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Holiday houses in Gilligans Island

Find and book unique accommodation on Airbnb

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
4.99 out of 5 average rating, 294 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 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
4.94 out of 5 average rating, 108 reviews

Beach House w Pool - Playa Santa

¡Descubre el paraíso en nuestra Casa Perla! La terraza en madera con piscina privada es el espacio perfecto, con hamaca, TV y vistas al lago para momentos inolvidables. Con 3 habitaciones, acoge cómodamente hasta 9 personas. A un minuto de distancia de Playa Santa y cerca de joyas como Playa la Jungla, Isla Guilligan, La Parguera, Bahía Bioluminiscente, Finca El Girasol, El Fuerte Caprón, Boquerón y mucho más. Contamos con backup de energía con paneles solares.¡Tu escape de ensueño te espera!

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
4.98 out of 5 average rating, 293 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! ❄️ 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.

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.
Apartment in Guánica
4.85 out of 5 average rating, 440 reviews

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

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
4.92 out of 5 average rating, 577 reviews

Casa Ámbar | La Casita

Casa minimalista y a la vez acogedora. Un espacio sencillo, para desprenderse de los lujos y disfrutar de la naturaleza. Si está abierto a algo diferente, este lugar hecho con mucho amor es para ti. ⭐️Antes de reservar: Estamos en una zona rural a unos 20min del pueblo. Recomendamos grandemente llegar de día pero si llegarás de noche, es indispensable que sigas exactamente las instrucciones de llegada para un check-in tranquilo. NO tomes la PR-375 ni rutas que parezcan mas "cortas".

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
4.95 out of 5 average rating, 153 reviews

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.

Top Guest favourite
Home in Yauco PR
5.0 out of 5 average rating, 219 reviews

Welcome to the Hidden Corner!

Welcome to the Hidden Corner where you will feel right at home. It is a very safe and quiet neighborhood with parking. Relax in the backyard over looking the mountains. You will find restaurants and supermarkets minutes away, many popular beaches within 20-30 minute drive. Shopping Mall 3 minutes away, ATM machines, downtown souvenir shops and much more. You will also be able to enjoy Yauco's famous Yaucromatic, amazing street art located on Calle E Sanchez Lopez right down town.

Guest favourite
Home in Ponce
4.93 out of 5 average rating, 146 reviews

Bubble Puerto Rico Panoramic Private Heating Pool

¡Jamás había sido tan impresionante alojarte en Puerto Rico rodeado de la naturaleza! Por primera vez experimentarás en Puerto Rico alojarte en una habitación al estilo pirámide completamente con vista panorámica en cristal rodeado de la naturaleza. Sumérgete en la tranquilidad mientras exploras este impresionante alojamiento, con vistas a la naturaleza, montaña, privacidad, río. Sumérgete en un viaje inolvidable donde la belleza de la naturaleza se encuentra con el lujo exquisito.

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
4.98 out of 5 average rating, 243 reviews

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.

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
5.0 out of 5 average rating, 136 reviews

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!

Superhost
Cottage in Guánica
4.83 out of 5 average rating, 115 reviews

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! 🇵🇷

Top Guest favourite
Cabin in Calabazas
4.95 out of 5 average rating, 554 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.

Popular amenities for Gilligans Island holiday rentals