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Guesthouse vacation rentals in Caribbean Sea

Find and book unique guesthouse rentals on Airbnb

Top-rated guesthouse rentals in Caribbean Sea

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

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Top guest favorite
A person enjoys the serene view from the edge of a plunge pool, overlooking the mountains and the Caribbean Sea. The surrounding lush greenery and the dramatic outline of the Pitons enhance the natural beauty of the setting under a clear blue sky.
Guesthouse in LC
4.96 out of 5 average rating, 190 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
Guesthouse in Saint Thomas
5 out of 5 average rating, 114 reviews

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.

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
5 out of 5 average rating, 234 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.

Superhost
Guesthouse in Rincón
4.85 out of 5 average rating, 548 reviews

Ocean-View Studio + Patio | La Casita Inn

Welcome to La Casita Inn! A private ocean-view studio designed for a memorable stay in Rincón. Wake up to views of the Caribbean Sea and enjoy your morning coffee on the private patio as the sun rises. A calm, quiet space to slow down and unwind. What you’ll love: • Peaceful location • Ocean view • Beach gear included (chairs, cooler, towels) • Free parking and self check-in Whether you’re here to explore or disconnect, La Casita Inn is the place to stay.

Superhost
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
4.85 out of 5 average rating, 636 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
An open living area is highlighted by floor-to-ceiling glass walls, offering expansive views of the lush valley. Natural wood furniture, adorned with nature-inspired decor, complements a spacious seating arrangement. A television is positioned near a well-equipped kitchen space, enhancing the communal atmosphere.
Guesthouse in Platanillo
5 out of 5 average rating, 223 reviews

Suave Vida Getaway - Guesthouse

The Suave Vida Getaway Guesthouse offers you its openness with window walls and valley views surrounded in Costa Rican Nature at its purest. You will feel emerged to the views of the valley in a comfortably spacious open space enriched with stylish furniture and décor themed to bring raw elements of nature inside the living area. You will find yourself in tranquility with the sounds of nature and the running streams.

Top guest favorite
A serene patio area is showcased with two lounge chairs and a small table, framed by vibrant tropical plants. A large shade sail provides coverage, while a stunning sunset paints the sky in warm hues, offering unobstructed views of the valley and ocean beyond.
Guesthouse in Rincón
4.98 out of 5 average rating, 305 reviews

Casa Vista

Look at this little gem in the hills of Rincon. Our private casita offers unobstructed views of the ocean, and the valley below. Being a short 15 minutes from town makes the guesthouse a very quiet and private getaway. Enjoying the cozy casita won't be hard to do. It is equipped with all the comforts of home making it easy for you to relax and enjoy. Give us a try. You won't be disappointed!!

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, 412 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
4.96 out of 5 average rating, 614 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, 695 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.

Top guest favorite
Two lounge chairs are positioned beside a private pool, each shaded by a large umbrella. A modern white structure with expansive glass windows is visible in the background. The surrounding space features a combination of paved surfaces and green grass.
Guesthouse in Isabela
5 out of 5 average rating, 210 reviews

Modern & minimalist guesthouse, SoleBianco

SoleBianco is a pleasant place with minimalistic details that makes a great stay for those looking for something different. A two guests exclusive stay with a private pool are some of the enjoyments offered to contribute with your relaxation.

Guest favorite
A shaded outdoor space features a hot tub surrounded by wooden decking and tropical greenery. A small glass-top table and chairs are positioned nearby, inviting relaxation. The space is enclosed with large windows, allowing natural light to fill the area.
Guesthouse in Orosi
4.94 out of 5 average rating, 353 reviews

Jungle Jacuzzi & Chimney - Casa Verde

📲IG: @casacolibri_cr Cozy and romantic cabin, far from the city noise, but close enough to get groceries. Open gardens and the soft sound the river will surround you at the hot tub.

Popular amenities for Caribbean Sea guesthouse rentals

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