
Holiday rentals 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.

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, 299 reviews
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
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
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
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
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, 512 reviews
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, 524 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!
5.0 out of 5 average rating, 138 reviews
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, 150 reviews
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
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, 215 reviews
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, 103 reviewsPopular amenities for Gilligans Island holiday rentals
Other great holiday rentals in Gilligans Island

Villa Sunset Breeze: Private Pool | Panoramic View
5.0 out of 5 average rating, 354 reviews
Couples Lakefront Retreat – Kayak & Boat options
4.95 out of 5 average rating, 420 reviews
Casa Kadam: Puerto Rico Rainforest Retreat
4.98 out of 5 average rating, 244 reviews
Loma Del Sol House
4.95 out of 5 average rating, 155 reviews
Welcome to the Hidden Corner!
5.0 out of 5 average rating, 222 reviews
Monte Lindo Chalet (Romantic cabin in the woods)
4.98 out of 5 average rating, 275 reviews
Rancho del Gigante Cabin
4.89 out of 5 average rating, 423 reviews
Tu Casa at Mary Lee's by the Sea
4.93 out of 5 average rating, 84 reviewsDestinations to explore
- San Juan Holiday rentals
- Higüey Holiday rentals
- Carolina Holiday rentals
- Santiago De Los Caballeros Holiday rentals
- Las Terrenas Holiday rentals
- Punta Cana Holiday rentals
- Santo Domingo Este Holiday rentals
- Santo Domingo Holiday rentals
- Fajardo Holiday rentals
- Puerto Plata Holiday rentals
- Jarabacoa Holiday rentals
- Culebra Holiday rentals
- Playa El Combate
- Buyé Beach
- Playa Jobos
- Montones Beach
- Playa Puerto Nuevo
- Domes Beach
- Club Deportivo del Oeste
- Los Tubos Beach
- Cueva del Indio
- La Guancha
- Yaucromatic
- Surfer's Beach
- Gozalandia Waterfall
- Camuy Caves
- Playa puerto nuevo
- Middles Beach
- Boquerón Beach National Park
- Túnel Guajataca
- El Faro De Rincón
- El Paterre
- Playa Córcega
- Parque de Colón
- Museo Castillo Serralles
- Puerto Rico Premium Outlets





