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

Total vacation rentals
Explore 70 vacation rentals in Cutler Bay

Nightly prices starting at
Cutler Bay vacation rentals start at ﺩ.ﺇ257 per night before taxes and fees

Verified guest reviews
Over 3,780 verified reviews to help you choose

Pet-friendly vacation rentals
Find 40 rentals that welcome pets

Vacation rentals with a pool
30 properties feature pools

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wi-Fi availability
70 of Cutler Bay vacation 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 family-friendly rentals in Cutler Bay
Guests agree: these family-friendly homes 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

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.

The Pass Through - Brand New 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.

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.

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.

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. Enjoy the miles of nearby walking paths stretching from Coconut Grove to Black Point Marina.

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.

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.

Hunter 26 Sailboat
A one-of-a-kind experience for those who want to enjoy Miami from a different perspective. Can accommodate up to two people, includes a basic toilet and freshwater. The boat is anchored in Biscayne Bay, which allows you to view the Miami skyline from a distance. You'll be in the famous Coconut Grove area. I will be taking you from the dinghy dock to the boat. Two kayaks are included for guests.

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.

Tropical Paradise Between Miami and the FL Keys
Located within a quiet and desirable neighborhood is this stunning ultra-modern home offering unparalleled style and design across 2 levels of luxury living. The house features a living room, a kitchen, 3 luxurious bedrooms, an incredible games room and glamorous outdoor living with a swimming pool and outdoor dining and an incredible children's play place.
Popular amenities for Cutler Bay family-friendly rentals
Family-friendly home rentals with a hot tub

10 ppl |Top Location | 20 Min Beach | Bar | Patio

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

Private Paradise between Miami & the Keys

One Of A Kind Smart Villa - Pool/Spa/Gym/BBQ/Vibes

[Guest Favourite] World Cup Family Oasis | 5BR | H

The Lux Paradise Miami

Guesthome w/ Heated Pool 5 mins from Miami Airport

Early Bird Deal:Miami Studio w/Marriot Club Access
Family- and pet-friendly home rentals

Family Paradise/11 ppl/HOT Pool/Soccer/Basketball

Sukyia Charming House! Japanese Garden in SW Miami

Heated Pool/Jacuzzi Paradise: Cozy Miami Retreat

1 cozy bedroom apartment, not shared

Cozy Blue Door Duplex, Central in Cutler Bay

Breeze | Family Retreat | Pool & Jacuzzi | 4BR

Private Villa • Pool & Waterfall

Modern apartment in Palmetto Bay
Family-friendly home rentals with a pool

Elegant House close to the Keys!

Family Villa w/ Heated Salt Pool • Near Key Largo

Hidden Gem. Luxe 1BR w/Patio

Lake Of Dreams Miami House - The Perfect Place

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

Heated Pool Oasis • 12 Guests •Midway Keys & Miami

Private Miami Retreat/Htd Pool + Outdoor Kitchen

BellaMoon Oasis Miami
When is the best time to visit Cutler Bay?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ735 | ﺩ.ﺇ823 | ﺩ.ﺇ870 | ﺩ.ﺇ804 | ﺩ.ﺇ723 | ﺩ.ﺇ808 | ﺩ.ﺇ808 | ﺩ.ﺇ834 | ﺩ.ﺇ753 | ﺩ.ﺇ881 | ﺩ.ﺇ885 | ﺩ.ﺇ918 |
| 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 |
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- Pet-friendly rentals Cutler Bay
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- Bayfront Park
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