
Holiday rentals in Caribbean
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Top-rated holiday rentals in Caribbean
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Overseas
Overseas sits on a clip overlooking the turquoise Caribbean sea. The villa is designed to take in its beauty from every room in the house. Enjoy the scenery while sipping a drink in the infinity pool or venture down the private stairs to snorkel in the ocean where you can enjoy the company of sea turtles and dolphins on a lucky day. Adventure lovers are spoiled with world class diving spots and lush nature reserves in the vicinity. Just be back in time to admire the sunset from the pool deck.

The Pretext: 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.

Elegant Historic Apartment • Old Havana • Wi-Fi
Disfruta de un elegante apartamento ubicado en La Loma del Ángel en el corazón de La Habana Vieja. Cuenta con wifi gratuito y estable y no hay cortes de electricidad programados, algo muy valorado por los viajeros en Cuba. El espacio combina arquitectura colonial con comodidad moderna, techos altos y mucha luz natural. La ubicación es excepcional para explorar Habana Vieja caminando. Puedes llegar fácilmente a la Catedral de La Habana, Plaza Vieja, Plaza de Armas, restaurantes y galerías.

Private Beach Villa | Culinary Escape | 1 bdrm
Villa Blanca, our private, airy white-on-white modern villa, is part of the ONLY Villas Collection — a curated pairing of boutique-hotel service and private barefoot luxury — set above a secluded sandy beach. Complete privacy in your 1 bdrm villa, pool, and outdoor living spaces. Private chef + villa hostess incl - select meals from our curated menu. Order à la carte or as a pkg. Not your average villa. Meals incl $85 pp/day Breakfast in Bed Floating Bali Board Meals Massages + Scrubs

Sol y Luna Mountain Retreat Hacienda
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.

Little Hills Nature Villa: Hot Tub~Trails~by beach
Welcome to Little Hills farm, a boutique collection of wellness-forward nature villas tucked into the foothills of Luquillo, between Luquillo Beach and the El Yunque Rainforest. This Nature Villa blends indoor–outdoor living, biophilic finishes, and gentle mountain breezes—an easy several minutes drive from Luquillo Beach, Luquillo Kiosks & the El Yunque Rainforest. LH is the perfect hideaway to unplug, reconnect & make unforgettable memories in Puerto Rico’s most naturally romantic corner.

Treetop cabin with hot tub, pool & trails
Unique and modern rainforest cabin in a peaceful small town of rural Costa Rica 🙌🏼 Nestled in private primary rainforest of 10 acres with trails, the cabin is a hidden gem close to major tourist spots. Unwind in your own private heated hot tub, listen to nature sounds, and embrace complete rainforest peace. Explore our private trails, river and natural outdoor pools. The cabin includes two beds, full kitchen, nature views & open shower bathroom. Located 2h from SJO. Local owned ✌️🇨🇷

April Special Treasure Beach Sanguine Villa
Sanguine's spacious fully staffed beachfront Villa with an infinity pool is located in Treasure Beach on Jamaica's South Coast. Treasure Beach is where one comes to get away from the hustle and bustle of everyday life and happily ensconce themselves in our laid-back community. Latoya will be here to ensure that you have a holiday of memorable meals, you sit back and relax while we do the grocery shopping and look after you. Message me re airport and transport options

Luxury Villa Tabacón, a volcano in your garden.
Villa Tabacón has the closest and most SPECTACULAR view of the Arenal Volcano in the entire area, which together with its luxurious design make it the best option. -A 12-minute drive to downtown La Fortuna -Private hot tub -Barbecue and fire pit area -Fully equipped - High speed Wi-Fi. -Air conditioning in the rooms -Hot water -1 Day pass to the hot springs of the nearby resort. -A vehicle is recommended. -Lush flora and fauna in the surroundings -Base rate for 2 people

Aves Monteverde • Ocean View • Private Jacuzzi
Aves Monteverde: villa ultraprivada con espectaculares vistas 360° al océano, montañas y valle desde cada rincón, entre nubes y bosque. Casa de 3 niveles + cabaña privada. Jacuzzi, chimeneas y gran terraza. 🚗 A 12 min de Santa Elena. Camino rural — SUV recomendado. 🌿 Clima fresco, sin A/C. Llevar abrigo. 6 huéspedes, 4 baños, 2 cocinas, BBQ, sin vecinos. Experiencia tipo hotel boutique con atención personalizada. 📍 A 300 m de Parque Extremo y actividades cercanas.

La Fortuna Villa – Aura
Un refugio, una experiencia, un reencuentro contigo mismo. 🌲 Escápate del ruido y sumérgete en la tranquilidad de la montaña. Acogedor chalet rústico 🛖 rodeado de naturaleza, ideal para descansar, meditar o reconectar 💆♀️🧘♂️. Despierta con el canto de las aves 🐦, respira aire puro 🌬️ y disfruta del silencio y los sonidos del bosque 🌳. Perfecto para parejas o aventureros que buscan paz, privacidad y una experiencia. 🌄✨

Secret Bungalows Lechu (Bungalow 4)with breakfast
Secret Bungalows Lechu is a small boutique hotel located 20 minutes from downtown La Fortuna, each bungalow is designed for you to connect with nature from the private Jacuzzi area in each room, terraces and outdoor shower surrounded by trees and beautiful gardens all totally private, come and discover this small paradise ideal to enjoy after all the adventure offered by Fortuna and the majestic Arenal Volcano in Costa Rica.
Popular amenities for Caribbean holiday rentals
Other great holiday rentals in Caribbean

Waterfront "Bonjour" Beacon Hill St Maarten

Brand new home on private beach!

Cool new Loft in Las 9 Gotas, Cabarete.

NEW Secluded Seaside Escape in the Heart of Samaná

Passport Palace | 7BR Villa w/ Pool & Jacuzzi

Ocean Song Villa & Beach Front Private Lounge

Tucked In on Eastern Shores, Marsh Harbour

Ocean Front Home, Banks Road, Governor’s Harbour
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