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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 26 - Oct 27
Tomorrow
Oct 27 - Oct 28
This weekend
Oct 30 - Nov 1
Next weekend
Nov 6 - Nov 8

Our top choices for Flamingo hotels with a pool

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 hotel room with a large bed, a television, a dining area with chairs, a table, and a view of the ocean.
A bathroom with a large bathtub, a window with curtains, and a view of palm trees and the sea.

1. Cheeca Lodge & Spa

Cheeca Lodge & Spa
Matecumbe
  • Tropical paradise swim experience awaits with three refreshing pools and poolside service.
￥24,655
￥39,209 total
includes taxes & fees
Nov 1 - Nov 2
Cheeca Lodge & Spa
A clear blue pool with lounge chairs and palm trees.
A resort with a thatched-roof structure, palm trees, and lounge chairs on a sandy beach.
A beach with palm trees, lounge chairs, and a clear view of the ocean.
A hotel room with a kitchenette, two beds, a desk, a television, and a ceiling fan.

2. 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.
￥17,940
￥20,183 total
includes taxes & fees
Nov 17 - Nov 18
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 balcony with two blue lounge chairs, a wooden ceiling, and a view of the ocean and palm trees.
A beach with palm trees and lounge chairs.

3. Chesapeake Beach Resort

Chesapeake Beach Resort
Matecumbe
  • Splash into paradise with two stunning outdoor pools overlooking a private white sand beach.
￥22,244
￥33,849 total
includes taxes & fees
Nov 3 - Nov 4
Chesapeake Beach Resort
A rectangular swimming pool with a tiled edge, surrounded by a white fence and palm trees.
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.
A modern kitchen with wooden cabinets, a white countertop, and pendant lighting.

4. 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.
￥14,534
￥16,423 total
includes taxes & fees
Nov 15 - Nov 16
Fairfield by Marriott Inn & Suites Homestead Florida City
A swimming pool with lounge chairs and umbrellas, surrounded by palm trees and a building with a red facade.
A reception area with two wooden reception desks, a blue and white geometric wall design, and a wooden ceiling with recessed lighting.
A Holiday Inn Express hotel with a modern design, featuring a large parking lot, palm trees, and a well-lit entrance.
A spacious dining area with a central island, multiple tables, and chairs.

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.
￥12,706
￥14,358 total
includes taxes & fees
Nov 24 - Nov 25
Holiday Inn Express & Suites Florida City by IHG
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 beach with palm trees, a dock, and lounge chairs.
A hotel room with a sofa, a small round table, a desk with a chair, and a view of the sea through large windows.

6. Amara Cay Resort

Amara Cay Resort
Matecumbe
  • Splash into serenity at this resort's private beach and outdoor pool with lounge chairs and umbrellas.
￥24,783
￥39,353 total
includes taxes & fees
Nov 15 - Nov 16
Amara Cay Resort
An aerial view of a resort with a central swimming pool surrounded by palm trees and a sandy beach.
A balcony with white wicker furniture, a table, and a view of the sea.
A beach with lounge chairs and a pier extending into the water.
A beachside bar with a thatched roof, palm trees, and a view of the sea.

7. 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.
￥38,461
￥51,917 total
includes taxes & fees
Nov 9 - Nov 10
Baker's Cay Resort Key Largo, Curio Collection by Hilton
An aerial view of a resort with a large pool, sun loungers, and palm trees.
A spacious bar area with high ceilings and large windows, offering views of the ocean.
A beach with thatched umbrellas, palm trees, and blue lounge chairs.
A spacious living room with large windows, comfortable seating, and decorative plants.

8. Reefhouse Resort & Marina

Reefhouse Resort & Marina
Key Largo
  • Dive into coastal bliss with a splashy pool scene and beachfront perks for aquatic adventures.
￥34,355
￥44,925 total
includes taxes & fees
Oct 27 - Oct 28
Reefhouse Resort & Marina
A resort with a swimming pool, lounge chairs, and palm trees.
A spacious living area with a large island, wooden furniture, and a ceiling fan.
A bedroom with a large bed, a ceiling fan, a TV on the wall, and a view of the beach through a window.
Terrace/patio

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.
￥19,430
￥28,918 total
includes taxes & fees
Oct 27 - Oct 28
Lime Tree Bay Resort
A clear blue pool surrounded by palm trees and a thatched-roof structure, with a sign indicating no diving.
An outdoor seating area with wooden chairs and a glass table, surrounded by lush tropical vegetation and a thatched umbrella.
A beach with palm trees, a thatched-roof structure, and kayaks.
A tropical resort with a paved pathway leading to a building, surrounded by palm trees and lush greenery.

10. Kona Kai Resort and Gallery - Adults Only

Kona Kai Resort and Gallery - Adults Only
Rock Harbor
  • Oceanfront pool sanctuary with sunset views makes this adults-only haven a serene Florida Keys retreat.
￥15,194
￥21,506 total
includes taxes & fees
Oct 27 - Oct 28
Kona Kai Resort and Gallery - Adults Only
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
"The entire resort was clean, staff very friendly, bar and restaurant and pools were fabulous! Would definitely stay there again!"
DEBORAH 3-night trip
Posted 1 hour ago
Islander Resort
Garden Inn Homestead/Everglades/Gateway to Keys

Garden Inn Homestead/Everglades/Gateway to Keys

10/10 Excellent
"Great experience overall! The room was clean, comfortable, and well-maintained. The staff was friendly, professional, and welcoming throughout our stay. The location was convenient, and the overall atmosphere made our visit enjoyable and relaxing. Everything went smoothly, and we appreciated the hospitality and attention to detail. Definitely a great place to stay, and I would gladly come back on my next visit. Highly recommended!"
Jesus 3-night trip
Posted 1 hour ago
Garden Inn Homestead/Everglades/Gateway to Keys
Reefhouse Resort & Marina

Reefhouse Resort & Marina

8/10 Good
"Had a wonderful time, everything was neat and clean and not super crowded. Food options were delicious, room was very comfortable, only complaint would be the water pressure in the shower was terrible!! Other than that, we had a wonderful weekend. thank you."
GINA 2-night trip
Posted 4 hours ago
Reefhouse Resort & Marina
Fairway Inn Florida City Homestead Everglades

Fairway Inn Florida City Homestead Everglades

10/10 Excellent
"Great price, good clean room. I felt safe and I slept good all was very good!!!!!!!!!!!!!! Will stay here again for Sure in the future!!!!!!!!!!!!!!!!!!!"
gerry 1-night trip
Posted 9 hours ago
Fairway Inn Florida City Homestead Everglades
Baker's Cay Resort Key Largo, Curio Collection by Hilton

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

10/10 Excellent
"Amazing hotel with lots of on-site amenities and options for dinner. Loved the fishing in the morning."
Forrest 2-night trip
Posted 18 hours ago
Baker's Cay Resort Key Largo, Curio Collection by Hilton
Amara Cay Resort

Amara Cay Resort

10/10 Excellent
"Great property however the rooms could use an update."
Michelle 2-night trip
Posted 1 day ago
Amara Cay Resort
Bayside Inn Key Largo

Bayside Inn Key Largo

10/10 Excellent
"Great location. Pool was extremely warm and a bit cloudy due to suntan lotion. Floor in the suite was also dirty as in your feet will be covered in minutes"
Richard 2-night trip
Posted 2 days ago
Bayside Inn Key Largo
Waterside Suites & Marina

Waterside Suites & Marina

10/10 Excellent
"😍"
Lisset 3-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.

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