
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.

Experience Tropical Camping at a Cabin Close to the Ocean
Walk through a jungle-like secret path to a quiet beach from this tropical cabin. Surrounded by tropical palm trees, this space provides the feel of camping out, and features modern comforts. Sit outside at night to take in the view of the night sky. We use renewable energy on site. This is a newly custom designed living container, it has all the indoor amenities and comfort with amazing feeling of a camping experience. It is located between coconut and bananas trees (of course you can taste both if you wish to). You will experience the island vibe, being woken by a bright sun in the morning, enjoy a breeze from the ocean in the afternoon and during the whole night and by listening the adorable sound of our native "coqui" while you watch the spectacular view to the moon and stars. No need to drive to the beach, you will walk through a jungle like secret path that will take you to a quiet beach with an amazing shoreline and one of the best area for surfing (hollow's point). The space offers one bed, one sofa bed, fully equipped kitchen with coffee maker, small refrigerator with freezer, air conditioner, outdoor furniture, private tropical yard, hammock, outdoor sitting area and parking space. You are free to roam around the property. Always available for any questions. Phone calls or texts are welcome. Just steps away from a beach ideal for surfing, fishing, and hiking. Located just minutes away from "La Cueva del Indio"—Indian Cave—and Arecibo Lighthouse, and a short drive from Cueva Ventana, Las Cavernas del Río Camuy, and the Tanama River. In case of a power outage, our solar energy system will come into work. During these circumstances, the use of the air conditioner and microwave is restricted.

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.

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 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.

Sunrise Cottage - Secluded, Romantic, Private
Sunrise cottage is located on the cool & breezy north side of St. Thomas. A relaxing 1 bedroom cottage with a full kitchen & living area. You can soak up the sun on the sundeck or hang out in your private soaking pool, while appreciating the breath taking view during the day & the abundance of stars at night. When venturing out you are 20 mins to Magen’s Bay Beach, 15 mins to Town, 30 mins to Red Hook. Note: The hosts live on property with 2 dogs and this cottage is adult only 18 or older.

Cozy and charming cottage
Our cottage is located in a very quiet residential area, 15mn to the beach (Bal Harbor area).20mn from both Miami and Fort Lauderdale Airports, Located in the backyard of the main house but separate and with an independent entry. Enjoy our tropical garden and beautiful pool, in the back of our house. Share with owner only, we give priority to our guests to enjoy it! Parking available in our front yard. No kitchen but microwave and fridge. TV, cable and WIFI. It is suggested to have a car.

Tranquil Farm - Woodland Eco Cottage
Tranquil Farm cottage totally off the grid. An open plan spacious cabin in a small woodland surrounded by nature. Ducks and chickens meander around, and my dogs will visit on a regular basis. The valley is in an area that is fairly central on the island - giving easy access to the calm Caribbean beaches on the West coast of Antigua, but still only 20 minutes to English Harbour and its evening fun with lots of bars and restaurants or 20 minutes North to St. John's the capital.

Juba Sunset
Waterfront Private apartment that is fully furnished. Private deck. fantastic views overlooking Juba Sound. within 7mins to Grace Bay, world famous Grace Bay Beach and shops. Very quiet and safe area. Infinity edge pool included. Glorious sunsets. BBQ on the waterfront. Only a couple of mins away from popular Kite Surfing spot. There is also a Kayak available for guests use down on the waterfront. This is the only rental unit on property, you will be the only guests.

“Sail Loft STBD”, Duplex with a Pool, Beach Access
Our Sail Loft home features two separate but identical efficiency suites, each one equipped with a King Sized bed. This side of the duplex is called Sail Loft Starboard. 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.

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.

St. Croix Ocean Vista Honeymoon Cottage - Beach
1B/1B oceanfront cottage with a full kitchen sits in a gated community on St. Croix's north shore. Featured on HGTV's House Hunters International. 50 steps to the beach. Incredible sun and moon rises over the water. The cottage has battery backup so you will not be bothered by the numerous island power outages. The neighborhood borders the National Park near Salt River Bay. This is a non-smoking property.

Villa Samsara - on a beautiful 5 acre farm
When you come and stay with us, it’s a deeply immersive experience with our horses. Often you will find them in your front door or window. There is something profoundly impactful about being around horses and sharing close-quarters with them. You are in their energy field, receiving all that they have to offer. Without even realizing it, your energies are being grounded and regulated through their presence.

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
Popular amenities for Caribbean guesthouse rentals
Family-friendly guest house rentals

Casa Vista

Orchid Cottage

Raven Haus: Curated 2 Bedroom Guest House w/Pool

Private Pool, Ocean View, walk to Sandy Beach

Waterfront Hideaway

Gulf front romantic cottage in paradise

Quiet SoSo 1BR • Walk to Water • Private & Bikes

Jungle loft in the heights of Aripo
Guest house rentals with a patio

White Sands Beach Studio

Trendy Studio in FLL - Private entrance & bathroom

Bungalow with Putting Green, Hot Tub, & Garden

10 min from MIA |FREE Parking & Quiet Neighborhood

Coqui Garden Studio

Casa Palma w/ Private Patio

Maison du Soleil - Cozy & Private 1BR Guest House

the Pool House
Guest house rentals with a washer and dryer

Spacious Family Home, 5 Mins Walk To Beach, Quiet

Historic Coconut Grove cottage in a native hammock

Jupiter Kozy Kottage- January openings, 2.7 beach

"The Nest Cozy Cottage"

Simpson Bay Beach 1 bed Apt Topdeck. Ocean views

Bird House - English Harbour

Magical Garden Studio near Design District

Pelican Cottage -Mins. to the Beach!
Destinations to explore
- Boutique hotels Caribbean
- Smoking-friendly rentals Caribbean
- Apartment rentals Caribbean
- Castle rentals Caribbean
- Dome rentals Caribbean
- Bungalow rentals Caribbean
- Barn rentals Caribbean
- Cottage rentals Caribbean
- Campsite rentals Caribbean
- Rentals with breakfast Caribbean
- Aparthotel rentals Caribbean
- Pet-friendly rentals Caribbean
- Beach house rentals Caribbean
- Boat rentals Caribbean
- Family-friendly rentals Caribbean
- Townhouse rentals Caribbean
- Villa rentals Caribbean
- Tipi rentals Caribbean
- Luxury rentals Caribbean
- Serviced apartment rentals Caribbean
- Houseboat rentals Caribbean
- Rentals with pools Caribbean
- Ski-in/ski-out rentals Caribbean
- Bed and breakfasts Caribbean
- Mansion rentals Caribbean
- Ranch rentals Caribbean
- Waterfront rentals Caribbean
- Resort rentals Caribbean
- Fitness-friendly rentals Caribbean
- Hotel rooms Caribbean
- Rentals with a fire pit Caribbean
- Beachfront rentals Caribbean
- Cabin rentals Caribbean
- Rentals with an EV charger Caribbean
- House rentals Caribbean
- Rentals with a washer and dryer Caribbean
- Rentals with lake access Caribbean
- Nature eco lodge rentals Caribbean
- Hostel rentals Caribbean
- Rentals with a balcony Caribbean
- Chalet rentals Caribbean
- Condo rentals Caribbean
- Tent rentals Caribbean
- Vacation home rentals Caribbean
- Rentals with an accessible height toilet Caribbean
- Shipping container rentals Caribbean
- Tiny house rentals Caribbean
- RV rentals Caribbean
- Rentals with beach access Caribbean
- Rentals with a fireplace Caribbean
- Rentals with a hot tub Caribbean
- Treehouse rentals Caribbean
- Rentals with a kayak Caribbean
- Earth house rentals Caribbean
- Farmstay rentals Caribbean
- Loft rentals Caribbean
- Rentals with outdoor seating Caribbean
- Rentals with a patio Caribbean
- Rentals with a sauna Caribbean
- Island rentals Caribbean
- Rentals with a home theater Caribbean
- Rentals with an accessible height bed Caribbean
- Private suite rentals Caribbean




