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

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.

Artist A frame in Paradise Casa Mandala #1
Reconnect with nature at this funky unforgettable escape. This is a stand alone 10x12 A frame cabin next to my small main house. The restroom and large outdoor shower room are steps away and offer a private outdoor shower experience. Ac in room is super cold with queen bed with breathable memory foam mattress provide cozy feel. Beach chairs ,towels, and snorkel masks included. Parking on-site. Don't take my word for it read the reviews. I am also able to help out should the need arise.

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!

Pradera Country House
Located in the Tierra Alta, surrounded by flora and fauna, with a panoramic view of Puerto Rico's highest mountain. Experience cool, dark nights under an impressive starry sky. During the day, enjoy the warm sun and refresh yourself in our private pool. Find nearby shops, restaurants, and tourist spots, allowing you to explore and enjoy the area. Immerse yourself in the natural beauty that surrounds us, escape the hustle and bustle of the city, and find peace in a unique environment.

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.

Casa Machetes Tobalá Studio .
Independent studio with a touch of good taste, attached to Casa Machetes, have a nice common terrace to enjoy the sunsets and take a refreshing dip in the pool. The Tobala Studio has a king size bed, spacious closets, a kitchenette equipped with a refrigerator, grill, microwave, utensils, and a coffee maker. Add air conditioning, fan and a smart TV. It has a small balcony with ferns for the taste of smokers. Come and live the experience of being at Casa Machetes.

Private Pool, Ocean View, 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.

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.

Unique forest cabin - Pool, river & private trails
Retreat into 10 acres of private primary rainforest! no roads, no crowds, no noise. Just toucans, streams, 3 km of private hiking trails and a river at the end. A modern, design-led cabin with A/C, a custom rain shower overlooking the San Carlos plains, full kitchen and a balcony over the forest canopy. Two pools with natural spring water and real peace, with La Fortuna, Bajos del Toro and Sarapiquí all within reach. Local owned ✌️🇨🇷

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!

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 guesthouses
Family-Friendly guesthouses

Orchid Cottage

Casita Lina by the Sea Beachfront property

Adorable little cottage 5 minutes from the beach 🌴

The Retreat in El Valle - Garden House

Experience Tropical Camping at a Cabin Close to the Ocean

Cabin by the pool (privacy, bbq, a/c)

Stingray Cottage

Ocean Front Studio Apartment ON THE BEACH with AC!
Guesthouses with a patio

El Kallejon Guest house

Ocean View House

Under Sea guest house.

Sky Culebra Studio near flamenco beach and Airport

Bamboo Cabin

An ba Campeche la

Mountain cabin with private pool

Octopus Design Studio • Shared Villa by Ocean
Guest house rentals with a washing machine and dryer

Heavenly Suite 1 - The M @ the Edge

Opa's House

Ada's Garden by the Sea Apt#2

Atenas: Guesthouse 3 in nature in Vista Atenas

Simpson Bay Beach 1 bed Apt Topdeck. Ocean views

Pool side Deluxe Cottage

Exclusive Getaway - King Bed | Pool | Nature

Bungalow in the lowlands
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