Cutler Bay Holiday Rentals

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Holiday Rentals in Cutler Bay

Luxury cozy room in the oasis of South Miami near marina, trails, national park.

9.6 out of 10, Exceptional, (11)
"The check in process was great. Very clean, nice room. Best room for the money I’ve ever had."
The price is HK$247
HK$703 total
includes taxes & fees
17 Jul - 18 Jul
Luxury cozy room in the oasis of South Miami near marina, trails, national park.

Secluded Bungalow Oasis & Sanctuary garden between Miami & Keys

8.0 out of 10, Very good, (11)
"Great place to stay in Cutler Bay! Cute, cozy, and clean. I would def recommend to anyone."
The price is HK$601
HK$1,057 total
includes taxes & fees
15 Jul - 16 Jul
Secluded Bungalow Oasis & Sanctuary garden between Miami & Keys

Welcome to Casa Luna! Your relaxing and luxurious retreat away from home.

9.8 out of 10, Exceptional, (7)
"Property was beautiful and safe, very clean and Elizabeth was communicative and kind."
The price is HK$1,766
HK$4,596 total
includes taxes & fees
14 Jul - 15 Jul
Welcome to Casa Luna! Your relaxing and luxurious retreat away from home.

Spacious Miami House/5 mins from Marina/Ocean/Pool/Tennis

8.4 out of 10, Very good, (25)
"The home was as it appeared on line. Plenty of room for our family of 8! Everyone hung out for the night prior to cruising out of the Port of Miami. It was about 1/2 hour from the airport and the Cruise Port!"
The price is HK$1,208
HK$3,869 total
includes taxes & fees
14 Jul - 15 Jul
Spacious Miami House/5 mins from Marina/Ocean/Pool/Tennis

Good Vibes Sanctuary, Central Location South Miami

Good Vibes Sanctuary, Central Location South Miami

Luxury Villa/Heated Salt Pool/Pool Table/Blackout Blinds/Sleeps 14

Luxury Villa/Heated Salt Pool/Pool Table/Blackout Blinds/Sleeps 14

Casa Bay-Spacious Family Friendly 4 Bedroom Home with Ultimate Backyard Fun!

3.0 star property
4.0 out of 10, (1)
"property was clean"
Casa Bay-Spacious Family Friendly 4 Bedroom Home with Ultimate Backyard Fun!

W Hotel South Beach residence suite with balcony

8.4 out of 10, Very good, (7)
"Unit was nice and typical of the W. Would rent from Yohan again. No hassle and straightforward. "
The price is HK$3,140
HK$6,283 total
includes taxes & fees
21 Jul - 22 Jul
W Hotel South Beach residence suite with balcony

Prime Location Room | Queen Bed + Sofa Bed | Free Beach Chairs & More

2.0 star property
10.0 out of 10, Exceptional, (3)
"So comfortable and clean and staff was nothing but amazing. Even purchased excursions here. Mist stay again "
Prime Location Room | Queen Bed + Sofa Bed | Free Beach Chairs & More

Deluxe Two Queen Beds - Steps from Beach - Included Parking - Free Beach Chairs

2.0 star property
7.0 out of 10, Good, (4)
"Miscommunication initially - parking included was not provided for the first night, only after we kept complaining, we got the parking pass. Other than that - discent room for a good price."
The price is HK$386
HK$866 total
includes taxes & fees
21 Jul - 22 Jul
Deluxe Two Queen Beds - Steps from Beach - Included Parking - Free Beach Chairs

Roami at 250 Collins | Rooftop Pool | 3 Bedroom

9.4 out of 10, Exceptional, (23)
"Good place to stay. "
The price is HK$1,115
HK$3,476 total
includes taxes & fees
27 Jul - 28 Jul
Roami at 250 Collins | Rooftop Pool | 3 Bedroom

Roami at 250 Collins | Rooftop Pool | 3 Bedroom

9.2 out of 10, Wonderful, (31)
"We had a very good stay. The beds were very comfortable. The location was amazing!"
The price is HK$1,028
HK$3,331 total
includes taxes & fees
31 Jul - 1 Aug
Roami at 250 Collins | Rooftop Pool | 3 Bedroom

Roami at 250 Collins | Pool | Next to Beach | 2 Bed

9.2 out of 10, Wonderful, (20)
"Perfectly placed and convenient. Communication was great and we enjoyed our stay"
The price is HK$1,162
HK$2,926 total
includes taxes & fees
31 Jul - 1 Aug
Roami at 250 Collins | Pool | Next to Beach | 2 Bed

Roami at 250 Collins | Rooftop Pool | 3 Bedroom

8.8 out of 10, Excellent, (18)
"This unit was on the ground level which makes it super convenient to get to the beach or anywhere. Would definitely stay here again!"
The price is HK$1,115
HK$3,476 total
includes taxes & fees
27 Jul - 28 Jul
Roami at 250 Collins | Rooftop Pool | 3 Bedroom

2 Bedroom Suite at Key Biscayne(4)

7.0 out of 10, Good, (32)
"We have stayed in this building previously because we visit family on KB, and it is a great location with all the amenities. So easy to go to the beach and watch the sunrise. Very convenient to stores and restaurants. Will stay again! One suggestion, have beach towels or tell people they need to bring them."
The price is HK$2,347
HK$2,990 total
includes taxes & fees
4 Aug - 5 Aug
2 Bedroom Suite at Key Biscayne(4)

Roami at Bayview Place | Penthouse |Tub |6 Bed

9.6 out of 10, Exceptional, (44)
"Parts of the house were in need of wiping down. A late checkout option was offered but I was denied it. Thankful for the stay but will not be staying with a Roami property again. "
The price is HK$1,177
HK$7,469 total
includes taxes & fees
15 Jul - 16 Jul
Roami at Bayview Place | Penthouse |Tub |6 Bed

Roami at Downtown Retreat |Near South Beach w/Pool

9.0 out of 10, Wonderful, (53)
"Lots of space to accommodate a large group. Loved the privacy of the property, pool and hit tub"
The price is HK$1,177
HK$8,560 total
includes taxes & fees
14 Jul - 15 Jul
Roami at Downtown Retreat |Near South Beach w/Pool

Four Seasons Brickell, King Bed with city and partial ocean view

9.8 out of 10, Exceptional, (11)
"Amazing Love the place "
The price is HK$1,731
HK$3,530 total
includes taxes & fees
17 Jul - 18 Jul
Four Seasons Brickell, King Bed with city and partial ocean view

Mediterranean Style Cottage in Miami's Upper East Side

9.6 out of 10, Exceptional, (127)
"Wonderful little place. Had a ton of provisions and amenities. We loved our stay."
The price is HK$1,601
HK$3,984 total
includes taxes & fees
12 Aug - 13 Aug
Mediterranean Style Cottage in Miami's Upper East Side

Roami at Habitat Brickell | Pool | Balcony | 2 Bed

9.6 out of 10, Exceptional, (14)
"The ambiance was lovely. "
The price is HK$911
HK$2,583 total
includes taxes & fees
14 Jul - 15 Jul
Roami at Habitat Brickell | Pool | Balcony | 2 Bed
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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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?

Avi Lux Stay: This holiday home rental outside of Cutler Bay is located in a shopping district, and offers a selection of games, air conditioning and Netflix to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a stovetop, a microwave and kitchenware. 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 50 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.