Guesthouse vacation rentals in Caribbean

Find and book unique guesthouse rentals on Airbnb

Top-rated guesthouse rentals in Caribbean

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

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Guest favorite

A private pool glistens under the sun, surrounded by lush palm trees. Two pink loungers rest on the water's edge, enhancing the relaxing atmosphere. The serene view includes a glimpse of the New River, adding to the tranquil setting.

Guesthouse in Fort Lauderdale

4.93 out of 5 average rating, 107 reviews

Guest Suite - Private Pool! 15 Minutes to Beaches

Picture yourself relaxing at a PRIVATE pool not shared with other guests! Casita Del Rio, a stunning vacation rental on the New River in Ft. Lauderdale, FL! This private guest suite offers exclusive comfort with an upscale bathroom, refrigerator, microwave, and Keurig. The pool area is, exclusively yours, with loungers for basking in the sun. Book your unforgettable escape less than 20 minutes away from Ft. Lauderdale's stunning beaches, restaurants, and so much more. Questions? Message us :)

Top guest favorite

The interior of the A-frame structure features a high, pointed ceiling adorned with a geometric light fixture. Decorative wall art is displayed along the walls, enhancing the unique architectural style. The white wooden surfaces contribute to a bright and airy atmosphere.

Guesthouse in Vieques

4.99 out of 5 average rating, 186 reviews

Artist A frame in Paradise Casa Mandala

Reconnect with nature at this funky unforgettable escape. This is a stand alone 10x12 A frame structure next to small main house. The restroom and shower are outdoor but private. There is hot water in shower. Large outdoor shower room with rain and regular shower heads. Ac in room is super cold. Queen bed with foam mattress Owner lives full time on property for any needs. The reviews speak for themselves about my property have an unique experience that still feels safe peaceful and comfortable.

Guest favorite

A sandy beach is bordered by tall palm trees and lush greenery. Two distinct structures with thatched roofs are visible, one featuring a tall stone spire. The tranquil turquoise water reflects the clear blue sky, inviting relaxation and scenic views.

Guesthouse in LC

4.95 out of 5 average rating, 171 reviews

Romantic hideaway The Lodge at Cosmos St Lucia

Magical open air Lodge for couples and nature lovers, away from busy hotels. Plunge pool and sun deck with views over the Pitons and Caribbean Sea. Studio-style accommodation with kitchen, sitting area, queen sized bed and private outdoor bathroom. Homemade continental breakfast included. Panoramic views, sustainable luxury, concierge, friendly responsive staff, housekeeping, parking. Additional services: private dining, spa treatments, private driver. 10 mins to Soufriere, beaches, activities.

Top guest favorite

A modern cabin is nestled among lush greenery, featuring a sleek metal exterior. A spacious balcony is visible, complemented by two chairs and a small table. Warm lighting illuminates the interior, providing a glimpse of the cozy living space within.

Guesthouse in Los Mesen

4.99 out of 5 average rating, 149 reviews

Unique & secluded forest cabin with pool & trails

Retreat to the rainforest in a cosy, confortable and modern luxury cabin, built to help you connect with nature and yourself. Enjoy your stay with a fully equipped kitchen, an amazing bathroom with a custom shower/hot tub and a one of a kind bedroom design. Explore the outdoors of the property with 4 acres of primary rainforest filled with toucans, lapas, humming birds, butterflies and other fauna. Beware, you might not wanna leave! Located in Venecia de San Carlos, 65km from SJO airport.

Top guest favorite

A tranquil outdoor area is illuminated by a fire pit, casting a warm glow over the surrounding space. A saltwater pool and spa are visible, their water reflecting gentle blue hues in the nighttime setting, surrounded by wooden fencing and greenery.

Guesthouse in West Palm Beach

4.97 out of 5 average rating, 431 reviews

Key West Style Suite with Pool/Spa

This beautiful Key West Style studio with kitchen and WIFI is located in the historic neighborhood of Flamingo Park. It’s close to restaurants, downtown Rosemary Square, the Norton Art Museum, the WPB Convention Center, the Palm Beach International Airport, the instracoastal waterway and 5-10 minUte drive to Worth Avenue in Palm Beach and the Palm Beaches. We welcome couples, solo adventurers and business travelers who can enjoy a private backyard guest suite with salt water pool and spa.

Guest favorite

An aerial view captures a coastal neighborhood alongside a vibrant beach. Lush greenery and palm trees surround the Mediterranean-style houses. A clear swimming pool is visible, with the beach's turquoise waters beyond, creating a serene environment near the ocean.

Guesthouse in Punta Cana

4.85 out of 5 average rating, 756 reviews

Suite with pool and beach

A 30 metros de la playa " Los Corales " pequeña suite privada de 3 metros por 3 metros con entrada individual, baño, Bien Equipada, con pequeño patio natural.. Barrio estilo Mediterráneo, Tranquilo, rodeado de vegetacion. Restaurantes, bares, Spa dentro del residencial.. Acceso a Piscina compartida del condominio . con cocina eléctrica de una hornilla , microondas, y pequeña nevera. Trasporte desde el aeropuerto 25 dolares Isla saona Los haitises Zip line Cocobongo Buggies Etc

Top guest favorite

A spacious bedroom features a queen-size bed adorned with patterned linens and two pillows. A seating area includes a sofa and a chair, with natural light flooding in through large glass doors that offer views of the sea.

Guesthouse in BL

4.98 out of 5 average rating, 165 reviews

les Ramiers

Spend your holidays at Villa les Ramiers, where the sun is with you from sunrise and throughout the day. The accommodation is independent, not overlooked, with its small kitchen and terrace overlooking the pool, a top-deck to enjoy the sunrise, a large bedroom overlooking the covered patio with lounge area with sea view. Located on the well-ventilated heights with stunning views of Petite Anse. Private parking is located next to the Villa. Welcome!

Guest favorite

The interior of the Jungle Loft features a spacious seating area with a gray sofa and a wicker chair. A hammock hangs from the ceiling, and wooden floors are complemented by rustic wooden walls. Soft lighting creates a warm ambiance throughout the space.

Guesthouse in Tunapuna/Piarco Regional Corporation

4.89 out of 5 average rating, 131 reviews

Jungle loft in the heights of Aripo

Deep into Trinidad's northern range on our little agricultural set up is the Jungle Loft. Exactly on the trailhead for the three main oilbird caves in Aripo - and the island's largest cave system, there are easy walks along the road into the rainforest. Due to the length and varying conditions of the road we’re best suited to guests looking to explore the area or looking for a retreat or if you just really love the place!

Guest favorite

An exterior view of the loft reveals a modern structure with multiple levels and large glass panels. Lush greenery surrounds the terrace, which overlooks a panoramic valley view. The setting sun casts gentle light over the landscape, enhancing the serene atmosphere.

Guesthouse in Alajuela

4.96 out of 5 average rating, 250 reviews

KALAI- Cozy loft with panoramic view SJO airp

Romantic and elegant loft for couples with stunning panoramic views. The perfect place to unwind after a long flight or before heading back home. Relax in the hot tub while enjoying the breathtaking view, and take advantage of the TV, air conditioning, and automated black-out curtains for ultimate comfort. The airbnb is located in Pilas, San isidro de Alajuela

Guest favorite

A modern studio is presented with a vibrant green door, surrounded by well-maintained grass and decorative landscaping. A paved path leads to the entrance, and large windows allow natural light to illuminate the interior while providing a view of the serene outdoor surroundings.

Guesthouse in Fort Lauderdale

4.87 out of 5 average rating, 253 reviews

Trendy Studio in FLL - Private entrance & bathroom

Located in Fort Lauderdale, just 10 mins away from FLL Airport and the Port Everglades (and 15 mins away from the BEACH) nestled in the backyard of a cozy home. This trendy PRIVATE STUDIO, is fully independent from the main house, with its own PRIVATE ENTRANCE and PRIVATE BATHROOM, A/C unit, Smart TV and fast WIFI.

Top guest favorite

A vibrant sunset casts warm hues over the landscape, featuring lush greenery and palm trees. In the foreground, two umbrellas provide shade over a grassy area, while a small creek is visible, surrounded by foliage, creating a serene outdoor setting.

Guesthouse in Río Grande

4.96 out of 5 average rating, 529 reviews

Stay at the Yunque’s National Skirt

Recognized as one of the best community before the Yunque area. Quiet, beautiful, relaxing, good neighborhood, close to everything (zipline, Tree house restaurant, bakery, souvenirs, food, brunch, groceries and Luquillo beach). We are exactly in the Yunque’s skirt (valley). No other place can be closer.

Top guest favorite

A serene patio area is showcased with two black wire chairs positioned near a decorative wall featuring lush greenery. A statue of Buddha in the foreground adds a calming presence. Natural light illuminates the space, enhancing a peaceful atmosphere.

Guesthouse in Homestead

4.96 out of 5 average rating, 166 reviews

Hot Tub | 35min to Keys | Near Everglades Fun

Find solace away from the daily grind in our beautiful sanctuary. Discover serenity in our charming tiny house with a petite patio and luxurious jacuzzi. Perfect for a cozy getaway, this retreat offers a blend of comfort and relaxation. Unwind in style surrounded by nature.