
House holiday rentals in Cutler Bay
Find and book unique houses on Airbnb
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 $51 NZD per night before taxes and fees

Verified guest reviews
Over 3,840 verified reviews to help you choose

Family-friendly holiday rentals
50 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 40 rentals that welcome pets

Holiday rentals with a pool
30 properties feature pools

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wi-Fi availability
80 of Cutler Bay holiday 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 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
FamilyLocationSleep quality

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.
FamilyLocationCheck-in

Resort Style Pool House 5 Bed Mini-Golf Game-Room
Breathtaking Design: The entire private Home is equipped for up to 10 persons. It has 4 bedrooms, 6 beds, 4 bathrooms, and plenty of open natural lighting. Entertainment and family fun are guaranteed with access to a Gorgeous oversized Pool, Huge Backyard, Casino, Retro Games & Mini Golf Course Enjoy this home with its unique style and atmosphere for unforgettable vacations with your family. Ideal for large groups of friends & family looking for an excellent location without breaking the bank.
ValueFamilyLayout

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.
ValueLocationOutdoor spaces

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.
ValueLocationOutdoor spaces

Private Paradise between Miami & the Keys
My 4/3 home is in the area known as the "Gateway to the Keys". Enjoy a comfortable stay for 10 people in 4 bed rooms. Great place for families & travelers. Very comfy home, & the back yard has the feel of a true tropical paradise. Good WIFI. NO ADDITIONAL GUESTS & NO DJs. NO PARTIES. I RESERVE THE RIGHT TO ENTER THE HOME IF I FEEL THERE IS AN UNAUTHORIZED PARTY/EVENT. FINES WILL BE APPLIED FOR NOISE VIOLATIONS. We do not allow parties. UNAUTHORIZED parties can/will result in a $500 fine.
ValueFamilyCondition

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.
FamilyValueWalkability

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.
ValueFamilyBathroom

Serenity | 12PPL | Pool | BBQ |Playground |Firepit
Welcome to Serenity Luxury Villa! - Private Pool & Patio - Playground, BBQ, Fire pit & Outside furniture - 10 min to Redlands Golf Club - 20 min to Homestead Miami Speedway - Farm attractions nearby - 13 PPL (1 KING, 2 QUEEN, 2 full, 3 twin) - WIFI & Dedicated work space - Fully equipped kitchen - Free parking - Safe neighborhood - Washer & Dryer - Kids friendly & Crib included - Beach towels - Self check in & Hosts available 24/7 Text us any questions! We would love to host you!
ValueFamilyNearby

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!
ValueFamilyNearby

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.
FamilyValueAmenities

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.
ValueLocationHospitality
Popular amenities for Cutler Bay house rentals
House rentals with a pool

Welcome to Waltonhurst
ValueFamilyAccuracy

Villa Gaviota
FamilyBackyardBarbecue

| LuxeLanding | Pool+Lounge+Chess+BBQ+Golf+Airport
LocationFamilyHospitality

Escape to Miami/Heather+Pool/9pl/BBQ/pool table
LocationFamilySleep quality

Heated Pool Oasis • 12 Guests •Midway Keys & Miami
FamilyValueCleanliness

Luxury Stay w/ Heated Pool, Golf & Chess Yard
ValueFamilyCondition

Azure House Miami | Pool • Game Room • Gym
ValueFamilyAccuracy

The Lux Paradise Miami “Breakfast included”
ValueFamilyIndoor spaces
Weekly house rentals

Luxury 4BR | Heated Pool + Mini Golf | Sleeps 11
LocationFamilyCleanliness

Lake Of Dreams Miami House - The Perfect Place
FamilyLocationGetting around

Heated Pool/Jacuzzi Paradise: Cozy Miami Retreat
FamilyValueHospitality

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

Casa Luna | Heated •Pool Outdoor Oasis • Sleeps 12
ValueFamilyKitchen

Chicness-Oasis
FamilyLocationBackyard

Private Villa • Pool & Waterfall
ValueFamilyLong stay

The Luxe Retreat
FamilyLocationIndoor spaces
Private house rentals

Family Oasis: Pool, Spa, Sauna + Kids Play Area
FamilyLocationLayout

Family Villa w/ Heated Salt Pool • Near Key Largo
FamilyValueCheckout

Rooftop Oasis 𓇼𓆉︎ near The Keys & Wedding Venues
FamilyLocationDecor

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

Miami Family Home • BBQ • Near Keys • Pet Friendly
FamilyLocationBathroom

New Contemporary & Elegant Home
LocationFamilyBackyard

Relaxing oasis in Miami w/ pool/garden 3B/2B
LocationFamilyQuiet

Resort-Style Escape | Pool • BBQ • Ping Pong
FamilyLocationBeach
When is the best time to visit Cutler Bay?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $346 NZD | $334 NZD | $363 NZD | $339 NZD | $294 NZD | $304 NZD | $338 NZD | $321 NZD | $319 NZD | $289 NZD | $319 NZD | $350 NZD |
| 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 |
Destinations to explore
- Miami Holiday rentals
- Four Corners Holiday rentals
- Miami Beach Holiday rentals
- Orlando Holiday rentals
- Fort Lauderdale Holiday rentals
- Tampa Holiday rentals
- Hollywood Holiday rentals
- Kissimmee Holiday rentals
- Key West Holiday rentals
- Cape Coral Holiday rentals
- Nassau Holiday rentals
- St. Petersburg Holiday rentals
- Fort Lauderdale Beach
- South Beach
- Hard Rock Stadium
- Port Everglades
- Brickell City Centre
- Everglades National Park
- Bayfront Park
- Miami Beach Convention Center
- Haulover Beach
- Dolphin Mall
- University of Miami
- Kaseya Center
- Las Olas Beach
- Midtown
- Bayside Marketplace
- Sawgrass Mills
- LoanDepot Park
- The Tides on Hollywood Beach
- Bal Harbour Beach
- Greater Fort Lauderdale Broward County Convention Center
- Aventura Mall
- John Pennekamp Coral Reef State Park
- CG Cosmetic Surgery
- Amerant Bank Arena





