
Guesthouse holiday rentals in Caribbean Sea
Find and book unique guesthouse rentals on Airbnb
Top-rated Guesthouses in Caribbean Sea
Guests agree: These guesthouses are highly rated for location, cleanliness and more.

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.

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.

Octopus Separate Home in Shared Villa by Ocean
This is one of two independent homes at Jumanji Villa — a handcrafted space with expressive design and a vibrant, lived-in atmosphere. Fully equipped for a comfortable stay and connected to a spacious shared patio with a pool, outdoor kitchen, and a large bath in the spa area. The ocean is just a 5-min drive away, with national parks nearby. Sauna and cold plunge sessions are available at an additional cost and offer a gentle way to end the day after exploring. Let’s slow down and simply be!

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.

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.

High Tide Guesthouse - Room #3
Welcome to High Tide Guesthouse, we are centrally located in the vibrant town of La Parguera, Puerto Rico. Our Guesthouse is a short walk from restaurants, gift shops, boutiques and much more. The area consists of the famous Keys such as Caracoles, Mata La Gata, and the Bioluminescent Bay. All of these experiences are just minutes from our newly renovated rooms. This small room is perfect for a single person or a couple for a weekend getaway. See host profile for additional rooms too!

Peaceful 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.

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.

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.

Ocean View House
Ocean View House: Naturaleza, Romance y Relajación Disfruta de atardeceres inigualables con vistas al golfo y montañas en esta cabaña acogedora. Perfecta para una escapada romántica o familiar, cuenta con una tina relajante, WiFi, cocina equipada y un amplio corredor. Ubicada a solo 15 min de Monteverde, pero lo suficientemente apartada para garantizar paz total. ¡Vive la magia de la naturaleza con total comodidad!

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

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.
Popular amenities for Caribbean Sea guesthouses
Family-Friendly guesthouses

Orchid Cottage

Pradera Country House

Hillside Studios

An ba Campeche la

Ocean Front Studio Apartment ON THE BEACH with AC!

Bleu Guesthouse, beachfront

The Creek Villa, Playa Hermosa Osa. Forest & Peace

Room in Minca with private access to the river
Guesthouses with a patio

Private guest house in Ancón

Private Pool, Ocean View, walk to Sandy Beach

Luxury Meets Nature I Jacuzzi & Mountain View

Little gem with private pool & garden

Bamboo Cabin

El Refugio… Connect with Nature

Studio Jaleb | Close to the airport!

Cozy and Private Apartment
Guest house rentals with a washing machine and dryer

Tranquil Stay Near Beaches and Tourist Attractions

Opa's House

Villa del Carmen Apartments 1 Don Yeyo

Simpson Bay Beach 1 bed Apt Topdeck. Ocean views

St. Croix Ocean Vista Honeymoon Cottage - Beach

Bungalow in the lowlands

Style and Comfort: Tropical Studio Cabina A/C Pool

West Bay Luxury Casita-2 min walk to the Beach!
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