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 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

5.0 out of 5 average rating, 118 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 21 or older.

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Top guest favorite

The spacious bedroom features a king-size bed with striped bedding and a decorative pillow. A wall-mounted Smart TV is positioned across from a wooden desk and chair. Large sliding doors lead to a balcony, allowing natural light to illuminate the room, which has a vibrant blue floor design.

Guesthouse in Providenciales

5.0 out of 5 average rating, 121 reviews

“Sail Loft Port”, Duplex with a Pool, Beach Access

Sail Loft Port is the left side of our purpose-built guest duplex. Our Sail Loft duplex features two separate but identical efficiency suites, each one equipped with a King Sized bed, bath and kitchenette. 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.

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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, 129 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!

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Guest favorite

Guesthouse in Rincón

4.86 out of 5 average rating, 165 reviews

1: Private Pool, Ocean Views & Walk to Sandy Beach

RELAX and Enjoy Island Time Located only seven houses up the road from Sandy Beach, You’ll be able to enjoy this quiet and quaint economical casita located in the heart of the well known Puntas neighborhood with it’s handful of restaurants, bars, food trucks, and other amenities like yoga, and surfboard rentals, and some of the best surf breaks. This casita is ideal for couples or solo travelers who want to get away, disconnect and enjoy Rincon at their own pace.

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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, 350 reviews

Imperial Rustic

It is a rustic penthouse, ideal for couples, private and exclusive for guests. Check-in at 4:00 pm Check-out is at 12:00 pm. It has a rustic jacuzzi and several terraces, where you can contemplate the natural landscape. It has a master bedroom and on the second level a chalet for couples to have different areas to share. It has an outdoor bed, BBQ, hammock, swing, rocking chairs, lights on the terraces and in the rooms, among other things for your enjoyment.

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Guest favorite

A small pool sits within a wooden deck area, surrounded by lush greenery. Steps lead from the deck to the pool, where a gentle waterfall feature adds a soothing element. Lounge chairs are positioned nearby for relaxation in a tranquil setting.

Guesthouse in Panamá Oeste

4.84 out of 5 average rating, 159 reviews

Mountain cabin with private pool

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. - Possibility of having 1 double bed and 2 single beds or 4 single beds. - Discount for two nights or more.

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Guest favorite

The exterior of La Casita Inn features a clean white façade with large windows that allow natural light to fill the space. Two blue chairs are positioned beneath a tree, offering a serene spot to relax. Surrounding greenery and vibrant yellow flowers enhance the inviting atmosphere.

Guesthouse in Rincón

4.86 out of 5 average rating, 569 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.

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Top guest favorite

Guesthouse in Port Antonio

4.93 out of 5 average rating, 180 reviews

Stingray Cottage, Hummingbirds, Mountain/Sea View

PLEASE NOTE: We do not accept children under 13. A two-level cottage for 2 with a king bed downstairs (or two twins), reach the working space in the loft by a wooden ladder.Views of Blue Mountains, Nonsuch Falls and the coastline, plus a balcony kitchenette and hammock. Swim in our 25m lap pool, train in the Jungle Gym, and reach Frenchman’s Cove in 5 minutes. Stingray suits couples, friends or solo travelers who want a quiet nature retreat.

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Top guest favorite

Guesthouse in Venecia

5.0 out of 5 average rating, 109 reviews

Treetop cabin - Private hot tub, pool & trails

An unique and modern treetop cabin hidden in 10 acres of private primary rainforest, in a peaceful small town of rural Costa Rica, with La Fortuna, Bajos del Toro and Sarapiquí all within reach. Soak in your own private heated hot tub on the balcony while the forest does the talking, waterfall sounds included. Full kitchen, rain shower looking at the treetops, river, trails and two pools with natural spring water. Local owned ✌️🇨🇷

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Superhost

The interior of the Jungle Loft features a spacious seating area with a gray sofa and a wicker chair. A hammock hangs from the ceiling, and wooden floors are complemented by rustic wooden walls. Soft lighting creates a warm ambiance throughout the space.

Guesthouse

4.89 out of 5 average rating, 158 reviews

Jungle loft in the heights of Aripo

Deep into Trinidad's northern range on our little agricultural set up is the Jungle Loft. Exactly on the trailhead for the three main oilbird caves in Aripo - and the island's largest cave system, there are easy walks along the road into the rainforest. Due to the length and varying conditions of the road we’re best suited to guests looking to explore the area or looking for a retreat or if you just really love the place!

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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

5.0 out of 5 average rating, 234 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.

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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

4.96 out of 5 average rating, 452 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

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