Cutler Bay Vacation Rentals

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Check prices for these dates

In two weeks
Apr 17 - Apr 19
In two months
May 29 - May 31
In three months
Jun 26 - Jun 28
In four months
Jul 24 - Jul 26

Our top choices for Cutler Bay vacation rentals

Property grounds

Secluded Bungalow Oasis & Sanctuary garden between Miami & Keys

Secluded Bungalow Oasis & Sanctuary garden between Miami & Keys
Cutler Bay
8.2 out of 10, Very Good, (17 reviews)
"What a fun property! Secluded and very relaxed. Lots of fun stuff inside to puruse. A great place for just hanging out on the little porch watching lizards run around or as a jump point for daily activities! Be sure to take a walk around the neighborhood to see the peacocks! AJ was a great host, answering all questions in a timely fashion. Definitely recommend! "
United States
Jim
The price is ￥19,048
￥29,183 total
includes taxes & fees
Apr 15 - Apr 16
Secluded Bungalow Oasis & Sanctuary garden between Miami & Keys
Beach

Beautiful Miami Pool Lake Studio

Beautiful Miami Pool Lake Studio
Cutler Bay
9.0 out of 10, Wonderful, (35 reviews)
"Awesome stay ty "
United States
Rob R.
The price is ￥15,714
￥33,308 total
includes taxes & fees
Apr 5 - Apr 6
Beautiful Miami Pool Lake Studio
Dining

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

Welcome to Casa Luna – Your Private Oasis with Heated Pool!
Cutler Bay
10.0 out of 10, Exceptional, (11 reviews)
"Property was beautiful and safe, very clean and Elizabeth was communicative and kind."
United States
Marti M.
The price is ￥59,689
￥131,277 total
includes taxes & fees
Apr 5 - Apr 6
Welcome to Casa Luna – Your Private Oasis with Heated Pool!
Smart TV, computer monitors, printers

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

Casa Bay-Spacious Family Friendly 4 Bedroom Home with Ultimate Backyard Fun!
Cutler Bay
7.0 out of 10, Good, (2 reviews)
"property was clean"
United States
Arlene C.
The price is ￥38,095
￥82,793 total
includes taxes & fees
Apr 5 - Apr 6
Casa Bay-Spacious Family Friendly 4 Bedroom Home with Ultimate Backyard Fun!
Outdoor pool

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, (32 reviews)
"Stay was enjoyable for the family. Beds were comfortable. "
United States
Carla H.
The price is ￥31,587
￥85,684 total
includes taxes & fees
Apr 7 - Apr 8
Spacious Miami House/5 mins from Marina/Ocean/Pool/Tennis
Fridge, microwave, stovetop, dishwasher

Good Vibes Sanctuary, Central Location South Miami

Good Vibes Sanctuary, Central Location South Miami
Cutler Bay
10.0 out of 10, Exceptional, (1 review)
Good Vibes Sanctuary, Central Location South Miami
Outdoor pool, a heated pool

MAGR LUXURY

MAGR LUXURY
Cutler Bay
9.6 out of 10, Exceptional, (51 reviews)
"Spectacular place"
United States
Emilio G.
MAGR LUXURY
Smart TV

3-BR Stay in Cutler Bay w/ Fast Wi-Fi, AC, Smart Lock & Parking –Pets,near Keys

3-BR Stay in Cutler Bay w/ Fast Wi-Fi, AC, Smart Lock & Parking –Pets,near Keys
Cutler Bay
8.0 out of 10, Very Good, (2 reviews)
"Good area to stay in. Host was very easy to talk to and quick to respond."
United States
Kaitlyn R.
The price is ￥23,972
￥47,135 total
includes taxes & fees
Apr 8 - Apr 9
3-BR Stay in Cutler Bay w/ Fast Wi-Fi, AC, Smart Lock & Parking –Pets,near Keys
Iron/ironing board, WiFi, bed sheets

Cozy 1-bedroom studio in serene Cutler Bay with AC

Cozy 1-bedroom studio in serene Cutler Bay with AC
Cutler Bay
The price is ￥15,238
￥29,362 total
includes taxes & fees
Apr 15 - Apr 16
Cozy 1-bedroom studio in serene Cutler Bay with AC
Terrace/patio

Private Villa • Pool & Waterfall

Private Villa • Pool & Waterfall
Cutler Bay
10.0 out of 10, Exceptional, (7 reviews)
"Very clean and well kept property "
United States
Joseph L.
The price is ￥102,918
￥187,421 total
includes taxes & fees
Apr 20 - Apr 21
Private Villa • Pool & Waterfall
Terrace/patio

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

6BR | Heated Pool | Jacuzzi | Sauna | Beach area
Cutler Bay
10.0 out of 10, Exceptional, (6 reviews)
"Really liked everything, will definitely come back at some point. Host was helpful and answered all my questions."
United States
Bohdan K.
The price is ￥105,674
￥202,246 total
includes taxes & fees
Apr 26 - Apr 27
6BR | Heated Pool | Jacuzzi | Sauna | Beach area
Smart TV, books

Charming 3-bedroom house with HEATED pool, Near Stadium ⚽ FIFA World Cup 2026 •

Charming 3-bedroom house with HEATED pool, Near Stadium ⚽ FIFA World Cup 2026 •
Miami
10.0 out of 10, Exceptional, (2 reviews)
"The home was beautiful!!! All updated and very well decorated. The cleanliness was top tier and process from start to finish was easy. We will keep this place in mind for our next stay!!!"
United States
Patricia C.
The price is ￥86,297
￥149,294 total
includes taxes & fees
Apr 11 - Apr 12
Charming 3-bedroom house with HEATED pool, Near Stadium ⚽ FIFA World Cup 2026 •
Superior Room, 1 King Bed (Self Check-in with Virtual Front Desk) | Individually decorated, individually furnished, desk, iron/ironing board

Kasa Impala Miami Beach

Kasa Impala Miami Beach
3.0 star property
South Beach
8.2 out of 10, Very Good, (51 reviews)
"Staff was a bit noisy at night but other than that it was good "
United States
Corinna
The price is ￥15,053
￥21,684 total
includes taxes & fees
Apr 5 - Apr 6
Kasa Impala Miami Beach
Exterior detail

RS Suites - The AKA Residence

RS Suites - The AKA Residence
5.0 star property
Brickell
8.8 out of 10, Excellent, (3 reviews)
"Great location!"
United States
Wendy
The price is ￥33,144
￥55,511 total
includes taxes & fees
Apr 5 - Apr 6
RS Suites - The AKA Residence
Exterior

Heart of Wynwood - Rooftop Pool -Balcony

Heart of Wynwood - Rooftop Pool -Balcony
3.0 star property
Wynwood Art District
8.0 out of 10, Very Good, (9 reviews)
"Very clean room, helpful staff, in a beautiful part of the city. with lots to enjoy and a beautiful rooftop view. Would definitely stay here again."
United States
Michael
The price is ￥18,096
￥27,623 total
includes taxes & fees
Apr 14 - Apr 15
Heart of Wynwood - Rooftop Pool -Balcony
2 outdoor pools

King Deluxe Studio

King Deluxe Studio
5.0 star property
Downtown Miami
10.0 out of 10, Exceptional, (1 review)
"Everything was more than I expected. The room was clean, big, and in the perfect location in the building. When I go back to Miami I would only like to stay here. You will not be disappointed!"
United States
elicia
The price is ￥35,502
￥58,436 total
includes taxes & fees
Apr 9 - Apr 10
King Deluxe Studio
Family Condo, City View | Beach | Beach nearby, beach towels

Collins 2 Bedroom with Free Parking by Deco 305

Collins 2 Bedroom with Free Parking by Deco 305
2.0 star property
South Beach
The price is ￥65,334
￥88,776 total
includes taxes & fees
Apr 6 - Apr 7
Collins 2 Bedroom with Free Parking by Deco 305
Smart TV, video games, books

Charming 2BR Oasis with 2 Parking Spaces

Charming 2BR Oasis with 2 Parking Spaces
Homestead
9.8 out of 10, Exceptional, (24 reviews)
"Clean cottage/home. Everything was in its rightful place. Homeowner was very attentive. Nice environment. Had a pleasant stay. "
United States
Carmen R.
The price is ￥18,889
￥57,440 total
includes taxes & fees
Apr 4 - Apr 5
Charming 2BR Oasis with 2 Parking Spaces
Smart TV

2️⃣ Cozy cabin with WiFi and AC in amazing Miami

2️⃣ Cozy cabin with WiFi and AC in amazing Miami
Allapattah
8.0 out of 10, Very Good, (12 reviews)
"Said it had a bed and couch only a bed and bench but was still a cozy stay "
United States
Antoine
The price is ￥10,317
￥14,833 total
includes taxes & fees
Apr 7 - Apr 8
2️⃣ Cozy cabin with WiFi and AC in amazing Miami
Exterior

El Jardín by Renzzi

El Jardín by Renzzi
3.0 star property
Little Havana
8.0 out of 10, Very Good, (53 reviews)
"The space was really cute and comfortable to be in. "
United States
Samantha
The price is ￥26,400
￥35,387 total
includes taxes & fees
Apr 30 - May 1
El Jardín by Renzzi
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

Clarion Inn & Suites Miami International Airport

Clarion Inn & Suites Miami International Airport

4/10 Poor
"AC was loud, room was cold even without the AC, toilet didn’t flush."
Cameron 3-night trip
Posted 4 hours ago
Clarion Inn & Suites Miami International Airport

Find out more about Cutler Bay

Search for holiday rentals in Cutler Bay on Expedia! You can easily find your home rentals, villas, holiday apartments in Cutler Bay using one of the methods below:

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Frequently asked questions

Can I find a vacation rental in Cutler Bay?

Yes, there are vacation rentals close to well known local attractions in Cutler Bay, or you can go with a more remote option if you're looking for a relaxing stay. The shops and restaurants are several reasons why visitors like Cutler Bay. Make sure you have time to check out the coffeehouses and entertainment choices during your trip.

What are some of the best vacation home rentals that Cutler Bay has to offer?

Art Gardens Wynwood: You might want to consider this vacation home rental near Cutler Bay, which comes with free WiFi so you can feel at home during your trip. Amenities like a microwave and free parking are also available for your convenience. Our travelers also rate Luxury Escape: Pool, Hot tub, Mini Golf & More! as a favorite home for rent in Cutler Bay.

How many vacation rentals will I find in Cutler Bay?

Choose from 39 Expedia vacation rentals in Cutler Bay for a memorable vacation.

What’s there to see and do in Cutler Bay?

Enjoy the area's cultural attractions such as Bayfront Park, or get outdoors into nature at a spot like Biscayne National Park. Other popular places to visit in the area include Port of Miami and Dadeland Mall.

What’s a vacation rental in Cutler Bay like?

Vacation rentals are privately owned properties you can stay in for a couple of days or more in Cutler Bay. Vacation rentals feature extras such as WiFi and washers and dryers so you'll be comfy for your stay. If you're concerned about a sanitized environment, a vacation rental can offer a sense of seclusion away from shared hotel elevators and busy reception areas while still allowing you to travel. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental a great option for families.