Family-friendly vacation rentals in Caribbean Sea

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Caribbean Sea

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

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Top guest favorite

Villa in Christiansted

5 out of 5 average rating, 119 reviews

Mojito Hill - private hilltop pool oasis!

Beautiful 1-bedroom ocean view villa with private pool. Relax on the private pool deck with brand new patio furniture featuring chaise lounges, table seating for 4, and a gas grill. Sweet dreams await you in the four-poster king sized master suite, complete with french doors that open to the pool deck and allow for the ocean breezes to keep you cool. The shower is a fully stocked oversized marble shower with room for two. A fully equipped kitchen with granite countertops and modern appliances, including a Keurig latte machine, will make you feel right at home. Mojito Hill includes many conveniences such as a smart TV, wifi, air conditioning, washer/dryer, and much more. Extra guests are no problem, as the couch features a pull-out bed. Villa Madeleine is a gated community on St. Croix’s relaxing East End, where you will enjoy the privacy, amazing views, tennis court, and close proximity to the Reef Golf Course, Duggan’s Reef restaurant, Divi Casino and Resort, Grapetree beach to the south and Reef Beach to the north. All these amenities are within walking distance, but do require traversing a steep hill, so driving is typically preferred. We have an on-island manager, and Tom & Hillery are available at any time via email/text/phone if needed. If you don't see the dates you are looking for, please message us, we also have a Splash of Lime in the same complex that has a spectacular northern facing view.

Guest favorite

Hut in Punta Cana

4.93 out of 5 average rating, 207 reviews

Hut #3 Romantic Luxury on the sand

We have 3 Bungalows on the same property surrounded by palm trees and sand. Spend your days enjoying the views from the terrace or sunbathing on the private beach, mesmerized by the blue horizon. Luxury furniture in handcrafted wood, quality and design, thatched roofs. Free golf cart with driver. Breakfast is included in cabinets and a refrigerator for elavores to your liking. We personally deliver the house explaining all its uses. Starlink Wifi, barbecue, beach games cheilones, etc

Top guest favorite

Home in Willemstad

4.95 out of 5 average rating, 161 reviews

Private Oceanfront luxurious city villa with pool

Welcome to a beautiful Paradise in Pietermaai District. This 300yr old estate has been restored to perfection after having suffered severe neglect. The unique design style and decoration has been done with love for architecture. The villa can be found in Pietermaai District also known as the ‘Soho of Curacao’’, where monuments meet modern times. With an oceanfront stunning view + private pool, the villa is ideal to get away from it all whilst still be close to great restaurants and live music.

Top guest favorite

Cabin in Isabela

4.98 out of 5 average rating, 179 reviews

Casa Lola PR

In Casa Lola, nature is the protagonist of a hidden spot surrounded by mountains in Isabela. Unique views and a perfect place to disconnect and reconnect with your couple…. Come and enjoy our beautiful cabin on top of the mountain, completely private and experience the best nature environment. Fully equipped kitchen, indoor and outdoor showers, loft room with amazing sunrise and sunset views, infinity pool, sun chairs and relaxing hammock. A place that invites you to come again…..just enjoy.

Top guest favorite

Guesthouse in Los Mesen

4.99 out of 5 average rating, 170 reviews

Unique & secluded forest cabin with pool & trails

Retreat to the rainforest in a cosy, confortable and modern luxury cabin, built to help you connect with nature and yourself. Enjoy your stay with a fully equipped kitchen, an amazing bathroom with a custom shower/hot tub and a one of a kind bedroom design. Explore the private trails of the property with 10 acres of primary rainforest with toucans, lapas, humming birds, butterflies and other fauna. Beware, you might not wanna leave! Located in Venecia de San Carlos, 65km from SJO airport.

Guest favorite

Condo in Cancún

4.92 out of 5 average rating, 425 reviews

The Quarry, Beachfront sub penthouse 150m to clubs

From the moment you enter the property you will realize why you came to Cancun; the powder soft white sand beach, and the most beautiful turquoise water. Because, that is all you can see from the 180° panoramic views the apartment offers. No detail was spared. Over 2 years remodelling this one of a kind property. Only 150m to all the nightlife, 2 large pools, a restaurant & beach club in the building. A Fusion of exotic wood furniture and imported marble have this place unmatched in Cancun.

Top guest favorite

Dome in Cayey

4.99 out of 5 average rating, 533 reviews

Escape to Puerto Rico

¡Vive una experiencia única y mágica de glamping en las hermosas montañas de Puerto Rico! Xcape Dome PR es el lugar perfecto para darte un “xcape” de la rutina y reconectar con la naturaleza. Ubicado en el pueblo de Cayey, PR, a solo 10 minutos de las vías principales. Sumérgete en esta aventura romántica diseñada para parejas, aventureros o viajeros y disfruta de las imponentes montañas, paisajes, flora y fauna, así como, de los detalles únicos que hacen de Xcape Dome PR un lugar especial.

Superhost

Place to stay in Quebradillas

4.88 out of 5 average rating, 160 reviews

Shalom on the Cliff (White) Luxury Suite

Enjoy the first private glass pool in all of Puerto Rico. In a unique and exclusive place with one of the best views of the “Isla Del Encanto”. Come and relax on our cliff stage, where you will find the jacuzzi-spa and you can take a nap at the DayBed. Relax with the sound of the sea and connect with the nature of the place. You don't share areas with anyone. Add these services at an additional cost: - Dinner with a chef - Brunch with a chef - Relaxing massage - Decoration in the room

Superhost

Villa in Soufriere

4.87 out of 5 average rating, 190 reviews

Villa Piton Caribbean Castle

Certified to host by St Lucia government. Super private and provides a secure and isolated retreat far from any crowds! We provide cooking service for breakfast lunch or dinner for an extra $20/person/meal. We incorporate heightened cleaning procedures and trained staff. Built by John DiPol, designer of the world-famous Ladera resort, Villa Piton elaborates on the open-aired concept providing breathtaking views everywhere! Extraordinary location and views that need to be seen in person!

Guest favorite

Chalet in Puerto Nuevo

4.94 out of 5 average rating, 269 reviews

“CASA ROARK” is a one-of-a-kind oceanfront chalet.

“CASA ROARK” IS A ONE-OF-A-KIND OCEANFRONT CHALET WITH VIEWS THAT CAN EASILY BE AMONG THE MOST BEAUTIFUL WORLDWIDE. IT IS ONLY A FEW STEPS FROM THE BEACH. THE RECENTLY REMODELED CHALET HAS 4 BEDROOMS, ALL WITH A/C AND 65"TVS; THE 1st MASTER ROOM HAS A KING-SIZE BED AND A TWIN SOFA BED, THE 2nd MASTER BEDROOM HAS A QUEEN SIZE BED, THE 3rd HAS 2 BUNK BEDS AND THE 4th ROOM HAS TWO TWIN SIZE BEDS. YOU HAVE A BEAUTIFUL HEATED POOL OVERLOOKING THE OCEAN. POOL USE IS ONLY FOR OUR GUESTS.

Guest favorite

Villa in Camuy

4.93 out of 5 average rating, 351 reviews

Villa Renata ⛵️Beachfront house🏝 private Pool 🏝

Enjoy an unforgettable getaway in this beautiful beach house, with spectacular ocean views and a refreshing private pool. Relax on the terrace while listening to the waves or take a dip in the crystal clear water. The house is fully equipped for a comfortable stay, with bright and welcoming spaces. Ideal for families, couples or friends looking to disconnect and enjoy the sun, the sea breeze and the tranquility. Book now and live the perfect beachfront experience!

Top guest favorite

Treehouse in Monteverde

5 out of 5 average rating, 115 reviews

Deluxe Tree house! Jacuzzi and ocean view!

Si le gusta la montaña, la privacidad, disfrutar de él comfort pero ademas estar cerca de los principales atractivos y servicios de la zona, nuestro espacio es el ideal para usted! Disfrute relajarse en el jacuzzi rodeado de naturaleza, el avistamiento de aves, leer un libro, trabajar o simplemente descansar, todo inmerso entre los árboles. La propiedad está rodeada de bosque, donde puede observar el árbol de ficus uno de los más representativos de la zona