
Posted 1 hour ago
Waterside Suites & Marina
Chesapeake Beach Resort

Chesapeake Beach Resort

10/10 Excellent
"Loved all other then HAVING to walk or drive to Wahoo's for dinner. I was absolutely fine with it but believe it could be an issue for some"
Gerard 1-night trip
Posted 3 hours ago
Chesapeake Beach Resort
Baker's Cay Resort Key Largo, Curio Collection by Hilton

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

10/10 Excellent
"clean room and very unique location. The breakfast was just ok and overpriced"
Anna 1-night trip
Posted 14 hours ago
Baker's Cay Resort Key Largo, Curio Collection by Hilton
Floridian Hotel

Floridian Hotel

10/10 Excellent
"Clean"
Calvin 1-night trip
Posted 18 hours ago
Floridian Hotel
Islander Resort

Islander Resort

10/10 Excellent
"We had an incredible stay here. Great views, delicious food, and the staff went above and beyond to make our stay exceptional. We already can’t wait to come back!"
Michaela 1-night trip
Posted 1 day ago
Islander Resort
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 2 days ago
Reefhouse Resort & 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.

Explore a world of travel with Expedia