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Family-friendly vacation rentals in Monroe County

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Monroe County

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.

Mar. 25 – Apr. 1

$237 CAD per night

Guest favourite

Apartment in Key West

4.98 out of 5 average rating, 450 reviews

Bella Vita: 1B/1B Condo for 2 Just Steps off Duval

1B/1B condo located in Old Town less than 1/2 block from Duval St. & a couple blocks from the Southernmost Point, Hemingway House & many other Key West attractions. Bella Vita accommodates 2 adults only and features a large porch with chairs & table, living room with leather sofa, galley kitchen with bar seating, king-size bed with Tempurpedic mattress, desk area, bathroom with large walk-in shower, wi-fi, sound machine, 2 Smart TVs, DVD players & BlueTooth stereo system with CD player & radio.

Apr. 25 – May 2

$525 CAD per night

Guest favourite

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

Mar. 26 – Apr. 2

$228 CAD per night

Guest favourite

Home in Key Largo

4.96 out of 5 average rating, 135 reviews

Key Largo Waterfront Home with Tiki & Boat Dock

Oceanside Keys delight- minimum stay 4 days. Your own private TIKI/ BOAT DOCK & swim ladder at the door; HOA boat launch. Bring or rent a boat up to 25' [ no jet skis] Snorkel in clear water in front of the house. The coral reef and sand bar are just offshore. One mile from the land base of Pennekamp State Park. Paddling, boating, fishing, snorkeling and diving are glorious in Pennekamp Park waters. Launch the PROVIDED tandem kayak from our beach down the street. No indoor smoking. No pets.

Sep. 26 – Oct. 3

$445 CAD per night

Guesthouse in Miami

4.85 out of 5 average rating, 451 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!

Sep. 18 – 25

$219 CAD per night

Guest favourite

Home in Key West

4.97 out of 5 average rating, 206 reviews

Harrison's Hideaway-Sleeps up to 4, K & F Sl Sofa!

Historic Harrison's Hideaway is in an 1880's Cigar Maker's cottage renovated in 2010. It features a K size Pottery Barn memory foam bed, custom made full sleeper sofa, newly renovated kitchen with granite counter tops, 2 burner stove, under counter fridge/freezer, dishwasher, microwave, tumbled marble 2 person shower, private front deck with seating for 4 and 2 person Solana spa. Perfect for a couple or a family with children. Freshly painted a Caribbean blue with plantation shutters.

Mar. 4 – 11

$897 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.

Aug. 30 – Sep. 6

$140 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. 12 – 19

$150 CAD per night

Guest favourite

Home in Marathon

4.93 out of 5 average rating, 169 reviews

Beach, 70ft Dock, Entire Home, VACA-23-16

Enjoy the boutique decor of our large, spacious home. Our place is a short distance from Sombrero Beach, with bicycles available to ride there. Our property is on a wide and deep canal, with both ocean and gulf access. Our dock is 70 ft, so ideal place for large boats, or you can even bring 2 boats. Free parking, with space to park boat trailer. We include free passes to the Sea Turtle Hospital to guests.

Nov. 19 – 26

$612 CAD per night

Guest favourite

Home in Key Largo

4.9 out of 5 average rating, 349 reviews

Your Keys Getaway!

Beautiful two bedrooms, 1 bath Keys Home fully renovated interior in a quiet residential neighborhood. Large breeze veranda for open air meals and relaxation. Large fence yard for sunbathing or playing around. Close to restaurants, shopping center, major hospital, beaches, parks and water sport activities. Perfectly located between Key Largo and Islamorada. Once you've been here you will want to come back.

Mar. 12 – 19

$299 CAD per night

Guest favourite

Boat in Miami

4.98 out of 5 average rating, 695 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. 25 – Aug. 1

$211 CAD per night

Guest favourite

Guest suite in Homestead

4.99 out of 5 average rating, 248 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. 17 – 24

$130 CAD per night

Vacation rentals for every style

Get the amount of space that is right for you.

Apartments

Convenient locations with everyday essentials

Villas

Luxurious estates for the ultimate escape

Houses

A space that's all yours, with room for everyone

Popular amenities for Monroe County family-friendly rentals

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Home in Key Colony Beach

4.81 out of 5 average rating, 132 reviews

Waterview from three sides, Cabana Club, 30' Docks

Aug. 3 – 10

$457 CAD per night

Guest favourite

Guest suite in Miami

4.87 out of 5 average rating, 456 reviews

Studio Apartment Dino's Place

Jan. 7 – 14

$291 CAD per night

Guest favourite

Home in Homestead

4.93 out of 5 average rating, 358 reviews

Private Paradise between Miami & the Keys

Apr. 29 – May 6

$552 CAD per night

Guest favourite

Apartment in Miami

4.92 out of 5 average rating, 156 reviews

Bay view, Coconut Grove, Mia

Jan. 26 – Feb. 2

$269 CAD per night

Guest favourite

Condo in Tavernier

4.88 out of 5 average rating, 135 reviews

Spectacular 2 Bedroom with a beautiful ocean view.

Apr. 11 – 18

$455 CAD per night

Guest favourite

Condo in Key West

4.93 out of 5 average rating, 132 reviews

Beach Club Ocean Front 2BR Condo

Apr. 5 – 12

$1,418 CAD per night

Guest favourite

Townhouse in Marathon

4.83 out of 5 average rating, 122 reviews

Plunge Pool Villa on Blue Water Lagoon

Mar. 14 – 21

$638 CAD per night

Guest favourite

Apartment in Miami

4.93 out of 5 average rating, 240 reviews

Private condo hotel at Four Seasons Brickell 34th

Jun. 16 – 23

$595 CAD per night

Family- and pet-friendly home rentals

Guest favourite

Home in Islamorada

4.97 out of 5 average rating, 166 reviews

Flakey's

Nov. 30 – Dec. 7

$420 CAD per night

Guest favourite

Guesthouse in Miami

4.93 out of 5 average rating, 523 reviews

Artsy Cottage. Cute patio. LittleHavana & Brickell

May 31 – Jun. 7

$187 CAD per night

Guest favourite

Guest suite in Miami

4.89 out of 5 average rating, 405 reviews

Tranquil Spot at the Heart of Miami

May 28 – Jun. 4

$136 CAD per night

Guest favourite

Guest suite in Miami

4.89 out of 5 average rating, 196 reviews

Cozy Studio.

Jun. 21 – 28

$183 CAD per night

Guest favourite

Townhouse in Key West

4.91 out of 5 average rating, 267 reviews

Sparkling clean. Newly Updated Family Friendly

Jul. 6 – 13

$1,060 CAD per night

Guest favourite

Apartment in Miami

4.84 out of 5 average rating, 359 reviews

Enjoy A Tropical Getaway in Coral Gables

Nov. 23 – 30

$258 CAD per night

Guest suite in Miami

4.79 out of 5 average rating, 316 reviews

The JŪNGALŌW The Miami hidden Oasis 🌿

Aug. 24 – 31

$220 CAD per night

Guesthouse in Miami

4.78 out of 5 average rating, 504 reviews

Authentic Cuban Experience w/ free Parking (5S)

Oct. 5 – 12

$169 CAD per night

Family-friendly home rentals with a pool

Guest favourite

Guest suite in Miami

4.95 out of 5 average rating, 244 reviews

"Casa Mia's" pool & BBQ bungalow

Aug. 25 – Sep. 1

$287 CAD per night

Home in Cudjoe Key

4.9 out of 5 average rating, 104 reviews

Sunrise Beach Escape

Apr. 14 – 21

$590 CAD per night

Guest favourite

Home in Key Colony Beach

4.96 out of 5 average rating, 135 reviews

Beautiful open plan remodeled home in Key Colony

Mar. 27 – Apr. 3

$523 CAD per night

Guest favourite

Condo in Key Largo

4.94 out of 5 average rating, 130 reviews

Private Condo, north Key Largo

Aug. 19 – 26

$709 CAD per night

Guest favourite

Villa in Marathon

4.95 out of 5 average rating, 119 reviews

4/3 Private Pool w Heater/Dock/Kayaks & more incl.

Nov. 16 – 23

$1,440 CAD per night

Home in Key Colony Beach

4.88 out of 5 average rating, 113 reviews

Tiki Time

Sep. 12 – 19

$375 CAD per night

Guest favourite

Townhouse in Key Largo

4.91 out of 5 average rating, 269 reviews

Casa Fish LLC

Aug. 30 – Sep. 6

$426 CAD per night

Guest favourite

Townhouse in Key Largo

4.88 out of 5 average rating, 126 reviews

Key Largo House

Sep. 10 – 17

$423 CAD per night

Destinations to explore