Find Hotels with a Pool in Flamingo, FL
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Sep 17 - Sep 18Tomorrow
Sep 18 - Sep 19This weekend
Sep 18 - Sep 20Next weekend
Sep 25 - Sep 27Our 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.
￥16,767
￥25,895 total
includes taxes & fees
Oct 4 - Oct 5
2. Chesapeake Beach Resort
Chesapeake Beach ResortMatecumbe
- Splash into paradise with two stunning outdoor pools overlooking a private white sand beach.
￥22,964
￥34,561 total
includes taxes & fees
Sep 20 - Sep 21
3. Cheeca Lodge & Spa
Cheeca Lodge & SpaMatecumbe
- Tropical paradise swim experience awaits with three refreshing pools and poolside service.
￥21,265
￥35,268 total
includes taxes & fees
Sep 30 - Oct 1
4. 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.
￥11,840
￥15,815 total
includes taxes & fees
Sep 30 - Oct 1
5. Ragged Edge Resort & Marina
Ragged Edge Resort & MarinaIslamorada
- Dive into poolside paradise with comfy loungers at Ragged Edge Resort, a cyclist-friendly escape.
￥13,925
￥15,665 total
includes taxes & fees
Sep 20 - Sep 21
6. Matecumbe Resort
Matecumbe ResortMatecumbe
- Dive into a tranquil paradise with private beach access and a refreshing outdoor pool.
￥19,966
￥22,462 total
includes taxes & fees
Sep 21 - Sep 22
7. Drop Anchor
Drop AnchorIslamorada
- Sun-drenched serenity awaits at this Art Deco hotel's outdoor pool with loungers.
￥18,704
￥26,512 total
includes taxes & fees
Sep 23 - Sep 24
8. Amara Cay Resort
Amara Cay ResortMatecumbe
- Splash into serenity at this resort's private beach and outdoor pool with lounge chairs and umbrellas.
￥22,301
￥36,433 total
includes taxes & fees
Sep 20 - Sep 21
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Top Flamingo Hotel Reviews
Chesapeake Beach Resort
10/10 Excellent
"Everything about the Chesapeake resort is perfect ,had the most incredible time ,will definitely return !!!"
Playa Largo Resort & Spa, Autograph Collection
10/10 Excellent
"we enjoyed our stay, everything deserved 5 stars"
Garden Inn Homestead/Everglades/Gateway to Keys
10/10 Excellent
"Muy Limpio todo muy ordenado"
Lime Tree Bay Resort
10/10 Excellent
"100% recommended"
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
10/10 Excellent
"We had an excellent stay at Three Waters Resort in Islamorada. Everything about the property was great from start to finish. Our room was very clean, comfortable, and well maintained, and the entire resort was beautiful and inviting. One of the things we really enjoyed was all of the included amenities. We took advantage of the complimentary kayaks, and they also had bikes available for guests to use at no additional charge. It was a great way to get out, explore, and enjoy the area. The fire pits at night were another highlight. Sitting outside by the fire was the perfect way to end the day and really added to the relaxing Keys atmosphere. Overall, we had a fantastic experience. The property was clean, the amenities were excellent, and there honestly wasn’t anything we could complain about. We would absolutely stay at Three Waters again and highly recommend it to anyone visiting Islamorada!"
Waterside Suites & Marina
10/10 Excellent
"1"
Fairway Inn Florida City Homestead Everglades
8/10 Good
"It was okay stay"
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