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 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

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 7 - Sep 8
Chesapeake Beach Resort

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.
¥17,495
¥26,707 total
includes taxes & fees
Sep 7 - Sep 8
Lime Tree Bay Resort

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.
¥11,484
¥15,409 total
includes taxes & fees
Sep 7 - Sep 8
Breezy Palms Resort

4. Cheeca Lodge & Spa

Cheeca Lodge & Spa
Matecumbe
  • Tropical paradise swim experience awaits with three refreshing pools and poolside service.
¥23,259
¥37,583 total
includes taxes & fees
Sep 15 - Sep 16
Cheeca Lodge & Spa

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.
¥12,171
¥13,693 total
includes taxes & fees
Sep 8 - Sep 9
Ragged Edge Resort & Marina

6. La Jolla Resort

La Jolla Resort
Matecumbe
  • Splash into Florida Keys bliss with a private beach and poolside paradise perfect for sun seekers.
¥27,593
¥35,433 total
includes taxes & fees
Sep 27 - Sep 28
La Jolla 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.
¥22,440
¥36,661 total
includes taxes & fees
Sep 21 - Sep 22
Amara Cay Resort

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

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.
¥14,653
¥16,485 total
includes taxes & fees
Sep 10 - Sep 11
Rock Reef Resort

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 24 - Sep 25
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

Cheeca Lodge & Spa

Cheeca Lodge & Spa

10/10 Excellent
"You don’t really expect resort food to be good but all of the restaurants on this property were excellent. The sushi spot is a 10 out of 10."
Alexis 2-night trip
Posted 2 hours ago
Cheeca Lodge & Spa
Lime Tree Bay Resort

Lime Tree Bay Resort

10/10 Excellent
"Great place to stay in the keys, centrally located and moderately priced. Rooms are spacious with balconies and bikes, kayaking, snorkeling, ping pong tables, 3 pools, a restaurant on site and great staff."
christina 3-night trip
Posted 3 hours ago
Lime Tree Bay Resort
Hampton Inn Key Largo Manatee Bay

Hampton Inn Key Largo Manatee Bay

10/10 Excellent
"The location is perfect and property is being nicely renovated."
Susan 3-night trip
Posted 4 hours ago
Hampton Inn Key Largo Manatee Bay
Bayside Inn Key Largo

Bayside Inn Key Largo

10/10 Excellent
"pleasantly surprised by the rooms. Recently updated and clean"
Philip 2-night trip
Posted 5 hours ago
Bayside Inn Key Largo
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 1 day ago
Waterside Suites & Marina
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 2 days ago
Amara Cay Resort
Playa Largo Resort & Spa, Autograph Collection

Playa Largo Resort & Spa, Autograph Collection

10/10 Excellent
"Perfection!"
Lauren 3-night trip
Posted 4 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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