
House holiday 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 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.

The Pass-Through 2 | Cozy 2 | 1 Modern Villa
The Pass-Through is a cozy home located off of Florida’s Turnpike. Perfect if you’re looking for a pit stop when headed down to the Florida Keys or if you want to stay for a few days to explore Miami. Only a few minutes from Black Point Marina, where you can enjoy waterfront ambiance with outdoor seating, food, drinks, live band, and take your boat out for a ride to Biscayne Nat'l Park or Everglades Nat'l Park.Close to Florida’s Outlet Mall, authentic restaurants, wineries, freshfarms, and more.

Cozy house
Welcome to Your Tranquil Getaway! Discover a serene escape at our unique and tranquil retreat, perfect for families and friends seeking relaxation and adventure. This beautifully designed property features a sparkling private pool, ideal for enjoying sunny days and creating lasting memories. Nestled in a prime location, you’re just minutes away from top attractions such as Monkey Jungle, the Miami Metro Zoo, Black Point Marina, and the Florida Keys. Explore nearby gems like Gilbert’s Resort.

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 • Near Zoo, The Falls | 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!

Miami Oasis: Chill | Shop | Relax | Charming Home
A spacious and private retreat designed for families and group stays, our home in Palmetto Estates comfortably hosts up to 10 guests. We offer 3 well-appointed bedrooms, 2 full bathrooms, a bright living space, a fully equipped kitchen, laundry area, garage, and a covered patio with a large grassy yard. Located in a quiet neighborhood close to shopping, dining, Miami Zoo, the Everglades, and just 30 minutes from Downtown Miami, it’s an ideal base to explore South Florida.

Family Oasis Retreat• Heated Pool, Jacuzzi & Grill
Welcome to Forget-me-not Villa, a sanctuary for your family and friends to let loose barefoot and unwind in the private backyard fully fenced, feel the breeze, stargaze at night, and savor the comfort of our exquisite vacation home. The villa features a heated pool and jacuzzi, a grill station, a love seat for romantic moments, a playground for children, an Xbox S for gamers, board games, mini golf, pool volleyball and basketball hoop, Smart TVs& high-speed Wi-Fi.

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

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.

Las Palmas • Jacuzzi • Ideal Familias y Grupos
• 5 minutes to Miami Zoo • Designed for 8 guests (1 King bed, 1 Queen bed, 3 twin beds + air mattress) • Free on-site parking (3 cars) • Fully equipped kitchen • Coffee included • Fast Wi-Fi • Dedicated workspace • Washer & dryer • Quiet and safe area • Private patio with outdoor dining & BBQ • 2 Smart TVs • Pack and Play • Family games included • Beach supplies included • Self check in & 24/7 host available
Popular amenities for house rentals in Cutler Bay
House rentals with a pool

Family Villa w/ Heated Salt Pool • Near Key Largo

Lake Of Dreams Miami House - The Perfect Place

Private Paradise between Miami & the Keys

Private Miami Retreat/Htd Pool + Outdoor Kitchen

4BR Home with Pool, Playground & Boat/RV Parking

Breeze | Family Retreat | Pool & Jacuzzi | 4BR

Miami Palm House with HEATED POOL & BBQ/BAR

Sunny Getaway: Relaxing Miami Home
Weekly house rentals

Family Paradise/10ppl/HOT Pool/Soccer/Basketball

3/2 Home with Pool & Bbq near Dadeland Mall

The Luxe Villa Miami Area/Private Pool/BBQ /Games

Tropical Paradise | Boat Parking | Pet Friendly

BellaMoon Oasis Miami

Modern 6BR House w/ Games, Playground, Pool & BBQ

Colonial Charm

Roxina's Miami Home
Private house rentals

New Luxury 4BR Retreat | Heated Pool | Sleeps 11

Royal Palm Gateway - Modern 4BR Homestead Retreat

Casa LatAm

Modern Miami Retreat | Heated Pool & Games

Resort Style W/ Heated Pool, Games & Lux Services!

New Contemporary & Elegant Home

Miami Retreat • Heated Pool • Near Zoo • Paradise

Luxury 5BR Villa |Heated Pool •Game Room •Wine Bar
When is the best time to visit Cutler Bay?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $263 SGD | $254 SGD | $276 SGD | $253 SGD | $237 SGD | $233 SGD | $256 SGD | $244 SGD | $242 SGD | $219 SGD | $242 SGD | $266 SGD |
| 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 holiday rentals
Explore 80 holiday rentals in Cutler Bay

Nightly prices starting at
Cutler Bay holiday rentals start at $52 SGD per night before taxes and fees

Verified guest reviews
Over 4,130 verified reviews to help you choose

Family-friendly holiday rentals
50 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 50 rentals that welcome pets

Holiday rentals with a pool
40 properties feature pools

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wifi availability
80 of Cutler Bay holiday rentals include wifi 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!
Destinations to explore
- Seminole Holiday rentals
- Central Florida Holiday rentals
- Miami Holiday rentals
- St Johns River Holiday rentals
- Orlando Holiday rentals
- Gold Coast Holiday rentals
- Miami Beach Holiday rentals
- Fort Lauderdale Holiday rentals
- Havana Holiday rentals
- Tampa Holiday rentals
- Four Corners Holiday rentals
- Kissimmee Holiday rentals
- Rentals with a washing machine and dryer Cutler Bay
- Rentals with a firepit Cutler Bay
- Rentals with outdoor seating Cutler Bay
- Rentals with pools Cutler Bay
- Beachfront rentals Cutler Bay
- Family-friendly rentals Cutler Bay
- Pet-friendly rentals Cutler Bay
- Rentals with a patio Cutler Bay
- Rentals with lake access Cutler Bay
- House rentals Miami-Dade County
- House rentals Florida
- House rentals United States
- South Beach
- Fort Lauderdale Beach
- Bayfront Park
- Bayside Marketplace
- Kaseya Center
- The Tides on Hollywood Beach
- Brickell City Centre
- Miami Beach Convention Center
- Hard Rock Stadium
- Port Everglades
- Midtown
- Everglades National Park
- Haulover Beach
- University of Miami
- Las Olas Beach
- LoanDepot Park
- Lauderdale-By-The-Sea Beach
- Dolphin Mall
- Seminole Hard Rock Hotel and Casino
- Bal Harbour Beach
- Sawgrass Mills
- Fort Lauderdale Beach
- John Pennekamp Coral Reef State Park
- Aventura Mall





