
Family-friendly holiday rentals in Cutler Bay
Find and book unique family-friendly homes on Airbnb
Quick stats about holiday rentals that are family-friendly in Cutler Bay

Total holiday rentals
Explore 60 holiday rentals in Cutler Bay

Nightly prices starting at
Cutler Bay holiday rentals start at $84 AUD per night before taxes and fees

Verified guest reviews
Over 3,610 verified reviews to help you choose

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
60 of Cutler Bay holiday rentals include Wi-Fi 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
Top-rated family-friendly rentals in Cutler Bay
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

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.

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

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.

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.

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.

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.

Oasis & Art, Heated Pool, Beach & Mini Golf.
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.

Santuary ! Salt water Heated pool &BBQ
Come and create unforgettable memories in this modernly designed single-family home with a spacious layout and a range of comfortable bedrooms. It features two king-size beds, one queen-size bed, and a twin fold-up bed, as well as an Italian queen-size sofa bed. The house is bathed in natural light and boasts modern amenities that cater to your convenience. Located in a prime location, this house is close to all the tourist areas!! The pool is salt water with heater, Also a grill area

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.

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.

“Have Fun at Hacienda Paraíso” Suite 1 | pool |
Welcome to Room 1, the first addition at Hacienda Paraíso. This suite is conveniently located next to another Airbnb suite, providing flexibility for your stay. It features a private entrance, bathroom, kitchenette, and dining table, ensuring a comfortable and self-contained experience. Enjoy the convenience of hotel-like amenities paired with the added bonus of access to our stunning pool and lush yard, creating a truly relaxing retreat.

Family Fun Escape • Fire Pit | Pool_BBQ & Games
Modern Miami villa with 5 bedrooms and 3 bathrooms, designed to offer comfort and style. With over 2,500 sq. ft. of interior space and a spacious 11,800 sq. ft. lot, this property features a heated pool, outdoor kitchen with BBQ, and unique entertainment areas such as a pool table, mini golf, and giant chess. Enjoy a private oasis with outdoor spaces perfect for relaxing and sharing unforgettable moments.
Popular amenities for Cutler Bay family-friendly rentals
Family-friendly home rentals with a hot tub

Las Palmas • Jacuzzi • Ideal for Families and Groups

Quiet tropical Oasis setting with 1 bed and 1 bath

Eva | 12 ppl HOT Pool |Top Location | Piano | Golf

One Story Luxury Villa with Hot Tub

MiamiParadiseWestchesterHeatedPool breakfast incl

Ritz Resort | Pool/Spa/Gym/BBQ/Golf/FirePit/Arcade

Enjoy our Beautiful Home on a Fun Canal! Hot tub!

Sunny Getaway: Relaxing Miami Home
Family- and pet-friendly home rentals

Tropical Paradise Between Miami and the FL Keys

Kid & Pet Friendly Pool Oasis | 15 min Zoo Miami

Miami Oasis: Chill | Shop | Relax | Charming Home

Serenity | 12PPL | Pool | BBQ |Playground |Firepit

Kendall Keys Oasis w/ HEATED Pool Theater & Arcade

NEW! "Villa Paradise" ~ Luxury Gem ~ Pool ~ Game Room

Luxury Backyard Oasis | Heated Pool, Court & BBQ

Escape to Miami/Heather+Pool/9pl/BBQ/pool table.
Family-friendly home rentals with a pool

Cozy house

Tropical MIAMI Oasis BBQ/ Pool/Games and More

Cozy Suite -Exterior Entrance, SelfCheckin

Welcome to Waltonhurst

Modern Casita w/ Pool Near Everglades & Keys

Waterfront Retreat•Heated Pool•Kayaks•Sleeps 11

Casa Oasis | 11 PPL | Pool | Mini Golf |Games |BBQ

Azure House Miami | Pool • Game Room • Gym
When is the best time to visit Cutler Bay?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $357 AUD | $296 AUD | $337 AUD | $351 AUD | $337 AUD | $331 AUD | $309 AUD | $319 AUD | $288 AUD | $337 AUD | $339 AUD | $351 AUD |
| 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
- Port Everglades
- Hard Rock Stadium
- 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
- CG Cosmetic Surgery
- John Pennekamp Coral Reef State Park
- Porsche Design Tower





