
Places to stay in Cutler Bay
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Top-rated places to stay in Cutler Bay
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Vacation rentals for every style
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Popular amenities for Cutler Bay places to stay
Cutler Bay oceanfront places to stay

Directly on the Beach – Pool & Ocean View
The host was amazing. I made a mistake with my dates and she was the best to help. Great place great host. I will stay again.

Modern Beach Penthouse Apt Direct Ocean View
Great stay the pool is heated and newer The unit is big ! comfortable beds guest bed very comfortable! any and all things you need for adults and kids . Appreciated dish soap, hand soap, packs of toilet paper, garbage bags, kitchen supplies, spices. Parking lot was smooth lobby staff nice . Easy beach access. In the unit there’s beach chairs could beach toys so many towels & washcloth. For bathroom and beach, really appreciate that.

Premium Ocean View Condo
We loved our beautiful ocean view 2 bedroom apartment. It was squeaky clean and we had a $1M view. The staff were super nice and very helpful despite being busy with spring break travelers. As others said, it can take awhile for the elevators, but if you plan ahead, it’s not so bad.

Ocean Drive Beachfront, Amazing Furnishings, Views
Very good location. Walking distance to the beach, eatery, shopping. The place was clean and plenty of room with three bedrooms and three full baths. We rented a car was able to park in the municipal parking deck close by. however it was a busy weekend with pride week and it was difficult to find parking sometimes as the parking garage was full and street parking was full so it could be difficult to park a rental car if you come on weekends that are busy with other events going on in the area. I wish the rental had his own parking privileges to make it easier to park during busy times.

Waves on Walnut - Beach access
just what we were looking for. Private, near the beach, walking distance to restraunts. Thank you!

Charming apartment right on the Beach.
This was a perfect stay for us. Excellent location with the beach and pools. The host provided everything we needed for a great trip.

Beach paradise. Just minutes to restaurants shops.
We had a wonderful stay at Zees place . The view is to die for sitting in the balcony for hours was a delight . The condo is very well equipped with everything you need . Beds are very comfortable . Huge bed in the master bedroom . The beach chairs and brolly were an amazing addition and served us well most days . The condo is well placed to the boardwalk and restaurants and having a huge Walmart within minutes walking was a lifesaver . We had an amazing week here as a family making memories and will be back . Zee was fantastic to deal with and very responsive checking in on us throughout the week

Oceanfront, Spacious and Private Beach House
Our family of 4 (2, 7yr old kids) and my parents stayed for a week. Location is amazing, walk right onto the beach, open the doors of the balcony onto the beach. They have boogie boards, beach chairs, beach umbrellas and kids sand toys, and even beach towels to use. City cleans the beach daily and the neighborhood is quiet, clean, and so peaceful. Lots of space for all of us to stretch out and not be on top of each other but still so close together. Kitchen and living room are huge! Had games for kids. Outdoor dining on deck and patio are amazing. Sitting in the rocking chairs and watching the waves was incredible. Hot tub is secluded but also feels part of the ocean, it was very clean and worked great. Grill worked amazing and we used it a lot. Rocky gave us great welcome packet with local restaurants, things to do with the kids, and clear check in and check out process. Rocky was incredibly accommodating in early check in and later check out. A vaca we will never forget!
Other great vacation rentals in Cutler Bay

Luxurious house with pool and recreational areas.
Beautiful Home! Host was very responsive and we truly enjoyed our stay. Pool had a gate which was not in pictures but we truly appreciated this feature when traveling with little ones! Clean, private, peacful, everything you need for a little vacay !

~Hollywood Luxury • 6BR Retreat • Gated Pool ~
The location was great. The house was clean and spacious enough bedrooms and bathrooms for everyone had a great time. Steve was a excellent host.

Beautiful 2 - Bedroom Rental Unit near the Beach
We had a great stay in the apartment. The communication with Arash was great and he was a big help with additional questions. The apartment was very clean, had lots of space and a good location. We fully recommend this apartment with Arash as a great host! 😊

Luxury Condo w/ Rooftop Pool | 5-Min to Beach
Great apartment in bay harbor! Great location and nice large terrace. Very responsive host. Highly recommend!

LuxOasis Getaway Heated Pool/ Minigolf/Beach/Chess
The pictures does not do this house justice. We use this house for my friends bachelorette party and she absolutely loved it. The decor the backyard with the pool and the games. It was absolutely amazing. We were there for three nights. Any time I messaged the owner or whoever I was in communication with, they were absolutely responsive within seconds. It was about a 30 to 45 minute drive from Ocean Drive where most of our activities were taking place for my friends batch overall great experience would definitely recommend definitely stay at this location again. Location is convenient near Walmart, Starbucks dollar store, maybe a 15 minute drive at most and many fast foods to choose from. Very happy with my stay

KEY BISCAYNE BEACH VACATION #3
We had an incredible stay at Lucia's apartment. The place was spacious, as described, and we loved the access to an outdoor space with table for gathering. The surrounding area is very walkable and has great food options, even within the apartment complex itself. There's easy beach access within a short walk through the lovely grounds. Lucia was very responsive and helpful. We had one small issue come up and she immediately helped us handle it, so that it didn't affect our stay at all. We really hope to come back here again!

La Paloma
We absolutely loved our stay! The house had everything we needed and looked just like the pictures. That is always a relief when you get an air BNB. It was super clean too. The outdoor space was SO enjoyable. Kids played in the pool all day, we cooked outside, played pool and dominoes, and had a great time. The outdoor bathroom was very helpful so kids didn't have to go into the house from the pool. I personally loved the beautiful plants they had throughout the space. It isn't super close to the beach but for what we needed (a place to gather with family) it was just right. We had our dog with us and the yard was very well fenced with great privacy hedges so we could relax. Roxette and the team of hosts made us feel welcome. They even had some Easter decor which was cute. The team was very helpful and professional and they paid attention to details. I'd be super happy to rent from them again. Thanks guys for making our stay so stress free and enjoyable!

North Beach Paradise
We really enjoyed Lidia's place. It was clean and there were little add ons, like shower caps, make up wipes, enough washing liquid etc... There was lots to do for the kids as pictured, mini golf, basketball, warm pool, pool table, slide etc... Inside the house was perfect. The neighborhood seemed a little seedy as first, however we met the neighbors and they were super sweet. It is close to many amenities, Publix, TJMax, a gym etc... All in all we were very pleased and will stay again.
Quick stats about vacation rentals in Cutler Bay
Total rentals
130 properties
Total number of reviews
5.6K reviews
Family-friendly rentals
70 properties are a good fit for families
Pet-friendly rentals
60 properties allow pets
Rentals with a pool
60 properties have a pool
Rentals with dedicated workspaces
70 properties have a dedicated workspace
Frequently Asked Questions
Are there vacation rentals with a dedicated workspace in Cutler Bay?
Yes! Work meets play with ease at over 70 vacation rentals in Cutler Bay featuring dedicated workspaces. Stay connected and productive in your home away from home.
What are the most popular amenities for House Rentals in Cutler Bay?
Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with a bbq area, over 10 homes with self check-in, over 90 homes with wifi, over 10 homes with a gym, and more. Indulge in the ultimate retreat, tailored to your preferences.
Are there pet-friendly vacation rentals in Cutler Bay?
Four-legged friends are welcome in Cutler Bay. Choose from more than 60 vacation rentals for guests traveling with pets.
Are there Cutler Bay vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 60 vacation homes with pools in Cutler Bay, available on Airbnb. Make a splash and soak up the sun in style!
Do house rentals in Cutler Bay have a bbq area?
Absolutely! We offer over 10 house rentals with a bbq area in Cutler Bay. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Cutler Bay have a gym?
Absolutely! We offer over 10 house rentals with a gym in Cutler Bay. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Cutler Bay have self check-in?
Absolutely! We offer over 10 house rentals with self check-in in Cutler Bay. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Cutler Bay have wifi?
Absolutely! We offer over 90 house rentals with wifi in Cutler Bay. Enjoy a tailored experience with all the comforts you desire.
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