
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 $103 NZD 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, Wi-Fi 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.
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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
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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.
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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.
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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.
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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.
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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.
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Tropical MIAMI Oasis BBQ/ Pool/Games and More
Kick back and relax in this calm, stylish space. This elegant home will leave you speechless from the moment you walk in. Enjoy breeze and sun from your private Pool . Close to nearby Restaurants Metro Zoo Miami 2.2 miles away Bayside market place mall 19 miles away . Little Havana visitor center 17 miles Versailles Cuban cuisine 15 miles away Lincoln road mall 22 miles away Everglades national park 34 miles away Miami international airport 16 miles away . South beach 22 miles away
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Villa Paradise | 17 PPL | Pool | BBQ | Game Room
Welcome to Villa Paradise! - Private Patio: Pool, BBQ, Fire pit & Outside furniture - Game Room: Pool & Ping Pong Table, Foosball table & TV - 17 PPL (1 KING, 5 QUEEN, 2 full, 1 twin) - 13 min to Miami Executive Airport - WIFI & Dedicated work space - Fully equipped kitchen - Free parking - Safe neighborhood - Washer & Dryer in unit - Kids friendly & Travel Crib - Beach towels - Self check in - Amazing guidebooks & Hosts available 24/7 Text us any questions! We would love to host you!
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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!
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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.
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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.
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Popular amenities for Cutler Bay family-friendly rentals
Family-friendly home rentals with a hot tub

Las Palmas • Jacuzzi Privado • Oasis Familiar
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Quiet tropical Oasis setting with 1 bed and 1 bath
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One Story Luxury Villa with Hot Tub
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Enjoy our Beautiful Home on a Fun Canal! Hot tub!
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Eva | 12 ppl HOT Pool |Top Location | Piano | Golf
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Private Resort | Sleeps 16, Heated Pool, Spa, Golf
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Luxury Oasis: Private Grill Hot Tub and Serenity
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MiamiParadiseWestchesterHeatedPool breakfast incl
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Family- and pet-friendly home rentals

Miami Lux Lake Front Retreat
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Miami Fun House | Heated Pool, Games & Mini Golf
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The Pass-Through | Brand New 2 | 1 Modern Villa
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| LuxeLanding | Pool+Lounge+Chess+BBQ+Golf+Airport
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Cutler Bay Cottage
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Paradise Home/Ideal Families /Grill / Bar
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Heated Pool Oasis • 12 Guests •Midway Keys & Miami
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Escape to Miami/Heather+Pool/9pl/BBQ/pool table.
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Family-friendly home rentals with a pool

Waterfront Retreat•Heated Pool•Kayaks•Sleeps 11
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Waterfront Miami Resort : Pool, Spa, Kayaks & more
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Chicness-Oasis
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Casa Oasis | 11 PPL | Pool | Mini Golf |Games |BBQ
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Lake Of Dreams Miami House - The Perfect Place
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Casa Luna | Heated •Pool Outdoor Oasis • Sleeps 12
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The Luxe Villa Miami Area/Private Pool/BBQ /Games
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Family Paradise/12ppl Pool/Soccer/Basketball
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When is the best time to visit Cutler Bay?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $435 NZD | $361 NZD | $411 NZD | $428 NZD | $411 NZD | $404 NZD | $376 NZD | $388 NZD | $351 NZD | $411 NZD | $412 NZD | $428 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
- Brickell City Centre
- Hard Rock Stadium
- Everglades National Park
- Bayfront Park
- Haulover Beach
- Dolphin Mall
- Miami Beach Convention Center
- University of Miami
- Midtown
- Las Olas Beach
- Bayside Marketplace
- Sawgrass Mills
- LoanDepot Park
- The Tides on Hollywood Beach
- Bal Harbour Beach
- CG Cosmetic Surgery
- Greater Fort Lauderdale Broward County Convention Center
- Porsche Design Tower
- John Pennekamp Coral Reef State Park
- Aventura Mall
- Amerant Bank Arena
- Lauderdale-By-The-Sea Beach





