Skydiving – 10 Best Airbnbs in the Caribbean (2023 Edition)

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With winter right around the corner, we understand everyone is wanting to soak in the sunshine. Unfortunately, some of the popular getaway destinations and their accommodations are simply too expensive. Thankfully, the Caribbean is an amazing destination where you don’t have to break your budget, and staying at an Airbnb is a perfect way to stay within your means. And we’re not just talking about the small places nobody wants to go to, but major destinations like St. Thomas, San Juan, and Grand Cayman have seen incredible increases in affordable Airbnb bookings.

These impressive Caribbean Airbnbs come in all shapes and sizes from chic villas to vibrant cottages, and can include everything from private pools and balconies to outdoor showers and private beaches. To make sure you have an unforgettable retreat in one of the Caribbean’s must-visit destinations, check out the best Airbnbs in the Caribbean.

Reef Room at Sea Cliff in Jamaica
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Reef Room V at Sea Cliff – Port Antonio, Jamaica

The zen atmosphere in this room is the perfect place for a couples retreat. The bed and breakfast has 15 total rooms yet still provides amazing serenity. Elegance and a rustic design combine perfectly in this room, and the ocean view and balcony make it hard to leave. The balcony overlooks the Caribbean Sea, meaning there are great beaches only minutes away, including Reach Falls, one of Jamaica’s must-visit sights. On-site is the award-winning Cliff Hanger restaurant that offers unbeatable Jamaican cuisine and free breakfast. Relaxation and rejuvenation are at their finest at Sea Cliff Resort.

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Coco Lodge in Martinique
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Coco Lodge – Rivière-Pilote, Martinique

This cottage is an excellent place for two people to relax and get in touch with nature. Shaded by cocoa and coconut trees, this cottage boasts a 20m² terrace, a private pool, a plancha, and more. Other perks include an equipped kitchen, air conditioning, and access to avocados, bananas, lemons, and mangoes in the garden. The cottage is in the middle of tropical vegetation yet only around ten minutes from both Atlantic and Caribbean beaches.

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Oceanfront VIlla on Cayman Islands
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Oceanfront Villa – Bodden Town, Cayman Islands

Sea Palm Villas is all about beachfront luxury. This one-bedroom unit can sleep four and is equipped with a kitchen, ensuite bathroom with soaker tub, and a 180ft² private balcony. The contemporary villa overlooks the beach and the waters of the Caribbean which offers an amazing vacation experience. Guests also have access to a pool, hot tub, BBQ, sun loungers, and more. This oceanfront villa is one of the best private retreats you’ll find on Grand Cayman.

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PalacetedelVedado in Havana, Cuba
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PalacetedelVedado – Havana, Cuba

This small palace is great for the whole family or a group of friends. 12 guests can enjoy the five bedrooms (six beds) and two baths. Inside is a billiards rooms, while outside guests can enjoy amazing views of Havana and the sea from the 380m² rooftop. The house is only five minutes from Old Havana and the 24/7 reception staff makes it easy to book a table for dinner or plan a tour whenever is convenient. This bright and spacious house allows guests to experience real life in one of Havana’s best neighborhoods.

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Chato Relaxo in Haiti
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Chato Relaxo – Labadi, Haiti

Escape from it all at Chato Relaxo. This private bungalow is surrounded by lush vegetation and flowers while offering an unbeatable 180° view of Haiti’s northwestern coastline. Three guests can have an unforgettable stay while enjoying continental breakfast, a private balcony, a dock, a fire pit, and more. Kayaks are also available at the dock to explore the bay. There is an equipped kitchen, but dinner delivery can also be arranged. This is the perfect place to unwind after spending some time at the beach or in nearby Cap-Haïtien or the Citadelle Laferrière.

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Hilltop Studio in Puerto Rico
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Breathtaking Hilltop Studio – Rincón, Puerto Rico

This stunning apartment is in the heart of it all, right near the town center, popular beaches, and delicious restaurants. This apartment can be enjoyed as a studio or as a three bedroom. Large terraces and wall-to-wall windows produce panoramic views of the valley and the Caribbean Sea below. Highlights include a 35-foot saline pool, an outdoor kitchen, and a poolside dining table. The one-acre property provides a private paradise where there are virtually no neighbors in sight.

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Elegant Island Living in the Bahamas
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Elegant Island Living – Nassau, Bahamas

This impressive studio is definitely a highlight of one of the world’s most beautiful islands. The studio can sleep three and the balcony offers lovely garden and ocean views. The interior is thoughtfully decorated to make for a memorable vacation. There’s also a rocker to relax in as you sip tea and listen to the ocean waves and watch the beautiful sunset. Guests have access to a large pool as well as a private beach. This stunning studio offers a complete island experience near beaches and shopping while keeping you away from tourist crowds.

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Villa Karana in Turks and Caicos
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Studio in Villa Karana – Providenciales, Turks and Caicos

This studio is a treat for all of the senses as two guests can enjoy indoor / outdoor living only a one-minute walk from a secluded beach. The studio has a kitchenette, a private patio, and an outdoor shower. The villa also has a private pool. The property boasts a hot tub, kayaks, stand-up paddle boards, a BBQ grill, and more. Nature combines with high-end, luxury accommodations to make for a rejuvenating vacation.

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Breathtaking View of the Ocean in DR
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Breathtaking View of the Ocean – Las Terrenas, Dominican Republic

Only 200 meters from Playa Coson, this independent three-bedroom villa offers amazing views of the Atlantic Ocean from every room. It’s surrounded by a garden and also includes a 60m² patio with couches and a private pool. Set upon a hill, the views and the mountain breeze offer an atmosphere that you must experience for yourself. Other than the beaches, some of the nearby favorites are Los Haitises National Park and El Limon Waterfall. When you arrive you’ll find that the pictures simply don’t do it justice.

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Talking Trees House in Barbados
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Talking Trees House – Foster Hall, Barbados

The open floor plan and decks bring the outside in to this beautiful two-bedroom cottage. One bedroom and bathroom is on the main floor while the master bedroom and an additional bathroom are up in the loft, providing a great separation of space. Surrounded by nature and boasting impressive sea views, the house is decorated with gorgeous wooden floors and hammocks to relax in. The off-the-beaten-path area has a local village feel so you can avoid the touristy crowds. The host has made this cottage the perfect place to relax and recharge.

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Cottage on Guadeloupe
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Cottage on Guadeloupe – Basse-Terre, Guadeloupe

This beautiful cottage sits only 200 meters from the national road connecting Basse-Terre and Pointe-à-Pitre. Inside is a fully equipped kitchen and bathroom with a walk-in shower, and outside is a covered porch that offers a private garden and gorgeous views of the sea. Recently renovated, this cottage has a contemporary vibe that makes for a perfect getaway.

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Beachfront Home in aruba
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Beachfront Home in The Colony – San Nicolas, Aruba

The beach is right in the backyard of this amazing villa. Able to sleep eight, the three bedrooms and three bathrooms offer plenty of space for an amazing vacation. The eat-in kitchen and dining room offer more than enough space for everyone to enjoy meals together, but most guests choose to eat out on the 100m² covered patio. The luxurious feel of the home extends out to the 80m² deck that provides direct access to the beach. Recently remodeled and designer furnished, this villa is ideal for a grand retreat.

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Airbnbs are a great way to save money while not having to sacrifice comfort or convenience on vacation. All of these retreats will leave you rejuvenated and ready to come back ASAP. You’re guaranteed to have an unforgettable experience when you choose any of these Airbnbs in the Caribbean.

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