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Best Vacation rentals and Airbnb offers in Cutler Bay, FL
9.8 223 reviews
Cutler Bay, FL
08/17 – 08/23
$742/nighttotal: $4452 (6 )
Hamilton House A Tropical Oasis/heated Pool&slide
1 16
apartment , Palmetto Bay
This Palmetto Bay vacation rental boasts six bedrooms, three bathrooms, and sleeps up to 16 guests, offering convenient access to South Beach (20 minutes away), Little Havana (20 minutes), Coral Gables (20 minutes), Downtown Brickell (20 minutes), Everglades National Park (20 minutes), Miami International Airport (25 minutes), and the Port of Miami (25 minutes). The home features a heated pool with a slide and waterfall, an outdoor kitchen with a Brazilian BBQ and smoker, a game room with billiards and ping pong, and a fully equipped kitchen with two refrigerators, all situated on a secluded acre lot within a gated community.
9.4 44 reviews
Cutler Bay, FL
07/03 – 07/06
$719/nighttotal: $2157 (3 )
Margarita's Tranquility @ Cutler
1 12
apartment , Cutler Bay
Margarita's Tranquility, a four-bedroom, two-bathroom house in Cutler Bay, Florida, offers convenient access to the Florida Turnpike and is located approximately 30 minutes from Miami International Airport. This Cutler Bay vacation rental sleeps up to 12 guests and boasts a full kitchen with dishwasher, a Jacuzzi, a garden, and ample parking, plus internet access and pet-friendly accommodations.
9.3 23 reviews
Cutler Bay, FL
08/17 – 08/23
$1347/nighttotal: $8082 (6 )
Miami Getaway Heated Pool Villa With Mini Golf & Bbq
5 16
house , South Miami Heights
This recently renovated 5-bedroom villa is located in South Miami Heights, just a short drive from Fruit Spice Park and Homestead Miami Speedway. The house has received excellent ratings for cleanliness, user experience, and location, making it a great choice for your South Florida getaway. The 3,300 square foot villa comfortably accommodates up to 16 guests, offering plenty of space for families or groups of friends. Enjoy amenities like a private heated pool, a pool table, a fully equipped kitchen, a terrace, a garden, and free parking.
10 7 reviews
Cutler Bay, FL
07/09 – 07/14
$2086/nighttotal: $10430 (5 )
Resort Near Zoo & The Falls Pool/spa, Bbq & Gym
10 11
apartment , Palmetto Estates
This Palmetto Estates vacation home, near Dadeland and Dolphin Malls, offers easy access to Zoo Miami and Vizcaya Museum & Gardens. The 5,500-square-foot property boasts 10 bedrooms, 5 bathrooms, and accommodates up to 28 guests, featuring a private heated pool, hot tub, game room, and outdoor amenities like a basketball court and mini golf.
10 36 reviews
Cutler Bay, FL
08/17 – 08/23
$739/nighttotal: $4434 (6 )
Luxury Escape: Pool, Hot Tub, Mini Golf & More!
1 16
house , Cutler Bay
This luxurious 6-bedroom, 5-bathroom Cutler Bay home is conveniently located near Black Point Park and Marina, Black Point Ocean Grill, and Deering Estate, offering easy access to various attractions. The 16-guest residence boasts extensive outdoor amenities including a private pool, hot tub, and multiple recreational facilities, along with two living rooms, two dining rooms, a fully equipped kitchen, and six parking spaces.
9.5 44 reviews
Cutler Bay, FL
07/09 – 07/14
$781/nighttotal: $3905 (5 )
Flamingo Paradise Resort- Htd Pool, 5 Bedrooms, Game Room, Baby Items , Bbq
6 11
house , South Miami Heights
Flamingo's Resort, a spacious South Miami Heights vacation home, is conveniently located 9.1 miles from Fruit & Spice Park and 12 miles from Homestead Miami Speedway. This 2300-square-foot property boasts six bedrooms, three bathrooms, and accommodates up to 23 guests, featuring a pool, terrace, and ample amenities including a game room with a pool table and table tennis.
10 2 reviews
Cutler Bay, FL
07/03 – 07/06
$864/nighttotal: $2592 (3 )
🌴Ms. Marriott’s 12+beds Luxury Stay.
1 12
house , Kendall
This multi-family home in Kendall, located just off the expressway and less than 1 mile from Zoo Miami, offers flexible rental options for groups of up to 19 guests. This property features a SwimSpa, a huge courtyard, and 3 kitchens, making it ideal for large gatherings, with easy access to Miami Beaches, the Everglades, and Florida Keys-Key West.
9.6 22 reviews
Cutler Bay, FL
07/09 – 07/14
$1269/nighttotal: $6345 (5 )
Miami Luxe Paradise /Heated Pool/ Mini Golf/ Playground/ Pool Table/ Bbq
4 11
house , Cutler Bay
This Cutler Bay villa, near Biscayne National Park (1.1 miles), Southland Mall (under 3 miles), and Deering Estate (under 3 miles), offers easy access to Zoo Miami and Coral Reef Park (within 6 miles). This four-bedroom, four-bathroom house sleeps twelve guests and features a private pool, fully equipped kitchen, Smart TV, and outdoor amenities including a garden and barbecue grills.
10 12 reviews
Cutler Bay, FL
07/03 – 07/06
$903/nighttotal: $2709 (3 )
Welcome To Casa Luna Your Private Oasis With Heated Pool!
4 12
apartment , Cutler Bay
This Cutler Bay vacation home is located just a short drive from Everglades National Park, Biscayne National Park, and Zoo Miami, offering easy access to nature and family-friendly attractions. The house is perfect for families and groups, with 4 bedrooms and 3 bathrooms, accommodating up to 12 guests. Enjoy a fully equipped kitchen, a comfortable living room, and a relaxing garden, perfect for enjoying your vacation in Cutler Bay.
10 4 reviews
Cutler Bay, FL
07/03 – 07/06
$1013/nighttotal: $3039 (3 )
Designer Home! Theatre Fire Pit 85'tvs Bbq Games
1 12
apartment , Country Walk
This renovated 4-bedroom, 3-bathroom apartment in Miami's Country Walk district offers a family-friendly retreat with essential amenities like internet, air conditioning, and a full kitchen. This spacious dwelling accommodates up to 10 guests and features a private garden with outdoor games, an indoor game room with arcades and a pool table, and two dedicated home offices.
10 3 reviews
Cutler Bay, FL
07/03 – 07/06
$709/nighttotal: $2127 (3 )
Modern 4br Home W/ Pool + Outdoor Kitchen
1 12
apartment , Country Walk
This spacious 4-bedroom, 2.5-bathroom rental home in Country Walk is located just 5 miles from Zoo Miami and 25 miles from the airport, offering convenient access to local attractions and transportation. This family retreat features a fully screened pool, a large backyard with a basketball court, indoor and outdoor kitchens, a luxurious master suite, and high-speed Wi-Fi, accommodating up to 12 guests with private parking.
9.8 283 reviews
Cutler Bay, FL
08/17 – 08/23
$608/nighttotal: $3648 (6 )
Heated Pool In A Precious House Close To Zoo Parks And Arts
5 16
house , Cutler Bay
This Cutler Bay home is conveniently located 11 miles from the University of Miami and 12 miles from Fruit & Spice Park, offering easy access to local attractions. This 2,500-square-foot residence boasts five bedrooms, three bathrooms, a private heated pool, and a well-equipped kitchen, comfortably accommodating families or groups.
Best Cutler Bay, FL vacation rentals with a balcony
8.3 2566 reviews
Cutler Bay, FL
08/17 – 08/23
$801/nighttotal: $4806 (6 )
Tucker At Palmer Dadeland Miami
6 16
apartment , Glenvar Heights
Stylish and Modern Apartments at The Palmer Dadeland are situated in Dadeland, within easy reach of the University of Miami and Cocowalk Shopping Center. The apartments have very good user and cleanliness ratings and an excellent location rating. The apartments feature a fully equipped kitchen, a fitness room, and free Wi-Fi. They are also pet-friendly and have air conditioning, a swimming pool, a concierge, and parking.
Cutler Bay, FL
07/09 – 07/14
$360/nighttotal: $1800 (5 )
Peaceful Retreat/ Private Jacuzzi/ Sleeps 12
3 11
apartment , Princeton
This spacious 3-bedroom, 2.5-bathroom apartment in Princeton offers convenient access to Zoo Miami, the South Miami-Dade Cultural Arts Center, and shopping at Dadeland Mall and Southland Mall, all located within a few miles. This residence features 1300 square feet of living space, accommodating up to 12 guests with versatile sleeping arrangements, a fully equipped kitchen, air conditioning, a jacuzzi, a terrace, a garden, and two assigned parking spaces.
10 1 review
Cutler Bay, FL
08/17 – 08/23
$927/nighttotal: $5562 (6 )
Landing Modern 3bd Gym Pool
8 16
apartment , Naranja
This Naranja apartment offers a convenient location, situated approximately 5.6 miles from Fruit Spice Park and 6.1 miles from Homestead Air Force Base. This rental provides air-conditioned rooms with private entrances, free WiFi, a balcony, a seating area, TV, a fully equipped kitchen with a fridge, and access to an on-site pool and gym, with pets allowed and a 10:00 AM check-out.
9.7 121 reviews
Cutler Bay, FL
07/03 – 07/06
$1234/nighttotal: $3702 (3 )
Deluxe Miami House W 5br Mini Golf & Heated Pool L62
5 12
house , Country Walk
This Country Walk home is located in Miami, Florida, just a short drive from Fruit Spice Park and Homestead Miami Speedway. The property has earned excellent ratings for location, cleanliness, and user experience. This spacious 5-bedroom house offers 1510 square feet of living space. Enjoy amenities like a private pool and patio, a fully equipped kitchen, a tennis court, and a garden.
Browse Family-Friendly Vacation Rentals in Cutler Bay, FL
Family beach vacations in Cutler Bay, FL are better in spacious rentals that offer plenty of room to spread out near the shore.
9.8 36 reviews
Cutler Bay, FL
08/17 – 08/23
$930/nighttotal: $5580 (6 )
Hamilton House Miami - Tropical Oasis / Heated Pool / Tiki / Brazilian Bbq
6 16
apartment , Palmetto Bay
This spacious house in Palmetto Bay is located just 20 minutes from South Beach, Little Havana, Coral Gables, Downtown Brickell, and Everglades National Park. The property is rated excellent by previous guests and offers a peaceful retreat in a quiet neighborhood. This 6-bedroom, 4-bathroom home can accommodate up to 16 guests and features a large kitchen, game room, and outdoor entertainment area with a Brazilian BBQ and smoker grill. You can enjoy a heated swimming pool, waterfall, Jacuzzi, spa, and a lush tropical landscape.
Cutler Bay, FL
07/03 – 07/06
$1116/nighttotal: $3348 (3 )
Zoo & Deering Oasis: 10 M Away, Bbq & Heated Pool
5 12
apartment , Cutler Bay
This Cutler Bay vacation home is conveniently located within three miles of Southland Mall and close to Biscayne National Park, Zoo Miami, and Coral Reef Park. This 2,250-square-foot residence boasts five bedrooms, three bathrooms, and accommodates up to twelve guests, featuring a private pool, terrace, and fully equipped kitchen with modern appliances.
9.8 146 reviews
Cutler Bay, FL
07/03 – 07/06
$397/nighttotal: $1191 (3 )
Vacay Spot Experience Luna Sky! 65" Tv Bar, Bbq, Shower Massage Jets, Music, Go To Fl Keys
4 12
house , Naranja
This 4-bedroom vacation rental is located in Homestead, Florida, just a short drive from Homestead Miami Speedway and Fruit Spice Park. The property has received excellent ratings for location, cleanliness, and overall user experience. This spacious home offers 1500 square feet of living space. Enjoy amenities like a fully equipped kitchen, a private terrace, a garden, a bar, and access to a private beach.
9.7 178 reviews
Cutler Bay, FL
08/17 – 08/23
$750/nighttotal: $4500 (6 )
Stylish Haven Heated Pool Pool Table L28
7 16
house , Cutler Bay
This Cutler Bay home is located just 11 miles from the University of Miami and 13 miles from Fruit Spice Park, offering easy access to both attractions. It consistently receives excellent ratings for location, cleanliness, and overall user experience. The spacious home has seven bedrooms, making it perfect for large families or groups. Enjoy a refreshing dip in the private heated pool, relax on the terrace, or play a game of pool in the comfort of the house.
Frequently Asked Questions about vacation rentals in Cutler Bay, FL
What should a first-time visitor not miss in Cutler Bay, FL?
For a first-timer in Cutler Bay, you gotta check out the Cutler Bay Waterfront Park. It's a great place to relax by the water, go for a walk, or have a picnic. You can also visit the Deering Estate, a historic site with beautiful gardens and a museum.
What are the best Airbnb and vacation rentals in Cutler Bay, FL?
Which neighborhood in Cutler Bay, FL should you consider for a vacation rental?
If you're looking for a vacation rental in Cutler Bay, the area around the Cutler Bay Waterfront Park is a great option. It's close to the beach, restaurants, and shops. You'll also find plenty of family-friendly activities in the area.
What are the most popular Airbnbs in Cutler Bay, FL?
What are the top family-friendly attractions in Cutler Bay, FL?
Cutler Bay has a lot to offer families. The Deering Estate is a great place to learn about history and explore nature. You can also check out the Cutler Bay Aquatic Center for some swimming and water fun.
What are the best vacation rentals with a pool in Cutler Bay, FL?
When is the best time to book a vacation rental in Cutler Bay, FL?
The best time to book a vacation rental in Cutler Bay is during the shoulder seasons, which are spring and fall. You'll get the best prices and avoid the crowds.
What are the best rentals for families and kids in Cutler Bay, FL?
What are the best budget-friendly activities in Cutler Bay, FL?
For a budget-friendly day out, head to the Cutler Bay Waterfront Park. It's free to enter and offers beautiful views of the bay. You can also go for a walk or bike ride along the Cutler Bay Trail.
What are the best rentals or Airbnbs with a jacuzzi in Cutler Bay, FL?
What are the best restaurants with local dishes in Cutler Bay, FL?
Cutler Bay has some great restaurants serving up local dishes. 'The Rusty Pelican' has a nice view and is known for its fresh seafood. For a more casual experience, try 'The Local' - they have a great menu and a relaxed atmosphere.
What are the best walking or cycling routes in Cutler Bay, FL?
The Cutler Bay Trail is a great option for both walking and cycling. It's a paved trail that runs along the waterfront and offers beautiful views of the bay. You can also explore the many parks and green spaces in Cutler Bay.
Are there pet-friendly attractions in Cutler Bay, FL?
Cutler Bay Waterfront Park is pet-friendly, so you can bring your furry friend along for a walk or a picnic. The Deering Estate also allows pets in certain areas, so you can check their website for details.
What are the benefits of choosing a vacation rental in Cutler Bay, FL?
Choosing a vacation rental in Cutler Bay can give you more space and privacy than a hotel. You'll also have access to a kitchen and laundry facilities, which can be very convenient. Plus, vacation rentals are often located in more residential areas, giving you a taste of local life.
What are the top sports attractions and facilities in Cutler Bay, FL?
Cutler Bay has a few great sports facilities. The Cutler Bay Aquatic Center has a swimming pool, a diving board, and a water slide. The Cutler Bay Park and Recreation Department also offers a variety of sports programs and activities.
Destinations nearby
Best Cutler Bay, FL vacation rentals with parking
10 6 reviews
Cutler Bay, FL
07/09 – 07/14
$1286/nighttotal: $6430 (5 )
6br | Heated Pool | Jacuzzi | Sauna | Beach Area
6 11
house , Cutler Bay
This Cutler Bay villa boasts a prime location near Biscayne National Park and Deering Estate, offering easy access to both natural attractions and the Southland Mall and Zoo Miami, all within a 6-mile radius. This 3,500-square-foot home features seven bedrooms, four bathrooms, and accommodates up to 16 guests, complete with a private pool, Jacuzzi, tennis court, and a fully equipped kitchen including a dishwasher.
Cutler Bay, FL
07/03 – 07/06
$4322/nighttotal: $12966 (3 )
Maison Luxe 9-bed Estate With Pool & Court
8 12
apartment , Palmetto Bay
This Palmetto Bay estate offers exclusive access to a 3-acre private property within a secure gated community, located approximately 10 miles from Dadeland Mall, 15 miles from Zoo Miami, and 20 miles from Brickell City Centre and Vizcaya Museum and Gardens. This luxurious residence accommodates up to 16 guests with 8 bedrooms and 9 bathrooms, featuring a private elevator, a chef's kitchen with premium appliances, a private underground cinema, and a backyard oasis with a swimming pool, hot tub, and multi-sport court.
10 4 reviews
Cutler Bay, FL
07/09 – 07/14
$1358/nighttotal: $6790 (5 )
Flamingo's Resort Tropical Paradise Filled With Flamingo Vibes!!!
5 11
resort , South Miami Heights
Flamingo's Resort, a five-bedroom vacation home in Richmond West, South Miami Heights, is conveniently located within six miles of Zoo Miami, the Zoological Wildlife Foundation, and London Square. This smoke-free property sleeps twenty guests and offers three bathrooms, a swimming pool, free WiFi, barbecue grills, and a full kitchen with appliances including a stovetop, microwave, and refrigerator, making it ideal for families or large groups visiting South Miami Heights.
9.9 66 reviews
Cutler Bay, FL
08/17 – 08/23
$1183/nighttotal: $7098 (6 )
Miami Getaway Heated Pool Villa | Mini Golf | Bbq
1 16
house , South Miami Heights
This luxurious villa is located in South Miami Heights, a 25-minute drive from Miami International Airport and within easy reach of Brickell and Miami Beach. The property has received excellent ratings for location, cleanliness, and user experience. This spacious home can accommodate up to 14 guests and includes a separate studio unit. The villa offers a range of amenities, including a private terrace with an outdoor kitchen, a heated pool, a family room with multiple smart TVs, a fully equipped kitchen, and a Tesla charger.
Choose the Right Vacation Rentals with a Pool in Cutler Bay, FL
Complement your beach days with a dip in the pool at these premier vacation rentals in Cutler Bay, FL.
9.9 28 reviews
Cutler Bay, FL
07/03 – 07/06
$885/nighttotal: $2655 (3 )
Palm Bliss Villa|modern Luxury|heated Pool.
1 12
apartment , Country Walk
This 5-bedroom, 2-bathroom villa in South Miami's Country Walk neighborhood offers a tranquil suburban escape, located just minutes from Zoo Miami and within a 5-mile drive of Fairchild Tropical Botanic Garden and The Falls Mall. This pet-friendly, family-oriented retreat accommodates up to 12 guests with resort-style amenities including a heated saltwater pool, private sauna, entertainment zone with billiards and ping-pong, a full kitchen, and an outdoor lounge with a BBQ grill, all complemented by free private parking and high-speed WiFi.
9.7 175 reviews
Cutler Bay, FL
07/09 – 07/14
$1698/nighttotal: $8490 (5 )
Grand Home Jacuzzi, Heated Pool, Games, Bb Court L20
10 11
house , Palmetto Estates
This vacation home is located in Miami, just a short drive from the University of Miami and Cocowalk Shopping Center. The property has received excellent ratings for user experience, location, and cleanliness. This spacious 10-bedroom, 5-bathroom home is perfect for large families or groups of friends. The property offers a private pool and jacuzzi, a beautiful garden, a fully equipped kitchen, free Wi-Fi, and parking.
9.4 13 reviews
Cutler Bay, FL
07/03 – 07/06
$970/nighttotal: $2910 (3 )
Resort Oasis: Heated Pool, Jacuzzi & Sports Court
1 12
apartment , Cutler Bay
Enjoy a luxurious stay at "Resort Style Oasis W/heated Pool & Basketball" in Cutler Bay, Florida; the exact address within Cutler Bay is not provided. This five-bedroom, four-bathroom vacation home comfortably sleeps up to 12 guests and boasts a heated pool, jacuzzi, BBQ, mini golf, playground, and games including mega chess, ping pong, and a pool table.
9.9 54 reviews
Cutler Bay, FL
07/03 – 07/06
$809/nighttotal: $2427 (3 )
Casa Luna | Heated Pool |Private Retreat | 4br
1 12
apartment , Cutler Bay
This Cutler Bay home is located in a quiet family-friendly neighborhood, just a short drive from beautiful beaches, parks, and nature trails, and also provides easy access to Downtown Miami. The home has received excellent ratings for location, cleanliness, and user experience. This 4-bedroom, 3-bathroom house comfortably accommodates up to 12 guests. Enjoy modern amenities like Smart TVs, a fully equipped kitchen, a washer and dryer, a fire pit, a BBQ grill, outdoor furniture, and a basketball court.
Discover Vacation Rentals by the Sea in Cutler Bay, FL
Relax near the shore in these coastal Cutler Bay, FL vacation rentals, combining comfortable amenities with beautiful seaside scenery just moments away.
10 1 review
Cutler Bay, FL
07/09 – 07/14
$322/nighttotal: $1610 (5 )
Relaxing Retreat Private Jacuzzi Patio Sleeps 12
3 11
apartment , Princeton
Traveler-Approved Luxury Vacation Rentals in Cutler Bay, FL
Indulge in a luxury vacation rental in Cutler Bay, FL, where high-end design meets world-class 5-star comfort.
9.8 283 reviews
Cutler Bay, FL
08/17 – 08/23
$608/nighttotal: $3648 (6 )
Heated Pool In A Precious House Close To Zoo Parks And Arts
5 16
house , Cutler Bay
Explore Vacation Rentals with Saunas in Cutler Bay, FL
Relax in style with an on-site sauna at these premium Cutler Bay, FL vacation rentals near the water.
