Find Hotels with a Pool in Flamingo, FL
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Sep 2 - Sep 3This weekend
Sep 4 - Sep 6Next weekend
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.
￥17,909
￥27,339 total
includes taxes & fees
Sep 7 - Sep 8
2. Chesapeake Beach Resort
Chesapeake Beach ResortMatecumbe
- Splash into paradise with two stunning outdoor pools overlooking a private white sand beach.
￥22,930
￥34,785 total
includes taxes & fees
Sep 15 - Sep 16
3. Cheeca Lodge & Spa
Cheeca Lodge & SpaMatecumbe
- Tropical paradise swim experience awaits with three refreshing pools and poolside service.
￥23,809
￥38,471 total
includes taxes & fees
Sep 15 - Sep 16
4. La Jolla Resort
La Jolla ResortMatecumbe
- Splash into Florida Keys bliss with a private beach and poolside paradise perfect for sun seekers.
￥17,802
￥24,531 total
includes taxes & fees
Sep 2 - Sep 3
5. Ragged Edge Resort & Marina
Ragged Edge Resort & MarinaIslamorada
- Dive into poolside paradise with comfy loungers at Ragged Edge Resort, a cyclist-friendly escape.
￥14,264
￥16,047 total
includes taxes & fees
Sep 13 - Sep 14
6. 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.
￥14,081
￥18,391 total
includes taxes & fees
Sep 23 - Sep 24
7. Pines & Palms Resort
Pines & Palms ResortMatecumbe
- Private beach paradise with poolside oasis and marina in the heart of Matecumbe.
￥25,486
￥37,497 total
includes taxes & fees
Sep 2 - Sep 3
8. Amara Cay Resort
Amara Cay ResortMatecumbe
- Splash into serenity at this resort's private beach and outdoor pool with lounge chairs and umbrellas.
￥22,246
￥36,734 total
includes taxes & fees
Sep 3 - Sep 4
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Top Flamingo Hotel Reviews
Cheeca Lodge & Spa
8/10 Good
"Amenities and the property are absolutely beautiful. Mixed feelings about the staff. The bartenders and pool waitress get an A+. Everyone else could be friendlier :) No problems getting through the gate, which I've had issues with at other properties. Even when the night guard steps away, they will send security in less than a minute to open the gate for you so that was great. We enjoyed our stay and I would go back."
Baker's Cay Resort Key Largo, Curio Collection by Hilton
10/10 Excellent
"Nous n avons pas pris l option petit dej . Le parking devait être inclus mais il nous a été facturé ."
Amara Cay Resort
8/10 Good
"The resort is great! I did, however, leave behind my bathing suit and a personal towel hanging on the back of the bathroom door. When I called three days later after realizing they were missing, I learned that housekeeping had set the items aside. I was surprised that no one had contacted me to let me know they had been found. The front desk explained that I would need to provide a prepaid shipping label, which I promptly emailed. I asked for confirmation that the label had been received but received no response. After several days, I followed up again and still heard nothing. My items were eventually returned, and I’m grateful for that. Overall, I had a nice stay, but the lack of communication was disappointing. A more attentive, customer-focused team would have notified me that the items had been found and acknowledged receipt of the shipping label—especially after multiple messages. A little follow-through and basic courtesy would have made a significant difference."
Waterside Suites & Marina
10/10 Excellent
"Rainbow Reef is next door. Huge patio to dry gear. Scuba divers perfect spot!"
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."
Chesapeake Beach Resort
10/10 Excellent
"Lindo y acogedor lugar, cerca del sandbar con marina para poner tu bote. Nuestra eetancia fue excelente. El staff bien amable y atento. Volveremos Gracias"
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
10/10 Excellent
"we loved it !!!"
Holiday Inn Key Largo by IHG
10/10 Excellent
"This was a perfect spot to stay, very convenient. Within walking distance to the dive shop we used."
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