The Best Hotels with a Pool in Flamingo, FL from ￥11,470 in 2026

Q: 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.

A calm waterway flanked by dense mangrove trees under a clear sky.

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Our top choices for Flamingo hotels with a pool

A swimming pool with lounge chairs and umbrellas, surrounded by palm trees and a building with a red facade.

1. 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.

￥15,954 total

includes taxes & fees

Nov 15 - Nov 16

A clear blue pool with lounge chairs and palm trees.

2. Hampton Inn Key Largo Manatee Bay

Key Largo

Pool paradise awaits with breathtaking bay views and a pristine private beach just steps away.

￥20,480 total

includes taxes & fees

Nov 29 - Nov 30

A resort pool area with lounge chairs and umbrellas, a clear view of the ocean, and a sandy beach.

3. Reefhouse Resort & Marina

Key Largo

Dive into coastal bliss with a splashy pool scene and beachfront perks for aquatic adventures.

￥45,737 total

includes taxes & fees

Nov 29 - Nov 30

A swimming pool with a poolside area, palm trees, and a building with a balcony.

4. Best Western Gateway to the Keys

Florida City

Tranquil Florida pool oasis makes a splash with loungers and umbrellas for all-day sun.

￥12,962 total

includes taxes & fees

Dec 7 - Dec 8

A rectangular swimming pool with a tiled edge, surrounded by a white fence and palm trees.

5. Fairfield by Marriott Inn & Suites Homestead Florida City

Florida City

Sunshine escape in Florida City with a perfect poolside sanctuary for your summer getaway.

￥16,973 total

includes taxes & fees

Nov 19 - Nov 20

An aerial view of a resort with a central swimming pool surrounded by palm trees and a sandy beach.

6. 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.

￥56,095 total

includes taxes & fees

Nov 29 - Nov 30

A tropical resort with a swimming pool, palm trees, and a waterfall.

7. Cheeca Lodge & Spa

Matecumbe

Tropical paradise swim experience awaits with three refreshing pools and poolside service.

￥44,255 total

includes taxes & fees

Nov 16 - Nov 17

A swimming pool with lounge chairs and a pergola.

8. Home2 Suites by Hilton Florida City, FL

Florida City

Vibrant Florida City pool oasis invites travelers to soak up the sun by day and unwind at night.

￥23,531 total

includes taxes & fees

Dec 6 - Dec 7

A swimming pool with palm trees and lounge chairs.

9. Amara Cay Resort

Matecumbe

Splash into serenity at this resort's private beach and outdoor pool with lounge chairs and umbrellas.

￥40,671 total

includes taxes & fees

Nov 17 - Nov 18

A pool area with lounge chairs, a thatched umbrella, and a marina in the background.

10. Courtyard by Marriott Key Largo

Key Largo

Pristine pool sanctuary beckons guests to unwind, with marina views and water adventures just steps away in Key Largo.

￥25,713 total

includes taxes & fees

Nov 29 - Nov 30

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Choose what matters most at hotels with a pool in Flamingo

Breakfast included

4 stars

Top Flamingo Hotel Reviews

A resort with a swimming pool surrounded by palm trees and beach chairs.

Lime Tree Bay Resort

Long Key

10/10 Excellent

Jack

A swimming pool with clear blue water, surrounded by a white deck and a black metal fence.

Chesapeake Beach Resort

Matecumbe

10/10 Excellent

Paco

A clear blue pool surrounded by palm trees and a thatched-roof structure, with a sign indicating no diving.

Kona Kai Resort and Gallery - Adults Only

Rock Harbor

10/10 Excellent

Audrey

An aerial view of a resort with multiple buildings, a swimming pool, and a beachfront.

Dolphin Point Villas

Key Largo

10/10 Excellent

We stayed here on our way back from key west to lighten trip to FLL airport. We were in love with this place! Every thing about it, location, the high ceilings, the incredibly comfortable beds-the brand new smell of all dwellings. I also was in love with the toiletries that were provided!!! Never have I love a hotel toiletry before. All staff was very professional and friendly. The sunset on the pier was incredible, and our suite was overlooking the pool and it was amazing for a late night swim,...

Sherrie L.

Holiday Inn Express & Suites Florida City by IHG

Florida City

10/10 Excellent

Ann-Marie

A pool area with a view of the ocean, surrounded by palm trees and a clear sky.

Rock Reef Resort

Rock Harbor

10/10 Excellent

Jackson

A swimming pool with a lifeguard chair, red lounge chairs, and a thatched-roof structure.

Atlantic Bay Resort

Tavernier

10/10 Excellent

Emily

Hampton Inn Key Largo Manatee Bay

Key Largo

10/10 Excellent

Samuel

A pool area with a white fence, palm trees, and a building with a white exterior and multiple windows.

La Jolla Resort

Matecumbe

10/10 Excellent

Kathleen

Reefhouse Resort & Marina

Key Largo

10/10 Excellent

Deb

Amara Cay Resort

Matecumbe

10/10 Excellent

Kasha

A clear blue swimming pool with a metal railing, surrounded by palm trees and a view of the ocean.

Ragged Edge Resort & Marina

Islamorada

10/10 Excellent

Alejandro

An aerial view of a resort with two swimming pools surrounded by palm trees and sun loungers.

Islander Resort

Matecumbe

10/10 Excellent

Patrick

A Staywell Hotel with a registration sign, palm trees, and a well-lit entrance.

Staywell Hotel Florida City-Homestead

Florida City

10/10 Excellent

Jeffrey

A swimming pool with lounge chairs and a building with balconies.

Matecumbe Resort

Matecumbe

10/10 Excellent

Tammy

A clear blue pool surrounded by palm trees and a thatched-roof structure, with a view of the ocean in the background.

Coconut Cove Resort and Marina

Islamorada

10/10 Excellent

This is my second time staying here. It's a laid-back, extremely quiet place, so if you're looking for the party vibe, definitely not for you. The "beach" is really no more than a mangrove swamp, but that's typical of the Keys. For beaches, look elsewhere in Florida. The pool makes up for it, though. It is absolutely beautiful, with a waterfall and a chiller, so the water is always cool and refreshing even at the height of summer. And best of all: the pool is open 24 hours! This place is super...

Ricardo

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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Find Hotels with a Pool in Flamingo, FL

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Flamingo hotels with a pool

1. Holiday Inn Express & Suites Florida City by IHG

2. Hampton Inn Key Largo Manatee Bay

3. Reefhouse Resort & Marina

4. Best Western Gateway to the Keys

5. Fairfield by Marriott Inn & Suites Homestead Florida City

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

7. Cheeca Lodge & Spa

8. Home2 Suites by Hilton Florida City, FL

9. Amara Cay Resort

10. Courtyard by Marriott Key Largo

Choose what matters most at hotels with a pool in Flamingo

Top Flamingo Hotel Reviews

Lime Tree Bay Resort

10/10 Excellent

Frequently Asked Questions

What are some accommodations with pools in Flamingo?

What is there to see and do in Flamingo?

When is the best time to book a hotel with a pool in Flamingo?

Explore a world of travel with Expedia