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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 3 - Oct 4
Tomorrow
Oct 4 - Oct 5
Next weekend
Oct 9 - Oct 11
In two weeks
Oct 16 - Oct 18

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 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.

1. Cheeca Lodge & Spa

Cheeca Lodge & Spa
Matecumbe
  • Tropical paradise swim experience awaits with three refreshing pools and poolside service.
￥20,698
￥34,829 total
includes taxes & fees
Oct 4 - Oct 5
Cheeca Lodge & Spa
A resort pool with palm trees, beach chairs, and umbrellas.
A beach with palm trees, a dock, and lounge chairs.
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 hotel room with a sofa, a small round table, a desk with a chair, and a view of the sea through large windows.

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.
￥23,180
￥37,622 total
includes taxes & fees
Oct 18 - Oct 19
Amara Cay 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 hotel room with a kitchenette, two beds, a desk, a television, and a ceiling fan.

3. 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.
￥18,012
￥20,263 total
includes taxes & fees
Oct 14 - Oct 15
Hampton Inn Key Largo Manatee Bay
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.

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.
￥13,954
￥15,767 total
includes taxes & fees
Oct 4 - Oct 5
Holiday Inn Express & Suites Florida City by IHG
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.
Terrace/patio
A balcony with wicker furniture and a view of the ocean and palm trees.

5. 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.
￥18,239
￥27,621 total
includes taxes & fees
Oct 6 - Oct 7
Lime Tree Bay Resort
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 waterfront hotel with multiple floors, palm trees, and a calm reflective pool.

6. Chesapeake Beach Resort

Chesapeake Beach Resort
Matecumbe
  • Splash into paradise with two stunning outdoor pools overlooking a private white sand beach.
￥22,383
￥34,061 total
includes taxes & fees
Oct 5 - Oct 6
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 kitchen with wooden cabinets, a white countertop, and pendant lighting.
A modern living room with a sofa, chairs, a coffee table, and a fireplace.

7. 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.
￥14,846
￥16,775 total
includes taxes & fees
Oct 12 - Oct 13
Fairfield by Marriott Inn & Suites Homestead Florida City
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 living room with a view of turquoise waters, a white sofa, a glass coffee table, and a wicker chair.
A balcony with white wicker furniture, a table with a drink and snacks, and a view of the ocean.
A table with a glass pitcher, a glass with a slice of lime, and a plate with raspberries and a sprig of rosemary.

8. 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.
￥43,879
￥58,066 total
includes taxes & fees
Oct 13 - Oct 14
Baker's Cay Resort Key Largo, Curio Collection by Hilton
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.

9. Reefhouse Resort & Marina

Reefhouse Resort & Marina
Key Largo
  • Dive into coastal bliss with a splashy pool scene and beachfront perks for aquatic adventures.
￥34,569
￥45,205 total
includes taxes & fees
Oct 5 - Oct 6
Reefhouse Resort & Marina
A pool area with lounge chairs and umbrellas, a clear sky, and palm trees.
An aerial view of a resort with a large pool, palm trees, and a beach.
A balcony with wicker furniture overlooking a beach and turquoise sea.
A beach with clear water, a wooden pier, and lounge chairs under a tree.

10. Playa Largo Resort & Spa, Autograph Collection

Playa Largo Resort & Spa, Autograph Collection
Rock Harbor
  • Vibrant poolside retreat beckons with 24-hour access and luxurious cabanas for ultimate relaxation.
￥41,515
￥55,407 total
includes taxes & fees
Oct 19 - Oct 20
Playa Largo Resort & Spa, Autograph Collection
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

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

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

8/10 Good
"This place was great and the room was clean and comfortable. We liked the layout of the property, the beach, playing with the water toys and more."
Olivia 2-night trip
Posted 17 hours ago
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Cheeca Lodge & Spa

Cheeca Lodge & Spa

10/10 Excellent
"From check in to a changed flight that required an earlier checkout than planned for, Cheeca did not disappoint. The lodge room with the balcony tub was great. Very clean and a beautiful space to relax. Pool was great. Drink service was a bit spotty at the pool though and we were totally ignored at the bar on the first day. Other than that, we were really happy and would recommend it to anyone!"
Daniel 3-night trip
Posted 19 hours ago
Cheeca Lodge & Spa
Reefhouse Resort & Marina

Reefhouse Resort & Marina

10/10 Excellent
"We completed a keys-hopping trip this past week for our 40th wedding anniversary staying in 4 different resorts/hotels. Reefhouse was by far our favorite. The rooms were well laid out and spacious. The entire staff, from the front desk to the maintenance staff to management, they all went above an beyond. The watersports crew (I believe as separate entity) were so attentive and accommodating. The restaurants were out of this world and the bartenders were great. We had an issue that we addressed with the front desk. They did their best to accommodate, but some of it was out of their hands. It was escalated to management and they were right on top of it. We really appreciated and noticed this great customer service—it takes so little effort, yet it's getting harder to find these days. High marks for cleanliness, location, staff and grounds. This is also in the heart of Key Largo making it a great central point for restaurants, boating, fishing, magnificent sunsets and just a great place to sit by the water and do absolutely NOTHING!! We give it 5 stars all the way."
Joseph 2-night trip
Posted 19 hours ago
Reefhouse Resort & Marina
Islander Resort

Islander Resort

10/10 Excellent
"It was amazing! We would highly recommend and stay there again."
Mervin 5-night trip
Posted 20 hours ago
Islander Resort
Amara Cay Resort

Amara Cay Resort

10/10 Excellent
"Super clean resort."
Danielle 3-night trip
Posted 22 hours ago
Amara Cay Resort
Lime Tree Bay Resort

Lime Tree Bay Resort

10/10 Excellent
"This our family perfect place for the weekend ! We feel like at home ! Terry is our best friend already , we know all of the stuff and respect and love them all ! Last week the did a surprise for my baby and prepared for her bday decorations in our townhouse , balloons and cake and candles ! It was all so sweet and kind and thoughtful ! Best place with kids and family !"
Daria 1-night trip
Posted 23 hours ago
Lime Tree Bay Resort
Baker's Cay Resort Key Largo, Curio Collection by Hilton

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

10/10 Excellent
"Great amenities and activities for a family with yound children. Two very different beach area atmospheres made for a nice variety of experiences."
Austin 4-night trip
Posted 1 day ago
Baker's Cay Resort Key Largo, Curio Collection by Hilton
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 2 days ago
Bayside Inn Key Largo

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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