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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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Top guest favorite
Guesthouse in Vieques
4.99 out of 5 average rating, 291 reviews

Artist A frame in Paradise Casa Mandala #1

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.

Top guest favorite
A vibrant outdoor patio area features colorful walls adorned with artwork. Stone pathways surround lush plants and a koi pond, while wrought-iron furniture includes tables and chairs. Arched openings provide shade, contributing to the tropical ambiance.
Guesthouse in Miami Springs
4.99 out of 5 average rating, 207 reviews

Private Peaceful Tropical Oasis, Francisca's Place

Welcome to Francisca's Place. Featured in Architectural Digest as one of the best ten places to visit in Miami. Minutes away from the best local attractions! Your Perfect Getaway: Relax and recharge in this tranquil oasis surrounded by a lush tropical garden. Enjoy all the comforts and privacy of home, browse a book from the library. Outside, sit by the koi pond and unwind to the sounds of the cascading waterfall. It is a retreat where you will feel joy, relax and leave wanting to come back.

Top guest favorite
The spacious bedroom features a king-size bed with striped bedding and a decorative pillow. A wall-mounted Smart TV is positioned across from a wooden desk and chair. Large sliding doors lead to a balcony, allowing natural light to illuminate the room, which has a vibrant blue floor design.
Guesthouse in Providenciales
5 out of 5 average rating, 103 reviews

“Sail Loft Port”, Duplex with a Pool, Beach Access

Sail Loft Port is the left side of our purpose-built guest duplex. Our Sail Loft duplex features two separate but identical efficiency suites, each one equipped with a King Sized bed, bath and kitchenette. The pool is shared with guests who may be staying in the other side. Wander down to the dock and use our SUPs and kayaks in the canal where you are guaranteed to see turtles. Fast WiFi lets you work from home if you must. Smart TVs with Netflix help you wind down after a day of fun.

Top guest favorite
A unique bedroom features natural wooden walls and flooring, with a spacious bed positioned on a raised platform. Large windows offer a view of the surrounding trees, while soft lighting highlights the room’s architectural design.
Guesthouse in Los Mesen
5 out of 5 average rating, 213 reviews

Unique & peaceful forest cabin with pool & trails

Retreat to the rainforest in a cosy, secure 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 private trails of the property with 10 acres of primary rainforest 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 sweeping view captures the vibrant turquoise waters of the coastline, framed by lush green hills. Islands dot the horizon under a clear blue sky, while the wooden railing in the foreground provides a picturesque viewing point of the landscape.
Guesthouse in BL
4.98 out of 5 average rating, 186 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
A spacious circular living area features large windows surrounded by lush greenery. Rustic furnishings include a woven chair and a wooden table. Ambient lighting enhances the room, while a decorative lantern hangs overhead, contributing to a serene atmosphere connected to nature.
Guesthouse in Cabo Rojo
4.86 out of 5 average rating, 626 reviews

The Cabin in the Forest

Welcome to our place, a tranquil hideaway surrounded by lush forest in Cabo Rojo. Designed with warm wood details and open-air living, this space invites you to slow down, breathe deeply, and reconnect with nature. Enjoy peaceful mornings on the terrace, cozy evenings under soft lighting, and the soothing sounds of the forest all around you. A truly serene escape for those seeking beauty, privacy, and simplicity in a magical natural setting.

Top guest favorite
A cozy interior is shown with a full-size bed, a small dining area featuring a table and two chairs, and a functional kitchenette. A shower is visible in the bathroom area, while a bright green surfboard leans against the wall, adding an element of color.
Guesthouse in Perla Marina
4.82 out of 5 average rating, 147 reviews

CASA MILO 200 meters from the beach

Cute and cozy little private guesthouse inside a main property in quiet and nice gated community, 200 meters from the beach, 24/7 security, full size bed, equipped kitchen, private bathroom with shower. Wifi is provided through an extender so it is not always reliable. AC is an extra cost of 7 us$ per night. NO TV. There is a dog on the property, her name is Ella. No Smoking on the entire property. No backup generator.

Top 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
4.97 out of 5 average rating, 373 reviews

Stylish Loft with Stunning Panoramic Views

Just 9km from SJO airport. 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

Top guest favorite
Lush greenery frames a serene creek, with smooth stones visible along its edge. The vibrant leaves of tropical plants create a natural border, inviting a sense of tranquility and connection with nature.
Guesthouse in Río Grande
4.95 out of 5 average rating, 589 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 charming tiny cabin constructed with wood is situated beside a vibrant blue pool, featuring steps leading into the water. The light-colored patio extends towards the cabin, framed by lush greenery under a clear blue sky. French doors open to welcome guests inside.
Guesthouse in María Antonia
4.97 out of 5 average rating, 672 reviews

Cabin by the pool (privacy, bbq, a/c)

Escape to nature in your own private tropical cabin — where the beach breeze meets the peaceful stillness of the Guánica Dry Forest. This charming wooden hideaway is completely separate from the main house, offering true privacy and comfort for couples or small groups looking to unwind.

Guest favorite
Guesthouse in Miami
4.93 out of 5 average rating, 199 reviews

Cozy Studio Retreat • King Bed

Your private oasis awaits, complete with a swaying hammock, lush palms, and a rustic bistro table perfect for morning coffee or dinner under the stars. Inside, sink into your king-size bed for ultimate comfort. Relax, unwind, and enjoy a peaceful retreat designed for memorable moments.

Top guest favorite
A tranquil jacuzzi is surrounded by lush greenery and decorative plants, creating an intimate ambiance. Natural light filters through the overhead skylight, highlighting the textured stone exterior of the jacuzzi. A wooden tray with grapes and a bottle of wine sits nearby.
Guesthouse in Homestead
4.96 out of 5 average rating, 245 reviews

Hot tub near Everglades Park and Florida Keys

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.

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