Find Hotels with a Pool in Flamingo, FL
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Sep 15 - Sep 16Tomorrow
Sep 16 - Sep 17This 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.
￥17,667
￥32,932 total
includes taxes & fees
Oct 6 - Oct 7
2. Chesapeake Beach Resort
Chesapeake Beach ResortMatecumbe
- Splash into paradise with two stunning outdoor pools overlooking a private white sand beach.
￥23,203
￥34,745 total
includes taxes & fees
Sep 16 - Sep 17
3. Cheeca Lodge & Spa
Cheeca Lodge & SpaMatecumbe
- Tropical paradise swim experience awaits with three refreshing pools and poolside service.
￥21,144
￥35,067 total
includes taxes & fees
Sep 29 - Sep 30
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.
￥12,729
￥16,781 total
includes taxes & fees
Sep 16 - Sep 17
5. Ragged Edge Resort & Marina
Ragged Edge Resort & MarinaIslamorada
- Dive into poolside paradise with comfy loungers at Ragged Edge Resort, a cyclist-friendly escape.
￥12,495
￥14,057 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.
￥19,769
￥22,241 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.
￥16,392
￥23,841 total
includes taxes & fees
Sep 16 - Sep 17
8. Amara Cay Resort
Amara Cay ResortMatecumbe
- Splash into serenity at this resort's private beach and outdoor pool with lounge chairs and umbrellas.
￥22,083
￥36,077 total
includes taxes & fees
Sep 21 - Sep 22
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Top Flamingo Hotel Reviews
Travelodge by Wyndham Florida City/Homestead/Everglades
8/10 Good
"Room had a musty smell."
Playa Largo Resort & Spa, Autograph Collection
8/10 Good
"Lovely hotel. Very expensive just to buy drinks though but good location."
Cheeca Lodge & Spa
10/10 Excellent
"Clean and comfortable rooms, but I did get a dated feel, but certainly served our purpose. The property supplied EVERYTHING needed to enjoy your stay. I didn’t have dinner there, but their breakfast was elevated and delish. The Adult pool we used had an exercise instructor, a spa and was crystal clear. Staff was friendly and accommodating. The roosters that roamed were the healthiest looking rooster I ever saw 😉. We wandered off the property but my observation was that you didn’t need to leave to stay busy and active, very self-contained."
Lime Tree Bay Resort
10/10 Excellent
"We have been coming here since 2018 and it never fails us we enjoy staying here for a whole week. The first time around we extended our stay and have been staying for a week since. Hands down to Terri O., she’s my go to for when we plan our next family vacation she takes care of us always. We shall be planning our next family vacation soon!!"
Islander Resort
10/10 Excellent
"Great location. Very good CLEANING staff and FRONT DESK staff are excellent"
Waterside Suites & Marina
10/10 Excellent
"1"
Chesapeake Beach Resort
10/10 Excellent
"/"
Amara Cay Resort
10/10 Excellent
"Beautiful lobby, nice outdoor area, room is clean, the elevator is a bit old though. Pool is very big, kids love it."
Baker's Cay Resort Key Largo, Curio Collection by Hilton
10/10 Excellent
"The hotel is very lovely and cozy, the entire staff is very friendly, and the areas and rooms are very clean; I recommend it."
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