Hotels with Pool & Resorts in Cutler Bay from NZ$183

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Check availability on Cutler Bay Hotels with Pool

Tonight
31 Dec - 1 Jan
Tomorrow
1 Jan - 2 Jan
This weekend
2 Jan - 4 Jan
Next weekend
9 Jan - 11 Jan

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 stay ty "
United States
Rob R.
The price is NZ$343
includes taxes & fees
4 Jan - 5 Jan 2026
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 NZ$919
includes taxes & fees
3 Jan - 4 Jan 2026
Spacious Miami House/5 mins from Marina/Ocean/Pool/Tennis
Outdoor pool, 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!

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 NZ$1,277
includes taxes & fees
12 Jan - 13 Jan 2026
Welcome to Casa Luna – Your Private Oasis with a Heated 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.
The price is NZ$817
includes taxes & fees
4 Jan - 5 Jan 2026
Casa Bay-Spacious Family Friendly 4 Bedroom Home with Ultimate Backyard Fun!
Meeting facility
Generator Miami

Generator Miami

Generator Miami
3.5 star property
Mid Beach
8.6 out of 10, Excellent, (1022)
"Clean rooms, and great location"
United States
Arun
The price is NZ$254
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, (154)
"Beautiful place close to the beach friendly staff!"
United States
Dean
The price is NZ$290
includes taxes & fees
5 Jan - 6 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, (1755)
"It is a wonderful place to stay. "
United States
Mercy
The price is NZ$281
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, (2514)
"I’d recommend this place for anyone who loves a low-key, relaxing stay. Easy to walk to nearby attractions, yet peaceful inside."
Mexico
Scarlett
The price is NZ$241
includes taxes & fees
13 Jan - 14 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, (1452)
"Clean room, great staff, great food, great location. "
United States
Marcus
The price is NZ$183
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, (1415)
"Our family enjoyed the location "
United States
Cathy
The price is NZ$183
includes taxes & fees
13 Jan - 14 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.
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Top Cutler Bay Hotel Reviews

Trump National Doral Miami

Trump National Doral Miami

10/10 Excellent
"Great service!"
Meng 5-night trip
Posted 11 hours ago
Trump National Doral Miami

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.