Family-friendly holiday rentals in Caribbean

Glass Cabin Fortuna/Free Farm Tour/Cows/Private

Welcome to Tres Volcanes, a luxury wood & glass Cabin located within a 56 acres ranch. Strategically built at the highest point of the property, from where you can see the Arenal, Tenorio and Rincón de la Vieja volcanoes on the horizon. You will be able to rest with the sound of the river that passes at the foot of the mountain and wake up to have a cup of coffee while the mist disappears through the treetops. Just in time to walk to the dairy and experience milking by your hands & collect eggs.

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.

Cabin By the Sea - Ocean Suite

Completely new suite with an oceanfront view. You will be able to experience some of the most beautiful sunsets on the island firsthand! Outside facilities include a gazebo, hammock and dock providing easy access to the ocean, ideal for swimming. Kayaks and snorkeling gear are also available free of charge! Located at a relatively quiet part of the island, known as a prominent fishing area. Some of the best seafood restaurants are located on the same street (Zeerovers and Flying Fishbone).

El Pretexto: Villa 1M

El Pretexto is our home and life’s undertaking. A space that combines wooden villas, an agroecology farming bed, an orchard, a forest, and a large wooden deck. Located in a very peaceful area in the mountains of Cayey with fantastic views all the way to the south coast and just one hour away from San Juan. El Pretexto is an adults-only (18+) venue, so if you are looking for a relaxed, countryside experience, El Pretexto is the place to stay. Farm-to-Table breakfasts are included each morning.

Hacienda Sol y Luna Mountain Retreat

Enjoy the lovely setting of this romantic spot in nature and discover the serenity in our cozy farmhouse. This private villa wraps you in a lovely and peaceful environment with majestic mountains all around. The house is fully equipped for your convenience. It is ideal for couples in need of a nice getaway or just reconnect with yourself and nature. It is on a gorgeous tropical private 3 acre estate with private pool. Located in Villalba, Puerto Rico, just 50 minutes from Ponce's Airport.

Airstream With Pool, Amazing Ocean & Nature Views

This beautifully appointed Eco friendly 30' Feet Flying Cloud RV is the only luxury Airstream glamping experience in the Caribbean. Located in peaceful nature on the North Coast of Aruba, featuring a private, deep saltwater pool and amazing cacti and ocean views. Exceptional service with attention to detail prioritizing sustainability. Connecting guests to unique local experiences and products, creating a truly one of a kind vacation. Looking for the coolest stay in Aruba? This is it!

Escape Puerto Rico | Luxury Dome + Pool + Views

Escape to a romantic and luxurious glamping dome surrounded by the lush mountains of Cayey, Puerto Rico🌿. Enjoy total privacy with a private heated pool, panoramic views, and elegant design — the perfect retreat for couples or solo travelers seeking peace, comfort, and connection with nature. Wake up to mountain sunrises, relax under the stars, and experience a serene escape just an hour from San Juan — were nature and luxury meet in perfect harmony.

Cozy Cay Casita 3 min walk to beach

Live life like a local! Centrally located on Spanish Wells close to the beach, restaurants and grocery store. Cay Casita is an island style tiny house (studio apartment layout) perfect for a mellow and stress free getaway. Multiple amenities included with your stay is use of bicycles, stand up paddle board, gas grill, a well stocked kitchen ,beach stuff, large covered patio space, free Wifi high speed internet and a spacious outdoor shower.

Suite Camaleón Monteverde jacuzzi piscina sauna.

¿Buscas una experiencia única? En Bio Hábitat Monteverde vivirás la magia de la naturaleza en su máxima expresión. Desde amaneceres hasta atardeceres majestuosos y noches estrelladas, cada momento es un espectáculo inolvidable. Relájate en la net suspendida o disfruta del exclusivo jacuzzi de agua salada, perfecto para revitalizar cuerpo y mente. Un refugio donde lujo, sostenibilidad y bienestar se unen en un solo lugar.

"Captain's Quarters" Suite with a View!, King Bed

Captain’s Quarters is a newly renovated guest suite attached to our home, overlooking the Thompson Cove canal and within a 3 minute walk to the beach. You will enjoy your own private entrance, private terrace and private deck overlooking the canal. You are welcome to use our SUPs and kayaks, which are located on our guest dock. Book today for an ideal tropical escape to a tranquil area in Provo, TCI!

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 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.

Skylarking waterfront cottage

Skylarking cottage is at the end of a rolling stone path that takes you through the tropical hardwood forest. Quiet and secluded, with floor to ceiling aqua blue water views. Complete with spacious deck, hardwood floors and a stone and wood outdoor shower. Explore the coastline on gin clear water with the paddle board or kayak - you are immersed in the natural beauty of The Bahamas.