Cutler Bay holiday rentals

We found 456 holiday rentals — enter your dates for availability
Discover a selection of 33 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.

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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 Bayside Marketplace 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)
  • Miami Springs Golf Course (16.5 mi / 26.6 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)

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 Stayz.
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 Stayz?
Stayz 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?
Stayz 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 Stayz, 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 Stayz?
To find Cutler Bay holiday rentals with free cancellation, just use Stayz'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, Stayz 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 Stayz?
Stayz'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 Stayz 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. Stayz offers something for every taste and budget, from affordable homes in Cutler Bay to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz 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 StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, 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 Stayz as a host?
Joining Stayz 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, Stayz 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 Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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