A large flock of flamingos standing in shallow water.

Find Hotels with a Pool in Flamingo, FL

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Check availability on Flamingo Hotels with a Pool

Tonight
Sep 25 - Sep 26
Tomorrow
Sep 26 - Sep 27
This weekend
Sep 25 - Sep 27
Next weekend
Oct 2 - Oct 4

Our top choices for Flamingo hotels with a pool

1. 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.
¥18,173
¥27,523 total
includes taxes & fees
Oct 4 - Oct 5
Lime Tree Bay Resort

2. Chesapeake Beach Resort

Chesapeake Beach Resort
Matecumbe
  • Splash into paradise with two stunning outdoor pools overlooking a private white sand beach.
¥22,266
¥33,979 total
includes taxes & fees
Sep 29 - Sep 30
Chesapeake Beach Resort

3. Matecumbe Resort

Matecumbe Resort
Matecumbe
  • Dive into a tranquil paradise with private beach access and a refreshing outdoor pool.
¥20,431
¥22,985 total
includes taxes & fees
Sep 27 - Sep 28
Matecumbe Resort

4. 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.
¥12,858
¥16,976 total
includes taxes & fees
Sep 29 - Sep 30
Breezy Palms Resort

5. Cheeca Lodge & Spa

Cheeca Lodge & Spa
Matecumbe
  • Tropical paradise swim experience awaits with three refreshing pools and poolside service.
¥21,998
¥36,357 total
includes taxes & fees
Sep 29 - Sep 30
Cheeca Lodge & Spa

6. 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.
¥20,106
¥27,798 total
includes taxes & fees
Sep 28 - Sep 29
Fisher Inn Resort & Marina

7. La Jolla Resort

La Jolla Resort
Matecumbe
  • Splash into Florida Keys bliss with a private beach and poolside paradise perfect for sun seekers.
¥14,130
¥20,363 total
includes taxes & fees
Sep 28 - Sep 29
La Jolla Resort

8. 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.
¥12,928
¥14,544 total
includes taxes & fees
Sep 27 - Sep 28
Rock Reef Resort

9. Pines & Palms Resort

Pines & Palms Resort
Matecumbe
  • Private beach paradise with poolside oasis and marina in the heart of Matecumbe.
¥31,289
¥43,952 total
includes taxes & fees
Oct 1 - Oct 2
Pines & Palms Resort

10. Amara Cay Resort

Amara Cay Resort
Matecumbe
  • Splash into serenity at this resort's private beach and outdoor pool with lounge chairs and umbrellas.
¥22,820
¥37,282 total
includes taxes & fees
Sep 28 - Sep 29
Amara Cay Resort
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

8/10 Good
"I liked the fact that our rear outside seating area was quite private because of the trees and bushes growing around the property. Very peaceful and also just a couple of minutes walk from the sea."
norman 4-night trip
Posted 4 hours ago
Islander Resort
Waterside Suites & Marina

Waterside Suites & Marina

8/10 Good
"Comfortable bed, clean . It’s off the busy road and close to restaurants"
Maureen 3-night trip
Posted 5 hours ago
Waterside Suites & Marina
Chesapeake Beach Resort

Chesapeake Beach Resort

8/10 Good
"I liked the breakfast. One pool was being worked on and the pool workers helped themselves to the free breakfast. Some of them stood in the coffee and drink area and ate their free breakfast. The tree trimmers took up some of relaxing areas and they were noisy. The cleaning staff and the front desk staff were very good. The breakfast cook was friendly. The spa was hot but no jet action. We probably won’t be coming back. Thanks"
William 3-night trip
Posted 6 hours ago
Chesapeake Beach Resort
Reefhouse Resort & Marina

Reefhouse Resort & Marina

10/10 Excellent
"There are some nice food and beverage options. Water sports 8n the property."
John 3-night trip
Posted 8 hours ago
Reefhouse Resort & Marina
Lime Tree Bay Resort

Lime Tree Bay Resort

10/10 Excellent
"Very lovely stay, everyone who worked there was super friendly!"
Angela 2-night trip
Posted 11 hours ago
Lime Tree Bay Resort
Bayside Inn Key Largo

Bayside Inn Key Largo

10/10 Excellent
"Great location !!"
Jenny 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. Baker's Cay Resort Key Largo, Curio Collection by Hilton: Resort located near Jimmy Johnson's Big Chill. Offers a private beach, 2 outdoor pools, and 2 restaurants.
What is there to see and do in Flamingo?
The picturesque setting of Everglades National Park and West Lake showcase the area's natural beauty. During your stay, check out sights such as Flamingo Visitor Center, 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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