
Find Hotels with a Pool in Flamingo, FL
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Aug 30 - Aug 31Next weekend
Sep 4 - Sep 6In two weeks
Sep 11 - Sep 13Our top choices for Flamingo hotels with a pool




1. Rock Reef Resort
Rock Reef ResortRock Harbor
- Dive into a sun-soaked Florida Keys getaway with a heated pool, private beach, and lounger paradise with stunning sunset views.
¥14,949
¥16,818 total
includes taxes & fees
Sep 10 - Sep 11




2. Kona Kai Resort and Gallery - Adults Only
Kona Kai Resort and Gallery - Adults OnlyRock Harbor
- Oceanfront pool sanctuary with sunset views makes this adults-only haven a serene Florida Keys retreat.
¥18,996
¥25,854 total
includes taxes & fees
Aug 31 - Sep 1




3. Chesapeake Beach Resort
Chesapeake Beach ResortMatecumbe
- Splash into paradise with two stunning outdoor pools overlooking a private white sand beach.
¥23,830
¥35,773 total
includes taxes & fees
Sep 3 - Sep 4




4. Dove Creek Resort & Marina, Trademark Collection by Wyndham
Dove Creek Resort & Marina, Trademark Collection by WyndhamKey Largo
- Dive into blissful poolside relaxation at this marina-side retreat with a heated outdoor pool and hot tub.
¥14,984
¥21,933 total
includes taxes & fees
Aug 30 - Aug 31




5. Amoray Dive Resort
Amoray Dive ResortKey Largo
- Tranquil poolside paradise meets private beach access for sun-soaked water adventures.
¥13,079
¥19,216 total
includes taxes & fees
Aug 30 - Aug 31




6. Cheeca Lodge & Spa
Cheeca Lodge & SpaMatecumbe
- Tropical paradise swim experience awaits with three refreshing pools and poolside service.
¥23,745
¥38,367 total
includes taxes & fees
Sep 8 - Sep 9




7. 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.
¥17,860
¥27,263 total
includes taxes & fees
Aug 31 - Sep 1




8. 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.
¥18,501
¥26,014 total
includes taxes & fees
Sep 21 - Sep 22
View all properties
Top Flamingo Hotel Reviews
Bayside Inn Key Largo
8/10 Good
"La pasamos genial. Es un hotel pequeño pero muy animado. Sin dudas recomendable."
Chesapeake Beach Resort
10/10 Excellent
"Check-in went smoothly and the little touch of offering some champagne on arrival made me feel special! Loved the updated room! Beds comfy. Staff accommodating. Breakfast has many great hot /cold choices. Coffee was 👍One of the Pools was a little dirty but front desk had maintenance on it when I informed them .."
Lime Tree Bay Resort
10/10 Excellent
"Absolutely lovely hotel, loads of activities free for use like paddleboarding, kayaking, fishing etc. pool was lovely and views incredible!!!!"
Cheeca Lodge & Spa
10/10 Excellent
"Absolutely love it here and will definitely return for another stay."
Islander Resort
10/10 Excellent
"It’s a beautiful property right on the water with very nice pool area and right near everything in Islamorada"
Floridian Hotel
10/10 Excellent
"Excellent service very friendly personnel."
Waterside Suites & Marina
10/10 Excellent
"Me encantó la verdad. Fuimos un grupo familiar todos. Pero el echo de la cocina. El barbecue abajo. La piscina calentica. La verdad a nosotros nos encantó."
Playa Largo Resort & Spa, Autograph Collection
10/10 Excellent
"The property was situated to make you feel like you were in a tropical paradise tucked away from the rest of the key. Very clean and nice. The staff was amazing and the private beach was one of the best."
Reefhouse Resort & Marina
10/10 Excellent
"The beach is private which adds a level of safety. The proximity of the pool to the beach front was very convenient. We had a great time at the Reefhouse and I will stay there again if I get back to Key Largo."
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