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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, 174 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.

Sep 10 – 17

G$28,931 GYD per night

Guest suite in South Miami

4.85 out of 5 average rating, 212 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

Nov 6 – 13

G$29,403 GYD per night

Home in Palmetto Bay

4.92 out of 5 average rating, 172 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.

Nov 5 – 12

G$156,865 GYD per night

Home in Homestead

4.93 out of 5 average rating, 358 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 27 – Sep 3

G$69,404 GYD per night

Guesthouse in Miami

4.85 out of 5 average rating, 452 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 4 – 11

G$24,484 GYD per night

Apartment in Key Biscayne

4.93 out of 5 average rating, 175 reviews

Key Biscayne Unit 1/2 block from the beach

My place is close to The Ritz-Carlton Key Biscayne Miami Seaquarium Miami Open -Tennis Tournament Crandon Park Bill Bags Florida Park Downtown Brickell Miami Beach You’ll love my place because of It is full of good energy and comfort. This place has all the things you'll need for a nice gateway vacation time. Unit is equipped with wi-fi internet and X1 Xfinity cable. Two 55 inch tvs for your entertainment. Ideal for families, solo adventurous, and business travelers

Sep 9 – 16

G$30,419 GYD per night

Apartment in Miami

4.9 out of 5 average rating, 247 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.

Oct 31 – Nov 7

G$18,315 GYD per night

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 18 – 25

G$19,429 GYD per night

Condo in Miami

4.96 out of 5 average rating, 275 reviews

Marriott Villas and 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.

Sep 8 – 13

G$44,802 GYD per night

Boat in Miami

4.98 out of 5 average rating, 696 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.

Jul 24 – 31

G$28,597 GYD per night

Guest suite in Homestead

4.99 out of 5 average rating, 250 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.

Nov 14 – 21

G$22,518 GYD per night

Guest suite in Miami

4.84 out of 5 average rating, 434 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 25 – Jan 1

G$16,086 GYD 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

Apartment in Miami

4.92 out of 5 average rating, 156 reviews

Bay view, Coconut Grove, Mia

Feb 17 – 24

G$33,410 GYD per night

Condo in Miami

4.93 out of 5 average rating, 266 reviews

CityView Balcony Pool& Hottub. Wi-Fi. Full Kitchen

Jun 4 – 11

G$30,597 GYD per night

Apartment in Miami

4.94 out of 5 average rating, 234 reviews

Coconut Grove 21st Floor Studio-Parking & WIFI

Jun 8 – 15

G$36,521 GYD per night

Apartment in Miami

4.92 out of 5 average rating, 150 reviews

Ocean View Sorrento Fontainebleau Miami Beach Unit

Oct 23 – 30

G$90,319 GYD per night

Condo in Coconut Grove

4.92 out of 5 average rating, 162 reviews

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

Jul 20 – 27

G$33,993 GYD per night

Apartment in Miami

4.93 out of 5 average rating, 240 reviews

Private condo hotel and Four Seasons Brickell 34th

Jul 5 – 12

G$76,785 GYD per night

Apartment in Miami

4.84 out of 5 average rating, 166 reviews

Spectacular Ocean Views Deluxe Apt Free Pkg/Pool

Mar 29 – Apr 5

G$85,028 GYD per night

Home in Miami Springs

4.91 out of 5 average rating, 255 reviews

Centrally Located Resort Style Miami home

Jun 4 – 11

G$79,736 GYD 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

Oct 3 – 10

G$29,911 GYD per night

Guest suite in Miami

4.79 out of 5 average rating, 316 reviews

The JŪNGALŌW The Miami hidden Oasis 🌿

Aug 28 – Sep 4

G$26,201 GYD per night

Guesthouse in Miami

4.93 out of 5 average rating, 523 reviews

Artsy Cottage. Cute patio. LittleHavana & Brickell

Feb 21 – 28

G$23,573 GYD per night

Home in Miami

4.94 out of 5 average rating, 150 reviews

Private Pool and Tropical Garden Oasis

Sep 24 – Oct 1

G$92,717 GYD per night

Apartment in Miami

4.84 out of 5 average rating, 360 reviews

Enjoy A Tropical Getaway in Coral Gables

Oct 20 – 27

G$30,678 GYD per night

Home in Miami

4.87 out of 5 average rating, 269 reviews

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

Jun 14 – 21

G$56,744 GYD per night

Guest suite in Coral Way

4.89 out of 5 average rating, 405 reviews

Tranquil Spot at the Heart of Miami

Jun 15 – 22

G$16,343 GYD per night

Guesthouse in Miami

4.9 out of 5 average rating, 328 reviews

Charming private cottage for two.

Oct 16 – 23

G$17,886 GYD per night

Family-friendly home rentals with a pool

Guest suite in Miami

4.96 out of 5 average rating, 245 reviews

"Casa Mia's" pool & BBQ bungalow

Aug 29 – Sep 5

G$36,756 GYD per night

Guesthouse in Biscayne Park

4.94 out of 5 average rating, 451 reviews

Cozy and charming cottage

Apr 21 – 28

G$32,445 GYD per night

Guest suite in Pembroke Pines

4.94 out of 5 average rating, 614 reviews

Studio- Between Hard Rock Stadium & Casino

Jul 12 – 19

G$22,573 GYD per night

Condo in Key Largo

4.94 out of 5 average rating, 131 reviews

Private Condo, north Key Largo

Aug 23 – 30

G$94,201 GYD per night

Condo in Key Biscayne

4.9 out of 5 average rating, 153 reviews

Turtle's Nest

Nov 16 – 23

G$49,529 GYD per night

Condo in Hollywood

4.97 out of 5 average rating, 103 reviews

Oceanfront condo with amazing views

Aug 13 – 20

G$41,883 GYD per night

Apartment in Key Biscayne

4.86 out of 5 average rating, 134 reviews

Key Colony: Botanica

Sep 9 – 16

G$83,059 GYD per night

Home in Hollywood

4.98 out of 5 average rating, 294 reviews

WatersEdge, TropicalHideaway, FLL, MIA, Port, Pool

Jul 29 – Aug 5

G$75,026 GYD 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
G$12,530 GYD before taxes and fees

Destinations to explore