Cutler Bay Vacation Rentals

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

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
$154 nightly
The price is $171
Apr 2 - Apr 3
Total with taxes and fees
Secluded Bungalow Oasis & Sanctuary garden between Miami & Keys
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.
$717 nightly
The price is $799
Apr 5 - Apr 6
Total with taxes and fees
Welcome to Casa Luna – Your Private Oasis with Heated Pool!
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, (33 reviews)
"Stay was enjoyable for the family. Beds were comfortable. "
United States
Carla H.
$483 nightly
The price is $540
Apr 2 - Apr 3
Total with taxes and fees
Spacious Miami House/5 mins from Marina/Ocean/Pool/Tennis
Beach

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.
$188 nightly
The price is $210
Apr 5 - Apr 6
Total with taxes and fees
Beautiful Miami Pool Lake Studio
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.
$467 nightly
The price is $522
Apr 5 - Apr 6
Total with taxes and fees
Casa Bay-Spacious Family Friendly 4 Bedroom Home with Ultimate Backyard Fun!
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
$134 nightly
The price is $149
Apr 7 - Apr 8
Total with taxes and fees
Cozy 1-bedroom studio in serene Cutler Bay with AC
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.
$261 nightly
The price is $292
Apr 8 - Apr 9
Total with taxes and fees
3-BR Stay in Cutler Bay w/ Fast Wi-Fi, AC, Smart Lock & Parking –Pets,near Keys
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.
$1,040 nightly
The price is $1,160
Apr 20 - Apr 21
Total with taxes and fees
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.
$1,179 nightly
The price is $1,253
Apr 26 - Apr 27
Total with taxes and fees
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.
$834 nightly
The price is $930
Apr 11 - Apr 12
Total with taxes and fees
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
8.4 out of 10, Very Good, (52 reviews)
"Staff was a bit noisy at night but other than that it was good "
United States
Corinna
$105 nightly
The price is $120
Apr 6 - Apr 7
Total with taxes and fees
Kasa Impala Miami Beach
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
$157 nightly
The price is $177
Apr 14 - Apr 15
Total with taxes and fees
Heart of Wynwood - Rooftop Pool -Balcony
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
$85 nightly
The price is $93
Apr 7 - Apr 8
Total with taxes and fees
2️⃣ Cozy cabin with WiFi and AC in amazing Miami
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.
$323 nightly
The price is $362
Apr 4 - Apr 5
Total with taxes and fees
Charming 2BR Oasis with 2 Parking Spaces
Interior

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.
$112 nightly
The price is $124
Apr 10 - Apr 11
Total with taxes and fees
Modern Cozy Apartment in Hialeah Miami Int Airport
1 bedroom, iron/ironing board, WiFi, bed sheets

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
$149 nightly
The price is $165
Apr 2 - Apr 3
Total with taxes and fees
420 Friendly South Beach Miami
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
$303 nightly
The price is $342
Apr 5 - Apr 6
Total with taxes and fees
RS Suites - The AKA Residence
Family Studio, Kitchenette, Beachside (Self check-in) | In-room safe, desk, laptop workspace, iron/ironing board

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
$211 nightly
The price is $241
Apr 22 - Apr 23
Total with taxes and fees
Casa Colaretta By At Mine Hospitality
Outdoor pool

RS Suites - District 225 Miami

RS Suites - District 225 Miami
4.5 star property
Downtown Miami
$269 nightly
The price is $304
Apr 8 - Apr 9
Total with taxes and fees
RS Suites - District 225 Miami
Outdoor dining

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
$132 nightly
The price is $146
Apr 8 - Apr 9
Total with taxes and fees
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Cutler Bay Hotel Reviews

Park Central South Beach

Park Central South Beach

2/10 Terrible
"Valet parking took 2 hours to get the car. The front desk just said it's a different company can't help. Catched the flight at the last minute. Not worth the stress on a vacation "
Govindarajan 2-night trip
Posted 1 hour ago
Park Central South Beach

Find out more about Cutler Bay

Everything you need to know about Cutler Bay vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Cutler Bay vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Cutler Bay vacation 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 low season months. For more hustle and bustle, you may prefer to visit Cutler Bay in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $121 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Cutler Bay rentals

At Expedia, we put the best Cutler Bay vacation 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 vacation.

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.

Explore a world of travel with Expedia

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.