Find Hotels with a Pool in Cutler Bay, FL

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Our top choices for Cutler Bay hotels with a pool

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.
$178 nightly
The price is $199
Jan 4 - Jan 5, 2026
Total with taxes and fees
Beautiful Miami Pool Lake Studio

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.
$474 nightly
The price is $531
Jan 3 - Jan 4, 2026
Total with taxes and fees
Spacious Miami House/5 mins from Marina/Ocean/Pool/Tennis

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.
$701 nightly
The price is $783
Jan 12 - Jan 13, 2026
Total with taxes and fees
Welcome to Casa Luna – Your Private Oasis with 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
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.
$1,246 nightly
The price is $1,390
Dec 31 - Jan 1, 2026
Total with taxes and fees
Family Retreat Sleeps 11, Heated Pool, Mini Golf, Kayak Experience, Waterfront

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.
$1,142 nightly
The price is $1,274
Dec 26 - Dec 27
Total with taxes and fees
Private Villa • Pool & Waterfall

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.
$888 nightly
The price is $991
Dec 26 - Dec 27
Total with taxes and fees
Villa Elena - Private Pool

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.
$536 nightly
The price is $598
Dec 29 - Dec 30
Total with taxes and fees
Casa Bay-Spacious Family Friendly 4 Bedroom Home with Ultimate Backyard Fun!

Generator Miami

Generator Miami
3.5 star property
Mid Beach
8.6 out of 10, Excellent, (1013)
"Great common areas, location, safety, price and food"
United States
Tatiana
$132 nightly
The price is $151
Jan 7 - Jan 8, 2026
Total with taxes and fees
Generator Miami

The Meridian Miami Beach

The Meridian Miami Beach
3.0 star property
South Beach
9.2 out of 10, Wonderful, (143)
"Beautiful place close to the beach friendly staff!"
United States
Dean
$132 nightly
The price is $151
Jan 6 - Jan 7, 2026
Total with taxes and fees
The Meridian Miami Beach

citizenM Miami South Beach

citizenM Miami South Beach
4.0 star property
South Beach
9.4 out of 10, Exceptional, (1741)
"Very nice enjoyed our stay would come back again"
Canada
Dale
$130 nightly
The price is $148
Jan 7 - Jan 8, 2026
Total with taxes and fees
citizenM Miami South Beach
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.

Top Cutler Bay Hotel Reviews

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. Hilton Miami Airport Blue Lagoon: Hotel located near Miami Airport Convention Center. Offers 2 bars, an outdoor pool, and a snack bar/deli. Kompose Boutique Hotel Miami Airport: Hotel located near LoanDepot Park. Provides a snack bar/deli, an outdoor pool, and complimentary wireless internet access. Park Central South Beach: Resort steps from Ocean Drive. Features 2 restaurants, 2 outdoor pools, and complimentary bicycles. CitizenM Miami Worldcenter: Hotel, 3-minute walk from Downtown Miami Shopping District. 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.

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