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 20 - Sep 21
Tomorrow
Sep 21 - Sep 22
Next weekend
Sep 25 - Sep 27
In two weeks
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.
¥16,832
¥25,996 total
includes taxes & fees
Sep 22 - Sep 23
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.
¥23,223
¥34,950 total
includes taxes & fees
Sep 21 - Sep 22
Chesapeake Beach Resort

3. Cheeca Lodge & Spa

Cheeca Lodge & Spa
Matecumbe
  • Tropical paradise swim experience awaits with three refreshing pools and poolside service.
¥21,739
¥35,930 total
includes taxes & fees
Sep 21 - Sep 22
Cheeca Lodge & Spa

4. 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.
¥17,202
¥24,471 total
includes taxes & fees
Sep 21 - Sep 22
Fisher Inn Resort & Marina

5. Matecumbe Resort

Matecumbe Resort
Matecumbe
  • Dive into a tranquil paradise with private beach access and a refreshing outdoor pool.
¥19,484
¥21,920 total
includes taxes & fees
Sep 21 - Sep 22
Matecumbe Resort

6. 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.
¥11,424
¥15,354 total
includes taxes & fees
Sep 30 - Oct 1
Breezy Palms Resort

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.
¥22,553
¥36,845 total
includes taxes & fees
Sep 22 - Sep 23
Amara Cay Resort

8. La Jolla Resort

La Jolla Resort
Matecumbe
  • Splash into Florida Keys bliss with a private beach and poolside paradise perfect for sun seekers.
¥16,226
¥22,667 total
includes taxes & fees
Sep 28 - Sep 29
La Jolla Resort

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.
¥13,960
¥15,705 total
includes taxes & fees
Sep 27 - Sep 28
Rock Reef Resort

10. Ragged Edge Resort & Marina

Ragged Edge Resort & Marina
Islamorada
  • Dive into poolside paradise with comfy loungers at Ragged Edge Resort, a cyclist-friendly escape.
¥16,520
¥18,585 total
includes taxes & fees
Sep 21 - Sep 22
Ragged Edge 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

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

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

10/10 Excellent
"Really nice stay, second time at 3 waters. Only complaint is being locked out of our room while they were updating locks on the door for three hours"
Jonathan 1-night trip
Posted less than an hour ago
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Waterside Suites & Marina

Waterside Suites & Marina

10/10 Excellent
"Very clean accommodations and staff was fantastic. Location in Key Largo was very good and centered around great restaurants. If you are there for diving, you are in a great spot with one of the best dive operations in the keys next door. Overall, a great place to stay and enjoyed it very much."
Michael 1-night trip
Posted 2 hours ago
Waterside Suites & Marina
Islander Resort

Islander Resort

10/10 Excellent
"The property was well maintained and clean. All staff were friendly and helpful. Amenities were nice. Very relaxing atmosphere"
John 5-night trip
Posted 21 hours ago
Islander Resort
Fairway Inn Florida City Homestead Everglades

Fairway Inn Florida City Homestead Everglades

10/10 Excellent
"I’ve been staying here because it’s close to my work and I’m waiting for my apartment to be remodeled. Great staff. Rooms are clean. Linens are fresh. WiFi works. Pool is awesome"
Cody 2-night trip
Posted 1 day ago
Fairway Inn Florida City Homestead Everglades
Chesapeake Beach Resort

Chesapeake Beach Resort

10/10 Excellent
"Nice pool, great breakfast with seating outside with nice views"
IZOLDA 2-night trip
Posted 1 day ago
Chesapeake Beach Resort
Playa Largo Resort & Spa, Autograph Collection

Playa Largo Resort & Spa, Autograph Collection

10/10 Excellent
"Clean room excellent staff good location recommend"
Tania 2-night trip
Posted 2 days ago
Playa Largo Resort & Spa, Autograph Collection
Travelodge by Wyndham Florida City/Homestead/Everglades

Travelodge by Wyndham Florida City/Homestead/Everglades

8/10 Good
"Es comodo y tienes tu parqueo frente a la habitación para desayunar un poco lejos pero bien"
Robeiby 1-night trip
Posted 2 days ago
Travelodge by Wyndham Florida City/Homestead/Everglades

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. Reefhouse Resort & Marina: Hotel, 7-minute walk from John Pennekamp Coral Reef State Park. Provides a private beach, an outdoor pool, and 3 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. Baker's Cay Resort Key Largo, Curio Collection by Hilton: 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 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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