
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.

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.

Cozy Treehouse in Private Garden, Pool
Read entire listing for FAQ Contact AIRBNB for changes to your reservation We welcome all! Come reconnect with yourself and nature in this Zen garden. Surrounded by love, peace, nature in peaceful surroundings Located between Miami Beach & The Keys Beautiful & Quiet Residential Area South of Miami Close to all major roads. *this is a treehouse, so it is a small space, FULL SIZE bed (54 x 75 inches). Private bathroom adjacent to treehouse. Look at our other listings in main house.

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.

Keys Porch Experience New and Beautiful Unit 1
Modern country decoration, separate bedroom, bathroom, fully equipped kitchen, common area with sofa bed, washer and dryer, patio with barbecue and seats for your enjoyment. Everything you need to feel at home! This convenient location is near to the beautiful Everglades and Biscayne National Parks ( The largest subtropical wilderness in the United Sates) and many great beaches and entertaining night life in the Florida Keys! Location is a perfect choice for those traveling to Miami or the Keys!

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

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.

Miami Vibes -Large HOT TUB, Privacy, Clean
Comfortable 1 bedroom guest suite. Full bathroom with toiletries, full kitchen with amenities, walk-in closet. Perfect for up to 3 guests. Private entrance, private patio with large hot tub. Short distance from all of Miami's best attractions. Shopping malls, restaurants, nightclubs, bars/pubs, art centers, bicycle trails, beautiful parks, and bay views under 5-10 minutes away. Midpoint between Miami Beach and the Florida Keys.

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.
Popular amenities for Cutler Bay family-friendly rentals
Family-friendly home rentals with a hot tub

Beautiful Poolside Studio, Heart of Miami

Make It Happen! Brand New with Amazing Water Views

Luxury Oasis: Private Grill Hot Tub and Serenity

Private Paradise between Miami & the Keys

Tiny House - Tesla - Hot Tub - Hard Rock Stadium

The Finest Pool Jacuzzi Amenities BBQ

Very Private 1/1 Apt w/Oasis Pool Patio Setting

Spectacular Corner Deluxe Studio Free Park & Pool
Family- and pet-friendly home rentals

Apartment with 1 bedroom

Charming house with private pool & large patio

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

Tropical Bungalow Hideaway, Spacious Patio

"Casa Mia's" pool & BBQ bungalow

South Miami Cottage

Cozy Oasis Pool Home-1 Min from Baptist Hospital

Paradise Home/Ideal Families /Grill / Bar
Family-friendly home rentals with a pool

Luxurious house with pool and recreational areas.

Spanish House 3 Bedroom Pool House

Sparkling Clean🌟Brand New Luxury Studio with Pool🏊🏼♂️

Poolside Haven 4/2, Htd pool, oudr ktch by freeway

Heated Pool, Kayak Mini Golf | Tiki Hut, Sleeps 11

La Paloma

Super cool unit with a pool in a quiet location

Cozy house
Quick stats about holiday rentals that are family-friendly in Cutler Bay
Total rentals
80 properties
Nightly prices starting at
£45 before taxes and fees
Total number of reviews
3.8K reviews
Pet-friendly rentals
40 properties allow pets
Rentals with a pool
40 properties have a pool
Rentals with dedicated workspaces
40 properties have a dedicated workspace
Destinations to explore
- Seminole Holiday rentals
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- Rentals with a patio Cutler Bay
- Pet-friendly rentals Cutler Bay
- Rentals with pools Cutler Bay
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- Rentals with a washing machine and dryer Cutler Bay
- Rentals with lake access Cutler Bay
- House rentals Cutler Bay
- Family-friendly rentals Miami-Dade County
- Family-friendly rentals Florida
- Family-friendly rentals United States
- 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
- Dania Beach
- Ocean Terrace Public Beach
- Trump National Doral Miami
- Phillip and Patricia Frost Museum of Science
- Broward Center for the Performing Arts
- Jungle Island
- Miami Beach Golf Club
- Key Biscayne Beach
- Crandon Beach
- Gulfstream Park Racing and Casino
- Biscayne National Park
- Biltmore Golf Course Miami