
House vacation rentals in Cutler Bay
Find and book unique houses on Airbnb
Top-rated house rentals in Cutler Bay
Guests agree: these houses are highly rated for location, cleanliness, and more.

Boutique Style House Golf BBQ Hot-Tub Games Casino
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.

Miami Oasis: Chill, Shop & Relax
Dive into Miami's charm at our elegant family oasis, minutes from top shopping and eateries. Nestled in a serene enclave, this home is a fusion of luxury and comfort, ideal for those seeking a unique Airbnb experience. Revel in South Florida's warmth without the city's chaos. Positioned near attractions like the Miami Zoo, 30 mins from Downtown. It's both a haven and a hub. Here, we've perfected the art of hospitality, ensuring a stay that feels just like home, but with an added touch of magic.

Charming 2BR Oasis with 2 Parking Spaces
Escape to your private oasis in a peaceful neighborhood! Enjoy the entire space, including your own entrance and easy self check-in with a keypad. This beautifully split duplex features 2 cozy bedrooms, 1 bathroom, and a comfortable sectional that converts into a bed. The kitchenette is fully stocked with everything you need for home-cooked meals. Located just 40 minutes from Miami and 25 minutes from the Florida Keys and National Parks it’s the perfect home away from home!

CozyHome Near National Parks Between Miami & Keys
This cozy, family friendly, 3 bedroom 2 bathroom house is located in Historic Downtown Homestead. It is in close proximity to two National Parks (Everglades & Biscayne) in addition to other local attractions such as the Florida Keys Outlet Mall, Homestead-Miami Speedway, Fruit and Spice Park, and more. In only an 9 minute walk away, you can also enjoy movies, bowling and an arcade at Hooky Entertainment or the performance arts at the Historic Seminole Theatre.

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 Guayabita’s House
Luxury Guayabitas House is a spacious single-family house located in the prestigious Coral Gables neighborhood, 9.6 km from downtown Miami and 5 km from the international airport. It offers a spacious living room with a flat-screen TV, one bedrooms, an equipped kitchen with a dining area, and a bathroom with free toiletries and a hairdryer. The garden area has an area to enjoy a nice snack surrounded by nature with access to private parking.

The Miracle Cottage & Pool on Acre Miami Florida
Beautiful, brand new PRIVATE cottage on an acre property situated in million dollar neighborhood. Perfect place to relax and enjoy the Miami sun. This is a little piece of heaven in the heart of a magical city. Come & enjoy your best vacation. Charming , peaceful & comfortable . Cottage is a completely separate building from the main house. It’s 900 sf of living area. Cleaning & Decontamination as per CDC guidelines before every check in.

Feels just like home
Remodeled studio featuring elegant Spanish tile, a brand-new kitchen with modern burners, and a stylish shower. You’ll feel right at home with total privacy, easy check-in, and a peaceful atmosphere on a quiet dead-end street with no traffic. Located in one of Miami’s best areas, close to golf courses, parks, shopping centers, diverse restaurants, the Miccosukee Resort, and Everglades Safari Park for exciting gator airboat tours.

Serene Bougainvillea Paradise
Do you need an escape from your worries and daily stress? You do not need to look any further. Bougainvillea will not only be your home away from home, but it also offers the peace only found in paradise. This spacious home is located in a secure and quiet cul-de-sac and features an incredible backyard that will make you forget that you are just minutes away from the beach and shopping plazas.

Miami Close to it All
Family home in a quiet neighborhood five minutes from the Gables. Enjoy the evenings with a glass of wine and dinner in the garden under the gazebo. Very centric location with easy access to the 826 express way. The neighborhood is surrounded by great local restaurants and other shops making it very walkable and extremely convenient. Great value for the home and location.

Miami Oasis: Heated Pool, Spa & Basketball
Heated pool/Jacuzzi/Basketball court/5BR Indulge in luxury for a relaxing vacation, basking in Miami's warm weather. Revel in our spacious heated pool and Jacuzzi adorned with umbrellas, loungers, and snack tables. Each room is tastefully decorated with meticulous care. Sports enthusiasts will adore our basketball court. Perfect for your family and friends, our space awaits.
Popular amenities for Cutler Bay house rentals
House rentals with a pool

Welcome to Waltonhurst

Family Villa w/ Heated Salt Pool • Near Key Largo

Spacious MIAMI private home with pool and parking.

Tropical Oasis Getaway w/ Heated Pool and Hot Tub

Private Pool and Tropical Garden Oasis

Family retreat oasis, heated pool, jacuzzi & grill

South Miami Gem!

3B/2B Tropical Oasis w Salt-Water Pool! Lake views
Weekly house rentals

Cozy home one bedroom

Private Studio in West Kendall

Amazing 1/1, GREAT Location!

New! Miami Garden Spacious beautiful 1b apartment

4BD 3.5BA︱Heated Pool︱Arcade︱Family Getaway

Andy Resort

Home Away from Home

Tropical Private Backyard 2/1 in Arts District!
Private house rentals

Elegant House close to the Keys!

Peacock Boho Chic Retreat

Perfect 3 bedrooms Home in Miami Getaway

Habitat Privé The Majestic Tree

PoolSide Vacation Home with Theater/Gameroom

Guest House on BIG property in Miami Neighborhood

Oasis&Art/ArtificialBeach/HeatedPool/MiniGolf

Chic House near the Grove
When is the best time to visit Cutler Bay?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $259 CAD | $276 CAD | $283 CAD | $273 CAD | $257 CAD | $252 CAD | $255 CAD | $212 CAD | $220 CAD | $251 CAD | $251 CAD | $259 CAD |
| 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 |
Quick stats about house rentals in Cutler Bay

Total vacation rentals
Explore 90 vacation rentals in Cutler Bay

Nightly prices starting at
Cutler Bay vacation rentals start at $42 CAD per night before taxes and fees

Verified guest reviews
Over 4,050 verified reviews to help you choose

Family-friendly vacation rentals
60 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 40 rentals that welcome pets

Vacation rentals with a pool
50 properties feature pools

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wifi availability
90 of Cutler Bay vacation rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Cutler Bay rentals

4.7 Average rating
Cutler Bay stays receive an average rating of 4.7 out of 5 from guests
Destinations to explore
- Seminole Vacation rentals
- Central Florida Vacation rentals
- Miami Vacation rentals
- Saint Johns River Vacation rentals
- Orlando Vacation rentals
- Gold Coast Vacation rentals
- Miami Beach Vacation rentals
- Havana Vacation rentals
- Fort Lauderdale Vacation rentals
- Four Corners Vacation rentals
- Tampa Vacation rentals
- Kissimmee Vacation rentals
- Rentals with outdoor seating Cutler Bay
- Rentals with a firepit Cutler Bay
- Rentals with pools Cutler Bay
- Rentals with lake access Cutler Bay
- Family-friendly rentals Cutler Bay
- Pet-friendly rentals Cutler Bay
- Rentals with a washer and dryer Cutler Bay
- Beachfront rentals Cutler Bay
- Rentals with a patio Cutler Bay
- House rentals Miami-Dade County
- House rentals Florida
- House rentals United States
- South Beach
- Fort Lauderdale Beach
- Bayfront Park
- Miami Beach Convention Center
- Hard Rock Stadium
- Everglades National Park
- Haulover Beach
- Port Everglades
- Bal Harbour Beach
- Miami Design District
- John Pennekamp Coral Reef State Park
- Zoo Miami
- Dania Beach
- Ocean Terrace Public Beach
- Broward Center for the Performing Arts
- Phillip and Patricia Frost Museum of Science
- Jungle Island
- Key Biscayne Beach
- Gulfstream Park Racing and Casino
- Crandon Beach
- Miami Beach Golf Club
- Biltmore Golf Course Miami
- Biscayne National Park
- Coral Castle