Cutler Bay Vacation Rentals

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Check prices for these dates

In two weeks
May 15 - May 17
In two months
Jun 26 - Jun 28
In three months
Jul 24 - Jul 26
In four months
Aug 21 - Aug 23

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, (18 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 30 - May 1
Total with taxes and fees
Secluded Bungalow Oasis & Sanctuary garden between Miami & Keys
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, (34 reviews)
"The house was very clean. The beds very comfortable and the area was easy to get to. "
United States
Darcie C.
$481 nightly
The price is $536
Apr 30 - May 1
Total with taxes and fees
Spacious Miami House/5 mins from Marina/Ocean/Pool/Tennis
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.
$287 nightly
The price is $320
May 4 - May 5
Total with taxes and fees
3-BR Stay in Cutler Bay w/ Fast Wi-Fi, AC, Smart Lock & Parking –Pets,near Keys
Smart TV

Peaceful 2-bedroom guest house with AC in charming Cutler Bay

Peaceful 2-bedroom guest house with AC in charming Cutler Bay
Cutler Bay
10.0 out of 10, Exceptional, (1 review)
"Perfect quiet spot, but close to a lot of the hustle and bustle! This was a great location for our national parks exploration, the zoo, and we also enjoyed the pool! Communication was very efficient and timely about anything we had questions about."
United States
Kristen S.
$249 nightly
The price is $278
May 4 - May 5
Total with taxes and fees
Peaceful 2-bedroom guest house with AC in charming Cutler Bay
Smart TV, fireplace, video games

South Miami Gem • Near Zoo Miami, The Falls / Pool

South Miami Gem • Near Zoo Miami, The Falls / Pool
Cutler Bay
9.6 out of 10, Exceptional, (19 reviews)
"The property was beautiful and very well stocked with extra things that came in handy such as seasonings and tape. Everything was great I definitely would book this property again. "
United States
Ana S.
$712 nightly
The price is $794
May 12 - May 13
Total with taxes and fees
South Miami Gem • Near Zoo Miami, The Falls / Pool
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.
$641 nightly
The price is $716
May 3 - May 4
Total with taxes and fees
Welcome to Casa Luna – Your Private Oasis with Heated Pool!
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
$142 nightly
The price is $158
May 3 - May 4
Total with taxes and fees
Cozy 1-bedroom studio in serene Cutler Bay with AC
Beach

Beautiful Miami Pool Lake Studio

Beautiful Miami Pool Lake Studio
Cutler Bay
9.0 out of 10, Wonderful, (37 reviews)
"Awesome stay ty "
United States
Rob R.
$178 nightly
The price is $199
Apr 30 - May 1
Total with taxes and fees
Beautiful Miami Pool Lake Studio
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)
"As homebodies this property was perfect. Super clean, nice pool & hot tub. And Pup friendly. "
United States
Anij N.
$944 nightly
The price is $1,003
May 11 - May 12
Total with taxes and fees
6BR | Heated Pool | Jacuzzi | Sauna | Beach area
Deluxe Apartment, 2 Bedrooms | Interior

Habitat Brickell

Habitat Brickell
4.0 star property
Brickell
10.0 out of 10, Exceptional, (2 reviews)
"Clean room amazing staff"
United States
Mildred
$194 nightly
The price is $219
May 5 - May 6
Total with taxes and fees
Habitat Brickell
Outdoor dining

Private Duplex Near MIA & Port

Private Duplex Near MIA & Port
Allapattah
9.2 out of 10, Wonderful, (90 reviews)
"Great stay!"
United States
Kimberly G.
$225 nightly
The price is $252
May 30 - May 31
Total with taxes and fees
Private Duplex Near MIA & Port
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, (25 reviews)
"Clean cottage/home. Everything was in its rightful place. Homeowner was very attentive. Nice environment. Had a pleasant stay. "
United States
Carmen R.
$340 nightly
The price is $379
May 21 - May 22
Total with taxes and fees
Charming 2BR Oasis with 2 Parking Spaces
Living area

Art Gardens Wynwood

Art Gardens Wynwood
2.0 star property
Allapattah
7.2 out of 10, Good, (62 reviews)
"Perfect place for an overnight before a long trip ahead! After some confusion about where to enter, a man who was also staying helped me get in. The room and bed was clean and the bathroom and shower were also very nice. Definitely recommend for the price, it is also near a little supermarket where I picked up some snacks and drinks for there and my long train trip ahead."
United States
Veronica
$78 nightly
The price is $88
May 5 - May 6
Total with taxes and fees
Art Gardens Wynwood
Exterior

Mediterranean Style Cottage in Miami's Upper East Side

Mediterranean Style Cottage in Miami's Upper East Side
Northeast Miami
9.6 out of 10, Exceptional, (140 reviews)
"Great place "
United States
Jeff K.
$429 nightly
The price is $478
May 4 - May 5
Total with taxes and fees
Mediterranean Style Cottage in Miami's Upper East Side
1 bedroom, iron/ironing board, WiFi, bed sheets

420 Friendly South Beach Miami

420 Friendly South Beach Miami
Venetian Islands
7.4 out of 10, Good, (12 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
May 3 - May 4
Total with taxes and fees
420 Friendly South Beach Miami
Smart TV

2️⃣ Cozy cabin with WiFi and AC in amazing Miami

2️⃣ Cozy cabin with WiFi and AC in amazing Miami
Allapattah
7.6 out of 10, Good, (15 reviews)
"Said it had a bed and couch only a bed and bench but was still a cozy stay "
United States
Antoine
$90 nightly
The price is $99
May 7 - May 8
Total with taxes and fees
2️⃣ Cozy cabin with WiFi and AC in amazing Miami
Pool

The Stayora Luxury Suites - W Miami

The Stayora Luxury Suites - W Miami
4.5 star property
Brickell
$362 nightly
The price is $409
May 4 - May 5
Total with taxes and fees
The Stayora Luxury Suites - W Miami
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, (29 reviews)
"Very nice place to stay in the heart of Wynwood. Clean, spacious, and overall a pleasant stay. "
United States
Angela
$155 nightly
The price is $175
May 19 - May 20
Total with taxes and fees
Heart of Wynwood - Rooftop Pool -Balcony
A heated pool

Dream Home - Headed Pool - Family Vacation

Dream Home - Headed Pool - Family Vacation
Coral Terrace
10.0 out of 10, Exceptional, (24 reviews)
"This place was a gem, so glad we found it! My family loved it and I am so thankful we had a place to stay all together that felt just like home…"
United States
Alex T.
$704 nightly
The price is $786
May 3 - May 4
Total with taxes and fees
Dream Home - Headed Pool - Family Vacation
Lobby sitting area

Flow Hotel Miami

Flow Hotel Miami
3.5 star property
Downtown Miami
9.0 out of 10, Wonderful, (271 reviews)
"Lovely place to stay."
Canada
Julie Anne
$233 nightly
The price is $263
May 10 - May 11
Total with taxes and fees
Flow Hotel Miami
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

B&B Hotel Miami Airport

B&B Hotel Miami Airport

8/10 Good
"Clean room, nice staff, parking, not many amenities though, ok as budget option"
Muhammad 3-night trip
Posted 1 hour ago
B&B Hotel Miami Airport

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 $102 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 35 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 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 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.