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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
An open-plan living area showcases a modern kitchen with a marble countertop and sleek cabinetry. Large glass doors provide expansive ocean views and access to an outdoor terrace. A comfortable seating area includes neutral-toned furnishings, while dining space is set for meals with panoramic vistas.
Home in Upper Prince's Quarter
5 out of 5 average rating, 40 reviews

Sunrise Over St. Barths

BRAND NEW CONDO in a quiet gated community! "Sunrise Over St. Barths" is an oasis of luxury and elegance, built into the hillside overlooking the Atlantic Ocean and St Barth. Enjoy the sunrise every morning in this modern property consisting of 2 master bedrooms with 2 bathrooms, living room with fully equipped kitchen, exterior terrace and laundry area. Each bedroom and the living room have unobstructed panoramic views of the ocean. A breathtaking infinity pool and a sundeck overlook the ocean.

Top guest favourite
Home in Los Tornos
5 out of 5 average rating, 66 reviews

Aves Monteverde • Ocean View • Private Jacuzzi

Villa ultraprivada con espectaculares vistas 360° al océano, montañas y valle desde cada rincón, entre nubes y bosque Casa de 3 niveles+cabaña privada con grandes ventanas. Jacuzzi, 2 chimeneas y gran terraza con la chimenea exterior, 2 balcones, lavandería 🚗 A 12 min de downtown. 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 100 m de Parque Extremo y actividades cercanas

Top guest favourite
Farm stay in Playa Fortuna
5 out of 5 average rating, 42 reviews

Little Hills Nature Villa: Hot Tub~Trails~by beach

Welcome to Little Hills farm, a boutique collection of three 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
Home in Playa Jeremi
5 out of 5 average rating, 48 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
Home in Palma Sola
5 out of 5 average rating, 40 reviews

*NEW Infinity House near El Yunque (private pool)

Wake up in the clouds to the sounds of nature in this modern mountain retreat nestled in the mountains of Puerto Rico near El Yunque Forest. This brand-new, fully equipped home offers the perfect mix of adventure and relaxation. Dip in the private infinity pool overlooking the treetops, unwind in one of several cozy living area or simply take in the mountain views as the sun sets. Whether you’re traveling with family, friends, or on a romantic getaway, this is your private sanctuary in the sky.

Guest favourite
Cabin in La Fortuna
4.96 out of 5 average rating, 107 reviews

Cozy Volcano View Stay- A-Frame w/Hot Tub & Deck

Breathtaking mornings in front of Arenal Volcano 🌋 This striking A-frame cabin was designed for those who crave something unforgettable. Nestled directly in front of the majestic Arenal Volcano, the view is not just scenic—it’s cinematic. Built under the bold lines of modern black-design architecture, the cabin blends sleek style with cozy warmth, offering a unique balance between design and nature. At LAVA Homes you can enjoy a private hot tub, panoramic windows and a suspended net lounge.

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, 138 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
Home in Coral Bay
5 out of 5 average rating, 11 reviews

Panoramic Ocean views and off Grid

Lunazul Villa, 2BR/2.5BA, Solar/Starlink NEW TO AIRBNB!! 180 degree views of Coral Bay, Norman Island, Tortolla, and beyond. Unobstructed views of the sparkling water from every room and heated pool large deck. Both bedrooms with en-suite full baths have comfortable furnishings, each designed to provide a tranquil retreat. You are provided with a clothes washer and dryer, filtered/UV drinking water, and full Solar energy ensuring you will never worry about island power outages.

Top guest favourite
An outdoor terrace features comfortable white lounge furniture arranged around a central table, overlooking serene ocean views. A private pool is visible beyond the terrace, complementing the clear blue sky and tranquil waters.
Villa in Sint Maarten
4.98 out of 5 average rating, 42 reviews

Indigo Oceanfront Condo Poolside - Unit 1

Welcome to Indigo Bay Oceanview Villa, in Indigo Bay, Sint Maarten. This spacious condo offers stunning ocean views, modern amenities, and easy access to pristine beaches. With 3 elegant bedrooms, each featuring en-suite bathrooms, an open-concept living area with plush seating, and a gourmet kitchen equipped with state-of-the-art appliances, you’ll find everything you need for a perfect stay. Step outside to your private pool, sun deck, and shaded patio for alfresco dining.

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, 103 reviews

Summer 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
Tiny home in Angeles
5 out of 5 average rating, 44 reviews

Firepit | Mountain View | Privacy & Disconnection

Relájate y conecta con la naturaleza. Disfrutarás de privacidad, brisa fresca, canto de las aves y espacios para relajarte como nuestra “maya catamaran” y hamaca. Disfruta del área de fogata en las noches donde podrás ver las estrellas y si es temporada, podrás ver luciérnagas, momento perfecto para hacer S’mores y charlar. Lugar de fácil acceso y cerca de atracciones naturales como ríos y cuevas. Además, restaurantes, panaderías y farmacia a solo minutos.

Top guest favourite
Flat in Havana
4.99 out of 5 average rating, 106 reviews

Spacious and bright apartment in Old Havana

Disfruta de un apartamento amplio y luminoso en pleno corazón de La Habana Vieja, ideal para parejas, familias o pequeños grupos que buscan comodidad, espacio y una experiencia auténtica. Sus amplias estancias ofrecen el lugar perfecto para relajarse tras recorrer la ciudad. Desde aquí podrás llegar caminando a la Catedral, Plaza Vieja, Plaza de Armas, el Malecón y algunos de los mejores restaurantes, galerías y cafeterías del centro histórico.

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