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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 4 - Sep 5
Tomorrow
Sep 5 - Sep 6
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 waterfront hotel with multiple floors, palm trees, and a calm reflective pool.
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 beach with palm trees and lounge chairs.

1. Chesapeake Beach Resort

Chesapeake Beach Resort
Matecumbe
  • Splash into paradise with two stunning outdoor pools overlooking a private white sand beach.
￥18,057
￥29,095 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 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.

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.
￥17,795
￥27,165 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 beach with palm trees, thatched-roof huts, and 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.

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.
￥11,894
￥15,913 total
includes taxes & fees
Sep 7 - Sep 8
Breezy Palms Resort
A tropical resort with a swimming pool, palm trees, and a waterfall.
A bathroom with a large bathtub, a window with curtains, and a view of palm trees and the sea.
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.

4. Cheeca Lodge & Spa

Cheeca Lodge & Spa
Matecumbe
  • Tropical paradise swim experience awaits with three refreshing pools and poolside service.
￥23,658
￥38,228 total
includes taxes & fees
Sep 9 - Sep 10
Cheeca Lodge & Spa
A clear blue swimming pool with a metal railing, surrounded by palm trees and a view of the ocean.
A wooden deck with a thatched roof, wooden railings, and yellow chairs.
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.

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.
￥12,379
￥13,927 total
includes taxes & fees
Sep 13 - Sep 14
Ragged Edge Resort & Marina
A pool area with a white fence, palm trees, and a building with a white exterior and multiple windows.
A beach with wooden lounge chairs, palm trees, and a clear view of the ocean.
A wooden deck with rustic furniture, a grill, and a view of the beach and palm trees.

6. La Jolla Resort

La Jolla Resort
Matecumbe
  • Splash into Florida Keys bliss with a private beach and poolside paradise perfect for sun seekers.
￥27,960
￥35,846 total
includes taxes & fees
Sep 22 - Sep 23
La Jolla Resort
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.

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.
￥22,681
￥36,933 total
includes taxes & fees
Sep 16 - Sep 17
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 resort with thatched-roof structures, palm trees, and a sandy beach area.
A beach with palm trees, a thatched-roof hut, and lounge chairs.
A wooden deck with a thatched roof structure, wooden chairs, and a table, overlooking a tropical landscape with palm trees and a clear sky.

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.
￥21,398
￥24,073 total
includes taxes & fees
Sep 15 - Sep 16
Coconut Cove Resort and Marina
A pool area with a view of the ocean, surrounded by palm trees and a clear sky.
A wooden interior with a large window overlooking a beach with a thatched umbrella and lounge chairs.
A wooden dock with a boat docked at the pier, a thatched umbrella, and calm water.
A covered outdoor area with a view of a beach and palm trees.

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.
￥14,638
￥16,467 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 modern hotel room with a balcony, a bed, a TV, and a dining area with chairs and a table.
A beachfront hotel with a pool, beach chairs, and a view of the ocean at sunset.
A deck with two blue chairs and a white table, overlooking a body of water and palm trees.

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.
￥19,770
￥27,336 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

Garden Inn Homestead/Everglades/Gateway to Keys

Garden Inn Homestead/Everglades/Gateway to Keys

10/10 Excellent
"By the price is good"
Ramon G 1-night trip
Posted 5 hours ago
Garden Inn Homestead/Everglades/Gateway to Keys
Waterside Suites & Marina

Waterside Suites & Marina

10/10 Excellent
"Clean, spacious suite with great marina-view balcony and full kitchen. Perfect location next door to dive shop. Waterside is Key Largo's best kept secret!"
Eleftheria 5-night trip
Posted 9 hours ago
Waterside Suites & Marina
Hampton Inn Key Largo Manatee Bay

Hampton Inn Key Largo Manatee Bay

10/10 Excellent
"Pool, tiki bar, and food next door."
LAURA 1-night trip
Posted 11 hours ago
Hampton Inn Key Largo Manatee Bay
Lime Tree Bay Resort

Lime Tree Bay Resort

10/10 Excellent
"Fantastic place to stay. Small family style resort. Old school flordia feel."
jonathan 6-night trip
Posted 14 hours ago
Lime Tree Bay Resort
Reefhouse Resort & Marina

Reefhouse Resort & Marina

10/10 Excellent
"Loved the property. Staff was great. Grounds relaxing. Will go back."
Yvonne 3-night trip
Posted 16 hours ago
Reefhouse Resort & Marina
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 1 day 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 1 day ago
Amara Cay Resort
Islander Resort

Islander Resort

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

Playa Largo Resort & Spa, Autograph Collection

10/10 Excellent
"Perfection!"
Lauren 3-night trip
Posted 3 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. Reefhouse Resort & Marina: Hotel, 7-minute walk from John Pennekamp Coral Reef State Park. Offers a private beach, an outdoor pool, and 3 restaurants. Baker's Cay Resort Key Largo, Curio Collection by Hilton: Provides a private beach, 2 outdoor pools, and 2 restaurants. Waterside Suites & Marina: Hotel, 7-minute walk from John Pennekamp Coral Reef State Park. Features complimentary wireless internet access, an outdoor pool, and kitchens. Chesapeake Beach Resort: Offers a private beach, 2 outdoor pools, and daily.
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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