Cutler Bay Holiday Rentals

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Check prices for these dates

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

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
Cutler Bay
8.2 out of 10, Very good, (17 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
The price is HK$862
HK$1,352 total
includes taxes & fees
28 Apr - 29 Apr
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.
The price is HK$1,559
HK$4,308 total
includes taxes & fees
28 Apr - 29 Apr
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.
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
The price is HK$987
HK$2,200 total
includes taxes & fees
28 Apr - 29 Apr
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.
The price is HK$2,351
HK$6,534 total
includes taxes & fees
28 Apr - 29 Apr
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.
The price is HK$2,327
HK$5,689 total
includes taxes & fees
28 Apr - 29 Apr
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
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.
The price is HK$697
HK$1,556 total
includes taxes & fees
29 Apr - 30 Apr
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.
The price is HK$3,424
HK$7,856 total
includes taxes & fees
11 May - 12 May
6BR | Heated Pool | Jacuzzi | Sauna | Beach area
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
The price is HK$1,504
HK$1,700 total
includes taxes & fees
8 May - 9 May
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.
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.
The price is HK$932
HK$2,835 total
includes taxes & fees
28 Apr - 29 Apr
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
The price is HK$602
HK$680 total
includes taxes & fees
11 May - 12 May
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.
The price is HK$1,371
HK$3,736 total
includes taxes & fees
28 Apr - 29 Apr
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
The price is HK$811
HK$1,295 total
includes taxes & fees
28 Apr - 29 Apr
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
The price is HK$548
HK$777 total
includes taxes & fees
10 May - 11 May
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
The price is HK$1,082
HK$3,225 total
includes taxes & fees
4 May - 5 May
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, (27 reviews)
"Very nice place to stay in the heart of Wynwood. Clean, spacious, and overall a pleasant stay. "
United States
Angela
The price is HK$849
HK$1,313 total
includes taxes & fees
28 Apr - 29 Apr
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.
The price is HK$2,542
HK$6,156 total
includes taxes & fees
28 Apr - 29 Apr
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, (269 reviews)
"Lovely place to stay."
Canada
Julie Anne
The price is HK$1,070
HK$1,386 total
includes taxes & fees
29 Apr - 30 Apr
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

Hyatt Regency Miami

Hyatt Regency Miami

10/10 Excellent
"Clean room with good view of the harbour on 17th floor."
Bridget 1-night trip
Posted 6 hours ago
Hyatt Regency Miami

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. 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 35 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.