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 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, 577 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, 293 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, 440 reviews

Top guest favourite

An outdoor area features a spacious pool surrounded by lush greenery. A covered gazebo with a bar and seating area is visible, complemented by a television mounted on the wall. Bright blue skies and distant mountains provide a scenic backdrop.

Home in San Sebastián

Loma Del Sol House

Now with Pool Heater Escape to the charming countryside of San Sebastián and discover a retreat where tranquility and natural beauty blend perfectly. This cozy getaway offers breathtaking views and golden sunsets that paint the sky. Relax in three comfortable bedrooms that accommodate up to ten guests. Enjoy a splendid pool and a charming gazebo, perfect for gathering with friends and family. Grill your favorite meats on the BBQ, creating unforgettable memories under the starry sky.

4.95 out of 5 average rating, 153 reviews

Top guest favourite

A serene swimming hole is nestled among lush greenery, with clear water reflecting the surrounding foliage. Gentle cascades of a small waterfall are visible in the background, enhancing the tranquil atmosphere of the forest. Sunlight filters through the leaves, creating a soft glow.

Cottage in Peñuelas

Casa Kadam: Puerto Rico Rainforest Retreat

Like a treehouse nestled in the forest, this eco-cottage ( solar powered ) is perfect for unwinding, quiet reflection and communion with nature. Bathe in the pure, healing waters of Quebrada Lucia flowing through the farm ( private swimming !) "...sprinkled with perfume and spread with flowers..." This property is a living organic farm/retreat dedicated to regenerative farming, yoga/meditation and habitat regeneration as contributions to the healing of our society and planet.

4.98 out of 5 average rating, 243 reviews

Top guest favourite

Cottage in Utuado

Hacienda Los Custodio "House on the Clouds"

🇵🇷 We are proud to offer you our EQUIPPED and cozy COUNTRY HOUSE with a "Diesel Generator" and "2 Water Tanks". Enjoying Quality of Life like this: Utuadeña 🌺 area is very quiet so that the Guest feels happy, just like at home. 🌼 Centrally located (13 minutes) from "Down Town" with a variety of cuisine and mountain adventures; a true tropical paradise. You ☘ will rest on "Las Nubes" contemplating a dreamy Panoramic View; which only "the wonders of the countryside" offer.

4.96 out of 5 average rating, 511 reviews

Guest favourite

A wooden terrace features comfortable seating arrangements and a private pool. String lights enhance the ambiance above, while a Puerto Rican flag is displayed prominently. The view of the surrounding landscape and lake creates a serene atmosphere, perfect for relaxing moments.

Home in Ensenada

Beach House w Pool - Playa Santa

Discover paradise in our Casa Perla! The wooden terrace with a private pool is the perfect space, with a hammock, TV and lake views for unforgettable moments. With 3 bedrooms, it comfortably accommodates up to 9 people. One minute away from Playa Santa and close to gems such as Playa la Jungla, Isla Guilligan, La Parguera, Bahía Bioluminiscente, Finca El Girasol, El Fuerte Caprón, Boquerón and much more. We have backup power with solar panels.Your dream escape awaits!

4.94 out of 5 average rating, 108 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, 135 reviews

Superhost

Cottage in Guánica

Steps to Playa Santa Pool Table BBQ & Now w Pool

Just steps from Playa Santa, this coastal getaway offers a peaceful retreat for families and beach lovers alike. Enjoy the spacious outdoor area for ultimate relaxation and fun. NOW with pool and many extras! 🏖️ Steps from Playa Santa and La Jungla Beach 💦 Brand new underground pool with gazebo 👧 Fully fenced 🌅 Wrap-around balcony 🎱 Pool table, BBQ, and hammock for fun 📅 Book your beach getaway today Boricua-owned! 🇵🇷

4.83 out of 5 average rating, 115 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, 145 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, 154 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, 208 reviews