Cutler Bay Holiday Rentals

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Our top choices for Cutler Bay holiday rentals

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 AU$270
includes taxes & fees
7 Apr - 8 Apr
Secluded Bungalow Oasis & Sanctuary garden between Miami & Keys

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 AU$1,087
includes taxes & fees
5 Apr - 6 Apr
Welcome to Casa Luna – Your Private Oasis with Heated 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, (33 reviews)
"Stay was enjoyable for the family. Beds were comfortable. "
United States
Carla H.
The price is AU$785
includes taxes & fees
14 Apr - 15 Apr
Spacious Miami House/5 mins from Marina/Ocean/Pool/Tennis

Beautiful Miami Pool Lake Studio

Beautiful Miami Pool Lake Studio
Cutler Bay
9.0 out of 10, Wonderful, (36 reviews)
"Awesome stay ty "
United States
Rob R.
The price is AU$308
includes taxes & fees
12 Apr - 13 Apr
Beautiful Miami Pool Lake Studio

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

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 AU$218
includes taxes & fees
7 Apr - 8 Apr
Cozy 1-bedroom studio in serene Cutler Bay with AC

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 AU$427
includes taxes & fees
14 Apr - 15 Apr
3-BR Stay in Cutler Bay w/ Fast Wi-Fi, AC, Smart Lock & Parking –Pets,near Keys

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 AU$1,659
includes taxes & fees
20 Apr - 21 Apr
Private Villa • Pool & Waterfall

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 AU$1,712
includes taxes & fees
26 Apr - 27 Apr
6BR | Heated Pool | Jacuzzi | Sauna | Beach area

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 AU$1,326
includes taxes & fees
11 Apr - 12 Apr
Charming 3-bedroom house with HEATED pool, Near Stadium ⚽ FIFA World Cup 2026 •

Kasa Impala Miami Beach

Kasa Impala Miami Beach
3.0 star property
South Beach
8.4 out of 10, Very good, (53 reviews)
"Staff was a bit noisy at night but other than that it was good "
United States
Corinna
The price is AU$171
includes taxes & fees
6 Apr - 7 Apr
Kasa Impala Miami Beach

Heart of Wynwood - Rooftop Pool -Balcony

Heart of Wynwood - Rooftop Pool -Balcony
3.0 star property
Wynwood Art District
8.2 out of 10, Very good, (10 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 AU$256
includes taxes & fees
15 Apr - 16 Apr
Heart of Wynwood - Rooftop Pool -Balcony

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 AU$138
includes taxes & fees
15 Apr - 16 Apr
2️⃣ Cozy cabin with WiFi and AC in amazing Miami

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 AU$537
includes taxes & fees
21 Apr - 22 Apr
Charming 2BR Oasis with 2 Parking Spaces

Modern Cozy Apartment in Hialeah Miami Int Airport

Modern Cozy Apartment in Hialeah Miami Int Airport
Hialeah
9.0 out of 10, Wonderful, (26 reviews)
"It is very close to everything and it is a cozy and nice place to stay. "
United States
Monte Blanco P.
The price is AU$189
includes taxes & fees
5 May - 6 May
Modern Cozy Apartment in Hialeah Miami Int Airport

420 Friendly South Beach Miami

420 Friendly South Beach Miami
Venetian Islands
8.0 out of 10, Very good, (9 reviews)
"Shopping was close everything in walking distance really dont need a car to get around "
United States
Patrick
The price is AU$243
includes taxes & fees
6 Apr - 7 Apr
420 Friendly South Beach Miami

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 AU$449
includes taxes & fees
7 Apr - 8 Apr
RS Suites - The AKA Residence

Casa Colaretta By At Mine Hospitality

Casa Colaretta By At Mine Hospitality
3.0 star property
South Beach
10.0 out of 10, Exceptional, (1 review)
"The room was spotless and the staff was really friendly. It is just 3 minutes walk from the Miami strip aka ocean drive...and 4 minutes from the south beach. The location is perfect without the sound of noise of the best place but safety and security is atmost. The room is like a mini home, very spacious. Thanks to Oscar we had a very pleasant stay."
United States
Khushal Brijen
The price is AU$357
includes taxes & fees
23 Apr - 24 Apr
Casa Colaretta By At Mine Hospitality

RS Suites - District 225 Miami

RS Suites - District 225 Miami
4.5 star property
Downtown Miami
The price is AU$690
includes taxes & fees
20 Apr - 21 Apr
RS Suites - District 225 Miami

Cozy bedroom near coral gables

Cozy bedroom near coral gables
Flagami
9.4 out of 10, Exceptional, (20 reviews)
"nice place in great location, the room was a little small but very clean"
United States
Antonio
The price is AU$214
includes taxes & fees
8 Apr - 9 Apr
Cozy bedroom near coral gables
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

Find out more about Cutler Bay

Everything you need to know about Cutler Bay holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Cutler Bay holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Cutler Bay holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Cutler Bay holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Cutler Bay. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Cutler Bay holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Cutler Bay holiday rentals we have selected for you start as low as AU$163 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Cutler Bay rentals

At Expedia, we put the best Cutler Bay holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Cutler Bay rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Cutler Bay holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Cutler Bay. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find a holiday rental in Cutler Bay?

Yes, there are holiday rentals close to the most popular sights in Cutler Bay, or you can select a more secluded 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 coffee shops and entertainment choices during your trip.

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

Art Gardens Wynwood: This holiday home rental outside of Cutler Bay comes with free WiFi so that you can feel at home during your trip. Amenities such as a microwave and free parking are also available for your convenience. Our travellers also rate Luxury Escape: Pool, Hot tub, Mini Golf & More! as a favourite home for rent in Cutler Bay.

How many holiday rentals will I find in Cutler Bay?

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

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

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

What’s a holiday rental in Cutler Bay like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Cutler Bay. Holiday rentals feature extras such as WiFi and washers and dryers to help you enjoy your stay. If you're concerned about a clean environment, holiday rentals can provide a sense of safety away from public hotel lifts and busy concierge desks while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a great option for small groups.