Holiday rentals in Gilligans Island

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Top-rated holiday rentals in Gilligans Island

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite

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

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.

4.99 out of 5 average rating, 300 reviews

Top guest favourite

A spacious bed is dressed with crisp white linens and accented by three neutral-toned pillows. A brown hat rests on the bed, adding a touch of character. A dresser is visible in the background, providing additional storage options.

Cottage in Yauco

Casa Ámbar | The Little House

Minimalist and at the same time cozy house. A simple space, to get rid of luxuries and enjoy nature. If it is open to something different, this place made with a lot of love is for you. ⭐️Before booking: We are in a rural area about 20 minutes from the town. We strongly recommend arriving during the day, but if you will be arriving at night, it is essential that you follow the check-in instructions exactly to ensure a smooth check-in. DO NOT take the PR-375 or any routes that seem “shorter.”

4.92 out of 5 average rating, 581 reviews

Top guest favourite

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

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! ❄️ No A/C: Due to our mountain location, our home does NOT have air conditioning in any rooms or areas. Night temps: 68-70°F.

4.98 out of 5 average rating, 296 reviews

Top guest favourite

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 Aguadilla

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.

4.96 out of 5 average rating, 393 reviews

Guest favourite

An aerial view showcases a charming property situated alongside calm waters. A private dock extends into the bay, providing access for small boats. Lush greenery envelops the area, and outdoor seating is visible on the porch, creating a serene connection to nature.

Flat in Guánica

Waterfront Apartment at Ensenda Bay

Our apart is located in front of the Ensenada Bay, it is close to many beaches (Playa Santa, Tamarindo, El Canal de Ballenas, Guilligan Island, Parguera) and the Dry Forest. You’ll love our place because the nature, environment and the coziness...... it is excellent for couples, group of friends, solo adventurers, and families (with kids). You can do hiking, mountain biking, paddle board, fishing, boating, scuba dive, swimming, jogging or just to relax among the hammocks at the priva

4.85 out of 5 average rating, 441 reviews

Guest favourite

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

Sunset Hill, Rincón | Romantic Chalet & Tree House

Cozy house located on the hill of the Atalaya neighborhood of Rincón. From the accommodation you can enjoy an incredible panoramic view, where the best sunsets in the town of beautiful sunsets are captured. The place consists of two bedrooms, a living room, kitchen, bathroom, and a beautiful terrace on the roof of the house. One of the rooms has a private balcony, and from the kitchen you have access to a rustic balcony that allows fresh air into the house.

4.9 out of 5 average rating, 525 reviews

Top guest favourite

A charming cottage nestled among lush tropical foliage is seen by a serene natural pool. A wooden deck extends over the water, providing a cozy seating area. A shaded patio umbrella is positioned nearby, adding to the tranquil ambiance of the surroundings.

Cottage in Adjuntas

Casita Retreat River Pool Oasis

Relax and disconnect at this truly unique and tranquil getaway. This beautiful private cottage for couples located in the town of Adjuntas has a stunning natural pool, private waterfall, green roofs, relaxing hot water tub (wood fire heated), and exclusive access to the Tanama River. With more than a mile of trails to clear your mind, it promises to be excellent for your hiking, swimming, and exploration and enjoyment of nature!

5.0 out of 5 average rating, 139 reviews

Guest favourite

Home in Ponce

Bubble Puerto Rico Panoramic Private Heating Pool

Staying in Puerto Rico surrounded by nature has never been so impressive! For the first time in Puerto Rico, you will experience staying in a pyramid-style room with a panoramic glass view surrounded by nature. Immerse yourself in tranquility while exploring this stunning accommodation, overlooking nature, mountain, privacy, river. Immerse yourself in an unforgettable journey where the beauty of nature meets exquisite luxury.

4.93 out of 5 average rating, 151 reviews

Top guest favourite

The modern bathroom features a dual-sink vanity with elegant faucets and large mirrors. Natural light filters through a skylight, illuminating the spacious shower area, which is enclosed with glass. Textured walls and plants add a touch of nature to the serene environment.

Shipping container in Lajas

Las Piñas Luxe with dual shower and jacuzzi

Peaceful retreat to unwind and reconnect with nature or your significant other. This thoughtfully designed container home features a dual-shower bathroom with skylight, full kitchen, and cozy indoor/outdoor layout. Enjoy a private jacuzzi, fire pit, panoramic deck, and BBQ ready patio perfect for sunsets and stargazing. Surrounded by nature, in a quiet area just minutes from top beaches and restaurants.

4.98 out of 5 average rating, 163 reviews

Top guest favourite

Cabin in Lares

Rocky Road Cabin / Piscina Climatizada

Take it easy at this unique and tranquil getaway. Luxurious cabin with cozy private facilities, surrounded by nature and mountains in the village of Lares. Rocky Road Cabin provides a cozy and serene environment, ideal for enjoying as a couple, offering rest and tranquility. This cabin is equipped with all the essential amenities to ensure a pleasant stay.

5.0 out of 5 average rating, 217 reviews

Guest favourite

Cabin in San Sebastián

Monte Sereno · Private Heated Pool Retreat

Escape to a private and romantic getaway with a heated pool, stunning mountain views and total privacy. Just minutes from rivers, waterfalls and local dining, this modern retreat is designed for couples looking to relax and disconnect. Enjoy peace of mind with a backup generator, water cistern and solar heater for a comfortable and uninterrupted stay.

4.96 out of 5 average rating, 105 reviews

Top guest favourite

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

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.

4.95 out of 5 average rating, 222 reviews