Cutler Bay Holiday Rentals

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Check prices for these dates

In two weeks
23 Jan - 25 Jan
In two months
6 Mar - 8 Mar
In three months
3 Apr - 5 Apr
In four months
1 May - 3 May

Our top choices for Cutler Bay holiday rentals

Property grounds
Secluded Bungalow Oasis & Sanctuary garden between Miami & Keys

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)
"Easy check in, very nice host"
United States
Alex S.
The price is HK$631
HK$1,089 total
includes taxes & fees
13 Jan - 14 Jan
Secluded Bungalow Oasis & Sanctuary garden between Miami & Keys
Beach
Beautiful Miami Pool Lake Studio

Beautiful Miami Pool Lake Studio

Beautiful Miami Pool Lake Studio
Cutler Bay
8.4 out of 10, Very good, (25)
"Awesome stay ty "
United States
Rob R.
The price is HK$615
HK$1,458 total
includes taxes & fees
8 Jan - 9 Jan
Beautiful Miami Pool Lake Studio
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

3-BR Stay in Cutler Bay w/ Fast Wi-Fi, AC, Smart Lock & Parking –Pets,near Keys
2.0 star property
Cutler Bay
8.0 out of 10, Very good, (1)
The price is HK$1,121
HK$2,852 total
includes taxes & fees
8 Jan - 9 Jan
3-BR Stay in Cutler Bay w/ Fast Wi-Fi, AC, Smart Lock & Parking –Pets,near Keys
Terrace/patio
Family Retreat Sleeps 11, Heated Pool, Mini Golf, Kayak Experience, Waterfront

Family Retreat Sleeps 11, Heated Pool, Mini Golf, Kayak Experience, Waterfront

Family Retreat Sleeps 11, Heated Pool, Mini Golf, Kayak Experience, Waterfront
2.0 star property
Cutler Bay
10.0 out of 10, Exceptional, (10)
"Perfect spot , House was very comfortable and had everything I was looking for to hang for the week!"
United States
Vincent C.
The price is HK$1,955
HK$4,445 total
includes taxes & fees
13 Jan - 14 Jan
Family Retreat Sleeps 11, Heated Pool, Mini Golf, Kayak Experience, Waterfront
Outdoor pool
Spacious Miami House/5 mins from Marina/Ocean/Pool/Tennis

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, (28)
"Stay was enjoyable for the family. Beds were comfortable. "
United States
Carla H.
The price is HK$1,550
HK$4,250 total
includes taxes & fees
8 Jan - 9 Jan
Spacious Miami House/5 mins from Marina/Ocean/Pool/Tennis
Dining
Welcome to Casa Luna – Your Private Oasis with a Heated Pool!

Welcome to Casa Luna – Your Private Oasis with a Heated Pool!

Welcome to Casa Luna – Your Private Oasis with a Heated Pool!
Cutler Bay
9.8 out of 10, Exceptional, (8)
"Property was beautiful and safe, very clean and Elizabeth was communicative and kind."
United States
Marti M.
The price is HK$2,453
HK$5,617 total
includes taxes & fees
8 Jan - 9 Jan
Welcome to Casa Luna – Your Private Oasis with a Heated Pool!
Interior
Hidden Garden, Miami Escape, Parking and Spacious

Hidden Garden, Miami Escape, Parking and Spacious

Hidden Garden, Miami Escape, Parking and Spacious
Cutler Bay
6.0 out of 10, (3)
"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.
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!

Casa Bay-Spacious Family Friendly 4 Bedroom Home with Ultimate Backyard Fun!
3.0 star property
Cutler Bay
4.0 out of 10, (1)
"property was clean"
United States
Arlene C.
The price is HK$1,557
HK$3,624 total
includes taxes & fees
12 Jan - 13 Jan
Casa Bay-Spacious Family Friendly 4 Bedroom Home with Ultimate Backyard Fun!
Outdoor pool, a heated pool
MAGR LUXURY

MAGR LUXURY

MAGR LUXURY
Cutler Bay
9.8 out of 10, Exceptional, (45)
"Excellent "
United States
Anonymous traveller
The price is HK$5,833
HK$10,745 total
includes taxes & fees
28 Jan - 29 Jan
MAGR LUXURY
Living area
Art Gardens Wynwood

Art Gardens Wynwood

Art Gardens Wynwood
2.0 star property
Allapattah
7.2 out of 10, Good, (49)
"Great place"
United States
Justin
The price is HK$514
HK$581 total
includes taxes & fees
21 Jan - 22 Jan
Art Gardens Wynwood
Premium bedding, pillow-top beds, in-room safe, desk
Tradewinds Apartment Hotel

Tradewinds Apartment Hotel

Tradewinds Apartment Hotel
3.5 star property
South Beach
7.8 out of 10, Good, (2787)
"Nice room with nice price"
United States
Mo
The price is HK$438
HK$766 total
includes taxes & fees
8 Jan - 9 Jan
Tradewinds Apartment Hotel
Exterior
Kasa Collins Park Miami Beach Convention Center

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, (171)
"I will come back stay next year too!"
United States
Kanako
Kasa Collins Park Miami Beach Convention Center
Café
Smart Brickell Hotel

Smart Brickell Hotel

Smart Brickell Hotel
4.0 star property
Brickell
8.6 out of 10, Excellent, (870)
"Enjoyed "
United States
SANDRA
The price is HK$911
HK$1,380 total
includes taxes & fees
27 Jan - 28 Jan
Smart Brickell Hotel
Smart TV
2️⃣ Cozy cabin with WiFi and AC in amazing Miami

2️⃣ Cozy cabin with WiFi and AC in amazing Miami

2️⃣ Cozy cabin with WiFi and AC in amazing Miami
Allapattah
8.4 out of 10, Very good, (5)
"Great, helpful hosts!!"
United States
D.J. H.
The price is HK$522
HK$745 total
includes taxes & fees
12 Jan - 13 Jan
2️⃣ Cozy cabin with WiFi and AC in amazing Miami
Beach nearby, sun-loungers, beach umbrellas, beach towels
Baybreeze Apartments by Lowkl

Baybreeze Apartments by Lowkl

Baybreeze Apartments by Lowkl
2.5 star property
South Beach
8.0 out of 10, Very good, (242)
"It was neat and clean, the decor was awesome, i love the modern style. The only issue was the bathroom was very small for a larger body, but we made it work. Super comfy bed, a fantastic place to sleep thats not far from Port of Miami."
United States
Scecilia
The price is HK$694
HK$791 total
includes taxes & fees
14 Jan - 15 Jan
Baybreeze Apartments by Lowkl
Exterior
Blanc Kara - Adults Only

Blanc Kara - Adults Only

Blanc Kara - Adults Only
3.5 star property
South Beach
9.0 out of 10, Wonderful, (1703)
"Great stay would stay again"
United States
Moneisha
Blanc Kara - Adults Only
Outdoor spa tub
HOT TUB + WASHER AND DRYER in Unit / MIAMI

HOT TUB + WASHER AND DRYER in Unit / MIAMI

HOT TUB + WASHER AND DRYER in Unit / MIAMI
Liberty City
9.2 out of 10, Wonderful, (7)
"The space was impeccably clean and very private"
United States
Kristine
The price is HK$934
HK$1,212 total
includes taxes & fees
9 Jan - 10 Jan
HOT TUB + WASHER AND DRYER in Unit / MIAMI
City view
Broadway Suites Downtown by RocketStay

Broadway Suites Downtown by RocketStay

Broadway Suites Downtown by RocketStay
3.5 star property
Coral Way
8.6 out of 10, Excellent, (196)
"Got exactly as advertised easy check in and check out no problems across my stay"
United States
Christopher
The price is HK$536
HK$1,339 total
includes taxes & fees
14 Jan - 15 Jan
Broadway Suites Downtown by RocketStay
Outdoor pool, open 7:00 AM to 11:00 PM, pool loungers
Sentral Wynwood

Sentral Wynwood

Sentral Wynwood
4.0 star property
Wynwood Art District
9.2 out of 10, Wonderful, (1664)
"Great Stay!"
United States
Gregory
The price is HK$1,185
HK$1,603 total
includes taxes & fees
8 Jan - 9 Jan
Sentral Wynwood
Marina
La Capsula del Amor / The Capsule of Love

La Capsula del Amor / The Capsule of Love

La Capsula del Amor / The Capsule of Love
Hialeah
10.0 out of 10, Exceptional, (8)
"Great Stay!"
United States
Carter M.
The price is HK$561
HK$965 total
includes taxes & fees
8 Jan - 9 Jan
La Capsula del Amor / The Capsule of Love
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

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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  • Enter your travel dates to view the best deals on holiday rentals in Cutler Bay while they last

Look no further and take a look at our great range of rental properties in Cutler Bay!

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.

How many holiday rentals will I find in Cutler Bay?

Choose from 38 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.