
Family-friendly holiday rentals in Cutler Bay
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Cutler Bay
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

Quiet tropical Oasis setting with 1 bed and 1 bath
Tropical oasis centrally located between Miami Beach and Key Largo. Although you may never want to leave. The cozy casita with private bath and balcony is tucked away, surrounded by lush vegetation and sounds of the waterfall. Take a dip in the pool or grotto, relax with an afternoon cocktail under the tiki hut, or snooze in the hammock. During those cooler months soak in the hot tub. We have bikes available to cruise the miles of nearby paths stretching from Coconut Grove to Black Point Marina.

Cozy Farmhouse Paradise
This cozy studio is nestled in the heart of Miami, directly next to the Palmetto Expressway and Tropical Park in the highly sought after neighborhood of Glenvar Heights. This is a private guest suite with its own private entrance and a private outdoor patio area. There is a fully equipped kitchen with electric range, microwave, refrigerator, Keurig coffee maker and wines for purchase. Only a 20 min drive to Miami International Airport, Downtown & Brickell, Wynwood and 25 mins from South Beach.

Private Place Kendall - Near Zoo & Miami D College
My efficiency is part of our home but is private and has a separate entrance. In the main bedroom, we offer one full-sized bed. The second room serves as a small living room and offers a full-sized sofa bed. The efficiency also has several amenities including WiFi and cable TV. The listing is located in southwest Miami in a region called Kendall, about 25 minutes from Miami International Airport. We are close to Florida's Turnpike for rapid transit to get to several great destinations.

Cozy Suite -Exterior Entrance, SelfCheckin
If you like Clean, New, Quiet and Great Hospitality, then this is the Perfect Room for you. We are conveniently located between Key Largo and Downtown Miami, in an upscale community. You’ll feel Safe and Welcome here! -GATEWAY to the Keys and Everglades -Private Entrance -Self Check-in -Free Parking -Fast WIFI -Bathroom with 2 sinks -SWIMMING POOL -Central A/C -HBO TV -Refrigerator -Ceiling Fan -Closet Space -Ceramic Tile Floors -Iron & Board -Towels & Bath essentials -Hair dryer

Luxury Loft
Kick back and relax in this calm, stylish space. A private suite with your own entrance, your personal parking space and no shared space with others! Safe neighborhood close to the Florida Keys, Outlet mall, Miami, the Everglades and so much more. Equipped with all the essential to make your stay comfortable. Just 3 minutes away from Walmart, 25 minute drive to the Keys & 27 to Miami! Nearby Everglades (5 min ) Key Largo (30 min) Miami (20 min) Hospital ( 10 min)

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.

Modern apartment in Palmetto Bay
Welcome to my contemporary one bedroom, one bathroom apartment located in Palmetto Bay. Private entrance. Fully renovated. Equipped Kitchen. Modern bathroom, Very peaceful neighborhood. Close to the US 1 and Turnpike Hwy. Parking spot. - 20 minutes from Miami International Airport. - 2 minutes away from The Falls Mall. - 15 minutes away from UM (University of Miami) - Few blocks away from Jackson South Hospital.

Tranquil Retreat with Vintage Charm
🌴 Retreat to a private guest suite in one of the area’s safest communities, just north of Key Largo. With a plush bed, upscale amenities, and a Smart TV, you’ll enjoy boutique comfort in a prime location—minutes from Everglades and Biscayne National Parks, and a short drive to Miami or the Florida Keys. Perfect for travelers who want both style and convenience. ✨ 💝

Alma
This completely new studio has a private entrance and private outdoor space to enjoy your stay in Miami. Located at Palmetto Bay, in a very quiet area between Key Largo and Downtown Miami, perfect for travelers that planning visiting Miami, Everglades, the Keys, and our great Beaches. This cozy space is perfect for couples, solo adventures, and business travelers.

Modern Private Room | Super Clean and Quiet Stay
Modern, private, and cozy studio in Miami! Enjoy your own entrance, private bathroom, and a comfy Queen bed. Fully remodeled with Smart TV, microwave, coffee maker, large fridge, blender, and dishware. Just minutes from Zoo Miami and close to major highways, with free private parking. Perfect for couples, business travelers, or a weekend getaway.

Private 1bd/1bath guest suite.
We are a great location for day trips to Key Largo and the rest of the Keys as well as the Everglades. Cozy 1 bedroom studio apartment with a private entrance, bathroom, and kitchen. It is located in a very quiet area of Cutler Bay, between Key Largo and Downtown Miami. This space is perfect for travelers that prefer a peaceful retreat.

Hogar Rodan_Jlu (No Post Surgery)
You will feel at home, a quiet, safe and spacious place, designed for you and your needs. (NO POST-SURGERY) please. You will feel at home, a quiet, safe and spacious place, designed for you and your needs.(No post-surgeries) please.
Popular amenities for Cutler Bay family-friendly rentals
Family-friendly home rentals with a hot tub

Feels Like Summer ~ Panoramic Water Views! 2BR

Beautiful Poolside Studio, Heart of Miami

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

Luxury Oasis: Private Grill Hot Tub and Serenity

Private Paradise between Miami & the Keys

Tropical & Private Bungalow/Pool

The Finest Pool Jacuzzi Amenities BBQ

Refreshing Modern Retro Studio w/ pool &Jacuzzi
Family- and pet-friendly home rentals

Tiny House • Urban Glamping Grove Micro Retreat

Brand NEW Cottage with Gorgeous Patio! 5 mi Beach!

Apartment with 1 bedroom

“ Relax at Hacienda Paraiso” Unit 3 | pool |

Tropical Bungalow Hideaway, Spacious Patio

"Casa Mia's" pool & BBQ bungalow

South Miami Cottage

Luxury Guayabita’s House
Family-friendly home rentals with a pool

Andy Resort Inc-Flash Sale

Luxurious house with pool and recreational areas.

Luxury Beach & City View Condo 5 min walk to beach

Cozy and charming cottage

Super cool unit with a pool in a quiet location

Charming Private Pool house for two.

Cozy Oasis Pool Home-1 Min from Baptist Hospital

Studio Apartment Dino's Place
When is the best time to visit Cutler Bay?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $261 SGD | $293 SGD | $310 SGD | $286 SGD | $257 SGD | $287 SGD | $287 SGD | $297 SGD | $268 SGD | $259 SGD | $254 SGD | $264 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 holiday rentals that are family-friendly in Cutler Bay

Total holiday rentals
Explore 80 holiday rentals in Cutler Bay

Nightly prices starting at
Cutler Bay holiday rentals start at $78 SGD per night before taxes and fees

Verified guest reviews
Over 3,800 verified reviews to help you choose

Pet-friendly holiday rentals
Find 40 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

4.7 Average rating
Cutler Bay stays receive an average rating of 4.7 out of 5 from guests
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- 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
- Zoo Miami
- John Pennekamp Coral Reef State Park
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- Broward Center for the Performing Arts
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- Gulfstream Park Racing and Casino
- Biscayne National Park
- Biltmore Golf Course Miami
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