A large flock of flamingos standing in shallow water.

Find Hotels with a Pool in Flamingo, FL

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Check availability on Flamingo Hotels with a Pool

Tonight
Sep 21 - Sep 22
Tomorrow
Sep 22 - Sep 23
This weekend
Sep 25 - Sep 27
Next weekend
Oct 2 - Oct 4

Our top choices for Flamingo hotels with a pool

1. Lime Tree Bay Resort

Lime Tree Bay Resort
Long 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
Lime Tree Bay Resort

2. Chesapeake Beach Resort

Chesapeake Beach Resort
Matecumbe
  • 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
Chesapeake Beach Resort

3. Cheeca Lodge & Spa

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

4. Fisher Inn Resort & Marina

Fisher Inn Resort & Marina
Islamorada
  • 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
Fisher Inn Resort & Marina

5. Matecumbe Resort

Matecumbe Resort
Matecumbe
  • 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
Matecumbe Resort

6. Breezy Palms Resort

Breezy Palms Resort
Matecumbe
  • 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
Breezy Palms Resort

7. Amara Cay Resort

Amara Cay Resort
Matecumbe
  • 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
Amara Cay Resort

8. La Jolla Resort

La Jolla Resort
Matecumbe
  • 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
La Jolla Resort

9. Rock Reef Resort

Rock Reef Resort
Rock Harbor
  • Dive into a sun-soaked Florida Keys getaway with a heated pool, private beach, and lounger paradise with stunning sunset views.
¥13,960
¥15,705 total
includes taxes & fees
Sep 27 - Sep 28
Rock Reef Resort

10. Ragged Edge Resort & Marina

Ragged Edge Resort & Marina
Islamorada
  • Dive into poolside paradise with comfy loungers at Ragged Edge Resort, a cyclist-friendly escape.
¥16,520
¥18,585 total
includes taxes & fees
Sep 22 - Sep 23
Ragged Edge Resort & Marina
View all properties

Choose what matters most at hotels with a pool in Flamingo

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Flamingo Hotel Reviews

Bayside Inn Key Largo

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!"
Jamie 2-night trip
Posted 1 hour ago
Bayside Inn Key Largo
Lime Tree Bay Resort

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!!"
Tara 2-night trip
Posted 2 hours ago
Lime Tree Bay Resort
Islander Resort

Islander Resort

10/10 Excellent
"Nice pool"
Henry 1-night trip
Posted 2 hours ago
Islander Resort
Reefhouse Resort & Marina

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"
Onelia 1-night trip
Posted 3 hours ago
Reefhouse Resort & Marina
Waterside Suites & Marina

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."
Irina 3-night trip
Posted 4 hours ago
Waterside Suites & Marina
Chesapeake Beach Resort

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."
Paul 2-night trip
Posted 6 hours ago
Chesapeake Beach Resort
Cheeca Lodge & Spa

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!"
Chrisandra 6-night trip
Posted 15 hours ago
Cheeca Lodge & Spa
Fairway Inn Florida City Homestead Everglades

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"
Cody 2-night trip
Posted 2 days ago
Fairway Inn Florida City Homestead Everglades
Travelodge by Wyndham Florida City/Homestead/Everglades

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"
Robeiby 1-night trip
Posted 3 days ago
Travelodge by Wyndham Florida City/Homestead/Everglades

Frequently asked questions

What are some accommodations with pools in Flamingo?
Cheeca Lodge & Spa: Features a private beach, 3 outdoor pools, and 3 restaurants. Chesapeake Beach Resort: Offers a private beach, 2 outdoor pools, and daily. Reefhouse Resort & Marina: Hotel, 7-minute walk from John Pennekamp Coral Reef State Park. Provides a private beach, an outdoor pool, and 3 restaurants. Waterside Suites & Marina: Hotel, 7-minute walk from John Pennekamp Coral Reef State Park. Features complimentary wireless internet access, an outdoor pool, and kitchens. Baker's Cay Resort Key Largo, Curio Collection by Hilton: Offers a private beach, 2 outdoor pools, and 2 restaurants.
What is there to see and do in Flamingo?
The picturesque setting of Everglades National Park and Eco Pond showcase the area's natural beauty. During your stay, check out sights such as Flamingo Visitor Center, Pa-hay-okee Trail, and Snake Bight.
When is the best time to book a hotel with a pool in Flamingo?
Taking into account the local weather in Flamingo can help you maximize your time at the pool during your trip. The hottest months are usually August and July with an average temp of 83°F, while the coldest months are January and February with an average of 72°F. Average annual precipitation for Flamingo is 44 inches.

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