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Family-friendly vacation 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.

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Cottage in Florida

4.82 out of 5 average rating, 173 reviews

Gateway to the Everglades, The Cottage

The Cottage is located about 45 min. South-West of Downtown Miami in the Redland Farming district along the eastern boarder of the Everglades National Park. Roughly the size of a two-bedroom apartment, it stands alone in the south-east corner of the property. Surrounded by trees, and many types of orchids, Bromeliads, and other exotic plants. Privet, and off the beaten path, the Cottage is perfect for those who wish to stay away from town, yet be close for day trips to most all attractions.

Oct. 6 – 13

$236 CAD per night

Guest favourite

Guest suite in South Miami

4.85 out of 5 average rating, 210 reviews

Cozy Studio South Miami Near U of M+FREE Parking

Welcome to Zen Studio South Miami, in the heart of one of Miami's most desirable neighborhoods. Step inside this cozy and comfortable studio and you'll immediately feel at peace. You will have a comfortable queen-sized bed kitchenette, small bathroom, 24 hour check-in you'll have everything you need for a truly Zen-like experience. Take a step outside and enjoy the lush tropical landscaping in your private patio. 10Min University of Miami 10 Min Dadeland Mall 10 Min Larkin & Baptist Hospital

Aug. 2 – 9

$227 CAD per night

Guest favourite

Home in Palmetto Bay

4.92 out of 5 average rating, 171 reviews

Hamilton House Tropical Oasis in Miami-Heated Pool

Hamilton House Miami is a spectacular tropical oasis, featuring privacy electric gates, 6 bedrooms, 3.5 baths, with a Jaccuzzi in the master. Close to Airport, Cruise Port, South Beach, all hot spots. All rooms have King beds.The house is open concept, featuring a custom kitchen, game room w/Billiards & Dominoes, Ping Pong & high speed Wifi.Heated pool has slide,waterfall & salt filter system which eliminates harsh chlorine. Lots Tiki, fridge, sunbeds, outdoor kitchen, Brazilian BBQ & Smoker.

Oct. 29 – Nov. 5

$1,225 CAD per night

Guest favourite

Home in Homestead

4.93 out of 5 average rating, 357 reviews

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 My cleaning crew & I work very hard to keep it clean and sterile due to COVID. 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.

Aug. 28 – Sep. 4

$550 CAD per night

Guest favourite

Guesthouse in Biscayne Park

4.94 out of 5 average rating, 450 reviews

Cozy and charming cottage

Our cottage is located in a very quiet residential area, 15mn to the beach (Bal Harbor area).20mn from both Miami and Fort Lauderdale Airports, Located in the backyard of the main house but separate and with an independent entry. Enjoy our tropical garden and beautiful pool, in the back of our house. Share with owner only, we give priority to our guests to enjoy it! Parking available in our front yard. No kitchen but microwave and fridge. TV, cable and WIFI. It is suggested to have a car.

Nov. 27 – Dec. 4

$253 CAD per night

Guesthouse in Miami

4.85 out of 5 average rating, 450 reviews

Tropical Elegence in Miami Brickell

You will appreciate your private entrance and space that Casa Roja has to offer. It is a stylish studio with a tropical elegance. The large room has a nice sitting area with a queen bed, sofa bed , desk, nice closet, large shower, microwave, kurig coffee maker and mini fridge. Located in one of Miami's best neighborhoods. RIght off I95 a short walk to Brickell Village ,Key Biscayne beaches, and Calle Ocho. Close to metrorail & a short uber to SOBE. Tropical paradise...location, location!

Aug. 10 – 17

$181 CAD per night

Guest favourite

Apartment in Miami

4.9 out of 5 average rating, 246 reviews

Tropical Bungalow Hideaway, Spacious Patio

Your studio in this peaceful bungalow is nestled in a lush tropical patio. It is separated from the rest of our home with private entrance in our little paradise! Want to start that book, rest or walk to the bay at dusk? Great for walking/biking. Children's and dog park nearby. Our village three blocks away has eateries, theatres, shops, gyms, boutiques, food markets, and sailing. Fridge/microwave/coffee/toaster. Private guest bath. Pets OK. Free parking.

Sep. 9 – 16

$139 CAD per night

Guest favourite

Guesthouse in Coral Gables

4.96 out of 5 average rating, 262 reviews

Cozy Cottage in quiet neighborhood.

Refurbished, SMALL DETACHED STUDIO (no kitchen, and sitting area is outside) with King sized bed, Wifi, microwave, kettle, French Press, small TV with premium channels, mini fridge, and private shower. Our peaceful backyard sanctuary is perfect for relaxing with a glass of wine (complimentary bottle upon arrival!) music,and/or a book. 2 miles to Miracle Mile restaurants / 12 miles to South Beach (20 - 30 mins.)/ Wynwood / Little Havana (3 miles).

Aug. 10 – 17

$149 CAD per night

Guest favourite

Condo in Miami

4.96 out of 5 average rating, 270 reviews

Marriott Villas at Doral 2BD sleeps 8

Located in one of the most prestigious areas of Miami, Marriott's Villas at Doral are a tranquil hideaway; only 13 miles from the sizzling excitement of Miami Beach, yet a world away. Sharing the 650-acre lush landscape is the celebrated Trump National Doral Miami, a Trump-managed resort. There, you have access to four championship courses, a classic European spa, a water recreation playground and several restaurants.

Dec. 8 – 13

$226 CAD per night

Guest favourite

Boat in Miami

4.98 out of 5 average rating, 694 reviews

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 Key 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.

Jun. 14 – 21

$210 CAD per night

Guest favourite

Guest suite in Homestead

4.99 out of 5 average rating, 247 reviews

beautiful private king studio on nearly 5 acres

Close to Everglades National Park, Biscayne National Park, FL Keys, located in the Redland tropical agricultural area. This is a gated property with secure parking for campers, boats, trailers, etc. The studio is totally renovated with the highest quality of materials. Fruit is available to guests when in season and there is usually something in season during the year.

Jul. 12 – 19

$129 CAD per night

Guest suite in Miami

4.84 out of 5 average rating, 431 reviews

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.

Dec. 16 – 23

$118 CAD per night

Vacation rentals for every style

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Popular amenities for Cutler Bay family-friendly rentals

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Guest favourite

Condo in Coconut Grove

4.92 out of 5 average rating, 161 reviews

Heart of Coconut Grove, pool. gym/sauna, park free

Jun. 22 – 29

$210 CAD per night

Guest favourite

Apartment in Miami

4.92 out of 5 average rating, 156 reviews

Bay view, Coconut Grove, Mia

Feb. 27 – Mar. 6

$268 CAD per night

Guest favourite

Guesthouse in Coral Gables

4.85 out of 5 average rating, 300 reviews

Studio #1 hot jacuzzi Miami Center Beach

Aug. 21 – 28

$228 CAD per night

Guest favourite

Apartment in Miami

4.92 out of 5 average rating, 221 reviews

Coconut Grove: 10th Fl Studio-Parking Included

Jun. 16 – 23

$324 CAD per night

Guest favourite

Apartment in Miami

4.92 out of 5 average rating, 149 reviews

Ocean View Sorrento Fontainebleau Miami Beach Unit

Nov. 14 – 21

$685 CAD per night

Guest favourite

Apartment in Miami

4.94 out of 5 average rating, 221 reviews

Fontainebleau Resort Sorrento Tower

Oct. 22 – 29

$324 CAD per night

Guest favourite

Condo in Miami

4.87 out of 5 average rating, 269 reviews

Ocean View Balcony. Pool & Hot tub. Fast Wi-Fi

Sep. 28 – Oct. 5

$289 CAD per night

Guest favourite

Apartment in Brickell Business District

4.89 out of 5 average rating, 678 reviews

Luxury ICON Brickell Condo @47th Floor / POOL

Jun. 6 – 13

$366 CAD per night

Family- and pet-friendly home rentals

Apartment in South Miami

4.78 out of 5 average rating, 190 reviews

Close to everything, clean apartment Coral Gables

Mar. 12 – 19

$243 CAD per night

Guest suite in Miami

4.79 out of 5 average rating, 316 reviews

The JŪNGALŌW The Miami hidden Oasis 🌿

Aug. 22 – 29

$221 CAD per night

Guest favourite

Apartment in Miami

4.87 out of 5 average rating, 102 reviews

Tropical Paradise in Miracle Mile w/ Parking (3T)

May 31 – Jun. 7

$140 CAD per night

Guest favourite

Guesthouse in Miami

4.93 out of 5 average rating, 520 reviews

Artsy Cottage. Cute patio. LittleHavana & Brickell

Feb. 4 – 11

$186 CAD per night

Guest favourite

Apartment in Miami

4.84 out of 5 average rating, 358 reviews

Enjoy A Tropical Getaway in Coral Gables

May 31 – Jun. 7

$239 CAD per night

Home in Miami

4.82 out of 5 average rating, 299 reviews

Near Port of Miami, University of Miami & Downtown

Jun. 11 – 18

$266 CAD per night

Guest favourite

Guest suite in Miami

4.89 out of 5 average rating, 196 reviews

Cozy Studio.

May 3 – 10

$154 CAD per night

Guest favourite

Home in Miami

4.87 out of 5 average rating, 269 reviews

Private Guest House-2 Bedrooms/1 Bath-Renovated!

Jun. 27 – Jul. 4

$436 CAD per night

Family-friendly home rentals with a pool

Guest favourite

Guest suite in Miami

4.95 out of 5 average rating, 243 reviews

"Casa Mia's" pool & BBQ bungalow

Aug. 25 – Sep. 1

$286 CAD per night

Guest favourite

Guest suite in Pembroke Pines

4.94 out of 5 average rating, 613 reviews

Studio- Between Hard Rock Stadium & Casino

Jul. 5 – 12

$184 CAD per night

Guest favourite

Apartment in Key Biscayne

4.94 out of 5 average rating, 173 reviews

Key Biscayne Unit 1/2 block from the beach

Apr. 4 – 11

$349 CAD per night

Guest favourite

Condo in Hollywood

4.97 out of 5 average rating, 103 reviews

Oceanfront condo with amazing views

Dec. 14 – 21

$326 CAD per night

Guest favourite

Condo in Key Largo

4.94 out of 5 average rating, 130 reviews

Private Condo, north Key Largo

Jul. 25 – Aug. 1

$706 CAD per night

Guest favourite

Condo in Pembroke Pines

4.91 out of 5 average rating, 188 reviews

Condo 1B/1B in South Florida near Beach

Mar. 18 – 25

$287 CAD per night

Guest favourite

Home in Miami

4.88 out of 5 average rating, 206 reviews

Large heated Pool Home (Centrally Located)

Oct. 26 – Nov. 2

$883 CAD per night

Guest favourite

Condo in Key Biscayne

4.9 out of 5 average rating, 151 reviews

Turtle's Nest

Aug. 7 – 14

$356 CAD per night

Quick stats about vacation rentals that are family-friendly in Cutler Bay

Total rentals
60 properties
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Rentals with a pool
30 properties have a pool
Pet-friendly rentals
30 properties allow pets
Total number of reviews
2.8K reviews
Nightly prices starting at
$82 CAD before taxes and fees

Destinations to explore