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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 1 - Oct 2
Tomorrow
Oct 2 - Oct 3
This weekend
Oct 2 - Oct 4
Next weekend
Oct 9 - Oct 11

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.
￥20,642
￥34,735 total
includes taxes & fees
Oct 4 - Oct 5
Cheeca Lodge & Spa
A resort pool with palm trees, beach chairs, and umbrellas.
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.
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.
￥22,388
￥36,699 total
includes taxes & fees
Oct 18 - Oct 19
Amara Cay 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 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.
A hammock on a sandy beach with a view of the sea and a tree overhead.

3. 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.
￥43,746
￥57,890 total
includes taxes & fees
Oct 12 - Oct 13
Baker's Cay Resort Key Largo, Curio Collection by Hilton
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 reception area with two wooden reception desks, a blue and white geometric wall design, and a wooden ceiling with recessed lighting.
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.
￥15,108
￥17,072 total
includes taxes & fees
Oct 4 - Oct 5
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 beach with palm trees and lounge chairs.
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 balcony with two blue lounge chairs, a wooden ceiling, and a view of the ocean and palm trees.

5. Chesapeake Beach Resort

Chesapeake Beach Resort
Matecumbe
  • Splash into paradise with two stunning outdoor pools overlooking a private white sand beach.
￥22,080
￥33,696 total
includes taxes & fees
Oct 14 - Oct 15
Chesapeake Beach 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 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.

6. 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.
￥18,308
￥20,596 total
includes taxes & fees
Oct 15 - Oct 16
Hampton Inn Key Largo Manatee Bay
A poolside area with blue chairs and a thatched-roof structure.
A spacious living room with large windows, comfortable seating, and decorative plants.
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.

7. Reefhouse Resort & Marina

Reefhouse Resort & Marina
Key Largo
  • Dive into coastal bliss with a splashy pool scene and beachfront perks for aquatic adventures.
￥34,464
￥45,068 total
includes taxes & fees
Oct 4 - Oct 5
Reefhouse Resort & Marina
A rectangular swimming pool with a tiled edge, surrounded by a white fence and palm trees.
A modern living room with a sofa, chairs, a coffee table, and a fireplace.
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.

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.
￥14,801
￥16,725 total
includes taxes & fees
Oct 11 - Oct 12
Fairfield by Marriott Inn & Suites Homestead Florida City
A resort with a swimming pool, lounge chairs, and palm trees.
A balcony with wicker furniture and a view of the ocean and palm trees.
Terrace/patio
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.
￥18,182
￥27,536 total
includes taxes & fees
Oct 4 - Oct 5
Lime Tree Bay Resort
An aerial view of a resort with two swimming pools surrounded by palm trees and sun loungers.
A paved pathway leading to a beach with palm trees and a view of the ocean.
A bar area with a wooden counter, bar stools, and potted plants.
A wooden pier leading to a beach with palm trees and a row of beach huts.

10. Islander Resort

Islander Resort
Matecumbe
  • Dive into this Florida Keys paradise with two shimmering pools, beachside bars, and water adventures waiting for you.
￥43,356
￥60,286 total
includes taxes & fees
Oct 28 - Oct 29
Islander 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

Reefhouse Resort & Marina

Reefhouse Resort & Marina

10/10 Excellent
"Nice property. Disappointed we could not check in earlier."
Marcus B. 2-night trip
Posted 2 hours ago
Reefhouse Resort & Marina
Bayside Inn Key Largo

Bayside Inn Key Largo

10/10 Excellent
"Always my to go place in the Keys! Very friendly staff. Clean rooms."
Lisandra 2-night trip
Posted 10 hours ago
Bayside Inn Key Largo
Garden Inn Homestead/Everglades/Gateway to Keys

Garden Inn Homestead/Everglades/Gateway to Keys

10/10 Excellent
"Clean room and nice breakfast and plenty of parking. ."
Rory 10-night trip
Posted 13 hours ago
Garden Inn Homestead/Everglades/Gateway to Keys
Cheeca Lodge & Spa

Cheeca Lodge & Spa

8/10 Good
"The room was a little loud from the A/C unit but great stay"
Benjamin 2-night trip
Posted 16 hours ago
Cheeca Lodge & Spa
Chesapeake Beach Resort

Chesapeake Beach Resort

10/10 Excellent
"Great place"
Juan 4-night trip
Posted 21 hours ago
Chesapeake Beach Resort
Lime Tree Bay Resort

Lime Tree Bay Resort

10/10 Excellent
"Beautiful location, great amenities, and comfortable rooms"
Michael 7-night trip
Posted 2 days ago
Lime Tree Bay Resort
Islander Resort

Islander Resort

10/10 Excellent
"It great amenities but pools are small."
Jaily 2-night trip
Posted 2 days ago
Islander Resort
Amara Cay Resort

Amara Cay Resort

8/10 Good
"This resort was absolutely beautiful!! The pool was amazing, a resort style pool. The resort had its own private beach area and a dock. Had plenty of seating everywhere, many cool sitting areas around the property. The only negative thing I could say is that the staff didn’t pick up trash and towels around the pool which seemed odd and it was off season so it wasn’t busy. It’s such a beautiful resort that I would think that would be a priority to keep it clean. Another cool thing is that they have a water taxi and shuttle to their 2 sister resorts which you can utilize all of those amenities as well. They also included bike rentals, paddle boards and kayaking on site which is convenient. You can also bring your private boat there and leave it at the dock for a fee. I would absolutely stay there again!"
Melissa 1-night trip
Posted 3 days ago
Amara Cay Resort
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

10/10 Excellent
"Ya’ll just need a microwave."
Nathalee 3-night trip
Posted 3 days ago
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio 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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