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Holiday rentals in Caribbean

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Top-rated holiday rentals in Caribbean

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
Home in Playa Jeremi
5 out of 5 average rating, 39 reviews

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.

Top guest favourite
A wooden deck features two red lounge chairs, positioned to overlook a lush green landscape. Surrounding trees provide a natural backdrop, with glimpses of distant buildings visible through the foliage. The sky above is partly cloudy, enhancing the serene outdoor setting.
Farm stay in Cayey
4.97 out of 5 average rating, 259 reviews

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.

Top guest favourite
The image captures a vibrant street view featuring pastel-colored buildings, with a prominent mint green structure displaying intricate balconies. A narrow road is lined with classic architectural elements, and a person can be seen walking, providing a sense of life and connection to the surrounding culture.
Flat in Havana
4.99 out of 5 average rating, 92 reviews

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.

Superhost
Home in Treasure Beach
5 out of 5 average rating, 4 reviews

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

Top guest favourite
An infinity pool is featured with views of surrounding mountains and lush greenery. Sunlight reflects off the water's surface, creating a serene atmosphere. Chaise lounges are positioned nearby, offering a comfortable space to relax and enjoy the picturesque landscape.
Tiny home in Caonillas Arriba
5 out of 5 average rating, 124 reviews

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.

Top guest favourite
Farm stay in Playa Fortuna
5 out of 5 average rating, 29 reviews

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.

Top guest favourite
Guest house in Venecia
5 out of 5 average rating, 71 reviews

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 ✌️🇨🇷

Top guest favourite
An infinity pool cascades gently into a lower plunge pool, surrounded by lush greenery. The sparkling water reflects the sunlight, while the shimmering sea is visible in the background, enhancing the serene outdoor setting.
Villa in Treasure Beach
5 out of 5 average rating, 97 reviews

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

Top guest favourite
Villa in La Fortuna
4.99 out of 5 average rating, 99 reviews

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

Top guest favourite
Home in Los Tornos
5 out of 5 average rating, 50 reviews

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.

Guest favourite
Cabin in Burrito
4.88 out of 5 average rating, 8 reviews

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. 🌄✨

Guest favourite
Hut in La Fortuna
5 out of 5 average rating, 18 reviews

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.

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