Vacation rentals in Gilligans Island

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Top-rated vacation rentals in Gilligans Island

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Guest favorite

An aerial view depicts a charming property surrounded by lush greenery, with a wooden dock extending into calm waters. A kayak is visible near the dock, inviting guests to explore the serene bay. The home features multiple outdoor seating areas beneath a covered porch.

Apartment in Guánica

4.9 out of 5 average rating, 535 reviews

Studio at Ensenada Bay Apartments!

Our studio is perfect to spent your dream vacation. It gives flexibility to relax and wake up in the morning with the nice morning breeze and a puertorrican expreso coffee cup. From this strategic location, you can explore several beaches around it, such as Guilligan, Ballena, Playa Santa, La Jungla, Parguera, Tamarindo, and many others. Also, it gives an excellent location for mountain biking and hiking at the Natonal Dry Forest, Las Pardas, Pitufos, and many others. Also, you can paddle board from our dock and see the nature of our Ensenada bay.

Top guest favorite

A charming cabin crafted from natural materials is positioned atop a wooden structure. A thatched roof provides shade, while large glass doors invite light. A pool is visible in the foreground, reflecting the blue sky and surrounding greenery.

Cabin in Isabela

4.98 out of 5 average rating, 170 reviews

Casa Lola PR

In Casa Lola, nature is the protagonist of a hidden spot surrounded by mountains in Isabela. Unique views and a perfect place to disconnect and reconnect with your couple…. Come and enjoy our beautiful cabin on top of the mountain, completely private and experience the best nature environment. Fully equipped kitchen, indoor and outdoor showers, loft room with amazing sunrise and sunset views, infinity pool, sun chairs and relaxing hammock. A place that invites you to come again…..just enjoy.

Guest favorite

A tranquil beach scene is depicted, featuring soft sandy shores that gently transition into calm blue waters. In the distance, lush green hills rise along the horizon, contrasting with the clear sky dotted with fluffy white clouds.

Home in Guánica

4.92 out of 5 average rating, 166 reviews

Guánica- La Laguna House (Home away from Home!)

Forget your worries in this spacious and serene space you can call home away from home! Our home has solar panels with battery backup so you can enjoy your stay worry free. Close to tons of different beaches ⛱️, trails, forts, restaurants and the best dry forest in the Caribbean "el yunque" & so much more. Beaches to enjoy: La Jungla, Playa Santa, Tamarindo Beach & more. Trails to explore: Ballena trail, Cueva trail and Fort Caprón, once an observation point during the Spanish colonization.

Guest favorite

A modern chalet with a triangular glass structure features a wooden base, surrounded by lush greenery. A crescent moon sculpture adds a decorative touch. The expansive terrace overlooks rolling hills and distant mountains, illuminated by soft sunlight filtering through the clouds.

Home in Rincón

4.91 out of 5 average rating, 406 reviews

Sunset Hill, Rincón | Romantic Chalet & Tree House

Acogedora casa localizada en la colina del barrio Atalaya de Rincón. Desde el alojamiento podrás disfrutar de una increíble vista panorámica, donde se capturan las mejores caídas del sol del pueblo de los bellos atardeceres. El lugar está compuesto por dos habitaciones, sala, cocina, baño y una hermosa terraza en el techo de la vivienda. Una de las habitaciones tiene balcón privado, al igual que desde la cocina tienes acceso a un rústico balcón que permite la entrada de aire fresco a la casa.

Top guest favorite

A shaded hammock area is featured on a wooden deck, facing the ocean. Gentle waves reflect sunlight in the background, while decorative strings of lights add a relaxing ambiance. A person is reclining in the hammock, enjoying the serene waterfront view.

Home in Borinquen

4.95 out of 5 average rating, 325 reviews

The Nest at Crash Boat. Only waterfront on Beach

Enjoy romantic sunsets right on your front steps. The Nest is the only exclusive waterfront property on beautiful Crash Boat Beach. Relax on your very own beachfront deck complete with a shaded hammock area and a lounging sunbed area that complements our cozy air-conditioned studio apartment overlooking the ocean. Our beautiful outdoor garden shower and exterior bathroom are an experience all on their own. Two guest parking spaces are located right on the property for your convenience.

Guest favorite

Large glass doors open to reveal a view of the outdoor pool area, framed by greenery and rolling hills under a bright sky. Natural wood elements in the interior provide a rustic feel, while a comfortable chair offers a cozy spot to relax.

Cabin in Calabazas

4.95 out of 5 average rating, 432 reviews

Spectacular private cabin with heated pool.

Relájate en una cabaña privada, rústica y elegante, ideal para una escapada en pareja. Disfruta de vistas espectaculares a las montañas de San Sebastián y de una piscina climatizada solo para ustedes. La propiedad incluye gazebo, área de fogata y espacios al aire libre llenos de tranquilidad. A minutos de excelentes restaurantes y ríos hermosos. Una experiencia única de confort, naturaleza y privacidad.

Guest favorite

A cozy interior features a spacious bed complemented by a light-colored blanket. A hanging chair adds charm, while large red-framed windows provide views of the surrounding greenery. A flat-screen TV and plants contribute to the inviting setting, enhanced by natural light and wooden ceiling beams.

Place to stay in Bateyes

4.96 out of 5 average rating, 239 reviews

Hacienda Escondida

Hacienda Escondida Couples Retreat is the best option to get out of the routine and enjoy this charming and romantic setting with your partner, surrounded by the best landscapes of nature. Connect with the outdoors while relaxing in a cozy Jacuzzi and enjoy a special moment with your loved one. Hacienda Escondida Couples Retreat is the perfect choice for your vacation. Adults only.

Guest favorite

An outdoor deck area features comfortable seating arrangements with cushions and decorative plants. A view of the serene ocean and lush greenery is visible in the background, complemented by sails providing shade. Pathway stones lead to the deck, enhancing the natural surroundings.

Shipping container in Lajas

4.93 out of 5 average rating, 183 reviews

Casa Playita with Ocean View in La Parguera, PR

Enjoy the sounds of nature when you stay in this unique place. Right on top of the ocean. Amazing diving spots nearby. Walking distance from the town of La Parguera, restaurants, scuba operators and boat rentals. Reconnect with nature at this unforgettable escape. The south of Puerto Rico is recognized for its calm waters making the place for a perfect get away. No pet friendly.

Top guest favorite

An aerial view of a spacious home surrounded by lush greenery. The pink-roofed structure features a central pool area, complete with lounge chairs. The property is set amidst tropical landscaping, enhancing the serene atmosphere of the location.

Home in Adjuntas

4.98 out of 5 average rating, 242 reviews

Secluded Coffee Farmhouse w/ Heated Pool & Chimney

Owned 100% by a local family from Adjuntas, PR—two women veterans and a former firefighter—Hacienda del Holandés is a mountain escape on a working coffee farm. Fall asleep to the Coquí, wake to birdsong, sip coffee with stunning views, relax in the heated pool, and end your day by the fire pit or chimney. Perfect for unwinding, exploring, and reconnecting. BOOK NOW!

Top guest favorite

An aerial view of the property reveals a modern house surrounded by landscape, with a sparkling pool and outdoor seating beneath a pergola. Soft lighting highlights the welcoming gathering area, creating a serene atmosphere for relaxation.

Tiny home in Añasco

4.95 out of 5 average rating, 122 reviews

Montaña Viva PR

Viva mountain is a magical place surrounded by the big river of Añasco. Here you can restart and make direct contact with nature. It is created with the most delicate details with our guests in mind. Here you can feel the cool breeze of the river, see the birds fly, hear their song and admire the beauty of mother nature.