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Cutler Bay Vacation Rentals

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Check prices for these dates

In two weeks
Jul 3 - Jul 5
In two months
Aug 14 - Aug 16
In three months
Sep 11 - Sep 13
In four months
Oct 9 - Oct 11

Our top choices for Cutler Bay vacation rentals

2 bedrooms, desk, iron/ironing board, travel crib

Cozy Blue Door Duplex, Central in Cutler Bay

Cozy Blue Door Duplex, Central in Cutler Bay
Cutler Bay
10.0 out of 10, Exceptional, (12 reviews)
"Everything was great..."
United States
Eel A.
The price is ￥15,872
￥61,927 total
includes taxes & fees
Jun 29 - Jun 30
Cozy Blue Door Duplex, Central in Cutler Bay
Property grounds

Secluded Bungalow Oasis & Sanctuary garden between Miami & Keys

Secluded Bungalow Oasis & Sanctuary garden between Miami & Keys
Cutler Bay
7.8 out of 10, Good, (21 reviews)
"The Host bends over backwards and goes the extra mile to ensure a great stay. Very private and cozy yet close proximity to great dining and shopping. A gem in a wonderful and safe neighborhood. "
United States
Arbee B.
The price is ￥18,437
￥28,569 total
includes taxes & fees
Jul 2 - Jul 3
Secluded Bungalow Oasis & Sanctuary garden between Miami & Keys
Living area

Luxurious Oasis - Heated Salt Pool - Pool Table - 4BR Near Miami

Luxurious Oasis - Heated Salt Pool - Pool Table - 4BR Near Miami
Cutler Bay
The price is ￥29,579
￥87,373 total
includes taxes & fees
Jun 18 - Jun 19
Luxurious Oasis - Heated Salt Pool - Pool Table - 4BR Near Miami
Interior

Good Vibes Oasis - Cozy Townhome With Parking

Good Vibes Oasis - Cozy Townhome With Parking
3.0 star property
Cutler Bay
The price is ￥31,262
￥86,757 total
includes taxes & fees
Jul 6 - Jul 7
Good Vibes Oasis - Cozy Townhome With Parking
Beach

Beautiful Miami Pool Lake Studio

Beautiful Miami Pool Lake Studio
Cutler Bay
8.8 out of 10, Excellent, (40 reviews)
"Very Nice - perfect for 1 night stay "
United States
Christa V.
The price is ￥15,872
￥24,584 total
includes taxes & fees
Jul 8 - Jul 9
Beautiful Miami Pool Lake Studio
1 bedroom, 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
10.0 out of 10, Exceptional, (1 review)
"Huascar is a friendly, responsive host! His unit is lovely and was perfect for my stay! Cozy bed and linens, plenty of room to spread out, and conveniences provided. It was 91F and Humid, and SO refreshing cool as I stepped inside. Convenient neighborhood, blocks from hwy; and stores, restaurants, groceries, malls, services etc. I would love to have booked again soon, but someone else will be enjoying it!(it's booked)"
United States
Carol L.
The price is ￥12,986
￥26,939 total
includes taxes & fees
Jun 23 - Jun 24
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
9.0 out of 10, Wonderful, (4 reviews)
"Wonderful stay. Roberto was excellent to work with!"
United States
Anonymous traveler
The price is ￥25,972
￥56,378 total
includes taxes & fees
Jun 29 - Jun 30
3-BR Stay in Cutler Bay w/ Fast Wi-Fi, AC, Smart Lock & Parking –Pets,near Keys
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)
The price is ￥22,926
￥70,916 total
includes taxes & fees
Jul 7 - Jul 8
Good Vibes Sanctuary, Central Location South Miami
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, (3 reviews)
"The pool was really nice and a cute place…"
United States
Kim O.
The price is ￥22,509
￥47,133 total
includes taxes & fees
Jun 30 - Jul 1
Peaceful 2-bedroom guest house with AC in charming Cutler Bay
Outdoor pool, a heated pool

MAGR LUXURY

MAGR LUXURY
Cutler Bay
9.6 out of 10, Exceptional, (54 reviews)
"Everything was great and very clean."
United States
Robert M.
The price is ￥47,936
￥130,881 total
includes taxes & fees
Jun 22 - Jun 23
MAGR LUXURY
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
9.8 out of 10, Exceptional, (21 reviews)
"Excellent property! Would recommend for larger groups. The pool is lovely! "
United States
Christine K.
The price is ￥64,128
￥153,415 total
includes taxes & fees
Jul 6 - Jul 7
South Miami Gem • Near Zoo Miami, The Falls / 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, (34 reviews)
"The house was very clean. The beds very comfortable and the area was easy to get to. "
United States
Darcie C.
The price is ￥36,713
￥94,061 total
includes taxes & fees
Jun 22 - Jun 23
Spacious Miami House/5 mins from Marina/Ocean/Pool/Tennis
2 bedrooms, desk, iron/ironing board, travel crib

Good Vibes Oasis, 2 Story Townhome in Cutler Bay

Good Vibes Oasis, 2 Story Townhome in Cutler Bay
Cutler Bay
6.0 out of 10, (2 reviews)
"Nice spot with everything you need. Our host was very responsive. The property was clean and comfortable. Would recommend!!!"
United States
Cheryl W.
The price is ￥27,254
￥76,448 total
includes taxes & fees
Jun 29 - Jun 30
Good Vibes Oasis, 2 Story Townhome in Cutler Bay
Fridge, microwave, oven, stovetop

Villa Elena - Private Pool

Villa Elena - Private Pool
Cutler Bay
10.0 out of 10, Exceptional, (15 reviews)
"This home is very clean, comfortable and has everything you need! Pool not heated which would have been ideal but location was perfect for us. It was a wonderful place for us and our two adult children to be together!"
United States
Patti L.
The price is ￥54,509
￥124,986 total
includes taxes & fees
Jun 17 - Jun 18
Villa Elena - Private 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, (12 reviews)
"Property was beautiful and safe, very clean and Elizabeth was communicative and kind."
United States
Marti M.
The price is ￥47,615
￥116,394 total
includes taxes & fees
Jun 17 - Jun 18
Welcome to Casa Luna – Your Private Oasis with Heated Pool!
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.
The price is ￥96,609
￥194,914 total
includes taxes & fees
Jun 29 - Jun 30
6BR | Heated Pool | Jacuzzi | Sauna | Beach area
Interior

Hidden Garden, Miami Escape, Parking and Spacious

Hidden Garden, Miami Escape, Parking and Spacious
Cutler Bay
6.0 out of 10, (3 reviews)
"The bed was comfortable, the air worked great, the shower water was hot, and the backyars was a great place to hang out in the mornings and evenings. Great location for going to Miami, the everglades or the upper keys."
United States
April P.
The price is ￥29,659
￥76,581 total
includes taxes & fees
Jul 6 - Jul 7
Hidden Garden, Miami Escape, Parking and Spacious
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
7.4 out of 10, Good, (3 reviews)
"Perfect place for a large crowd, very clean, close to lots of fun bars and restaurants, very quiet and friendly neighborhood, also not far from the Keys "
United States
Michael W.
Casa Bay-Spacious Family Friendly 4 Bedroom Home with Ultimate Backyard Fun!
1 bedroom, iron/ironing board, WiFi, bed sheets

420 Friendly South Beach Miami

420 Friendly South Beach Miami
Venetian Islands
7.6 out of 10, Good, (13 reviews)
"Shopping was close everything in walking distance really dont need a car to get around "
United States
Patrick
The price is ￥15,150
￥24,856 total
includes taxes & fees
Jun 17 - Jun 18
420 Friendly South Beach Miami
Outdoor pool, open 7:00 AM to 11:00 PM, sun loungers

Sentral Wynwood

Sentral Wynwood
4.0 star property
Wynwood Art District
9.2 out of 10, Wonderful, (1,875 reviews)
"2nd time visiting the area and finding the Sentral Wynwood with comfortable accommodations of various configurations and well located in the heart of Wynwood. Love the rooftop pool."
United States
Kevin
The price is ￥15,599
￥23,062 total
includes taxes & fees
Jun 30 - Jul 1
Sentral Wynwood
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

La Quinta Inn by Wyndham Miami Airport North

La Quinta Inn by Wyndham Miami Airport North

10/10 Excellent
"Go, you won’t be disappointed. The breakfast is simple and if you want a room with a fridge and a microwave, it will be $10 extra per day."
Autumn 1-night trip
Posted less than an hour ago
La Quinta Inn by Wyndham Miami Airport North

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:

  • View our selection of featured holiday rentals in Cutler Bay
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Look no further and take a look at our great range of rental properties in Cutler Bay!

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: Visitors like this Cutler Bay vacation home rental. It 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.

How many vacation rentals will I find in Cutler Bay?

Choose from 38 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.