Family-friendly holiday 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 favourite

Villa in Christiansted

5 out of 5 average rating, 117 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 favourite

Hut in Uvero Alto - Bavaro - Punta Cana

4.94 out of 5 average rating, 380 reviews

Hut #2 Romantic Luxury on the sand with Jacuzzi

We have three bungalows on the same property, surrounded by palm trees and sand. Spend your days enjoying the private beach or the jacuzzi on your terrace, mesmerized by the blue horizon. Luxurious, handcrafted wood furniture with quality and design. A private jacuzzi on your terrace. A free golf cart with driver. We personally deliver the house, explaining all its features. Breakfast is included so you can prepare it to your liking. Starlink Wi-Fi, BBQ, beach games, cheilones, etc.

Top Guest favourite

Place to stay in Paramin

5 out of 5 average rating, 173 reviews

Paramin Sky Studio

A luxurious observatory for experiencing nature like never before. Wake up to clouds and birds soaring beneath your feet. Have a one-of-a-kind bath experience, 1524 ft above the Caribbean Sea, lathered with bubbles and surrounded by humming birds. See the mist roll over the forest canopy and submerse you completely. Explore Paramin community and fall in love with its people & culture. Whether for remote work, a romantic get away, creative inspiration, or lazy days, Paramin Sky welcomes you!

Guest favourite

Home in Rincón

4.91 out of 5 average rating, 406 reviews

Sunset Hill, Rincón | Romantic Chalet & Tree House

Acogedora casa localizada en la colina del barrio Atalaya de Rincón. Desde el alojamiento podrás disfrutar de una increíble vista panorámica, donde se capturan las mejores caídas del sol del pueblo de los bellos atardeceres. El lugar está compuesto por dos habitaciones, sala, cocina, baño y una hermosa terraza en el techo de la vivienda. Una de las habitaciones tiene balcón privado, al igual que desde la cocina tienes acceso a un rústico balcón que permite la entrada de aire fresco a la casa.

Top Guest favourite

Guesthouse in Los Mesen

4.99 out of 5 average rating, 163 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 favourite

Condo in Cancún

4.93 out of 5 average rating, 418 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 favourite

Home in Puerto Nuevo

4.99 out of 5 average rating, 184 reviews

Villa di Mare-Oceanfront Modern Beach House Oasis

Enjoy the views of the stunning Atlantic Ocean. Just steps away from the shore, this fully renovated beach house is the perfect peaceful getaway. Villa di Mare offers spacious and private outdoor furnished areas with pool. Indoors, you’ll find a modern kitchen, comfortable family room, 2 bedrooms with A/C & 2 full baths. Fast wifi, smart TVs & private gated parking. Located in Vega Baja less than 5 minutes (car) from restaurants, supermarket, gas & a top 10 beach in PR, Playa Puerto Nuevo.

Top Guest favourite

Dome in Cayey

4.99 out of 5 average rating, 527 reviews

Escape 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.

Top Guest favourite

Home in Quepos

4.99 out of 5 average rating, 145 reviews

Mountaintop Mansion Huge Ocean View Manuel Antonio

Mountain Top Mansion in Manuel Antonio. Private pool, jacuzzi, amazing views, air conditioning, gated community, and outdoor showers. Designed by local world famous Architect, this house is the nicest three bedroom in the Manuel Antonio! House has a full kitchen, a big loft with amazing views, retractable glass wall on the ocean view side, so house opens and gets huge ocean breeze. 12 minutes to Manuel Antonio National Park and 5 minutes to Marina Pez Vela. When only the best will do!

Guest favourite

Home in Borinquen

4.95 out of 5 average rating, 325 reviews

The Nest at Crash Boat. Only waterfront on Beach

Enjoy romantic sunsets right on your front steps. The Nest is the only exclusive waterfront property on beautiful Crash Boat Beach. Relax on your very own beachfront deck complete with a shaded hammock area and a lounging sunbed area that complements our cozy air-conditioned studio apartment overlooking the ocean. Our beautiful outdoor garden shower and exterior bathroom are an experience all on their own. Two guest parking spaces are located right on the property for your convenience.

Top Guest favourite

Villa in Mal Pais

4.97 out of 5 average rating, 131 reviews

Casa de la Tierra y el Mar - stunning luxury

Escape to La Casa Tierra y el Mar: A romantic luxurious mountain top sanctuary where architecture meets wilderness in Costa Rica's Nicoya Peninsula. Breathtaking ocean views, plunge pool, and wildlife at your doorstep. Gourmet kitchen, indoor outdoor living. Moments from pristine beaches, this architectural marvel offers the perfect blend of privacy, comfort, and adventure. Your secure and completely private tropical dream retreat awaits—where extraordinary design meets untamed nature.

Guest favourite

Villa in Las Terrenas

4.94 out of 5 average rating, 215 reviews

Casa del Rio-Beachfront Villa, El Portillo, Samaná

Discover a slice of paradise at our unique oceanfront villa in Las Terrenas, Samaná. Perched above a serene stream that flows beneath, this stunning wood villa offers a harmonious blend of nature and comfort. Accommodating up to six guests, the villa features 3 spacious bedrooms w/ 3 full bathrooms and an additional half bathroom for your convenience. Enjoy breathtaking ocean views throughout the house, relax to the sound of the stream, and immerse yourself in the tropical landscape!