Cutler Bay holiday homes

We found 458 holiday rentals — enter your dates for availability
Discover a selection of 34 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.

  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

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)
  • Grapeland Water Park (15.3 mi / 24.7 km)
  • Zoological Wildlife Foundation (8 mi / 12.9 km)
  • Miccosukee Golf and Country Club (10.1 mi / 16.2 km)
  • Coconut Grove Bike Path (11.2 mi / 18 km)
  • Biltmore Golf Course (11.8 mi / 18.9 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:

  • Pinecrest Gardens (7.1 mi / 11.5 km)
  • 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)
  • Tropical Park (10.2 mi / 16.5 km)
  • Biscayne National Park (11.7 mi / 18.8 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 best area to stay in Cutler Bay when booking a holiday rental?
When considering a holiday rental in Cutler Bay, Florida, a popular area to stay is around the picturesque Cutler Ridge. This neighbourhood offers a pleasant suburban atmosphere, making it ideal for families and those seeking a peaceful retreat. With a variety of properties available, from cosy apartments to spacious homes, you can find something that suits your needs.In Cutler Ridge, you will be close to some delightful attractions. The nearby Coral Reef Park is a fantastic spot for outdoor enthusiasts, featuring picnic areas, walking trails, and a playground for children. Additionally, the Cutler Bay Shopping Centre provides plenty of shopping and dining options, ensuring that you have everything you need within reach.Another attractive area is the vicinity of Old Cutler Road, known for its scenic views and proximity to the beautiful Biscayne National Park. This stunning park offers opportunities for kayaking, snorkeling, and exploring nature, making it a must-visit for those who appreciate the great outdoors.
Where are the best areas for renting a beach house in Cutler Bay?
For renting a beach house in Cutler Bay, the best options are often found along the nearby shoreline in the communities of Black Point and Pelican Harbour. These areas provide easy access to the water and are ideal for those seeking a relaxed coastal atmosphere. Many properties in this vicinity offer amenities such as private docks, outdoor patios with BBQ facilities, and spacious living areas, great for families or groups looking to soak up the sun.In addition, the nearby parks, such as the scenic Cutler Ridge Park and the vast Biscayne National Park, enhance the outdoor experience, offering opportunities for kayaking, fishing, and enjoying nature. Many beach houses in the area are equipped with modern kitchens, allowing for convenient meal preparation after a day at the beach, and some even feature pools or access to community amenities like tennis courts.
What is the most popular type of holiday rental accomodation in Cutler Bay?
In Cutler Bay, holiday houses are the most popular type of holiday rental, with around 120 available throughout the area. These homes typically feature multiple bedrooms, spacious living areas, and fully equipped kitchens, making them ideal for families or groups. Many also include outdoor spaces such as gardens or patios, superb for enjoying the pleasant Florida weather. Additionally, there are about 27 apartments and several condos available, offering a more compact and convenient option for those looking to explore the local attractions. Villas, with around 15 options, provide a touch of luxury and often come with private pools or upscale amenities.
Are there any family house rentals in Cutler Bay?
In Cutler Bay, Florida, there are numerous family-friendly house rentals available, with around 43 options to choose from. This vibrant area offers a variety of spacious homes that cater well to families, featuring amenities such as fully equipped kitchens for preparing meals and comfortable living areas for relaxation. Many properties also include outdoor spaces, superb for children to play or for families to enjoy barbecues together.Visitors can explore the nearby parks, such as Cutler Ridge Park, which offers playgrounds and picnic areas, making it a great spot for family outings. Additionally, the proximity to Biscayne National Park allows for outdoor adventures, including hiking and wildlife viewing.
Can I rent a holiday home with a pool or hot tub in Cutler Bay?
In Cutler Bay, there are plenty of holiday homes available for rent that feature pools and hot tubs, with around 32 options to choose from. This suburban area in Florida offers a relaxed atmosphere, making it a great choice for families and groups looking for a tranquil escape. Many of the properties come equipped with private pools, inviting hot tubs, and outdoor patios, superb for enjoying the warm Florida weather.Travellers can expect amenities such as fully equipped kitchens, spacious living areas, and outdoor dining spaces, allowing for comfortable stays and easy self-catering. Additionally, some homes may include features like barbecue grills and lush gardens, enhancing the overall holiday experience.
Are there pet-friendly house rentals in Cutler Bay?
In Cutler Bay, there are several pet-friendly house rentals available, with a range of 23 options to choose from. These holiday homes typically feature amenities such as spacious backyards, fully equipped kitchens, and comfortable living areas, making them suitable for both pets and families. Many properties offer convenient outdoor spaces, ideal for pets to roam and play.The neighbourhood itself is close to several parks, such as Cutler Ridge Park and the nearby Biscayne National Park, which provide excellent opportunities for outdoor activities with your furry friends. These parks often have walking trails and open areas where pets can enjoy some exercise while their owners take in the natural beauty of the area.
Are there any remote work holiday rentals in Cutler Bay?
In Cutler Bay, Florida, there are plenty of remote work holiday rentals available—around 153 options to choose from. This vibrant community offers a selection of properties that cater specifically to remote workers, ensuring a productive stay. Many of these rentals are equipped with high-speed Wi-Fi, dedicated workspaces, and comfortable living areas conducive to working from home.Travellers can expect amenities such as fully equipped kitchens, making meal preparation easy, as well as spacious outdoor areas for relaxation when taking breaks from work. The area is also conveniently located near parks and local shops, providing opportunities for leisure activities after a day of work. To help narrow your search, insert your dates and apply the "WiFi" filter on Bookabach.
What are popular rental amenities in Cutler Bay?
In Cutler Bay, popular rental amenities include well-equipped kitchens, allowing guests to prepare their own meals, and onsite parking for convenience. Many properties also feature decks or patios, providing outdoor spaces to relax and enjoy the Florida weather. Additionally, rentals often come with coffee and tea makers for a comforting start to the day, as well as blenders for those who enjoy smoothies or other blended beverages.
When is the best time to visit Cutler Bay for a holiday rental?
The best time to visit Cutler Bay for a holiday rental is in September, just as the peak season begins to wind down. During this month, visitors can enjoy the tail end of summer, with warm temperatures averaging around 25 to 30 degrees Celsius, superb for outdoor activities and relaxing by the water.From July to September, Cutler Bay buzzes with activity, attracting travellers. This period is ideal for those who want to soak up the sun, enjoy water sports, or explore the nearby Everglades National Park, which is a treasure trove of wildlife and scenic beauty.For those seeking a more tranquil experience, consider visiting in October when the crowds have thinned out. The weather remains pleasant, and you can enjoy the local attractions, such as the beautiful parks and nature trails, at a leisurely pace. Additionally, booking in October often comes with more affordable rental options, allowing you to stretch your budget further while still enjoying the charm of Cutler Bay.
What are the top attractions in Cutler Bay?
In Cutler Bay, visitors can enjoy a range of attractions that showcase the area's natural beauty and recreational opportunities. The Cutler Ridge Park offers lush green spaces, playgrounds, and walking paths, making it a great spot for families and outdoor enthusiasts alike. Nearby, the Coral Reef Park provides additional facilities, including sports fields and picnic areas, great for a day out.For those interested in shopping and dining, the Southland Mall is a popular destination, featuring a variety of shops, restaurants, and entertainment options. The area's proximity to Biscayne National Park also allows for exploration of stunning marine ecosystems, with opportunities for kayaking, snorkelling, and observing wildlife.Additionally, the local community hosts events and festivals throughout the year, providing a glimpse into the vibrant culture of Cutler Bay.
Are all fees included in the Cutler Bay holiday homes prices shown on Bookabach?
Bookabach provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Cutler Bay holiday homes with parking?
Bookabach offers a wide selection of holiday homes in Cutler Bay with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Cutler Bay holiday homes?
You can find great discounts on holiday homes in Cutler Bay on Bookabach, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Cutler Bay holiday home booking on Bookabach?
To find Cutler Bay holiday rentals with free cancellation, just use Bookabach's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Bookabach makes it easy to book with confidence.
Can I find long-stay holiday homes in Cutler Bay?
A long-stay holiday home in Cutler Bay is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Bookabach?
Bookabach's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Cutler Bay holiday home?
Book your Cutler Bay holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Bookabach booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Cutler Bay?
Prices for holiday homes in Cutler Bay vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Bookabach offers something for every taste and budget, from affordable homes in Cutler Bay to more spacious homes.
What can I expect from Bookabach customer service and Bookabach Care™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, Bookabach Care™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Bookabach customer service is available 24/7 to support you every step of the way. Bookabach also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is Bookabach Care™ and how does it work?
Bookabach's mission is to help guests relax, reconnect, and enjoy precious time together. With Bookabach Care™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Bookabach as a host?
Joining Bookabach as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Bookabach makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Bookabach handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

More holiday ideas