Some info has been automatically translated. Show original language

Holiday rentals in Caribbean

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Caribbean

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

%{current} / %{total}1 / 1
Top guest favourite
A charming cabin crafted from natural materials is positioned atop a wooden structure. A thatched roof provides shade, while large glass doors invite light. A pool is visible in the foreground, reflecting the blue sky and surrounding greenery.
Cabin in Isabela
4.99 out of 5 average rating, 246 reviews

Casa Lola PR

In Casa Lola, nature is the protagonist of a hidden spot surrounded by mountains in Isabela. Unique views and a perfect place to disconnect and reconnect with your couple…. Come and enjoy our beautiful cabin on top of the mountain, completely private and experience the best nature environment. Fully equipped kitchen, indoor and outdoor showers, loft room with amazing sunrise and sunset views, infinity pool, sun chairs and relaxing hammock. A place that invites you to come again…..just enjoy.

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, 258 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.

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
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, 229 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.

Top guest favourite
A spacious living area features a plush blue sofa with yellow accent pillows. Large sliding glass doors provide a panoramic view of the valley below, leading to a furnished terrace. Natural light enhances the modern design, complemented by indoor plants and wooden accents.
Home in Escazu
4.99 out of 5 average rating, 291 reviews

KING BED, deluxe stay, @HillView, green areas, A/C

Enjoy this king-bed deluxe apartment, you will find everything needed for an enjoyable stay. It is situated in a prime location yet you will feel away from the city. Close to malls, restaurants, tours, etc. You will be impressed by every beautiful detail handcrafted by Giulio, a passionate architect who loves to create harmonious and inviting spaces. The apartment is bright and cozy, with large windows that let in natural light and offer a breathtaking view of the city and the countryside.

Top guest favourite
Guest house in Venecia
5 out of 5 average rating, 65 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
Treehouse in La Fortuna
4.94 out of 5 average rating, 17 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.

Top guest favourite
Flat in Simpson Bay
5 out of 5 average rating, 233 reviews

The Beach House Apartment

A stylishly modern one bedroom apartment directly located on the beautiful white sand beach of Simpson Bay. Enjoy the crystal clear waters by day and explore the Caribbean charm of our bustling nightlife. Our island getaway provides you with the full relaxation experience complete with beach chairs, umbrellas, outdoor shower, snorkel gear and paddle boards to complete beach side experience Amenities include free WIFI, kitchen, king size bed, beach chairs, umbrella's and much more

Top guest favourite
Villa in La Fortuna
4.99 out of 5 average rating, 92 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

Guest favourite
A modern living space features large glass windows that offer views of a colorful sunset. A cozy seating arrangement is situated near a warm wooden bar with a bottle of wine and a bowl of fruit. Tropical plants are positioned throughout the room.
Home in La Lindora
4.97 out of 5 average rating, 141 reviews

Adalis Monteverde

Imagina una casa perfectamente integrada en la exuberante vegetación de las montañas de Monteverde Costa Rica, rodeada de una sinfonía natural de aves y colores vibrantes. Desde aquí, la vista hacia el océano es simplemente impresionante, ofreciendo atardeceres y amaneceres que parecen sacados de un lienzo, cada uno más impresionante que el anterior. El clima es un sueño hecho realidad, con una mezcla perfecta de frescura y calidez que te abraza en cada momento del día.

Top guest favourite
Home in San Cayetano de Venecia
4.97 out of 5 average rating, 204 reviews

La Ceiba, Modern Villa with Pool in Dairy Farm

Quinta La Ceiba is in heart of a dairy farm, surrounded by green pastures, cows, and mountain views. Enjoy sunrises and sunsets from this 3-bedroom house. Features include a fully equipped kitchen, very comfortable beds, and outdoor dining plus a living room with a hanging bench, perfect for relaxing and enjoy the nature surrounding it, ideally located between Bajos del Toro and La Fortuna with endless nearby adventures. Inquire about the private chef service.

Top guest favourite
A sailboat is anchored in calm waters during sunset, with vibrant orange and purple hues reflected on the surface. The silhouette of the boat, featuring a tall mast and a shaded cockpit area, contrasts against the colorful sky. Nearby boats are visible in the distance.
Boat in Miami
4.99 out of 5 average rating, 871 reviews

Hunter 26 Sailboat

A one-of-a-kind experience for those who want to enjoy Miami from a different perspective. Can accommodate up to two people, includes a basic toilet and freshwater. The boat is anchored in Biscayne Bay, which allows you to view the Miami skyline from a distance. You'll be in the famous Coconut Grove area. I will be taking you from the dinghy dock to the boat. Two kayaks are included for guests.

Popular amenities for Caribbean holiday rentals

Destinations to explore