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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
Sep 3 - Sep 4
Tomorrow
Sep 4 - Sep 5
This weekend
Sep 4 - Sep 6
Next weekend
Sep 11 - Sep 13

Our top choices for Flamingo hotels with a pool

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.

1. Chesapeake Beach Resort

Chesapeake Beach Resort
Matecumbe
  • Splash into paradise with two stunning outdoor pools overlooking a private white sand beach.
￥18,366
￥29,592 total
includes taxes & fees
Sep 8 - Sep 9
Chesapeake Beach Resort
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.
A bedroom with a large bed, a ceiling fan, a TV on the wall, and a view of the beach through a window.

2. 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.
￥17,955
￥27,409 total
includes taxes & fees
Sep 7 - Sep 8
Lime Tree Bay Resort
A nighttime swimming pool with a blue tint, surrounded by palm trees and a fenced area with lounge chairs.
A living room with a sofa, armchair, coffee table, and lamp. There is a dining area with a table and chairs. The room has a kitchen area with a stove and cabinets.
A beach with thatched umbrellas, palm trees, and lounge chairs.
A modern kitchen with a microwave, stove, and refrigerator. There is a dining area with a table and chairs.

3. Breezy Palms Resort

Breezy Palms Resort
Matecumbe
  • Serene outdoor pool with comfy loungers provides a sunny retreat just steps from the private beach and marina access.
￥12,346
￥16,444 total
includes taxes & fees
Sep 7 - Sep 8
Breezy Palms Resort
A tropical resort with a swimming pool, palm trees, and a waterfall.
A balcony with a view of palm trees and the sea, a white railing, and a table with chairs.
A bathroom with a large bathtub, a window with curtains, and a view of palm trees and the sea.
A hotel room with a large bed, a television, a dining area with chairs, a table, and a view of the ocean.

4. Cheeca Lodge & Spa

Cheeca Lodge & Spa
Matecumbe
  • Tropical paradise swim experience awaits with three refreshing pools and poolside service.
￥23,871
￥38,571 total
includes taxes & fees
Sep 7 - Sep 8
Cheeca Lodge & Spa
A clear blue swimming pool with a metal railing, surrounded by palm trees and a view of the ocean.
A marina with a boat docked at a wooden pier, surrounded by palm trees and buildings.
Three Adirondack chairs facing a sunset over a body of water.
A beach pathway with palm trees, a lifeguard tower, and the ocean in the background.

5. Ragged Edge Resort & Marina

Ragged Edge Resort & Marina
Islamorada
  • Dive into poolside paradise with comfy loungers at Ragged Edge Resort, a cyclist-friendly escape.
￥11,842
￥13,323 total
includes taxes & fees
Sep 8 - Sep 9
Ragged Edge Resort & Marina
A pool area with a white fence, palm trees, and a building with a white exterior and multiple windows.
A wooden deck with rustic furniture, a grill, and a view of the beach and palm trees.
A beach with wooden lounge chairs, palm trees, and a clear view of the ocean.

6. La Jolla Resort

La Jolla Resort
Matecumbe
  • Splash into Florida Keys bliss with a private beach and poolside paradise perfect for sun seekers.
￥21,459
￥28,608 total
includes taxes & fees
Sep 4 - Sep 5
La Jolla Resort
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.

7. Amara Cay Resort

Amara Cay Resort
Matecumbe
  • Splash into serenity at this resort's private beach and outdoor pool with lounge chairs and umbrellas.
￥23,070
￥37,566 total
includes taxes & fees
Sep 17 - Sep 18
Amara Cay Resort
A clear blue pool surrounded by palm trees and a thatched-roof structure, with a view of the ocean in the background.
A wooden deck with a thatched roof structure, wooden chairs, and a table, overlooking a tropical landscape with palm trees and a clear sky.
A resort with thatched-roof structures, palm trees, and a sandy beach area.
A beach with palm trees, a thatched-roof hut, and lounge chairs.

8. 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.
￥16,650
￥18,731 total
includes taxes & fees
Sep 14 - Sep 15
Coconut Cove Resort and Marina
A pool area with a view of the ocean, surrounded by palm trees and a clear sky.
A covered outdoor area with a view of a beach and palm trees.
A beach with palm trees, lounge chairs, and a view of the ocean.
A wooden dock with a boat docked at the pier, a thatched umbrella, and calm water.

9. Rock Reef Resort

Rock Reef Resort
Rock Harbor
  • Dive into a sun-soaked Florida Keys getaway with a heated pool, private beach, and lounger paradise with stunning sunset views.
￥14,889
￥16,750 total
includes taxes & fees
Sep 10 - Sep 11
Rock Reef Resort
Two people relaxing on sun loungers by a poolside with a view of the ocean and palm trees in the background.
A deck with two blue chairs and a white table, overlooking a body of water and palm trees.
A beachfront hotel with a pool, beach chairs, and a view of the ocean at sunset.
A covered outdoor seating area with wicker chairs and a table, overlooking a beach with palm trees and a wooden deck.

10. Fisher Inn Resort & Marina

Fisher Inn Resort & Marina
Islamorada
  • Soak up scenic poolside serenity at this beachfront oasis with complimentary water sports and dreamy sunset views.
￥20,290
￥28,055 total
includes taxes & fees
Sep 21 - Sep 22
Fisher Inn Resort & 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

Waterside Suites & Marina

Waterside Suites & Marina

8/10 Good
"The room was okay. Nothing stood out about it. I didn't realize the bedroom was on the 2nd floor, and the steps are kind of narrow and steep. Maintenance could repair the blinds."
Mark 1-night trip
Posted 6 hours ago
Waterside Suites & Marina
Floridian Hotel

Floridian Hotel

10/10 Excellent
"Excellent location, close to places to eat and shop; the breakfast was wonderful—real eggs—and it was comfortable, clean, and offered great service. The price was superb—I give it a 10 out of 10."
Nelson 1-night trip
Posted 8 hours ago
Floridian Hotel
Chesapeake Beach Resort

Chesapeake Beach Resort

10/10 Excellent
"A great place to stay and very well located. Breakfast staff was wonderful and very accommodating. Check in staff as well. A beautiful property,"
James 3-night trip
Posted 10 hours ago
Chesapeake Beach Resort
Amara Cay Resort

Amara Cay Resort

10/10 Excellent
"Baseboard were removed off the wall. Did not gave it a clean look . Walls in the hallway slightly dirty."
Yuliet 1-night trip
Posted 10 hours ago
Amara Cay Resort
Hampton Inn Key Largo Manatee Bay

Hampton Inn Key Largo Manatee Bay

10/10 Excellent
"We chose this hotel mainly because it was cheaper than the other hotels and closest to John PenneKamp park. The person at the front desk was very nice and allowed up to check in early. The room was very clean and the bathroom was better than we were expecting."
Payam 1-night trip
Posted 13 hours ago
Hampton Inn Key Largo Manatee Bay
Cheeca Lodge & Spa

Cheeca Lodge & Spa

10/10 Excellent
"We are repeat returning customers and will continue to be so, we love Cheeka. The staff and facilities are excellent. Always a great time. Local restaurants are fantastic on site. Restaurants are excellent. The snorkeling in the area as well as the fishing is world class."
Alan 2-night trip
Posted 13 hours ago
Cheeca Lodge & Spa
Garden Inn Homestead/Everglades/Gateway to Keys

Garden Inn Homestead/Everglades/Gateway to Keys

10/10 Excellent
"Nices and good place"
Carlos 4-night trip
Posted 13 hours ago
Garden Inn Homestead/Everglades/Gateway to Keys
Islander Resort

Islander Resort

8/10 Good
"In stay, so many activities near by"
Mary 2-night trip
Posted 15 hours ago
Islander Resort
Playa Largo Resort & Spa, Autograph Collection

Playa Largo Resort & Spa, Autograph Collection

10/10 Excellent
"Perfection!"
Lauren 3-night trip
Posted 2 days ago
Playa Largo Resort & Spa, Autograph Collection

Frequently asked questions

What are some accommodations with pools in Flamingo?
Cheeca Lodge & Spa: Features a private beach, 3 outdoor pools, and 3 restaurants. Baker's Cay Resort Key Largo, Curio Collection by Hilton: Offers a private beach, 2 outdoor pools, and 2 restaurants. Waterside Suites & Marina: Hotel, 7-minute walk from John Pennekamp Coral Reef State Park. Provides complimentary wireless internet access, an outdoor pool, and kitchens. Chesapeake Beach Resort: Features a private beach, 2 outdoor pools, and daily. 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 Eco Pond showcase the area's natural beauty. During your stay, check out sights such as Flamingo Visitor Center, Pa-hay-okee Trail, and Snake Bight.
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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