
Find Hotels with a Pool in Flamingo, FL
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Sep 25 - Sep 27Next weekend
Oct 2 - Oct 4Our 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.
¥16,832
¥25,996 total
includes taxes & fees
Sep 23 - Sep 24




2. Chesapeake Beach Resort
Chesapeake Beach ResortMatecumbe
- Splash into paradise with two stunning outdoor pools overlooking a private white sand beach.
¥22,246
¥33,851 total
includes taxes & fees
Oct 22 - Oct 23




3. Cheeca Lodge & Spa
Cheeca Lodge & SpaMatecumbe
- Tropical paradise swim experience awaits with three refreshing pools and poolside service.
¥21,739
¥35,930 total
includes taxes & fees
Sep 24 - Sep 25




4. Fisher Inn Resort & Marina
Fisher Inn Resort & MarinaIslamorada
- Soak up scenic poolside serenity at this beachfront oasis with complimentary water sports and dreamy sunset views.
¥17,202
¥24,471 total
includes taxes & fees
Sep 23 - Sep 24




5. Matecumbe Resort
Matecumbe ResortMatecumbe
- Dive into a tranquil paradise with private beach access and a refreshing outdoor pool.
¥19,484
¥21,920 total
includes taxes & fees
Sep 22 - Sep 23




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.
¥11,258
¥15,169 total
includes taxes & fees
Sep 30 - Oct 1




7. Amara Cay Resort
Amara Cay ResortMatecumbe
- Splash into serenity at this resort's private beach and outdoor pool with lounge chairs and umbrellas.
¥22,553
¥36,845 total
includes taxes & fees
Sep 24 - Sep 25




8. La Jolla Resort
La Jolla ResortMatecumbe
- Splash into Florida Keys bliss with a private beach and poolside paradise perfect for sun seekers.
¥10,077
¥15,750 total
includes taxes & fees
Oct 5 - Oct 6
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Top Flamingo Hotel Reviews
Bayside Inn Key Largo
10/10 Excellent
"We stayed here for 2 nights and chose this hotel for the proximity to the dive shop we were diving with on their boat. It was a good choice with clean rooms and nice staff. Bonus SNOOKS restaurant & Tiki Bar right on the water! We would stay here again!"
Lime Tree Bay Resort
10/10 Excellent
"The property was very nice! The staff was friendly and helpful. The one thing I will mention is the cost of the dining was a bit higher than expected, but overall the place was great! They have one one the best sunsets that i have seen at a hotel in the keys!! Hammocks n cabanas located throughout the properties!!"
Islander Resort
10/10 Excellent
"Nice pool"
Reefhouse Resort & Marina
10/10 Excellent
"Opal takes pride ownership in running a customer service excellence resort The champagne touch is nice Thank you Dr Fajardo Garcia"
Waterside Suites & Marina
8/10 Good
"We stayed for three nights in a two-bedroom suite. For the price, the stay was reasonable, and there were definitely some positives. The suite was spacious, the bedding was clean and good quality, the beds and pillows were comfortable, and we had a nice view of the canal. Free parking was also a big plus — we had three cars in our group and received parking passes for all of them. However, there are quite a few details that could be improved. The suite was booked for four guests but was not really equipped for four: there were not enough dishes, chairs, or towels, and even the coffee maker was missing filters. The outdoor and BBQ areas looked somewhat dated and poorly maintained, the ice machines were not working, and the pool could have been better maintained. We also did not receive any housekeeping or check-ins during our three-day stay. Our room faced the restaurant across the canal, so weekend evenings were quite noisy. The canal view is nice, but if you are looking for peace and privacy, keep this in mind. Overall, considering the price, our stay was acceptable. If you are coming with a group or celebrating a special occasion and plan to cook, I would recommend bringing some of your own kitchen supplies. We came prepared and were able to enjoy our stay despite the shortcomings."
Chesapeake Beach Resort
8/10 Good
"They do strive to provide great customer service and promised to have clean rooms but there were some minor things I noticed after the staff assured me they pay attention to great detail. The wall in bathroom had some mysterious staining and the toilet seat was super loose on the verge of falling off. Overall, this hotel was by far the one of the better ones around and had a professional and friendly staff. We stayed here because the hotel we booked initially down the road had bugs in the bed, so it was a relief to stay here last minute as a backup without the pests."
Cheeca Lodge & Spa
10/10 Excellent
"Loved the room, quiet vibe, designated parking, the water front area, and staff. Nice surrounding area. You need a car if you want to go to Key West or nearby cities. If you want activity recommend planning ahead. We were celebrating wedding anniversary and this fit the bill. Loved it and would come back. Things to be mindful of. Yes there is a resort fee and the property holds a fee per day for Incidentals. Having the ability to know it was negotiable would have been better than finding out when I checked out. Adult pool only was nice and relaxing. The other pools were nice but very lively, if you want to chill the other pools may not be your thing. We wanted to go to a night club with dancing but there were none in this area near the resort. We went to Hog heaven, live music was great but not a night club. The Cheeca Lodge and Spa was wonderful!"
Fairway Inn Florida City Homestead Everglades
10/10 Excellent
"I’ve been staying here because it’s close to my work and I’m waiting for my apartment to be remodeled. Great staff. Rooms are clean. Linens are fresh. WiFi works. Pool is awesome"
Travelodge by Wyndham Florida City/Homestead/Everglades
8/10 Good
"Es comodo y tienes tu parqueo frente a la habitación para desayunar un poco lejos pero bien"
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