Find Hotels with a Pool in Cutler Bay, FL

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Check availability on Cutler Bay Hotels with a Pool

Our top choices for Cutler Bay hotels with a pool

Outdoor pool
Beautiful Miami Pool Lake Studio

Beautiful Miami Pool Lake Studio

Beautiful Miami Pool Lake Studio
Cutler Bay
8.4 out of 10, Very Good, (25)
"Awesome "
United States
Rob R.
The price is ￥13,088
￥30,210 total
includes taxes & fees
Dec 16 - Dec 17
Beautiful Miami Pool Lake Studio
Outdoor pool
Spacious Miami House/5 mins from Marina/Ocean/Pool/Tennis

Spacious Miami House/5 mins from Marina/Ocean/Pool/Tennis

Spacious Miami House/5 mins from Marina/Ocean/Pool/Tennis
Cutler Bay
8.6 out of 10, Excellent, (28)
"Stay was enjoyable for the family. Beds were comfortable. "
United States
Carla H.
The price is ￥31,006
￥86,133 total
includes taxes & fees
Jan 13 - Jan 14, 2026
Spacious Miami House/5 mins from Marina/Ocean/Pool/Tennis
Fridge, microwave, oven, stovetop
Welcome to Casa Luna – Your Private Oasis with a Heated Pool!

Welcome to Casa Luna – Your Private Oasis with a Heated Pool!

Welcome to Casa Luna – Your Private Oasis with a Heated Pool!
Cutler Bay
9.8 out of 10, Exceptional, (8)
"Property was beautiful and safe, very clean and Elizabeth was communicative and kind."
United States
Marti M.
The price is ￥49,080
￥117,068 total
includes taxes & fees
Dec 16 - Dec 17
Welcome to Casa Luna – Your Private Oasis with a Heated Pool!
A heated pool
6BR | Heated Pool | Jacuzzi | Sauna | Beach area

6BR | Heated Pool | Jacuzzi | Sauna | Beach area

6BR | Heated Pool | Jacuzzi | Sauna | Beach area
Cutler Bay
10.0 out of 10, Exceptional, (6)
"As homebodies this property was perfect. Super clean, nice pool & hot tub. And Pup friendly. "
United States
Anij N.
The price is ￥68,268
￥158,431 total
includes taxes & fees
Dec 16 - Dec 17
6BR | Heated Pool | Jacuzzi | Sauna | Beach area
Outdoor pool, a heated pool
Family Retreat Sleeps 11, Heated Pool, Mini Golf, Kayak Experience, Waterfront

Family Retreat Sleeps 11, Heated Pool, Mini Golf, Kayak Experience, Waterfront

Family Retreat Sleeps 11, Heated Pool, Mini Golf, Kayak Experience, Waterfront
2.0 star property
Cutler Bay
10.0 out of 10, Exceptional, (10)
"This was the perfect rental for our family of 5. The home was spacious and comfortable, and we loved being able to spend time in the pool, each evening. "
United States
Ami C.
Family Retreat Sleeps 11, Heated Pool, Mini Golf, Kayak Experience, Waterfront
Outdoor pool, a heated pool
Private Villa • Pool & Waterfall

Private Villa • Pool & Waterfall

Private Villa • Pool & Waterfall
Cutler Bay
10.0 out of 10, Exceptional, (4)
"Truly a fantastic residence! Owners were responsive and extremely helpful. We will be back! "
United States
Lauren N.
The price is ￥116,250
￥200,551 total
includes taxes & fees
Dec 26 - Dec 27
Private Villa • Pool & Waterfall
Outdoor pool
Villa Elena - Private Pool

Villa Elena - Private Pool

Villa Elena - Private Pool
Cutler Bay
10.0 out of 10, Exceptional, (12)
"The house was gorgeous!! Relaxing and welcoming upon arrival. I would definitely recommend this home! Pool was large and warm :). "
United States
Jaydine H.
Villa Elena - Private Pool
Fridge, microwave, oven, stovetop
Casa Bay-Spacious Family Friendly 4 Bedroom Home with Ultimate Backyard Fun!

Casa Bay-Spacious Family Friendly 4 Bedroom Home with Ultimate Backyard Fun!

Casa Bay-Spacious Family Friendly 4 Bedroom Home with Ultimate Backyard Fun!
3.0 star property
Cutler Bay
4.0 out of 10, (1)
"property was clean"
United States
Arlene C.
Casa Bay-Spacious Family Friendly 4 Bedroom Home with Ultimate Backyard Fun!
Outdoor pool
The Meridian Miami Beach

The Meridian Miami Beach

The Meridian Miami Beach
3.0 star property
South Beach
9.2 out of 10, Wonderful, (128)
"Beautiful place close to the beach friendly staff!"
United States
Dean
The price is ￥9,101
￥22,632 total
includes taxes & fees
Dec 16 - Dec 17
The Meridian Miami Beach
Meeting facility
Generator Miami

Generator Miami

Generator Miami
3.5 star property
Mid Beach
8.6 out of 10, Excellent, (1010)
"Great common areas, location, safety, price and food"
United States
Tatiana
The price is ￥15,114
￥22,203 total
includes taxes & fees
Dec 17 - Dec 18
Generator Miami
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties

Top Cutler Bay Hotel Reviews

Kimpton EPIC Hotel by IHG

Kimpton EPIC Hotel by IHG

10/10 Excellent
"Wonderful stay!!! The staff very friendly "
Winneska 1-night trip
Posted 1 day ago
Kimpton EPIC Hotel by IHG

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Frequently asked questions

What are some hotels with pools in Cutler Bay?
DoubleTree by Hilton Hotel Miami Airport & Convention Center: Hotel, 4-minute walk from Miami Airport Convention Center. Features a snack bar/deli, an outdoor pool, and complimentary wireless internet access. Park Central South Beach: Resort steps from Ocean Drive. Offers 2 restaurants, 2 outdoor pools, and complimentary bicycles. Kompose Boutique Hotel Miami Airport: Hotel located near LoanDepot Park. Provides a snack bar/deli, an outdoor pool, and complimentary wireless internet access. Hilton Miami Airport Blue Lagoon: Hotel located near Miami Airport Convention Center. Features 2 bars, an outdoor pool, and a snack bar/deli. CitizenM Miami Worldcenter: Hotel, 4-minute walk from Kaseya Center. Offers 2 bars, an outdoor pool, and sun loungers.
What is there to see and do in Cutler Bay?
While you're in the area, consider exploring places like Dolphin Mall, Port of Miami, and Dadeland Mall. Take in the natural beauty with a stop at Biscayne National Park. The restaurants and shopping are just some of the things to enjoy while you're in the area.
When is the best time to book a hotel with a pool in Cutler Bay?
You may want to consider a place to stay that offers an outdoor swimming pool if you'll be visiting Cutler Bay in the driest months of February, March, or January when the average rainfall is 1 inches. Lodging with an indoor pool may be the way to go if you come to town during the rainiest months of June, September, and August when the average rainfall is 9 inches.