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Guesthouse vacation rentals in Caribbean Sea

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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 tranquil swimming pool reflects the evening sky, showcasing shades of blue and orange. Lush palm trees frame the scene, with the expansive garden visible in the background. The pool area offers a serene setting for relaxation with unobstructed views of the surrounding landscape.
Guesthouse in Jesús
5 out of 5 average rating, 113 reviews

The Coach house at the Oasis

Our home is nestled high on a hilltop in the established and desirable neighborhood of Vistas Atenas overlooking the quaint town of Atenas. We have unobstructed stunning views from Atenas to the capital city of San Jose, and boast temperatures slightly more moderate than the valley. The daytime views are only surpassed by the dazzling lights at night. We are a sort 3km drive to downtown Atenas. 2 acres of manicured gardens surround our large modern home. Safe and secure parking in our gated and fenced compound. Atenas is well situated making access to all attractions popular with tourists. Juan Santamaria airport 23 km,Pacific coast beaches 40 km, Arenal Volcano 111 km, San Jose 35 km.

Top guest favorite
Guesthouse in Vieques
4.99 out of 5 average rating, 263 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 tranquil river flows gently through a lush green landscape, with vivid blue water visible among smooth stones. Towering trees frame the scene, enhancing the natural beauty and inviting exploration of the surrounding area.
Guesthouse in Rio celeste
4.92 out of 5 average rating, 160 reviews

Tenorio’s Treasure

Take it easy at this unique and tranquil getaway/hobby farm nestled on a ridge with amazing valley views, stroll down our trail to your private swimming hole in the magical waters of Rio Celeste…the Blue River. National Park is walking distance, Bird watching, hiking trails, magical views of 3 volcanoes on a clear day, horseback riding, restaurants close by, many tours and activities to enjoy If you are looking for something bigger. We have a 2 bedroom on the same property. Tenorios Treasure 2.

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, 179 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 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
4.99 out of 5 average rating, 196 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 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 private infinity pool is situated on a terrace, overlooking lush greenery and a panoramic ocean view. A vibrant rainbow arcs across the horizon, while gentle waves suggest a tranquil atmosphere. The pool's edge blends seamlessly with the surrounding landscape.
Guesthouse in Saint Thomas
5 out of 5 average rating, 100 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 vibrant outdoor area surrounds the unit, featuring a patio with a blue umbrella over a black dining table. Lush greenery and flowering plants enhance the space. A seating area offers relaxation options, with decorative stones leading to a grassy area, providing a serene atmosphere.
Guesthouse in Grand Harbour
4.99 out of 5 average rating, 138 reviews

Heavenly Suite 1 - The M @ the Edge

Heavenly Suite #1 at The M is a 1-bedroom unit with a stylish living/dining room designed in sleek furnishings, leather sofa bed, smart HD TVs, chandeliers, state-of-the-art kitchen, quartz counter-tops, Delta touch faucet & garbage disposal. The chic bedroom fashioned in crisp white tiles & crystal chandeliers mimics the luxurious bath styled in porcelain & Carrera tiles, Delta faucets, mirrors & sconces. The patio enlivened with teal & white accents, greenery, bar, pergolas, and Jacuzzi.

Top guest favorite
An outdoor space features a sunlit pool with in-water steps and lounge chairs. A bar area with high stools is visible under a shaded patio, surrounded by lush greenery. The jacuzzi is positioned nearby, enhancing the relaxing atmosphere.
Guesthouse in Playa Hermosa
4.99 out of 5 average rating, 181 reviews

Peaceful Tropical Oasis for Two in Playa Hermosa

Playa Hermosa guesthouse located on a quiet dirt road at the foothills of Cerro Fresco Mountain. 5 Minute drive to Playa Hermosa beach and 15 minutes from Jaco which provides excellent restaurants and nightlife. Guests will enjoy a private cottage with full kitchen and bathroom, plush king bed, WiFi, pool and jacuzzi, workout pavilion and a 2 story observation deck. Area is great for birdwatching, surfing, horseback riding, nature trails, ATV tours, and more. 2 person max, 25 years & up.

Top guest favorite
The infinity edge pool reflects the vibrant colors of the sunset, overlooking Juba Sound. Lush greenery surrounds the area, enhancing the serene atmosphere. The horizon features a calm waterway and the setting sun, creating a picturesque evening view.
Guesthouse in Long Bay Hills
4.99 out of 5 average rating, 182 reviews

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.

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, 180 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, 616 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, 195 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.

Popular amenities for Caribbean Sea guesthouse rentals

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