Search Hotels with Pool in Cutler Bay

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Cutler Bay Hotels with Pool

Tonight
29 Dec - 30 Dec
Tomorrow
30 Dec - 31 Dec
This weekend
2 Jan - 4 Jan
Next weekend
9 Jan - 11 Jan

Our top choices for Cutler Bay hotels with a pool

Meeting facility
Generator Miami

Generator Miami

Generator Miami
3.5 star property
Mid Beach
8.6 out of 10, Excellent, (1017)
"Clean rooms, and great location"
United States
Arun
The price is Rp1.733.108
Rp2.510.242 total
includes taxes & fees
6 Jan - 7 Jan 2026
Generator Miami
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, (148)
"Beautiful place close to the beach friendly staff!"
United States
Dean
The price is Rp1.806.953
Rp3.377.088 total
includes taxes & fees
12 Jan - 13 Jan 2026
The Meridian Miami Beach
Outdoor pool
citizenM Miami South Beach

citizenM Miami South Beach

citizenM Miami South Beach
4.0 star property
South Beach
9.4 out of 10, Exceptional, (1754)
"It is a wonderful place to stay. "
United States
Mercy
The price is Rp2.394.535
Rp2.729.770 total
includes taxes & fees
5 Jan - 6 Jan 2026
citizenM Miami South Beach
Outdoor pool
Kenmore Village Hotel, South Beach

Kenmore Village Hotel, South Beach

Kenmore Village Hotel, South Beach
4.0 star property
South Beach
8.4 out of 10, Very good, (2496)
"It was in a good location and easy access to shoppings, restaurants, and beach"
United States
Sahar Moulavi
The price is Rp1.460.164
Rp2.332.713 total
includes taxes & fees
12 Jan - 13 Jan 2026
Kenmore Village Hotel, South Beach
Outdoor pool
The Fairwind Hotel

The Fairwind Hotel

The Fairwind Hotel
4.0 star property
South Beach
7.8 out of 10, Good, (1451)
"Clean room, great staff, great food, great location. "
United States
Marcus
The price is Rp1.192.244
Rp1.931.838 total
includes taxes & fees
7 Jan - 8 Jan 2026
The Fairwind Hotel
2 outdoor pools, pool cabanas (surcharge), pool loungers
Catalina Hotel & Beach Club

Catalina Hotel & Beach Club

Catalina Hotel & Beach Club
3.5 star property
South Beach
7.0 out of 10, Good, (1405)
"Our family enjoyed the location "
United States
Cathy
The price is Rp1.058.284
Rp1.779.123 total
includes taxes & fees
12 Jan - 13 Jan 2026
Catalina Hotel & Beach Club
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

InterContinental Miami by IHG

InterContinental Miami by IHG

10/10 Excellent
"Totally enjoyed our stay, IHG may be our new favorite hotel. "
Jonathan Fernand 3-night trip
Posted 2 days ago
InterContinental Miami by IHG

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 swimming pools and complimentary bicycles. Hilton Miami Airport Blue Lagoon: Hotel located near Miami Airport Convention Center. Provides 2 bars, an outdoor pool and a snack bar/deli. Hyatt Regency Miami: Hotel, 4-minute walk from Downtown Miami Shopping District. Features a snack bar/deli, an outdoor pool and complimentary wireless Internet access. CitizenM Miami Worldcenter: Hotel, 3-minute walk from Downtown Miami Shopping District. Offers 2 bars, an outdoor pool and sunloungers.
What is there to see and do in Cutler Bay?
While you're in the area, consider exploring places such as 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're planning to visit Cutler Bay in the driest months of February, March or January, when the average rainfall is 36 mm. Accommodation 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 226 mm.