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 2 - Sep 3
Tomorrow
Sep 3 - Sep 4
This weekend
Sep 4 - Sep 6
Next weekend
Sep 11 - Sep 13

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.
¥17,955
¥27,409 total
includes taxes & fees
Sep 7 - Sep 8
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.
¥18,102
¥29,354 total
includes taxes & fees
Sep 7 - Sep 8
Chesapeake Beach Resort

3. Cheeca Lodge & Spa

Cheeca Lodge & Spa
Matecumbe
  • Tropical paradise swim experience awaits with three refreshing pools and poolside service.
¥23,809
¥38,471 total
includes taxes & fees
Sep 7 - Sep 8
Cheeca Lodge & Spa

4. La Jolla Resort

La Jolla Resort
Matecumbe
  • Splash into Florida Keys bliss with a private beach and poolside paradise perfect for sun seekers.
¥19,292
¥26,210 total
includes taxes & fees
Sep 3 - Sep 4
La Jolla Resort

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.
¥13,590
¥15,289 total
includes taxes & fees
Sep 13 - Sep 14
Ragged Edge Resort & Marina

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.
¥11,818
¥21,578 total
includes taxes & fees
Sep 6 - Sep 7
Breezy Palms Resort

7. Pines & Palms Resort

Pines & Palms Resort
Matecumbe
  • Private beach paradise with poolside oasis and marina in the heart of Matecumbe.
¥31,495
¥44,241 total
includes taxes & fees
Sep 9 - Sep 10
Pines & Palms Resort

8. Amara Cay Resort

Amara Cay Resort
Matecumbe
  • Splash into serenity at this resort's private beach and outdoor pool with lounge chairs and umbrellas.
¥22,724
¥37,249 total
includes taxes & fees
Sep 21 - Sep 22
Amara Cay 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.
¥15,024
¥16,902 total
includes taxes & fees
Sep 10 - Sep 11
Rock Reef Resort

10. Drop Anchor

Drop Anchor
Islamorada
  • Sun-drenched serenity awaits at this Art Deco hotel's outdoor pool with loungers.
¥19,297
¥27,315 total
includes taxes & fees
Sep 3 - Sep 4
Drop Anchor
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

Floridian Hotel

Floridian Hotel

10/10 Excellent
"Walking into a Clean and cool room after driving in the hot weather is always a delight! I was really impressed by the cleaning done in between my 2 days stay! Ive stayed in other places that did not do that! I will Recommend this hotel to others! Thank you!"
William 2-night trip
Posted 4 hours ago
Floridian Hotel
Baker's Cay Resort Key Largo, Curio Collection by Hilton

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

8/10 Good
"Loved the overall Resort! The beach thenchair"
Julie Marie 4-night trip
Posted 11 hours ago
Baker's Cay Resort Key Largo, Curio Collection by Hilton
Bayside Inn Key Largo

Bayside Inn Key Largo

10/10 Excellent
"The place is beautiful and clean and affordable. I would definitely be willing to stay there again. The little Inlet gives us time to be by the water and fish or swim or paddle boat for free. Already wanting to make plans for next year thank you Bayside for a wonderful visit."
Debbie Lynn 3-night trip
Posted 12 hours ago
Bayside Inn Key Largo
Garden Inn Homestead/Everglades/Gateway to Keys

Garden Inn Homestead/Everglades/Gateway to Keys

8/10 Good
"I liked the price point."
Anton 1-night trip
Posted 13 hours ago
Garden Inn Homestead/Everglades/Gateway to Keys
Lime Tree Bay Resort

Lime Tree Bay Resort

10/10 Excellent
"Me encantó mi estadía. El lugar estaba muy limpio, cómodo y tranquilo. El personal fue muy amable y atento. El desayuno estuvo muy bueno y disfrutamos mucho de las instalaciones. Todo estuvo excelente y definitivamente volvería. ¡Lo recomiendo 100%!"
Yamirka 4-night trip
Posted 13 hours ago
Lime Tree Bay Resort
Amara Cay Resort

Amara Cay Resort

10/10 Excellent
"It was a wonderful experience all around!!"
Natalie 4-night trip
Posted 13 hours 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 16 hours ago
Playa Largo Resort & Spa, Autograph Collection
Waterside Suites & Marina

Waterside Suites & Marina

10/10 Excellent
"Rainbow Reef is next door. Huge patio to dry gear. Scuba divers perfect spot!"
Marcy 4-night trip
Posted 1 day ago
Waterside Suites & Marina
Islander Resort

Islander Resort

8/10 Good
"Great property with an amazing concept, especially in an area where there aren’t many high-end properties offering this style and experience. The facilities are excellent, and overall we really enjoyed our stay. My only negative feedback is that a few members of staff were constantly on their phones watching clips and videos, often with the volume turned up. We found this quite annoying, particularly when trying to relax quietly by the pool. It would be great if staff could be reminded to use headphones or keep phone use to a minimum in guest relaxation areas. Room maintaince could also be better."
Asoka 2-night trip
Posted 2 days ago
Islander Resort

Frequently asked questions

What are some accommodations with pools in Flamingo?
Cheeca Lodge & Spa: Features a private beach, 3 outdoor pools, and 3 restaurants. Baker's Cay Resort Key Largo, Curio Collection by Hilton: Offers a private beach, 2 outdoor pools, and 2 restaurants. Waterside Suites & Marina: Hotel, 7-minute walk from John Pennekamp Coral Reef State Park. Provides complimentary wireless internet access, an outdoor pool, and kitchens. Chesapeake Beach Resort: Features a private beach, 2 outdoor pools, and daily. 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 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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