Cutler Bay Holiday Rentals

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Our top choices for Cutler Bay holiday rentals

7.8 out of 10, Good, (14 reviews)
"Easy check in, very nice host"
United States
Alex S.
The price is HK$632
HK$1,090 total
includes taxes & fees
23 Jan - 24 Jan
Secluded Bungalow Oasis & Sanctuary garden between Miami & Keys
10.0 out of 10, Exceptional, (11 reviews)
"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$2,042
HK$4,498 total
includes taxes & fees
26 Jan - 27 Jan
Family Retreat Sleeps 11, Heated Pool, Mini Golf, Kayak Experience, Waterfront
9.8 out of 10, Exceptional, (10 reviews)
"Everything was nice for what we needed. Caroline answered all questions and concerns promptly. Space was fine for our black lab. The price was right, we would stay again. "
United States
Ryan A.
The price is HK$1,029
HK$3,334 total
includes taxes & fees
5 Feb - 6 Feb
Cozy Blue Door Duplex, Central in Cutler Bay

Apartment in Cutler Bay

Beautiful Miami Pool Lake Studio
8.6 out of 10, Excellent, (26 reviews)
"Awesome stay ty "
United States
Rob R.
The price is HK$694
HK$1,548 total
includes taxes & fees
25 Jan - 26 Jan
Beautiful Miami Pool Lake Studio
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 HK$3,731
HK$8,204 total
includes taxes & fees
27 Jan - 28 Jan
6BR | Heated Pool | Jacuzzi | Sauna | Beach area
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 HK$2,281
HK$5,613 total
includes taxes & fees
26 Jan - 27 Jan
Welcome to Casa Luna – Your Private Oasis with a Heated Pool!

Holiday Home in Cutler Bay

MAGR LUXURY
9.8 out of 10, Exceptional, (46 reviews)
"Excellent "
United States
Anonymous traveller
The price is HK$2,331
HK$6,365 total
includes taxes & fees
28 Jan - 29 Jan
MAGR LUXURY
8.6 out of 10, Excellent, (28 reviews)
"Stay was enjoyable for the family. Beds were comfortable. "
United States
Carla H.
The price is HK$1,552
HK$4,162 total
includes taxes & fees
25 Jan - 26 Jan
Spacious Miami House/5 mins from Marina/Ocean/Pool/Tennis
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 HK$1,286
HK$3,968 total
includes taxes & fees
22 Jan - 23 Jan
Luxury Villa/Heated Salt Pool/Pool Table/Blackout Blinds/Sleeps 14
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 HK$1,263
HK$3,547 total
includes taxes & fees
25 Jan - 26 Jan
Good Vibes Oasis, 2 Story Townhome in Cutler Bay
4.0 out of 10, (1 review)
"property was clean"
United States
Arlene C.
The price is HK$1,559
HK$3,621 total
includes taxes & fees
25 Jan - 26 Jan
Casa Bay-Spacious Family Friendly 4 Bedroom Home with Ultimate Backyard Fun!

Aparthotel in Wynwood Art District

Sentral Wynwood
4.0 star property
9.2 out of 10, Wonderful, (1,687 reviews)
"Clean room, great location and wonderful staff!"
Canada
Dale
The price is HK$1,584
HK$2,055 total
includes taxes & fees
1 Feb - 2 Feb
Sentral Wynwood

Aparthotel in South Beach

Tradewinds Apartment Hotel
3.5 star property
7.8 out of 10, Good, (2,804 reviews)
"Great location, close to free trolley station and beach."
Canada
Denes
The price is HK$503
HK$840 total
includes taxes & fees
22 Jan - 23 Jan
Tradewinds Apartment Hotel

Aparthotel in Downtown Miami

Smart Brickell Hotel
4.0 star property
8.6 out of 10, Excellent, (904 reviews)
"Staff and rooms are nice!"
United States
Enrique
The price is HK$695
HK$1,136 total
includes taxes & fees
26 Jan - 27 Jan
Smart Brickell Hotel

Aparthotel in South Beach

Nine20 Collins Apartments by Lowkl
3.0 star property
8.0 out of 10, Very good, (768 reviews)
"Great stay!"
United States
Jessie
The price is HK$1,053
HK$1,200 total
includes taxes & fees
22 Jan - 23 Jan
Nine20 Collins Apartments by Lowkl

Apartment in South Beach

Baybreeze Apartments by Lowkl
2.5 star property
8.0 out of 10, Very good, (247 reviews)
"Great stay"
United States
Kristina
The price is HK$1,046
HK$1,192 total
includes taxes & fees
2 Feb - 3 Feb
Baybreeze Apartments by Lowkl

Aparthotel in Coconut Grove

Miami Vacation Rentals - Coconut Grove
3.5 star property
8.8 out of 10, Excellent, (518 reviews)
"Easy check in & check out, great communication! Wonderful location "
United States
Madeleine
The price is HK$983
HK$2,133 total
includes taxes & fees
26 Jan - 27 Jan
Miami Vacation Rentals - Coconut Grove

Apartment in South Beach

Aloha Fridays
3.0 star property
8.8 out of 10, Excellent, (82 reviews)
"Great staff and location."
United States
Devon
Aloha Fridays

Apartment in Brickell

Roami at Habitat Brickell
4.0 star property
8.8 out of 10, Excellent, (350 reviews)
"Clean rooms and nice housing to stay"
United States
April
The price is HK$891
HK$1,835 total
includes taxes & fees
22 Jan - 23 Jan
Roami at Habitat Brickell

Aparthotel in South Beach

Blanc Kara - Adults Only
3.5 star property
9.0 out of 10, Wonderful, (1,707 reviews)
"Nice place nice people "
Canada
Jean-Francois
Blanc Kara - Adults Only
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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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. 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 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 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.