Cutler Bay Holiday Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

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

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

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
7.8 out of 10, Good, (14 reviews)
"Easy check in, very nice host"
United States
Alex S.
The price is NZ$285
includes taxes & fees
10 Mar - 11 Mar
Secluded Bungalow Oasis & Sanctuary garden between Miami & Keys

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 NZ$336
includes taxes & fees
4 Mar - 5 Mar
Cozy 1-bedroom studio in serene Cutler Bay with AC

Beautiful Miami Pool Lake Studio

Beautiful Miami Pool Lake Studio
Cutler Bay
8.6 out of 10, Excellent, (27 reviews)
"Yes, it only missed the kitchen towels and facial tissues in the room. We asked for a comforter and a bathroom curtain replacement, and they responded the same day to our request. However, if the unit above was rented, then you'll hear their footsteps, especially if they have kids. The pool is 3 minutes walk, and the supermarket is 30 minutes walk. It was a nice stay after all. They could've done a better cleaning job through."
United States
Najyah
The price is NZ$311
includes taxes & fees
11 Feb - 12 Feb
Beautiful Miami Pool Lake Studio

Home Away From Home

Home Away From Home
Cutler Bay
The price is NZ$343
includes taxes & fees
16 Feb - 17 Feb
Home Away From Home

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, (1 review)
The price is NZ$496
includes taxes & fees
11 Mar - 12 Mar
3-BR Stay in Cutler Bay w/ Fast Wi-Fi, AC, Smart Lock & Parking –Pets,near Keys

Welcome to Casa Luna – Your Private Oasis with Pool!

Welcome to Casa Luna – Your Private Oasis with Pool!
Cutler Bay
9.8 out of 10, Exceptional, (8 reviews)
"Property was beautiful and safe, very clean and Elizabeth was communicative and kind."
United States
Marti M.
The price is NZ$1,453
includes taxes & fees
23 Feb - 24 Feb
Welcome to Casa Luna – Your Private Oasis with Pool!

Spacious Miami House/5 mins from Marina/Ocean/Pool/Tennis

Spacious Miami House/5 mins from Marina/Ocean/Pool/Tennis
Cutler Bay
8.8 out of 10, Excellent, (29 reviews)
"Stay was enjoyable for the family. Beds were comfortable. "
United States
Carla H.
Spacious Miami House/5 mins from Marina/Ocean/Pool/Tennis

Luxury Villa/Heated Salt Pool/Pool Table/Blackout Blinds/Sleeps 14

Luxury Villa/Heated Salt Pool/Pool Table/Blackout Blinds/Sleeps 14
Cutler Bay
6.0 out of 10, (2 reviews)
"My husband came to run in an Ultramarathon and this was the perfect place for us to stay. Very close to the start line so we were able to enjoy the pool, relax and get some great sleep before the race and after! Great space where everyone was comfortable. A wonderful home base!! "
United States
Megan N.
The price is NZ$943
includes taxes & fees
11 Feb - 12 Feb
Luxury Villa/Heated Salt Pool/Pool Table/Blackout Blinds/Sleeps 14

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
4.0 out of 10, (1 review)
"property was clean"
United States
Arlene C.
The price is NZ$981
includes taxes & fees
26 Feb - 27 Feb
Casa Bay-Spacious Family Friendly 4 Bedroom Home with Ultimate Backyard Fun!

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, (7 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 NZ$155
includes taxes & fees
3 Mar - 4 Mar
2️⃣ Cozy cabin with WiFi and AC in amazing Miami

El Jardín by Renzzi

El Jardín by Renzzi
3.0 star property
Little Havana
8.4 out of 10, Very good, (19 reviews)
"Yes the room was spotless and staff was very friendly"
United States
Xavier
The price is NZ$340
includes taxes & fees
11 Feb - 12 Feb
El Jardín by Renzzi

Sentral Wynwood

Sentral Wynwood
4.0 star property
Wynwood Art District
9.2 out of 10, Wonderful, (1,714 reviews)
"Great location, nice staff "
Canada
Heather
The price is NZ$388
includes taxes & fees
3 Mar - 4 Mar
Sentral Wynwood

Tradewinds Apartment Hotel

Tradewinds Apartment Hotel
3.5 star property
South Beach
7.8 out of 10, Good, (2,823 reviews)
"Pretty great! Big rooms and full kitchen. Location is excellent. "
United States
Preston
The price is NZ$251
includes taxes & fees
24 Feb - 25 Feb
Tradewinds Apartment Hotel

Kasa Collins Park Miami Beach Convention Center

Kasa Collins Park Miami Beach Convention Center
2.0 star property
South Beach
8.4 out of 10, Very good, (181 reviews)
"I will come back stay next year too!"
United States
Kanako
Kasa Collins Park Miami Beach Convention Center

Art Gardens Wynwood

Art Gardens Wynwood
2.0 star property
Allapattah
7.2 out of 10, Good, (51 reviews)
"Great place"
United States
Justin
The price is NZ$126
includes taxes & fees
3 Mar - 4 Mar
Art Gardens Wynwood

Smart Brickell Hotel

Smart Brickell Hotel
4.0 star property
Downtown Miami
8.6 out of 10, Excellent, (967 reviews)
"Great staff."
United States
Edward J
The price is NZ$352
includes taxes & fees
23 Feb - 24 Feb
Smart Brickell Hotel

Private Duplex Near MIA & Port

Private Duplex Near MIA & Port
Allapattah
9.2 out of 10, Wonderful, (84 reviews)
"Great location next to everything Miami has to offer. "
United States
miguel t.
The price is NZ$353
includes taxes & fees
24 Feb - 25 Feb
Private Duplex Near MIA & Port

Cozy bedroom near coral gables

Cozy bedroom near coral gables
Flagami
9.2 out of 10, Wonderful, (15 reviews)
"Clean room, excellent rate, quite neighborhood."
United States
Chris Q.
The price is NZ$266
includes taxes & fees
23 Feb - 24 Feb
Cozy bedroom near coral gables

Beautiful And Comfortable Home and studios

Beautiful And Comfortable Home and studios
3.5 star property
Flagami
9.0 out of 10, Wonderful, (11 reviews)
"The house was super clean, had everything we needed for our trip. Really enjoyed the spacious rooms and amazing bathroom. Would definitely recommend for anyone who needs a great place to stay in a pinch "
United States
Gustavo
The price is NZ$541
includes taxes & fees
23 Feb - 24 Feb
Beautiful And Comfortable Home and studios

Modern Cozy Apartment in Hialeah Miami Int Airport

Modern Cozy Apartment in Hialeah Miami Int Airport
Hialeah
9.0 out of 10, Wonderful, (25 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 NZ$291
includes taxes & fees
23 Feb - 24 Feb
Modern Cozy Apartment in Hialeah Miami Int Airport
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.
Save an average of 15% on thousands of hotels when you're signed in

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 favorite 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 depends 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 NZ$126 per night. Entering your travel dates in the search wizard you might find 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 37 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 Bayfront Park, 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.