A sunset over a calm body of water with palm trees on both sides.

Cutler Bay Holiday Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Cutler Bay holiday rentals

1. Beautiful Miami Pool Lake Studio

Beautiful Miami Pool Lake Studio
Cutler Bay
9.0 out of 10, Wonderful, (40 reviews)
"Great place to stay! Highly recommend!"
United States
Gavin K.
The price is NZ$299
includes taxes & fees
27 Sept - 28 Sept
Beautiful Miami Pool Lake Studio

2. Cozy Blue Door Duplex, Central in Cutler Bay

Cozy Blue Door Duplex, Central in Cutler Bay
3.0 star property
Cutler Bay
Cozy Blue Door Duplex, Central in Cutler Bay

3. Secluded Bungalow Oasis & Sanctuary garden between Miami & Keys

Secluded Bungalow Oasis & Sanctuary garden between Miami & Keys
Cutler Bay
7.8 out of 10, Good, (23 reviews)
"Loved the palms and paintings"
United States
Sarah S. W.
The price is NZ$244
includes taxes & fees
5 Oct - 6 Oct
Secluded Bungalow Oasis & Sanctuary garden between Miami & Keys

4. 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, (7 reviews)
"Great place and quiet to stay at!"
United States
Cristopher
The price is NZ$405
includes taxes & fees
5 Oct - 6 Oct
Peaceful 2-bedroom guest house with AC in charming Cutler Bay

5. 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 NZ$654
includes taxes & fees
27 Sept - 28 Sept
Cozy Blue Door Duplex, Central in Cutler Bay

6. 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 NZ$350
includes taxes & fees
25 Sept - 26 Sept
Cozy 1-bedroom studio in serene Cutler Bay with AC

7. 2 Queen Beds|Premium| Micfridge

2 Queen Beds|Premium| Micfridge
Cutler Bay
The price is NZ$152
includes taxes & fees
27 Sept - 28 Sept
2 Queen Beds|Premium| Micfridge

8. 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)
"This house had exactly what we needed. It was easy to find in a nice area, had enough space for the seven of us, clean, and having access to the pool for the kids was perfect. "
United States
Anthony S.
The price is NZ$837
includes taxes & fees
27 Sept - 28 Sept
Spacious Miami House/5 mins from Marina/Ocean/Pool/Tennis

9. 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 NZ$740
includes taxes & fees
13 Oct - 14 Oct
Good Vibes Oasis, 2 Story Townhome in Cutler Bay

10. 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
8.6 out of 10, Excellent, (7 reviews)
"Wonderful stay. Roberto was excellent to work with!"
United States
Anonymous traveller
3-BR Stay in Cutler Bay w/ Fast Wi-Fi, AC, Smart Lock & Parking –Pets,near Keys

11. 7BR South Miami Gem • Mini Golf, Pool Table • Heated Pool, BBQ

7BR South Miami Gem • Mini Golf, Pool Table • Heated Pool, BBQ
Cutler Bay
9.8 out of 10, Exceptional, (26 reviews)
"Nice stay "
United States
Takesha B.
The price is NZ$1,401
includes taxes & fees
30 Sept - 1 Oct
7BR South Miami Gem • Mini Golf, Pool Table • Heated Pool, BBQ

12. Good Vibes Oasis, 2 Story Townhome in Cutler Bay

Good Vibes Oasis, 2 Story Townhome in Cutler Bay
3.5 star property
Cutler Bay
The price is NZ$616
includes taxes & fees
13 Oct - 14 Oct
Good Vibes Oasis, 2 Story Townhome in Cutler Bay

13. 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.
Hidden Garden, Miami Escape, Parking and Spacious

14. MS6 Cutler Bay | 2 Queen Beds |

MS6 Cutler Bay | 2 Queen Beds |
Cutler Bay
The price is NZ$142
includes taxes & fees
27 Sept - 28 Sept
MS6 Cutler Bay | 2 Queen Beds |

15. 1 King Bed|Premium| Micfridge

1 King Bed|Premium| Micfridge
Cutler Bay
The price is NZ$142
includes taxes & fees
27 Sept - 28 Sept
1 King Bed|Premium| Micfridge

16. Clean 2-Bed ADA|Pool|Free Parking

Clean 2-Bed ADA|Pool|Free Parking
Cutler Bay
The price is NZ$142
includes taxes & fees
28 Sept - 29 Sept
Clean 2-Bed ADA|Pool|Free Parking

17. MS6 Cutler Bay |1 King Bed |

MS6 Cutler Bay |1 King Bed |
Cutler Bay
The price is NZ$132
includes taxes & fees
5 Oct - 6 Oct
MS6 Cutler Bay |1 King Bed |

18. 1 Full Bed | ADA/Tub

1 Full Bed | ADA/Tub
Cutler Bay
The price is NZ$132
includes taxes & fees
27 Sept - 28 Sept
1 Full Bed | ADA/Tub

19. 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, (15 reviews)
"Property was beautiful and safe, very clean and Elizabeth was communicative and kind."
United States
Marti M.
The price is NZ$1,302
includes taxes & fees
4 Oct - 5 Oct
Welcome to Casa Luna – Your Private Oasis with Heated Pool!

20. 1 King Bed|Extended Suite

1 King Bed|Extended Suite
Cutler Bay
1 King Bed|Extended Suite
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Cutler Bay Hotel Reviews

Find out more about Cutler Bay

Everything you need to know about Cutler Bay holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Cutler Bay holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Cutler Bay holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Cutler Bay holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Cutler Bay. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Cutler Bay holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Cutler Bay holiday rentals we have selected for you start as low as NZ$93 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Cutler Bay rentals

At Expedia, we put the best Cutler Bay holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Cutler Bay rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Cutler Bay holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Cutler Bay. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Explore a world of travel with Expedia

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?

Beautiful And Comfortable Home and studios : This holiday home rental outside of Cutler Bay is located in the city centre, and has a terrace, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a stovetop, a microwave and a coffee maker.

How many holiday rentals will I find in Cutler Bay?

Choose from 36 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.