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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 modern two-story apartment structure features a covered balcony with seating for two. The exterior includes colorful accents and is surrounded by lush greenery. The parking area is enclosed by a wooden fence, accommodating multiple vehicles beneath the home.
Guesthouse in Simpson Bay
4.95 out of 5 average rating, 108 reviews

Simpson Bay Beach 1 bed Apt Topdeck. Ocean views

Modern 1 bedroom luxury apartment detached from the main house. Backup power Generator. Marble floors throughout. All stainless appliances in a full size kitchen. Free WIFI inside and on roof deck. Satellite TV. Additional Queen sofa sleeper in living room sleeps 2. Washer/Dryer. 90 steps to the beautiful Simpson Bay Beach. Private roof deck with 360° views. Grill, fridge and sink on deck. Beach chairs, beach towels umbrella, coolers. Parking right outside your gate. Onsite massage available

Top guest favorite
A serene plunge pool with a waterfall feature is surrounded by lush greenery and mountains in the background. Sun loungers are positioned nearby, offering a place to relax. Clear blue skies complement the tranquil waters, providing a peaceful outdoor setting.
Guesthouse in San Rafael
4.99 out of 5 average rating, 123 reviews

Treetop Casita @ Earth and Sky - Costa Rica

This vibrant, modern 600 SF loft-style casita owns some of the most spectacular views in Costa Rica from its private terrace. The meticulously designed space features countless creature comforts and was curated with attention to detail top of mind. Everything is brand new and high end. Super fast WIFI and a standing desk provides working travelers an ideal set up. The full kitchen is precisely stocked with everything you need to eat well on your stay. Even the shower has sweeping views.

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, 237 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
Guesthouse in Carolina
4.92 out of 5 average rating, 187 reviews

5 minute from the airport, sleep 4, 2 Bedroom,

Welcome to your home away from home in Carolina, Puerto Rico! This spacious accommodation can host up to 8 guests and is strategically located just 10 minutes from the Luis Muñoz Marín International Airport, making it the perfect choice for your comfort and convenience. The property is fully equipped with everything you need to ensure a pleasant stay. Additionally, we are close to beaches, restaurants, and local attractions, allowing you to fully enjoy your experience in Puerto Rico. !

Top guest favorite
Clear turquoise water is seen from the edge of a boat, with gentle ripples reflecting sunlight. Surrounding mangroves provide lush greenery along the shoreline, enhancing the serene atmosphere of the natural landscape.
Guesthouse in Lajas
4.93 out of 5 average rating, 107 reviews

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!

Guest favorite
A serene outdoor terrace features a refreshing swimming pool, surrounded by lush greenery and potted plants. The house's entrance, accentuated by wooden beams, opens to a spacious area with bright natural light. Clear blue skies complete the tranquil setting.
Guesthouse in Panamá Oeste
4.8 out of 5 average rating, 187 reviews

Mountain cabin with private pool in Panama

Enjoy peace and nature in this cozy and equipped cabin, perfect for disconnecting and relaxing. Surrounded by forests and spectacular views, here you can breathe fresh air and gaze at the stars. ✔️ Ideal for couples, families or adventurers. ✔️ Trails, rivers and viewpoints nearby. ✔️ Comfortable and equipped spaces for your comfort. - Sleeps 4 people. - Discount for two nights or more. Close to: Laguna de San Carlos, Valle de Antón, beaches of the Panamanian Pacific.

Superhost
A rustic jacuzzi area is framed by wooden walls lined with green accents. Natural light filters through small arch windows, reflecting off the tiled floor and illuminating the inviting space. The glimpse of the blue pool can be seen beyond, enhancing the tranquil atmosphere.
Guesthouse in Mayagüez
4.87 out of 5 average rating, 341 reviews

Imperial Rustic

Es un penthouse rustico, la piscina y el jaccuzy son totalmente exclusivo para los huespedes, el check in 3 pm y el check out 12 pm Tiene un jaccuzy rustico y varias terazzas, donde pueden contemplar el paisaje de la naturaleza. Tiene un cuarto matrimonial y otro cuarto en el segundo nivel muy romantico para parejas, tiene una cama en el exterior, bbq, hamaca, columpio, sillas reclinables mecedoras, luces en las terrazas y en los cuartos, entre otros para su disfrute.

Superhost
Two comfortable blue chairs are positioned under a large tree, providing a view of the turquoise Caribbean Sea. Lush greenery surrounds the area, and the sky above is clear, allowing for abundant natural light.
Guesthouse in Rincón
4.85 out of 5 average rating, 549 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
The kitchen features a sleek marble countertop complemented by a stylish black sink and faucet. A variety of appliances, including a coffee maker and a mini toaster, are arranged neatly. Natural light filters through the window, highlighting the elegant design and functional layout.
Guesthouse in Platanillo
5 out of 5 average rating, 224 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.

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
4.96 out of 5 average rating, 417 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
Guesthouse in María Antonia
4.97 out of 5 average rating, 698 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.

Popular amenities for Caribbean Sea guesthouse rentals

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