Family-friendly vacation rentals in Caribbean

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Caribbean

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Top guest favorite

Home in Miami

4.97 out of 5 average rating, 116 reviews

Miami 3/2 Lakeside, Designed for Max Comfort

Lakefront home w/Beach in Kendall that's Spacious, Clean and Designed for Extra Comfortable Sleeping. Located in a very safe, family friendly neighborhood w/playground. I live in the same neighborhood & love it here. New AC+fans in all rooms. Peaceful back yard on lake that has lots of ducks, turtles, iguanas, ibis and egrets (no snakes/gators). Very desirable location, central to attractions/highways and walking distance from a lot. High Quality Beds, Super Fast Internet, Fully Stocked Kitchen.

Superhost

Home in Venice

4.77 out of 5 average rating, 133 reviews

South Venice, FL. Ideal vacation home.

Located in a desirable community of South Venice . Venice, Manasota and Sharky's beaches are located only 5 miles away. The Historic Venice avenue of unique shops, restaurants, special events, Farmer's Market, tennis courts and Children's Fountain are close by. Newly Renovated home in a quite and peaceful area is an ideal place for any season gateway. A great place for biking, running, walking. My place is good for couples, solo adventurers, families (with kids), and furry friends (pets).

Guest favorite

Home in Monteverde

4.95 out of 5 average rating, 147 reviews

Above the Gulf House: Spectacular Ocean View!

Surrounded by the forest the house is set off the ground and has huge windows to give it spectacular views of the forest canopy and Nicoya Gulf. The large rooms and Queen size beds provide comfort, all the essentials plus more are provided. Located close to town but extremely private it is ideal as a base to enjoy all of Monteverdes attractions and is an attraction in itself that provides the peace to rest after a full day of activities. Close by restaurants and markets are very convenient.

Guest favorite

Home in Sarasota

4.93 out of 5 average rating, 110 reviews

Sunny Sarasota Vacation Home - VR2400236

Quiet Neighborhood - Single Private Home, Great Location! This beautiful home includes 3 bedrooms, 2 bathrooms and sleeps up to 10 people. Near #1 Rated SIESTA KEY BEACH & LIDO KEY BEACH. Come and relax in this newly renovated home. Large living room, dining room and lanai to accommodate your friends & family. 5 TV's, DVD players, Cable, Internet. Fully equipped kitchen & laundry. Bus stops, grocery stores & restaurants are near by. Base rate covers 6 guests; $20.00/night/additional guest.

Guest favorite

Villa in Playas del Coco

4.93 out of 5 average rating, 30 reviews

Beachfront Villa 11 Best Location Bahia Pez Vela

Villa Cala (11) is nestled in a private cove on a secluded ebony beach, our privately owned two-level home is the premium location in Bahia Pez Vela Resort on the beach. The astounding view from our beautiful, fully equipped and upgraded 3-bedroom villa offers charming Costa Rican atmosphere along with all the conveniences. Ask us about of Transportation options - personal drivers, rental vehicle pick up at the airport or have the vehicle delivered to Villa. Discounted rates with no hassle.

Guest favorite

Home in Sarasota

4.88 out of 5 average rating, 153 reviews

5 minutes to private Siesta Key Beach + 2 pools

Best getaway, beach vacation, and staycation! The luxurious condo is on the 1st. floor and located on Siesta Key in a tropical setting. It is kid-friendly and has private access to its private beach on Siesta Key Beach within 5 minutes of walking distance (the Best Beach in the U.S.A.) with crystal white sand and turquoise waters of the Gulf of Mexico. There are two heated pools, barbeque areas, lighted pickleball and tennis courts, a fishing pier, a gym, and a sauna, all for your enjoyment.

Top guest favorite

Home in Boca Raton

4.88 out of 5 average rating, 205 reviews

Family Getaway | Private Pool | Entertainment

Welcome Home Nestled in a safe, family-oriented neighborhood, our spacious home offers a peaceful getaway for all guests. Family-Friendly: Saltwater pool and game room. Comfortable and Relaxing: Spacious, clean, and cozy. Outdoor areas for sunbathing and fireplace evenings. Explore with Ease: Walk-friendly area near stores and restaurants. Bikes available. Amenities Galore: BBQ grill, outdoor fireplace, and more. Seamless Experience: Great communication, smooth check-in, and check-out.

Guest favorite

Apartment in San Andrés

4.98 out of 5 average rating, 181 reviews

Exclusive suite with wonderful view

Placed at the top of a hill with a magnificent view to the sea of the seven colors, surrounded by nature and owned by friendly people. Both room facilities and location provide everything that is needed for full relaxation. Recommended for couples or eco-friendly travelers who want to get away from city chaos. Welcome Useful information: *Accommodates 4 but please contact the host if more than 2 guests are coming* 5 minute walk to Rocky Cay Beach and to main road 15 car ride to town center

Superhost

Home in Boca Raton

4.9 out of 5 average rating, 116 reviews

Paradise Home w Pool, Private Yard, Park and Lake!

This is the perfect place to get away and relax. Stunning Home on this Beautiful Private Park Like Property -Direct Park & Lake Access! Located in a quiet, safe, clean & pristine neighborhood. All new furniture/deluxe beds and new linens, Make this home your place to relax!! This vacation paradise has 3 ultra clean Bedrooms, 2 Bathrooms, Stunning Pool, Play Center Swingset, WiFi Sound Bar, Gorgeous Patio w/ BBQ, Ultra Private Backyard, Ping Pong, Air Hockey And more

Guest favorite

Guesthouse in Hobe Sound

4.8 out of 5 average rating, 157 reviews

Sandee's Cottage

Cute little cottage in a quiet small beach town neighborhood. One and a half miles to beautiful Hobe Sound Beach, an easy walk or bike ride.! Plenty of little shops and grocery stores within a mile of the cottage. If you like fishing bring your poles, lots of good spot Animals under 40lbs. are welcome; we do have a nice fenced in yard.! No cats! Highly allergic!!! A 25.00 fee 1 time will be charged for all pets

Guest favorite

Home in Bradenton

4.9 out of 5 average rating, 101 reviews

Large Sparkling Clean Pool Home West Bradenton

3 Bedrooms, 2 Baths, Whole House all to yourselves. Huge sparkling clean blue pool and deck with table and grill. Fenced private backyard. Great for families and kids. Fully equipped kitchen. Everything you need for a fun vacation! Close to Beaches, IMG, Restaurants, Shopping. Why stay in a tiny hotel? Why not have a peaceful vacation?

Top guest favorite

Home in Sarasota

4.97 out of 5 average rating, 133 reviews

Cozy Cottage Getaway 2 Miles from Beach

Cottage is brand new on the market as a seasonal rental. Furnishing new in 2016. It is very warm & inviting setting. Great location less than 2 miles from #1 Beach. Very convenient area & walk-able to some restaurants & stores. PLEASE NOTE THIS IS A NON SMOKING & NON PET HOME.

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What guests are saying

Blue Abaco - Beautiful Waterfront House

4.88 out of 5 average rating, 32 reviews9 months ago

Perfect time at Blue Abaco! Lovely villa, clean and comfortable, with everything you could need - real home away from home. Plenty space for our family of 4. Everyone enjoyed pool overlooking waterway! Vesteva Vacation Rentals great with communication too. Within easy driving distance - 5 mins- of local shops/restaurants. So could comfortably walk to shops too. Only short drive to Cape Coral Water Park - about 10 mins and about 20/30 minute drive to lovely Fort Myers beach. Located in quiet neighbourhood so really relaxing. Would highly recommend and would certainly do a return visit

Home in Cape Coral

What guests are saying

BeachFront on KiteBeach, near Sosua & Puerto Plata

4.94 out of 5 average rating, 49 reviews2 months ago

This is my second January at Kite Beach staying in Elizabeth’s lovely condo. It’s right on the beach and easy to walk to local restaurants. About 30 mins walk into Cabarete. You couldn’t ask for a more beautiful beach. Ocean swimming as well as having a beautiful pool. It’s just such a great find. Can’t wait to come back. It was very hard to leave 😿😿

Condo in Cabarete

What guests are saying

Beach condo and Island Paradise

4.67 out of 5 average rating, 15 reviews11 months ago

Gloria’s condo was spectacular! We were greeted by Gloria and she was so excited to have us! The condo is even nicer in person! The condo itself was clean, very comfortable beds, spacious and filled with many useful things. The kitchen was very well stocked. The beds and couches are very clean and comfortable. We traveled with three babies. There were toys, pack and plays, children’s dishes/ drink ware all the rooms have new blackout curtains. Gloria quickly responded. She was very helpful with providing a cooler and other request. The grounds are beautiful! We spent majority of our time at the beach and pool closest to the beach. There are free, first come first serve chairs and umbrellas at the beach. We never had a problem getting chairs. The food at the pool was AMAZING! Wonderful service!! The staff was so attentive and friendly. 100 percent will be coming back!

Condo in Key Biscayne

What guests are saying

BV215 Affordable getaway vacation condo

4.82 out of 5 average rating, 17 reviews7 months ago

Fantastic location, just a short walk to the beach! The host was incredibly responsive and addressed any concerns right away. We had a wonderful stay, and my siblings were so impressed—they’re now considering a move from Miami to Palmas. It truly was that enjoyable!

Apartment in Humacao

What guests are saying

Incredible townhouse in Key West

5 out of 5 average rating, 7 reviews33 months ago

We loved our stay in Key West! It’s on the southern end of Duvall Street, but we never had an issue walking to shops or restaurants. The stay was within a resort that is very well kept and quiet. We felt like the inside of the townhome was nicer than the pictures showed. Harry was an excellent communicator and quick to respond to all of our questions. We had a blast!

Home in Key West

What guests are saying

Paradise Blue Villa - White Sand Beachfront Home

5 out of 5 average rating, 79 reviews3 weeks ago

TL/DR:Awesome place. Not convenient to anything but that is exactly the point. Highly recommend Chef Everton Smith - book well in advance Pro: chill, quiet, clean, safe, relaxing, private, no nightclubs/late night bars, no yelling or screaming, beach front, good kitchen, purified water tap, good water pressure, ample hot water, good internet speed, satellite tv, host arranged transportation to and from airport Cons: all bedrooms on upper floors, no black out curtains in any bedroom, bed rooms are stuffy with A/C so must open doors to hallways, bathrooms stay damp, no bug screens - can’t keep outside doors open w/o having flies, narrow stairs with only partial rails, nearby restaurant just above average, everything in the Bahamas is pricy, limited activities, expensive clubhouse/pool pass must be purchased for a 3 day minimum and for all occupants (even those that can not utilize the pool), 45-60 min from the airport and 30 min to town by taxi.

Home in Nassau

What guests are saying

Viva Sai. Espectacular casa cerca al mar, central

4.94 out of 5 average rating, 17 reviews1 month ago

It was a wonderful welcome, we enjoyed as a family an unforgettable vacation, the attention always accurate from Doña Leydi and the communication with Don Diego, they were fundamental for the tranquility in San Andres, they guided us and were attentive to our calls, we would definitely repeat the experience, thank you very much.

Home in San Andrés

What guests are saying

Sea Turtle Heaven 2

5 out of 5 average rating, 28 reviews1 month ago

This was such a wonderful place to stay for vacation! With the beach just minutes away and a wonderful backyard, there was always something to do to enjoy the beautiful weather in Naples! The house was very neat and clean, with instructions and labels to help you find whatever you needed. Would for sure stay here again!

Home in Naples

What guests are saying

turquoise beach condo

5 out of 5 average rating, 3 reviews2 months ago

Happy to have found this gem of a place & would return in a heartbeat! Location is perfection- right in the heart of Los Corales. You are super close to restaurants, grocery, shops. Playa Turquesa is calm and serene. You have beachfront access and variety of pools. We really enjoyed beach bar/restaurant first thing in the morning for coffee or watching the sunset with a cocktail in hand. The condo unit itself is great for a family of four. Our two teens enjoyed having their own space upstairs; they could sleep-in without being disturbed. Well appointed master bedroom, two washrooms, laundry in unit, well stocked kitchen and screens on the windows/doors really elevated our stay. The highlight was the spacious outdoor covered balcony. We started and ended our day here. AC works great but really didn't need it- the screens allowed us to keep windows open and enjoy the breeze. It was super nice to arrive and find water jug/pump. Yves and co-host Jenny were great and ready to help

Apartment in Punta Cana

What guests are saying

The Orange Villa with pool

4.83 out of 5 average rating, 6 reviews3 months ago

Great house in San Nicholas. Cees was flexible with our late arrival, met us and led us to the house. Bedrooms were small, but served their purpose. Beds were comfortable. There was only one blanket though. Luckily it worked out for us. Nice closet space for our items. House was very nice, a more traditional Aruban home. It had everything we needed. We love staying in the San Nicholas area, so this was a great find. Plus was a washing machine. We had a few issues with the wifi and Cees and Alonzo were so kind and reachable and fixed it right away. Neighborhood is safe and nice. Plenty of towels and beach chairs/toys, etc. Outdoor patio space is wonderful. Pool served it's purpose. Definitely recommend this place!

Home in San Nicolas

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