
Find Hotels with a Pool in Flamingo, FL
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Sep 4 - Sep 6In two weeks
Sep 11 - Sep 13Our top choices for Flamingo hotels with a pool




1. Lime Tree Bay Resort
Lime Tree Bay ResortLong 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




2. Chesapeake Beach Resort
Chesapeake Beach ResortMatecumbe
- 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




3. Ragged Edge Resort & Marina
Ragged Edge Resort & MarinaIslamorada
- 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




4. Rock Reef Resort
Rock Reef ResortRock 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




5. La Jolla Resort
La Jolla ResortMatecumbe
- 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




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




7. Amara Cay Resort
Amara Cay ResortMatecumbe
- 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




8. Breezy Palms Resort
Breezy Palms ResortMatecumbe
- 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
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Top Flamingo Hotel Reviews
Reefhouse Resort & Marina
8/10 Good
"Awesome ! We really enjoyed the amenities and friendly staff. What else !"
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."
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."
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!"
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."
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"
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."
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