Cutler Bay vacation rentals

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Discover a selection of 37 homes and other vacation rentals in Cutler Bay that are perfect for your trip. Whether you're staying in a vacation rental with a group or just with your pet, you'll find the best amenities for hanging out with the people that matter most, such as parking and air conditioning. You're sure to find a rental for everyone's needs, including places that are non-smoking or accessible.

Vacation rentals with weekly discounts - Cutler Bay

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Image gallery for Beautiful Guest Home On 5 Acres. Close to Everglades, Biscayne Bay, Fl Keys

front entrance of house
10 out of 10, Exceptional, (101 reviews)
Exceptional
(101 reviews)

Beautiful Guest Home On 5 Acres. Close to Everglades, Biscayne Bay, Fl Keys

Homestead

13% off
Price is $156
$1,090 for 7 nights
All fees included
Beautiful Guest Home On 5 Acres. Close to Everglades, Biscayne Bay, Fl Keys

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Find out more about Cutler Bay

Why visit Cutler Bay

  • Family-friendly attractions: Cutler Bay offers a variety of activities suitable for all ages, making it perfect for family vacations.
  • Beautiful parks and gardens: Enjoy the lush botanical gardens and urban parks that highlight the area's natural beauty.
  • Welcoming neighborhoods: Experience the friendly atmosphere of local communities, ideal for budget-friendly getaways.
  • Diverse accommodation options: Choose from apartments, condos, and vacation homes that cater to different needs and preferences.
  • Nearby city adventures: Explore nearby cities for additional activities and cultural experiences to enhance your trip.

Popular types of accommodation in Cutler Bay

Planning a getaway to Cutler Bay? The next step is selecting the perfect accommodation. Discover a variety of options including apartments, condos, and houses that cater to your needs. Whether you’re searching for cozy bedroom rentals or spacious house rentals, Cutler Bay has something for everyone. Explore your choices and enjoy a memorable stay in this charming destination.

  • Apartments: The top choice for vacation rentals in Cutler Bay, offering convenience and comfort for travelers.
  • Condos: A favored option among visitors, providing great amenities and often stunning views.
  • Houses: Ideal for families or groups seeking extra space and privacy during their stay.
  • Villas: Luxurious retreats that promise a relaxing getaway with upscale features.
  • Cottages: Charming and cozy spaces perfect for a quaint vacation experience.**

Top attractions near Cutler Bay

Cutler Bay, Florida, is a fantastic destination for family-friendly, outdoor, and city-themed vacations. Visitors can enjoy a variety of attractions, including urban parks, historic colleges and universities, and beautiful botanical gardens. Whether you're traveling with family or seeking a vibrant city experience, Cutler Bay offers numerous opportunities to explore and enjoy the local culture and nature.

  • University of Miami: A historic college that exudes cultural vibes, this campus is renowned for its vibrant arts scene and beautiful architecture, located 10 miles from Cutler Bay.
  • Florida International University: A modern university with a lively city atmosphere, it offers diverse educational programs and community engagement, situated 12 miles from Cutler Bay.
  • Biscayne Bay: A stunning lagoon known for its picturesque scenery and outdoor activities, perfect for kayaking and enjoying nature, located 7 miles from Cutler Bay.

Things to do recommended for couples

Embark on a romantic getaway in Cutler Bay. Enjoy a delightful meal at Living Room, a charming restaurant located 19 miles away. With its inviting ambiance, it's perfect for couples seeking a blend of city and romance. Make unforgettable memories together.

Things to do recommended for families

Families can have a blast at Kendall Soccer Park, just 8 miles from Cutler Bay, enjoying the sports atmosphere. For gaming fun, visit Arcade Odyssey, 6 miles away, offering thrilling adventures. Unwind at Camp Owaissa Bauer, located 9 miles from Cutler Bay, perfect for relaxation and wellness.

Things to do recommended for groups

Explore the Dadeland Mall for shopping and entertainment, just 8 miles from Cutler Bay. For adventure, head to the Homestead Miami Speedway, 10 miles away, and enjoy thrilling motor racing. Don’t miss the Palmetto Golf Course, a great spot for sports and outdoor fun, only 3 miles from town.

*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 planning a trip with a group, traveling as a family, bringing along your pets, or seeking longer stays, be sure to prioritize your filters accordingly. Here are some helpful Vrbo booking tips for you.

  • Traveling to Cutler Bay with a group: Think about how many bedrooms you'll require, along with features like a full kitchen or outdoor areas for group gatherings. The good news is that you can easily filter for these options and many more on Vrbo.
  • Traveling to Cutler Bay with young kids: Traveling with young kids can be tough. It's important to prioritize their comfort and safety, along with having suitable amenities like a private swimming pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Cutler Bay: For many, a family vacation isn’t truly fulfilling without their furry companion by their side. If you can relate, explore Vrbo listings that welcome pets. Many of these pet-friendly properties come equipped with feeding bowls and cozy beds, ensuring that everyone feels at home.
  • Planning for a long term stay visiting Cutler Bay: If you're searching for vacation rentals with special offers for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can conveniently discover and save on monthly rentals. Don’t forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay in Cutler Bay

Explore the vibrant charm of Cutler Bay, Florida, where family-friendly attractions and outdoor living come together. Experience the welcoming neighborhoods filled with friendly locals, perfect for a budget-friendly getaway. Whether you're seeking urban adventures or a romantic retreat, Cutler Bay offers a delightful atmosphere for every traveler. Nearby cities also provide an array of activities, ensuring your vacation is both memorable and enjoyable.

  • Miami: Miami is a vibrant metropolis that serves as the cultural and economic hub of South Florida. Located a short drive from Cutler Bay, Miami is renowned for its stunning beaches, bustling nightlife, and diverse culinary scene. Visitors can indulge in shopping at popular malls and experience the city's famous art deco architecture. Must-see attractions include the iconic South Beach, the lively tourist precinct of Ocean Drive, and the vibrant neighborhoods of Little Havana and Wynwood. Miami offers a unique blend of family-friendly activities, outdoor adventures, and business opportunities, making it a perfect destination for all types of travelers.
  • Lakes by the Bay: Nestled around Cutler Bay, Lakes by the Bay is a charming neighborhood that offers a serene escape for families and outdoor enthusiasts. The area features beautiful lakes, parks, and green spaces ideal for picnics and recreational activities. Travelers can enjoy shopping and dining at nearby shopping centers and malls. Attractions such as local beaches and a nearby theme park provide ample entertainment options, ensuring a delightful experience for visitors looking to relax and unwind. Lakes by the Bay is perfect for those seeking a laid-back city atmosphere with family-oriented amenities.
  • Perrine: Located just a mile from Cutler Bay, Perrine is a quaint village that provides a warm and welcoming community vibe. Known for its family-friendly atmosphere, Perrine offers a variety of shopping areas and centers that cater to both locals and tourists alike. Visitors can explore the nearby town neighborhoods and take advantage of the local tourist precinct. With close proximity to beautiful beaches, Perrine is an ideal spot for those looking to combine urban experiences with coastal relaxation. Whether you're seeking business opportunities or leisure activities, Perrine has something for everyone.

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. Peak season runs in March, July and September, while off-peak times, like August and October to November tend to have fewer bookings and better deals.

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

Booking with Vrbo is a breeze

Are you hoping to save on your upcoming travel plans? One effective strategy is to remain flexible with your travel dates, as prices can vary significantly. Additionally, opting for a longer stay often leads to substantial savings. To discover the perfect Vrbo property that fits your budget, utilize our filters to sort by price, location, and type of vacation rental. We're here to help you make the most of your travel experience.

Save more with One Key

Reserve a qualifying Vrbo for your group getaway and earn OneKeyCash on your reservation. Being the planner really pays off. By enrolling in our travel rewards program, One Key, you can immediately access exclusive member discounts and earn OneKeyCash on eligible bookings. Sign up now and begin enjoying your savings.

Vrbo Trips: Effortless planning

Vrbo's Trip Board offers a user-friendly area where you can easily create new travel plans, resume from where you last stopped, or manage your existing itineraries. You can view your saved or booked properties organized under sections like Potential, Upcoming, or Current Trips. To begin exploring Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Explore Miami and South Florida from Cutler Bay

Sandwiched between the wonderful city of Miami and the unique natural environment of the Everglades National Park, Cutler Bay is a great base to explore Southern Florida. With fun family attractions like Zoo Miami and Monkey Jungle on your doorstep and thrilling natural adventures to be enjoyed in Biscayne Bay and the Everglades, a Cutler Bay vacation rental is a great choice for a sunny, fun-filled vacation. Choose from smart modern condos on luxurious resorts to traditional houses in the local Florida coral rock or smart family homes with their own private pool.

Family-friendly animal fun near Cutler Bay

If you're staying at your Cutler Bay vacation rental with kids, don't miss a trip to the wonderful 750-acre Zoo Miami, just a 20 minute drive from Cutler Bay. The zoo is home to more than 500 different species, including elephants, rhinos, lions and orangutans. As well as daily shows, feedings and meet the zookeeper talks, the zoo runs a fun-packed program of seasonal events. There's more family-friendly animal-themed fun to be enjoyed nearby at Monkey Jungle. Kids will love taking a walking tour through its 5-acre natural rainforest habitat filled with monkeys

Cutler Bay beach fun

The coastline closest to Cutler Bay is dedicated to Biscayne National Park, a protected coastal environment of coral reefs and mangrove forests. This puts wonderful opportunities for snorkeling and kayaking right on the doorstep of your Cutler Bay vacation rental. However, if you want sandy beaches you'll need to travel around 30 minutes in either direction. To the north, the Matheson Hammock Beach offers silky white sand and emerald waters popular with kite surfers, kayakers and stand-up paddle boarders. Thirty minutes south, Homestead Bayfront Park has a pretty beach with designated fishing areas.

Seasonal events around Cutler Bay

Even in the winter months, average temperatures in this part of Florida are in the mid-60s. By the sunny summer months, you can expect highs pushing into the 80s. This makes Cutler Bay a popular winter sun destination. But there is plenty happening throughout the year in this area – there's always an event or festival happening in Miami, just a 40-minute drive from a Cutler Bay vacation rental – from the Miami Open and the Miami Winter Music Conference in March through to Miami Fashion Week in May and the Miami Carnival in September.

Exploring the natural features in Cutler Bay

Whether you're an active traveler or just want to spend some time taking in the scenery, Cutler Bay is a great place to spend some time outside. Here are some of the area’s noteworthy natural features, all within 30 miles (48.2 km) of the city center:

  • Biscayne Bay (7.2 mi / 11.6 km)
  • Fairchild Tropical Botanic Garden (8.1 mi / 13.1 km)
  • Coral Castle Museum (8.3 mi / 13.3 km)
  • Biscayne National Park (9.6 mi / 15.5 km)
  • Tropical Park (10.2 mi / 16.5 km)
  • Bill Baggs Cape Florida State Park (13.5 mi / 21.8 km)

Transportation options to and around Cutler Bay

Fly into Miami Intl. Airport (MIA), the closest airport, located 15.4 mi (24.8 km) from the city center. If you can't find a flight that works for your travel itinerary, you can 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 vacation rental?
When booking a vacation rental in Cutler Bay, Florida, the best area to consider is the Lakes by the Bay neighborhood. This picturesque community is known for its serene atmosphere and family-friendly environment, making it an ideal spot for relaxation. The proximity to the beautiful Biscayne National Park offers ample opportunities for outdoor activities such as kayaking and wildlife watching, while the nearby Cutler Ridge Park provides a great space for picnicking and enjoying the local flora and fauna.

Another great option is the Cutler Bay area near the Coral Reef Park, which features a lovely playground, walking trails, and sports facilities. This neighborhood is superb for those who appreciate recreational amenities and green spaces.
How much does it cost to rent a vacation home in Cutler Bay?
Prices for vacation rentals 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 traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Cutler Bay to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Cutler Bay vacation house rentals?
You can find great discounts on house rentals in Cutler Bay on Vrbo, 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.
Where are the best areas for renting a beach house in Cutler Bay?
For renting a beach house in Cutler Bay, Florida, consider the scenic waterfront areas along Biscayne Bay. The neighborhoods near the Cutler Ridge and the nearby Black Point Marina provide access to beautiful bay views and opportunities for water activities. Many vacation rentals in this area come equipped with amenities such as private docks, outdoor grilling areas, and spacious patios ideal for entertaining or relaxing by the water.

Further along the coastline, the nearby neighborhoods of Palmetto Bay and Coral Gables also offer additional rental options, with properties that often feature pools, large backyards, and proximity to local parks. These homes are typically family-friendly, providing easy access to nearby beaches and recreational facilities.

Travelers can also enjoy the natural beauty of the surrounding area, with the nearby Biscayne National Park offering opportunities for kayaking, snorkeling, and hiking. Rentals in this vicinity often highlight outdoor amenities, such as beach gear, bicycles for exploring, and picnic areas for enjoying the Florida sunshine.
What is the most popular type of vacation rental accomodation in Cutler Bay?
In Cutler Bay, vacation houses are the most popular type of rental, with around 46 available in the area. These homes typically feature multiple bedrooms, spacious living areas, and fully equipped kitchens, making them ideal for families or groups looking for a comfortable stay. Many houses also include outdoor spaces, such as patios or gardens, great for enjoying the warm Florida weather. Additionally, several villas and apartments can be found, offering a variety of amenities depending on the property. For those seeking a more rustic experience, there are also campsites available, providing a unique way to connect with nature.
Are there any family house rentals in Cutler Bay?
In Cutler Bay, Florida, there are a variety of family-friendly house rentals available—approximately 43 options to choose from. This vibrant community offers spacious homes that cater to families, often featuring multiple bedrooms and amenities that enhance comfort and convenience. Many properties come equipped with full kitchens, allowing for easy meal preparation, as well as outdoor spaces superb for children to play.

The area is conveniently located near parks like Cutler Ridge Park, which includes playgrounds and picnic areas, making it ideal for family outings. Additionally, visitors can enjoy nearby attractions such as the beautiful Biscayne National Park, which offers opportunities for outdoor activities like hiking, kayaking, and wildlife viewing.
Can I rent a vacation home with a pool or hot tub in Cutler Bay?
In Cutler Bay, there are several vacation homes available for rent that feature pools and hot tubs, with around 29 options to choose from. This suburban area, located just south of Miami, offers a variety of properties suitable for relaxation and outdoor enjoyment. Many of these homes come with private pools, spacious backyards, and hot tubs, making them ideal for families or groups looking to unwind in a comfortable setting.

Travelers can expect amenities such as fully equipped kitchens, outdoor dining areas, and modern living spaces that enhance the overall vacation experience. Some properties might also include additional features like barbecue grills and lush landscaping, providing a superb environment for both relaxation and entertaining. Find your rental in Cutler Bay with a pool or a hot tub.
Can I find long-stay vacation rentals in Cutler Bay?
A long-stay vacation rental in Cutler Bay is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* 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.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Are there pet-friendly house rentals in Cutler Bay?
In Cutler Bay, travelers will find a variety of pet-friendly house rentals available, with approximately 22 options to choose from. Many of these rentals feature convenient amenities such as spacious backyards, fully equipped kitchens, and comfortable living spaces, making them ideal for families or groups traveling with pets. The area itself provides a relaxed suburban atmosphere, superb for enjoying outdoor activities with your furry friends.

Nearby, the picturesque Cutler Ridge Park offers walking trails and green spaces where pets are welcome, allowing for enjoyable outings. Additionally, the surrounding neighborhoods have pet-friendly parks and recreational areas, enhancing the overall experience for those traveling with pets.
Are there any remote work vacation rentals in Cutler Bay?
In Cutler Bay, there are numerous remote work-friendly vacation rentals available, with around 50 options to choose from. This vibrant community in Florida offers a range of properties equipped with essential amenities for remote work, including high-speed Wi-Fi, dedicated desk spaces, and comfortable office chairs. Many rentals also feature additional conveniences like laptop workspaces, safes for securing valuables, and some even come with computer monitors to enhance productivity during your stay.

Travelers can expect accommodations that allow for a seamless blend of work and leisure, with nearby parks and waterfront areas providing opportunities for relaxation and outdoor activities after a day of work. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Cutler Bay vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Cutler Bay with parking available—perfect for families or travelers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo 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.
What are popular rental amenities in Cutler Bay?
In Cutler Bay, popular rental amenities include WiFi, allowing guests to stay connected during their stay. Most vacation rentals come equipped with kitchens, making it convenient for travelers to prepare their own meals. Many properties also feature a blender for smoothies or other culinary creations. For those looking to relax, private pools are a sought-after amenity, providing a superb spot to unwind. Additionally, coffee and tea makers are commonly found in rentals, ensuring guests can enjoy their favorite morning beverages at their leisure.
When is the best time to visit Cutler Bay for a vacation rental?
September is the most popular time to visit Cutler Bay, as the summer heat begins to wane, making way for a more comfortable climate ideal for outdoor activities. This month falls within the peak travel season, which spans from July to September, attracting families and adventure seekers eager to explore Florida's natural beauty. The warm temperatures, typically in the mid-70s to low 90s Fahrenheit, create superb conditions for enjoying the nearby parks and watersports.

During this time, visitors can partake in a variety of activities such as kayaking in the Biscayne Bay or hiking through the lush trails of nearby parks. The area's proximity to Miami also offers opportunities for vibrant nightlife and cultural experiences, all while still enjoying the laid-back vibe of Cutler Bay.

If you're looking for a more budget-friendly option, consider visiting in October. This month allows travelers to enjoy the tail end of warm weather while benefiting from lower rental rates and fewer crowds.
How early should I book a Cutler Bay vacation rental?
Book your Cutler Bay vacation rental 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 Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Cutler Bay?
In Cutler Bay, visitors can explore several attractions that highlight the area's natural beauty and recreational opportunities. The picturesque Cutler Ridge Park offers amenities such as playgrounds, walking paths, and picnic areas, making it a great spot for families. Nearby, the Cutler Bay Nature Park features tranquil trails and opportunities for bird watching, allowing guests to immerse themselves in the local flora and fauna.

For those interested in shopping and dining, the Southland Mall is a popular destination, providing a variety of retail options and restaurants. The area is also close to the beautiful Biscayne National Park, which offers stunning views, water activities, and the chance to explore unique ecosystems.
Can I change or cancel my Cutler Bay home rental booking on Vrbo?
To find Cutler Bay vacation rentals with free cancellation, just use Vrbo'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". Vrbo rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travelers 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, Vrbo makes it easy to list, manage, and succeed. Whether it's a cozy cabin or a beach condo, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Cutler Bay vacation rental prices shown on Vrbo?
Vrbo 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.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, 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.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.Vrbo also offers support via live chat through our Help Center, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organizing 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 favorites, and build the perfect itinerary together.

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