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

Find Hotels with a Pool in Flamingo, FL

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.

Where to?

Dates

November 2026

December 2026

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 prices for these dates

Tonight

Tomorrow

This weekend

Next weekend

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.

￥17,142 total

includes taxes & fees

Nov 16 - Nov 17

A beach with palm trees, lounge chairs, and a clear view of the ocean.

2. Hampton Inn Key Largo Manatee Bay

Key Largo

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

￥23,181 total

includes taxes & fees

Nov 30 - Dec 1

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

3. Fairfield by Marriott Inn & Suites Homestead Florida City

Florida City

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

￥16,794 total

includes taxes & fees

Nov 16 - Nov 17

A dining area with tables set for two, overlooking a beach with palm trees and a sunset view.

4. Reefhouse Resort & Marina

Key Largo

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

￥45,250 total

includes taxes & fees

Nov 30 - Dec 1

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

5. Best Western Gateway to the Keys

Florida City

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

￥12,823 total

includes taxes & fees

Dec 7 - Dec 8

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

6. Cheeca Lodge & Spa

Matecumbe

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

￥43,784 total

includes taxes & fees

Nov 15 - Nov 16

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

7. 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.

￥55,498 total

includes taxes & fees

Nov 29 - Nov 30

A resort pool with palm trees, beach chairs, and umbrellas.

8. Amara Cay Resort

Matecumbe

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

￥40,535 total

includes taxes & fees

Nov 16 - Nov 17

A swimming pool with lounge chairs and a pergola.

9. 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.

￥24,744 total

includes taxes & fees

Nov 16 - Nov 17

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.

￥25,437 total

includes taxes & fees

Nov 30 - Dec 1

View all properties

Choose what matters most at hotels with a pool in Flamingo

Breakfast included

4 stars

Top Flamingo Hotel Reviews

Reefhouse Resort & Marina

Key Largo

10/10 Excellent

Deb

Holiday Inn Express & Suites Florida City by IHG

Florida City

10/10 Excellent

Ann-Marie

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

Hampton Inn Key Largo Manatee Bay

Key Largo

10/10 Excellent

Samuel

A beach with palm trees and lounge chairs.

Chesapeake Beach Resort

Matecumbe

10/10 Excellent

Paco

A resort with a swimming pool, lounge chairs, and palm trees.

Lime Tree Bay Resort

Long Key

10/10 Excellent

Jack

A swimming pool with a 5 ft depth marker, surrounded by palm trees and lounge chairs.

Atlantic Bay Resort

Tavernier

10/10 Excellent

Emily

A pool area with lounge chairs and a covered seating area.

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.

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

Key Largo

10/10 Excellent

The property is beautiful. Well maintained and the beach is gorgeous. Our room was clean but could use a coat of paint. The activities at the beach are wonderful. Kayaking and paddle boarding was fun. The hut at the beach for drinks is cute but it’s $20 for one drink with all the fees they add on. The food was meh. There are much better places to eat for the money. Also, there is a $49 a day resort charge that we were unaware of. With all the being said, we plan on going back. Just a little more...

Kathleen

A resort with a pool, palm trees, and beach chairs.

Coconut Palm Inn

Tavernier

10/10 Excellent

A beautiful, hidden gem right on the water. They have kayaks and paddleboards to use with no cost. Complimentary breakfast, smores and wine. Everything was cleaned well. All the staff was friendly and helpful, especially Ashley. We were beyond impressed with the communication and helpfulness. We spoke to the gentleman who was renovating the rooms (even when he worked it was a quiet and peaceful place), and learned there will soon be a houseboat as a room to rent.

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

Islander Resort

Matecumbe

10/10 Excellent

Patrick

Fairfield by Marriott Inn & Suites Homestead Florida City

Florida City

10/10 Excellent

Gissell

A beach hut with a thatched roof, surrounded by lounge chairs and a picnic table, overlooking a calm sea.

Rock Reef Resort

Rock Harbor

10/10 Excellent

Jackson

A pool area with lounge chairs and umbrellas, a clear sky, and palm trees.

Playa Largo Resort & Spa, Autograph Collection

Rock Harbor

10/10 Excellent

jose

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

A beach with rows of sun loungers and palm trees.

Ragged Edge Resort & Marina

Islamorada

10/10 Excellent

Alejandro

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

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

Big Pine Key Vacation Rentals
Standard Link for Big Pine Key Vacation Rentals

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. Fairfield by Marriott Inn & Suites Homestead Florida City

4. Reefhouse Resort & Marina

5. Best Western Gateway to the Keys

6. Cheeca Lodge & Spa

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

8. Amara Cay Resort

9. Home2 Suites by Hilton Florida City, FL

10. Courtyard by Marriott Key Largo

Choose what matters most at hotels with a pool in Flamingo

Top Flamingo Hotel Reviews

Reefhouse Resort & Marina

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