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Holiday houses in Caribbean

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Top-rated holiday rentals in Caribbean

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Top Guest favourite
A spacious living area features large floor-to-ceiling windows that provide panoramic views of the landscape. Natural wood accents are complemented by wicker light fixtures and a mix of seating options. A dining table and kitchenette are visible, creating a welcoming communal space.
Home in Los Tornos
5 out of 5 average rating, 39 reviews

Monteverde Birds • View and Jacuzzi

Aves Monteverde: natural luxury among clouds and forest. Complex with 3-level house (with stairs and open design, sound can be heard between levels) and 100% private cabin. Jacuzzi with a view, 2 fireplaces, equipped kitchens and a large terrace. You'll see hummingbirds and toucans. Total privacy and unforgettable experience (up to 6 people). 🚗 15 min from Santa Elena (restaurants and supermarkets). Access with sections of rural road; SUV or high car is recommended. 🌿 Cool climate, no A/C. Bring a coat.

Top Guest favourite
Home in Playa Jeremi
5 out of 5 average rating, 36 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.

Guest favourite
Home in Lowlands
5 out of 5 average rating, 8 reviews

Sunset 2BR 2BH House in Cupecoy with Private Pool

This Brand New Luxurious town house is perfectly located in the sought after area of Cupecoy. Offering a perfect blend of comfort, convenience & Caribbean charm for a memorable stay that fits perfectly to your weekend getaways, staycation, or work from home This house will bring your Caribbean dream vacation come true. It is walking distance to the Cupecoy beach and just 5 minutes drive from MulletBay & Maho Beach It has a private plunge pool and a rooftop terrace with amazing lagoon views.

Guest favourite
A tranquil pool area is seen overlooking calm waters, with lush greenery surrounding the space. A shaded pavilion features seating, and the horizon is dotted with soft clouds, reflecting on the pool's surface. The atmosphere suggests a peaceful retreat.
Holiday home in GRAND CAYMAN
5 out of 5 average rating, 16 reviews

Art beach apartment

Art beach apartment is on the ground floor of our family home, off a private drive in a gated residence right on the beautiful frank sound beach undoubtedly the most peaceful and scenic spot on Grand cayman ! It has everything for couples or small family. Locally some of the islands best dinning. The location is very quiet and peaceful but George towns hustle and bustle is only 25mins away. Car hire is essential at this location, 15mins to beautiful Rum point for excursions & stingray city.

Top Guest favourite
A spacious living area features high vaulted ceilings with wooden beams. A large dining table accommodates guests, surrounded by cozy seating options. Along one wall, an extensive book library is displayed, complemented by vibrant artworks. Soft rugs enhance the inviting atmosphere of the room.
Villa in Charlotte Amalie
4.99 out of 5 average rating, 126 reviews

Tropical Modern Loft | SoHo Style | Concierge

Single night bookings welcome! A luxe art loft experience in the heart of St. Thomas, this exclusive space in a convenient central location provides a chic home base, with sleek design, concierge options, + creative vibes. Perfect for both adventure and serenity. Ample space to lounge, with a balanced historic/contemporary aesthetic, and near beaches, restaurants, historic landmarks, boutiques, + ferry/airport/transportation. Private gated parking and a cafe and art gallery right downstairs.

Superhost
Home in Treasure Beach
5 out of 5 average rating, 3 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, 114 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, 22 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
A wooden viewpoint extends over the lush jungle, offering a panoramic view of rolling hills and a colorful sunset sky. The deck, surrounded by greenery, provides space for relaxation amidst nature.
Cabin in Minca
4.98 out of 5 average rating, 228 reviews

La Casa Del Mono

Welcome to La Casa Del Mono! We are a unique place :) Enjoy your own incredible wooden house in the middle of the jungle while having access to our incredible private viewpoint (2 min walk) where you can enjoy the most amazing sunsets. You will find binoculars in your house and hopefully you will be able to see the Monkeys, Toucans and many other birds! We are located only 10-15 minutes walk from Minca town, 15 minutes from Pozo Azul waterfalls and 10 minutes from the hidden waterfall.

Superhost
Tent in Castries
5 out of 5 average rating, 4 reviews

A Luxury Tented Experience - Waterfront 1 Bed

Immerse yourself in a lush acre of waterfront property offering: Romantic Safari Tent (*only 2 on property) Absolute Waterfront Sunken Cushion Lounge Garden Shower Outdoor Kitchen/Bar 4 Post King Bed Ensuite Private Beaches Seaside Platforms Snorkelling Gear Floating Swim-up Dock Central Location Unobstructed Views Magical Sunsets Orchard/Gardens Hammocks Secure Parking Lumière is one of a kind offering a waterfront, luxury ‘glamping’ experience like no other. Enjoy peace AND adventure!

Top Guest favourite
The image showcases an aerial view of the Eco-friendly Airstream RV surrounded by a lush cactus landscape, with a deck and a private saltwater pool. The Caribbean Sea is visible in the background, emphasizing the tranquil natural setting.
Home in Paradera
5 out of 5 average rating, 215 reviews

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!

Guest favourite
Treehouse in La Fortuna
5 out of 5 average rating, 13 reviews

Tree House Pure Oxygen - Romantic Luxury Villa

Tree House Pure Oxygen is a romantic rainforest hideaway, perfect for honeymoons and intimate couple escapes in La Fortuna, Costa Rica. Surrounded by lush jungle and birdsong, this exclusive treehouse offers total privacy and connection with nature. Soak together in the private Jacuzzi with jungle views and outdoor shower, relax in the hammock, and unwind on the terrace. Just 7 miles from town, it features a king bed, exterior kitchen, laundry area, and private bathroom with hot water.

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