Search Vacation Homes in Cutler Bay

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Check prices for these dates

In two weeks
Dec 19 - Dec 21
In two months
Jan 30 - Feb 1
In three months
Feb 27 - Mar 1
In four months
Mar 27 - Mar 29

Vacation Homes in Cutler Bay

Property grounds
Secluded Bungalow Oasis & Sanctuary garden between Miami & Keys

Vacation Home in Cutler Bay

8.2 out of 10, Very Good, (13)
"Easy check in, very nice host"
United States
Alex S.
$126 nightly
The price is $140
Dec 7 - Dec 8
Total with taxes and fees
Secluded Bungalow Oasis & Sanctuary garden between Miami & Keys
Property grounds
Family Retreat Sleeps 11, Heated Pool, Mini Golf, Kayak Experience, Waterfront

Vacation Home in Cutler Bay

2.0 star property
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.
$498 nightly
The price is $555
Dec 7 - Dec 8
Total with taxes and fees
Family Retreat Sleeps 11, Heated Pool, Mini Golf, Kayak Experience, Waterfront
Beach nearby
Spacious Miami House/5 mins from Marina/Ocean/Pool/Tennis

Vacation Home in Cutler Bay

8.6 out of 10, Excellent, (28)
"Stay was enjoyable for the family. Beds were comfortable. "
United States
Carla H.
$486 nightly
The price is $543
Dec 8 - Dec 9
Total with taxes and fees
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!

Vacation Home in Cutler Bay

9.8 out of 10, Exceptional, (7)
"Property was beautiful and safe, very clean and Elizabeth was communicative and kind."
United States
Marti M.
$536 nightly
The price is $598
Dec 9 - Dec 10
Total with taxes and fees
Welcome to Casa Luna – Your Private Oasis with a Heated Pool!
Terrace/patio
Villa Elena - Private Pool

Vacation Home in 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.
$1,066 nightly
The price is $1,189
Dec 26 - Dec 27
Total with taxes and fees
Villa Elena - Private Pool
Fridge, microwave, oven, stovetop
Casa Bay-Spacious Family Friendly 4 Bedroom Home with Ultimate Backyard Fun!

Vacation Home in Cutler Bay

3.0 star property
4.0 out of 10, (1)
"property was clean"
United States
Arlene C.
$474 nightly
The price is $528
Dec 7 - Dec 8
Total with taxes and fees
Casa Bay-Spacious Family Friendly 4 Bedroom Home with Ultimate Backyard Fun!
Living area
Art Gardens Wynwood

Vacation Home in Allapattah

2.0 star property
6.8 out of 10, (41)
"Great place, great people, clean and quiet. "
United States
Blessing
$53 nightly
The price is $60
Dec 17 - Dec 18
Total with taxes and fees
Art Gardens Wynwood
Interior
Beautiful Studio Near Wynwood

Vacation Home in Liberty City

10.0 out of 10, Exceptional, (1)
"The property is the right size for a weekend trip. Everything was clean, the owners communicated expectations clearly, and the location was close to where we needed to go. We will definitely consider this property again or recommend to anyone taking a short trip to Miami."
United States
Kaitlyn
$117 nightly
The price is $130
Dec 9 - Dec 10
Total with taxes and fees
Beautiful Studio Near Wynwood
Smart TV, video games
Amazing & cozy Duplex near Zoo Miami

Vacation Home in South Miami Heights

10.0 out of 10, Exceptional, (7)
"Me and my girlfriend loved our stay this space is exactly how it’s described in the listing owner was EXCELLENT when it came to communication I would get this again !"
United States
Chris S.
$209 nightly
The price is $233
Dec 11 - Dec 12
Total with taxes and fees
Amazing & cozy Duplex near Zoo Miami
Beautiful house, private pool, tropical patio, 1 King bed, 2 Full beds, new kitchen, non smoking | Terrace/patio
Beautiful And Comfortable Home and studios

Vacation Home in Flagami

3.5 star property
9.4 out of 10, Exceptional, (3)
"Very nice and welcoming 10 minutes from the airport and a lot of local stores in the area "
United States
Kameah
$226 nightly
The price is $255
Dec 8 - Dec 9
Total with taxes and fees
Beautiful And Comfortable Home and studios
Dining
Fast Wi-Fi | 10 Min Wynwood | Laundry | Fire Pit

Vacation Home in Gladeview

8.8 out of 10, Excellent, (14)
"Very clean and cute. Backyard is wonderful. Everything worked. We were in town for a weekend getaway and enjoyed it."
United States
Jodi F.
$230 nightly
The price is $230
Dec 16 - Dec 17
Total with taxes and fees
Fast Wi-Fi | 10 Min Wynwood | Laundry | Fire Pit
Interior
Brand NEW cottage with gorgeous patio

Vacation Home in Coral Way

10.0 out of 10, Exceptional, (4)
"Great location and communication with the owners. Short distance to downtown with lots to do. We will definitely be back!!"
United States
Janet W.
$205 nightly
The price is $225
Dec 8 - Dec 9
Total with taxes and fees
Brand NEW cottage with gorgeous patio
Property grounds
Bright Miami Escape near Attractions

Vacation Home in Little Havana

2.0 star property
10.0 out of 10, Exceptional, (1)
"Great place to stay. Wonderful backyard to the water. Wild life everywhere. Clean and comfortable! "
United States
Adam H.
$263 nightly
The price is $293
Dec 8 - Dec 9
Total with taxes and fees
Bright Miami Escape near Attractions
Smart TV
Center of Miami, Airport, Cruise Port, Brickell, Beaches, Kaseya Center, Casino

Vacation Home in Flagami

10.0 out of 10, Exceptional, (2)
"Great little place,Exactly as advertised. Very responsive and helpful. Minutes away from the airport and food."
United States
David K.
$119 nightly
The price is $132
Dec 8 - Dec 9
Total with taxes and fees
Center of Miami, Airport, Cruise Port, Brickell, Beaches, Kaseya Center, Casino
Terrace/patio
The teeny tiny house

Vacation Home in Allapattah

10.0 out of 10, Exceptional, (3)
"Emerita is a very nice host and has been very helpful. All was clean and house comes as promised. Would go here again! "
United States
Lennart
$252 nightly
The price is $281
Dec 8 - Dec 9
Total with taxes and fees
The teeny tiny house
Fridge, microwave, oven, stovetop
Charming 2BR Oasis with 2 Parking Spaces

Vacation Home in Homestead

9.8 out of 10, Exceptional, (23)
"My family had two great nights "
United States
Angie Z.
$337 nightly
The price is $376
Dec 7 - Dec 8
Total with taxes and fees
Charming 2BR Oasis with 2 Parking Spaces
Outdoor dining
6 MINUTES AWAY FROM MIA!NEAR WYNWOOD!

Vacation Home in Allapattah

9.2 out of 10, Wonderful, (77)
"It was everything we needed. Would stay here again"
United States
Jonathan J.
$185 nightly
The price is $206
Jan 5 - Jan 6, 2026
Total with taxes and fees
6 MINUTES AWAY FROM MIA!NEAR WYNWOOD!
Private kitchen
Serene 1bed/1bath stay in south florida with AC

Vacation Home in Florida city

2.0 star property
$84 nightly
The price is $92
Dec 7 - Dec 8
Total with taxes and fees
Serene 1bed/1bath stay in south florida with AC
Fridge, microwave, oven, stovetop
central Miami home near Wynwood,Downtown,Midtown,Design District, little havana

Vacation Home in Allapattah

2.0 star property
9.4 out of 10, Exceptional, (3)
"Great stay, excellent host! very clean and modern!!"
United States
Terrel H.
$348 nightly
The price is $387
Dec 9 - Dec 10
Total with taxes and fees
central Miami home near Wynwood,Downtown,Midtown,Design District, little havana
Outdoor dining
Boutique Style Home 3 Bedrooms Mini-Golf, BBQ, Hot Tub, EV-Charger Games Casino

Vacation Home in Homestead

9.6 out of 10, Exceptional, (28)
"Our family enjoyed the quiet neighborhood and the many amenities the home offered. The location to made accessing local national parks effortless, as well as any travel through Homestead/Miami. Plenty of space for the family to spread out."
United States
David A.
$339 nightly
The price is $379
Dec 8 - Dec 9
Total with taxes and fees
Boutique Style Home 3 Bedrooms Mini-Golf, BBQ, Hot Tub, EV-Charger Games Casino
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

Hyatt Regency Miami

Hyatt Regency Miami

10/10 Excellent
"The hotel was beautiful and the location was amazing! We stayed here prior to our cruise and really enjoyed the property. The only downside was the restaurant pricing — the breakfast buffet was extremely overpriced. $40 per person for a standard continental breakfast felt a bit excessive. Other than that, everything was great!"
Mario 1-night trip
Posted 1 day ago
Hyatt Regency Miami

Find out more about Cutler Bay

Cutler Bay Vacation Homes information

Number of reviews
269
Accommodation
1431 Vacation Homes
Lowest Price
$60
Highest Price
$1,189

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