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
Aug 30 - Aug 31
Tomorrow
Aug 31 - Sep 1
Next weekend
Sep 4 - Sep 6
In two weeks
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.
¥17,942
¥27,389 total
includes taxes & fees
Sep 1 - Sep 2
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.
¥21,960
¥33,710 total
includes taxes & fees
Sep 30 - Oct 1
Chesapeake Beach Resort

3. Ragged Edge Resort & Marina

Ragged Edge Resort & Marina
Islamorada
  • Dive into poolside paradise with comfy loungers at Ragged Edge Resort, a cyclist-friendly escape.
¥11,185
¥12,584 total
includes taxes & fees
Sep 1 - Sep 2
Ragged Edge Resort & Marina

4. 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.
¥15,018
¥16,896 total
includes taxes & fees
Sep 10 - Sep 11
Rock Reef Resort

5. La Jolla Resort

La Jolla Resort
Matecumbe
  • Splash into Florida Keys bliss with a private beach and poolside paradise perfect for sun seekers.
¥16,522
¥23,090 total
includes taxes & fees
Aug 31 - Sep 1
La Jolla Resort

6. Cheeca Lodge & Spa

Cheeca Lodge & Spa
Matecumbe
  • Tropical paradise swim experience awaits with three refreshing pools and poolside service.
¥23,853
¥38,542 total
includes taxes & fees
Sep 7 - Sep 8
Cheeca Lodge & Spa

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.
¥21,773
¥36,202 total
includes taxes & fees
Sep 2 - Sep 3
Amara Cay Resort

8. 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.
¥15,812
¥20,342 total
includes taxes & fees
Sep 1 - Sep 2
Breezy Palms Resort

9. 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.
¥18,587
¥26,134 total
includes taxes & fees
Sep 21 - Sep 22
Fisher Inn Resort & Marina

10. Pines & Palms Resort

Pines & Palms Resort
Matecumbe
  • Private beach paradise with poolside oasis and marina in the heart of Matecumbe.
¥23,927
¥35,743 total
includes taxes & fees
Aug 31 - Sep 1
Pines & Palms 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

Reefhouse Resort & Marina

Reefhouse Resort & Marina

8/10 Good
"Awesome ! We really enjoyed the amenities and friendly staff. What else !"
Hourad 2-night trip
Posted less than an hour ago
Reefhouse Resort & Marina
Cheeca Lodge & Spa

Cheeca Lodge & Spa

10/10 Excellent
"Everything was fabulous. We stayed in a newer building on the beach. The room, service, and staff were all 10/10. Shout out to Dee at the atlantics edge restaurant for her great dinner service. Our room was clean and replenished daily. The pool and poolside service also excellent. The only downside of our stay was the seaweed. The smell was bad at times. We would've liked to spend more time on the beach and look forward to coming back for that."
Bethanne 4-night trip
Posted 4 hours ago
Cheeca Lodge & Spa
Playa Largo Resort & Spa, Autograph Collection

Playa Largo Resort & Spa, Autograph Collection

8/10 Good
"Great place just be prepared for many hidden fees that are like 50% more than what you pay for the actual stay. Resort fees, parking fees, etc. very nice staff. Rooms are nice, bathrooms outdated."
Henry 1-night trip
Posted 5 hours ago
Playa Largo Resort & Spa, Autograph Collection
Floridian Hotel

Floridian Hotel

10/10 Excellent
"We were here for four nights. The whole motel area was clean, as was our room. One bed was so-so, but all-in-all we were happy with the Floridian and would stay there again. We did not use the pool, but I was happy that others did, and we enjoyed hearing the happy kids and music from the boom boxes - nothing like being around other happy people to put a smile on your face. Everything in our room worked, lots of outlets for phones, computers, etc. The breakfast was pretty good except for the coffee - thankfully there is a Starbucks across the street!"
Dianne 4-night trip
Posted 5 hours ago
Floridian Hotel
Bayside Inn Key Largo

Bayside Inn Key Largo

10/10 Excellent
"Great place! Close to everything in Key Largo. Staff was great. We will need to get a bigger room next time we visit. We will be back."
Charles 4-night trip
Posted 7 hours ago
Bayside Inn Key Largo
Islander Resort

Islander Resort

10/10 Excellent
"It’s a beautiful property right on the water with very nice pool area and right near everything in Islamorada"
Steven 1-night trip
Posted 1 day ago
Islander Resort
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

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

10/10 Excellent
"I’d recommend getting breakfast locally instead of the resort’s breakfast. Very friendly and helpful staff."
Dareen 3-night trip
Posted 6 days ago
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio 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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