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 16 - Oct 17
Tomorrow
Oct 17 - Oct 18
This weekend
Oct 16 - Oct 18
Next weekend
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 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 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.
￥29,256
￥44,472 total
includes taxes & fees
Oct 19 - Oct 20
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 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.

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.
￥22,973
￥37,407 total
includes taxes & fees
Oct 20 - Oct 21
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 resort with a thatched-roof structure, palm trees, and lounge chairs on a sandy beach.
A tropical garden with palm trees, various colorful plants, and a seating area with chairs.

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.
￥18,055
￥20,313 total
includes taxes & fees
Oct 26 - Oct 27
Hampton Inn Key Largo Manatee Bay
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.

4. Chesapeake Beach Resort

Chesapeake Beach Resort
Matecumbe
  • Splash into paradise with two stunning outdoor pools overlooking a private white sand beach.
￥22,175
￥33,840 total
includes taxes & fees
Oct 20 - Oct 21
Chesapeake Beach 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 lobby with two yellow armchairs, a black coffee table, and a wall mural of a map.
A reception area with two wooden reception desks, a blue and white geometric wall design, and a wooden ceiling with recessed lighting.

5. 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.
￥12,490
￥14,114 total
includes taxes & fees
Nov 16 - Nov 17
Holiday Inn Express & Suites Florida City by IHG
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 balcony with two wicker chairs and a small table, overlooking a calm sea and distant islands.
A modern living room with a view of the ocean, a comfortable chair, a small table, and a decorative plant.

6. 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.
￥42,652
￥56,700 total
includes taxes & fees
Oct 28 - Oct 29
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.
A spacious living area with a large island, wooden furniture, and a ceiling fan.
Terrace/patio

7. 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.
￥19,582
￥29,145 total
includes taxes & fees
Oct 18 - Oct 19
Lime Tree Bay Resort
A rectangular swimming pool with a tiled edge, surrounded by a white fence and palm trees.
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.
A modern living room with a sofa, chairs, a coffee table, and a fireplace.

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.
￥14,867
￥16,799 total
includes taxes & fees
Oct 29 - Oct 30
Fairfield by Marriott Inn & Suites Homestead Florida City
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 beachfront property with a balcony overlooking the sea, palm trees, and a well-lit outdoor seating area.
A beach with thatched umbrellas, palm trees, and blue lounge chairs.

9. Reefhouse Resort & Marina

Reefhouse Resort & Marina
Key Largo
  • Dive into coastal bliss with a splashy pool scene and beachfront perks for aquatic adventures.
￥34,620
￥45,271 total
includes taxes & fees
Oct 19 - Oct 20
Reefhouse Resort & Marina
A clear blue pool surrounded by palm trees and a thatched-roof structure, with a view of the ocean in the background.
A beachside resort with thatched-roof huts, palm trees, and a sandy area with rocks and wooden chairs.
A beach with palm trees, a thatched-roof hut, and lounge chairs.
A resort with thatched-roof structures, palm trees, and a sandy beach area.

10. Coconut Cove Resort and Marina

Coconut Cove Resort and Marina
Islamorada
  • Splash into vacation mode at a Florida Keys gem with 24-hour pool access for endless aquatic adventures.
￥23,554
￥26,499 total
includes taxes & fees
Oct 26 - Oct 27
Coconut Cove Resort and Marina
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

Islander Resort

Islander Resort

10/10 Excellent
"Very nice experience and cosy hotel in the Keys, super recommended!"
Clara 1-night trip
Posted 6 hours ago
Islander Resort
Chesapeake Beach Resort

Chesapeake Beach Resort

10/10 Excellent
"Great location"
Dianne 5-night trip
Posted 9 hours ago
Chesapeake Beach Resort
Lime Tree Bay Resort

Lime Tree Bay Resort

10/10 Excellent
"What to say really. We had a n absolute nightmare of a day on our way down to the hotel. We were due to land at Key West at 1200 but that turned into landing in Miami and then an 8 hour delay before finally touching down. The staff at the hotel were great contacting us throughout the day and being so friendly and attentive! We arrived finally at the hotel at 2230 and Robin at the check in was so fantastic staying back for us to be able to be checked in! We even got an upgrade. The only downside was due to the mess caused by flights, we were in the room for just a few hours. The resort was beautiful. The view from The balcony to the sea. The room was just so unbelievable it was like the stuff you get in dreams. Such a beautiful resort, beautiful room and I am certain we will be back! Thank you!"
Peter 1-night trip
Posted 19 hours ago
Lime Tree Bay Resort
Reefhouse Resort & Marina

Reefhouse Resort & Marina

10/10 Excellent
"The room was clean and the property was beautiful."
Darryl 2-night trip
Posted 23 hours ago
Reefhouse Resort & Marina
Best Western Gateway to the Keys

Best Western Gateway to the Keys

10/10 Excellent
"Clean room. Staffs are friendly and helpful"
Rosemarie 3-night trip
Posted 1 day ago
Best Western Gateway to the Keys
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 2 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.

Explore a world of travel with Expedia