Vacation rentals in Cutler Bay
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Quick stats about vacation rentals in Cutler Bay
Total vacation rentals
Explore 130 vacation rentals in Cutler Bay
Nightly prices starting at
Cutler Bay vacation rentals start at G$6,261 GYD per night before taxes and fees
Verified guest reviews
Over 6,050 verified reviews to help you choose
Family-friendly vacation rentals
60 properties offer extra space & kid-friendly amenities
Pet-friendly vacation rentals
Find 60 rentals that welcome pets
Vacation rentals with a pool
50 properties feature pools
Rentals with dedicated workspaces
70 properties have a dedicated workspace
Wi-Fi availability
130 of Cutler Bay vacation rentals include wi-fi access
Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Cutler Bay rentals
4.8 Average rating
Cutler Bay stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated vacation rentals in Cutler Bay
Guests agree: these stays are highly rated for location, cleanliness, and more.
Boutique Style House Hot-Tub Mini-Golf BBQ & Games
Come enjoy this beautiful vacation townhouse with 3 bedrooms, 2.5 bathrooms in Homestead - Miami with a large parking driveway. This is a tropical paradise close to everything needed to live the good life! Great location close to Miami Zoo, Homestead Speedway, and US1 to the Florida Keys The property sleeps up to 8 guests and is ideal for a group of friends or family looking to experience all the sunshine and fun that South Florida has to offer. Property is located in 137 Avenue and 260th Lane
King Bed Home by the Bay FAST WI-FI & Coffee
Whether you are visiting the Florida Keys, the beaches of Miami, or looking for a comfortable staycation, discover what South Florida has to offer while feeling at home. You'll be located near Southland Mall, The Falls Shopping Center, Black Point Marina, Miami Metro Zoo, Deering Estates, the Dennis C. Moss Arts Center and more! ❧ 48 minutes from the Florida Keys. ❧ 37 minutes from Miami Beach. ❧ 33 minutes from the Everglades. Message us about long stay, military, & first responder discounts.
Cutler Bay Guest House
Cozy apartment in the heart of Cutler Bay. The guest house has a private entrance. Once you open the gate door you will find the door to the guest house. The kitchenette has a refrigerator, microwave, Keurig with coffee pods, and tea. The living area has a small sofa and a dinette.The room has a queen bed. The bathroom is is equipped with toiletries. It is located near Fairchild Tropical Garden, Black Point Marina, Homestead Speedway, Everglades National Park, Florida Keys, Zoo Miami and more.
Miami Getaway - Heated Pool, Hot tub, BBQ
Be our guest and have a wonderful stay in this beautiful Miami home designed to create great memories. 3 bedrooms 2 bathrooms with enough space to sleep 10 guests. Heated pool & seperate HotTub to enjoy even during winter season. Conveniently located within a short distance from all of Miami's main attractions. Restaurants, shopping malls, nightclubs, bar/pubs, art centers, bicycle trails, beautiful parks and bay views between 5 - 10 minutes away. Only 50 minutes away from the Florida keys.
Oasis&Art/ArtificialBeach/HeatedPool/MiniGolf
House in Miami, Sleeps 12 Heated Pool/Mini Golf/Kids Playground/BBQ/Cornhole game/Small beach/mini football Ned/Hammocks. Peace, nature, fun and more you will find in our house. The house is decorated with unique original art. Don't miss out on this newly remodeled cozy home, an ideal retreat for a peaceful and rejuvenating vacation. With a spacious living room, dining area, and a fully equipped kitchen, this house has everything you need. Nestled in a secure and tranquil neighborhood.
South Miami Gem • Mini Golf, Pool table | Pool_BBQ
Discover the pinnacle of modern living in this newly remodeled 7-bedroom, 4-bath masterpiece. With sleek architecture and designer touches, this South Miami retreat offers a private heated pool and resort-style amenities for a truly unforgettable stay. Perfectly situated near stunning beaches, the Miami Zoo, Southland Mall, and top attractions, it’s your gateway to the best of South Florida. Experience unmatched comfort and sophistication—this one-of-a-kind home awaits you!
Escape to Miami/Heather+Pool/9pl/BBQ/pool table.
🏡 Spacious Home with Heated Pool, BBQ & Game Room 🎉 Enjoy this perfect getaway for families and groups! 🛏 4 bedrooms: King, 2 Queen, and a bunk bed (Full + 2 Twin). 🚿 2.5 bathrooms. 🎱 Game room with pool table. 📺 TVs in all rooms, living room & patio. 👶 Crib & high chair available. 🍽 Fully equipped kitchen. 🏊♂️ Private heated pool 🔥. 🍖 BBQ & 🌿 2 hammocks in the patio. 🏠 Spacious, cozy, and perfect for relaxation. Book now for an unforgettable stay! ✨
Heated Pool/Jacuzzi Paradise: Cozy Miami Retreat
Welcome to our spacious 3 bedroom, 2 bathroom home located in the highly desirable Cutler Bay neighborhood! The home is perfect for families, couples, or friends looking for a comfortable getaway. Our home boasts a large pool with an attached Jacuzzi and a screened-in pool area perfect for enjoying the Florida sun. ✔ Fully Equipped Kitchen ✔ Comfortable Bedrooms with King/Queen/Full beds ✔ Open Concept Living Area ✔ Office Desk ✔ Piano ✔ High-Speed Wi-Fi
Luxury Backyard Oasis | Heated Pool, Court & BBQ
Heated pool/ half basketball court/ pool table/ BBQ area/ playground/ sun loungers/ pergola with outdoor furniture Do not miss an incredible vacation in Miami in this beautifully renovated home with an open concept, designed for you to enjoy with family and friends. It features 5 bedrooms, 3 full bathrooms, and space for 12 guests. Enjoy comfortable rooms with memory foam mattresses, Smart TVs, and a fully equipped kitchen.
Waterfront Retreat•Heated Pool•Kayaks•Sleeps 11
Escape to your private waterfront resort in Miami — complete with a heated pool, kayaks, tiki hut, mini golf, and stunning canal views just minutes from the Keys and downtown Miami. Resort-Style Highlights: • Heated private pool • Complimentary kayaks & life jackets • Mini golf & outdoor lounging • Smart TVs, fast WiFi, and modern interiors Minutes from Black Point Marina, Miami, and the Florida Keys.
Chicness-Oasis
Welcome to your dream escape! A boho chic retreat blending laid-back luxury with natural charm. This haven features an open-plan living area, sunlit pool deck with plush daybeds, and a lush backyard with a whimsical tree swing. Thoughtfully designed for relaxation and style—perfect for families, couples, or creatives seeking a soulful getaway.
Bright Modern Studio Apartment
Find yourself at this slick Studio Apartment professionally designed, top of the art appliances with a unique modern touch. Based in a quiet and peaceful neighborhood. Located close to Downtown Miami and also to The Florida Keys. Nearby shoppings centers, restaurants and supermarkets. All you need to enjoy a charming getaway.
Popular amenities for Cutler Bay vacation rentals
Stay near Cutler Bay's top sights
Other great vacation rentals in Cutler Bay
Azure House Miami | Pool • Game Room • Gym
Private Villa • Pool & Waterfall
Paradise Home/Ideal Families /Grill / Bar
Beautiful Family Villa Big Outdoor BBQ Pool table
One bedroom apartment
Casa Oasis | 11 PPL | Pool | Mini Golf |Games |BBQ
Studio Private Entry close to Blackpoint Marina
The Luxe Retreat
When is the best time to visit Cutler Bay?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$36,940 GYD | G$36,522 GYD | G$37,566 GYD | G$34,644 GYD | G$32,974 GYD | G$31,513 GYD | G$36,940 GYD | G$31,305 GYD | G$31,305 GYD | G$31,305 GYD | G$37,566 GYD | G$37,566 GYD |
| Avg. temp | 20°C | 22°C | 23°C | 25°C | 27°C | 28°C | 29°C | 29°C | 28°C | 27°C | 24°C | 22°C |
Frequently Asked Questions
What are the best places to stay in Cutler Bay?
Stays around lakeside neighborhoods, near parks, and in residential areas of Cutler Bay are frequently suggested for a peaceful experience. Many guests choose homes with easy access to outdoor spaces.
What are the best things to do in Cutler Bay with kids?
Families often explore playgrounds, splash pads, and nature trails in Cutler Bay. Black Point Park and Marina is frequently suggested for spotting birds, learning about local wildlife, and enjoying waterfront activities.
What are some of the best things to do in Cutler Bay?
Visitors explore local parks, kayak or boat in Biscayne Bay, and visit farmers markets on weekends. Many enjoy discovering neighborhood art and taking guided nature walks.
How is the weather in Cutler Bay?
Cutler Bay has warm, humid weather almost year-round, with temperatures ranging from 61–91°F (16–33°C). Rain is most frequent from late spring through early autumn, so an umbrella or rain jacket can be helpful.
When is the best time to visit Cutler Bay?
Late autumn and winter are often suggested for visiting Cutler Bay, as temperatures are milder and rainfall tends to be lower. Spring draws visitors with blooming gardens and outdoor events.
What are the best places to visit in Cutler Bay?
Cutler Bay has lush parks, community gardens, and access to Biscayne Bay for water activities. Popular spots often include Black Point Park and Marina, winding trails, and spaces for picnics or birdwatching.
What are some hiking trails in Cutler Bay?
Cutler Bay has walking and hiking paths in local parks such as Cutler Ridge Park and Black Point Park and Marina, where visitors wander through mangrove areas and scenic waterfront routes.
What are some family activities we can do in Cutler Bay?
Families explore local parks, playgrounds, and take part in community recreation programs in Cutler Bay. Visiting Black Point Park and Marina is also often recommended for wildlife spotting and waterfront fun.
What are some of the best day trip ideas from Cutler Bay?
Explore nearby nature preserves, take a trip to cultural attractions around Miami, or unwind at area beaches. The region also has gardens, wildlife centers, and local art galleries to discover.
Are there any pet friendly accommodations available in Cutler Bay?
Cutler Bay has pet-friendly accommodations, including homes with fenced yards and rentals near green spaces. Neighborhood parks around the area make visiting with pets convenient.
What are some local tips for visiting Cutler Bay?
Locals suggest exploring parks early to avoid midday heat and bringing sun protection for outdoor adventures. Sampling regional seafood and supporting area markets often adds to the experience.
What is Cutler Bay known for?
Cutler Bay is known for its coastal setting, local parks, and family-friendly neighborhoods. The area frequently draws visitors for boating, fishing, and exploring its green spaces.
What are the best hidden gems to explore in Cutler Bay?
Visitors often enjoy local nature trails, community art installations, and quiet waterfront picnic spots around Cutler Bay. Neighborhood farmers markets are a frequent weekend find.
What are the best foods to try in Cutler Bay?
Regional seafood dishes, Cuban-inspired cuisine, and tropical fruit smoothies are frequently suggested in Cutler Bay. Locally owned cafes and restaurants often serve specialties made with fresh area ingredients.
What should I bring for a trip to Cutler Bay?
Pack lightweight clothing, comfortable shoes for walking, and sun protection such as hats and sunscreen. A reusable water bottle is useful, especially during warmer months.
What is the nightlife in Cutler Bay like?
Cutler Bay has a laid-back nightlife scene with neighborhood bars, locally owned restaurants, and occasional live music. Many venues feature outdoor seating and a casual atmosphere.
What are the most popular events or festivals in Cutler Bay?
Cutler Bay’s calendar regularly features community celebrations, outdoor concerts, and neighborhood art fairs, especially during spring and early summer. Holiday parades and family-oriented festivals are also popular.
Are there family friendly vacation rentals in Cutler Bay?
Cutler Bay has many family-friendly vacation rentals, ranging from houses in quiet neighborhoods to condos near parks and playgrounds. Listings often highlight spacious layouts and amenities for children.
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