Cutler Bay holiday homes

We found 451 holiday rentals — enter your dates for availability

Discover a selection of 52 homes and other holiday rentals in Cutler Bay that are perfect for your trip. Whether you're staying in a holiday rental with a group or just with your pet, you'll have the amenities that you expect and more, which might include a hot tub and a washer and dryer. You're sure to find a property to rent to meet everyone's needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts - Cutler Bay

Showing deals for:19 Dec - 26 Dec
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Why visit Cutler Bay

  • Family-friendly activities: Cutler Bay boasts a range of attractions suitable for all ages, ensuring fun for the whole whānau.
  • Scenic parks: Enjoy the beautiful urban parks that offer opportunities for picnics, walks, and outdoor adventures.
  • Botanical gardens: Visit stunning gardens that showcase vibrant flora, perfect for a leisurely stroll.
  • Local culture: Immerse yourself in the friendly atmosphere and explore the unique shops and eateries in the area.
  • Historic sites: Discover the charm of a historic college campus that adds a cultural touch to your visit.

Top attractions near Cutler Bay

Cutler Bay offers a fantastic blend of family-friendly activities and outdoor adventures, making it a great spot for a city-themed holiday. You can explore urban parks, visit a historic college campus, or stroll through beautiful botanical gardens. Whether travelling solo or with whānau, there’s plenty to see and do in this charming area, ensuring a memorable experience for everyone.

  • Biscayne Bay: A stunning lagoon known for its breathtaking scenery and outdoor vibes, perfect for water sports, kayaking, or simply soaking in the sun. It's a great spot to experience Florida's natural beauty.
  • Coconut Grove Convention Center: A hub for business activities, this venue hosts conferences and events, showcasing the vibrant energy of the area. Ideal for networking or attending engaging events.
  • Kennedy Park: A lovely urban park that offers a family-friendly atmosphere with plenty of outdoor activities. It’s perfect for picnics, walking, and enjoying the local city vibe.

Things to do recommended for couples

Seeking a romantic getaway in Cutler Bay? Indulge in a delightful meal at Living Room, just 30.6km away. Its charming atmosphere is perfect for couples looking to enjoy a cosy dining experience amid the vibrant city vibes.

Things to do recommended for families

During your family vacation in Cutler Bay, explore the energetic Kendall Soccer Park, enjoy thrilling games at Arcade Odyssey, and relax at Camp Owaissa Bauer. These activities provide a fantastic blend of sports, adventure, and wellness for a memorable experience together.

Things to do recommended for groups

Groups visiting Cutler Bay can experience thrilling races at Homestead Miami Speedway, indulge in shopping and entertainment at The Palms at Town & Country, and enjoy a film together at Regal Southland Mall, perfect for family fun and romance.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Cutler Bay

If you're heading off with a group, family, bringing along your pets, or planning a longer getaway, be sure to use the right filters to match your priorities. Here are some helpful booking tips for Vrbo.

  • Traveling to Cutler Bay with a group: Think about how many bedrooms you'll require, along with features like a fully equipped kitchen or outdoor areas for social gatherings. Luckily, you can easily filter for these options and more on Vrbo.
  • Traveling to Cutler Bay with young kids: Taking a trip with young kids can be quite a task. It's important to prioritise their comfort and safety, along with suitable facilities like a private pool. Additionally, it’s wise to think about how close you are to family-friendly activities.
  • Taking your pets with you to Cutler Bay: For many, a family getaway isn’t quite right without their furry companion by their side. If this resonates with you, take a look at Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Cutler Bay: If you're on the hunt for holiday rentals with special offers for stays of a month or more, you've come to the perfect spot. By using the appropriate filters, you can effortlessly discover and save on monthly accommodations. Don’t forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay near Cutler Bay

Cutler Bay, Florida, offers a delightful blend of family-friendly activities and outdoor adventures. Explore the scenic parks, enjoy the friendly atmosphere, and dive into the local culture. Nearby, Cutler Ridge features charming shops and eateries, perfect for unwinding after a day of exploration. Whether you're seeking a romantic getaway or a fun-filled family vacation, Cutler Bay’s vibrant neighbourhoods promise an unforgettable experience for all visitors.

  • Kendall: Located a mere 9.7km from Cutler Bay, Kendall is a vibrant neighbourhood that caters to families, business travellers, and city explorers alike. This area boasts a range of activities, including visits to its bustling shopping mall and various resorts. Enjoy leisurely strolls to the nearby family-friendly beach and tourist precinct, where you can soak up the sun or indulge in local cuisine. Kendall's blend of urban conveniences and recreational spaces makes it a perfect spot for a diverse travel experience.
  • Country Walk: Also situated 9.7km from Cutler Bay, Country Walk is another delightful neighbourhood offering a family-friendly and city-themed atmosphere. Visitors can explore shopping centres and enjoy the leisure of nearby resorts. This area is particularly known for its attractions, including a theme park, dock port, and marina, making it a great destination for both relaxation and adventure. Whether you’re in the mood for a fun day out with the family or a quiet afternoon by the water, Country Walk has something for everyone.
  • Leisure City: About 12.9km from Cutler Bay, Leisure City offers a refreshing escape for those seeking outdoor adventures and scenic beauty. This quaint village is perfect for thrill-seekers with activities like motor racing and a variety of shopping options. Nature enthusiasts will appreciate the proximity to a national park, state park, and nature reserve, perfect for hiking and wildlife viewing. With its emphasis on outdoor experiences, Leisure City is an ideal destination for travellers looking to immerse themselves in Florida's natural splendour.

Best time to go to Cutler Bay

If you're planning a trip to Cutler Bay, it's a good idea to check both the weather and property rates. The warmest month is August.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January68.5°F (20.3°C)No Rain (Dry)Mostly SunnyAverage
February71.1°F (21.7°C)No Rain (Dry)Mostly SunnyAverage
March72.7°F (22.6°C)No Rain (Dry)Mostly SunnySlightly High
April77.0°F (25.0°C)Light RainMostly SunnyAverage
May79.7°F (26.5°C)Light RainMostly SunnyAverage
June82.6°F (28.1°C)Moderate RainMostly SunnyAverage
July84.0°F (28.9°C)Moderate RainMostly SunnySlightly High
August84.4°F (29.1°C)Moderate RainMostly SunnySlightly Low
September82.8°F (28.2°C)Moderate RainMostly SunnySlightly High
October79.3°F (26.3°C)Light RainMostly SunnySlightly Low
November74.7°F (23.7°C)Light RainMostly SunnySlightly Low
December71.4°F (21.9°C)No Rain (Dry)Mostly SunnyAverage

Booking with Vrbo is a breeze

Are you keen to save on your upcoming adventure? Being flexible with your travel dates can really make a difference, as prices often fluctuate. You can also enjoy substantial savings by opting for a longer stay. To discover a Vrbo property that aligns with your budget, simply use our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Effortless planning

Vrbo’s Trip Board provides a convenient space for you to plan new adventures, manage your existing arrangements, or review your bookings. The properties you’ve either saved or booked are neatly organised into Potential, Upcoming, or Current Trips. To check out Trip Boards, head over to: https://www.bookabach.co.nz/trips.

**Based on Vrbo properties bookings.

Head to the charming city of Cutler Bay

The area's opera and entertainment are just some of the reasons to come on holiday to Cutler Bay. This romantic and welcoming city entices travellers with its shopping and restaurants. Dolphin Mall and Port of Miami are just a couple of the must-see attractions in the area. Whether you're planning a family holiday, romantic stay or trip with friends, holiday rentals offer features like full kitchens and laundry facilities for a more convenient stay.

Activities and attractions in and around Cutler Bay

Are you hoping to discover attractions to see in the city? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that makes Cutler Bay a fun spot to go on holiday. These are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Zoo Miami (3.8 mi / 6.1 km)
  • Zoological Wildlife Foundation (8 mi / 12.9 km)
  • Grand Cypress Resort Golf Course (11.2 mi / 18 km)
  • Biltmore Golf Course (11.8 mi / 18.9 km)
  • Books & Books (12.9 mi / 20.8 km)
  • TopGolf (14.9 mi / 24 km)

Exploring the natural features in Cutler Bay

Whether you're an active traveller or just want to spend some time taking in the scenery, Cutler Bay is a great place to spend some time outside. These are some of the area's most eye-catching features, all within 30 miles (48.2 km) of the city centre:

  • Biscayne Bay (7.2 mi / 11.6 km)
  • Coral Castle Museum (8.2 mi / 13.2 km)
  • Matheson Hammock Park (8.5 mi / 13.7 km)
  • Biscayne National Park (11.7 mi / 18.8 km)
  • Vizcaya Museum and Gardens (14.1 mi / 22.7 km)
  • Crandon Park (14.6 mi / 23.4 km)

Transport options to and around Cutler Bay

Fly into Miami International Airport (MIA), the closest airport, located 15.4 mi (24.8 km) from the city centre. If you can't find a flight that works for your travel itinerary, you could also fly into Miami, FL (MPB-Public Seaplane Base), which is 17.5 mi (28.2 km) away.

Frequently asked questions

What is the most popular type of holiday home accommodation in Cutler Bay?
According to our data, houses are considered the most popular holiday home type in Cutler Bay. But that goes without saying, everyone's idea of an epic stay isn't the same. Bookabach has holiday homes with every size, shape and budget in mind, so you're sure to discover your ideal match.
How much does it cost to rent a holiday home in Cutler Bay?
A range of factors determine what you'll pay for a holiday home in Cutler Bay, like the type of property, length of stay and season. But, all our holiday homes have one thing in common — incredible value. Just enter your travel dates to find your perfect fit.
How much does it cost to rent a beach house in Cutler Bay?
The average price for a holiday home near the beach in Cutler Bay will depend on when you're going and the size and type of property you're searching for. You can easily and quickly find prices on Bookabach by entering your destination and preferred travel dates. Then use the filter tool to choose the number of bedrooms and amenities important to you, like a pool, air conditioning and WiFi.
Are there pet-friendly holiday homes in Cutler Bay?
You're in luck! There are. You'll have your pick of 30 holiday homes that cater to pets in Cutler Bay. Lots of our pet-friendly holiday homes even have an outdoor area for your fur baby to play around in, dog beds, complimentary treats and proximity to parks. Apply the "Pets allowed" filter to find your pawfect place on Bookabach.
Can I rent a house with a pool in Cutler Bay?
Grab your swimming gear and inflatable swan, because there are 18 houses with a private pool in Cutler Bay. Unwind at one of these superb holiday homes and every day can be a pool day. Simply enter your dates into Bookabach, then use the "pool" filter to find the perfect place to make a splash!
What are popular home amenities in Cutler Bay?
A chef, a barbecue grill and a water view head the list of most popular home amenities in Cutler Bay. Whether you're taking a trip as a party of one, with your better half or as a family, Bookabach will help you find a holiday home that suits your style with all the extras you're looking for.
Are there large group holiday homes in Cutler Bay?
You can choose from three holiday homes in Cutler Bay that can sleep 10 or more guests. Whether you're organising a get-together with extended family or some kind of special event, there's enough room to get your group together under the same roof.
Are there holiday homes in Cutler Bay that welcome kids?
With 30 family-friendly holiday homes to select from in Cutler Bay, there's never been a better time to introduce the kids to the excitement of travel. Just click on our "Properties good for families" filter box to locate stays that come with amenities perfect for families on the move, such as kitchens, backyards, bunk beds and entertainment units.
What are the top attractions for families in Cutler Bay?
Keeping the kids occupied during your Cutler Bay holiday is a snap with these fabulous family-friendly attractions:

  • Zoo Miami
  • Monkey Jungle
  • Zoological Wildlife Foundation

Are there one-bedroom holiday homes in Cutler Bay?
Cutler Bay has six one-bedroom homes on offer. Usually situated in prime spots due to their compact size, a one-bedroom holiday property is ideal if you're travelling with a pal or your partner. And with home comforts like laundry facilities and more privacy than a standard hotel, you'll be able to relax while exploring this terrific destination.
Can I find two-bedroom holiday homes in Cutler Bay?
Cutler Bay has 12 two-bedroom holiday properties to choose from. Enjoy a holiday home with all the privacy and comfort you want at a fantastic price on Bookabach.
Are there holiday homes with WiFi in Cutler Bay?
Whether you'd like to stay in touch with the news, write a few emails or update your social media, there are 16 holiday homes with WiFi in Cutler Bay. Check the "WiFi" box when searching on Bookabach and stay connected on your getaway.
How can I find holiday homes with air conditioning in Cutler Bay?
Select your travel dates and then make use of the filters to search for holiday homes with ac in Cutler Bay on Bookabach. With 28 air-conditioned properties available, you can enjoy a comfy and cool stay.
How old do you have to be to rent a holiday home in Cutler Bay?
The age limit can differ across properties on Bookabach, so look at the rules of the holiday home in Cutler Bay you're interested in. But typically, it's 16, 18 or 21.
How long can I rent a holiday home in Cutler Bay for?
The amount of time you can stay in a Cutler Bay holiday home for differs depending on the property. Just enter your preferred travel dates to find available options that offer long-term stays. They include everything you need to make your extended getaway more comfortable and enjoyable, like kitchens and backyards. Some Bookabach holiday properties may also offer discounted weekly or monthly prices, so you can stay longer for less money.

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