Owner Direct Vacation Rentals in Gilligan's Island

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  4.  Guanica
  5.  Gilligan's Island

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49 Gilligan's Island Vacation Homes From $94

Looking for the ideal vacation rental in Gilligan's Island? Discover an extensive gallery of private rentals offering space, comfort, and authentic local character. Owner Direct simplifies your search by matching you with verified property options.

Guanica Malecon Bay House in a comfortable and quiet place
Guanica Malecon Bay House in a comfortable and quiet place
House
Guanica, Puerto Rico
3.7k from Gilligan's Island center

Air Conditioner, Parking, Fireplace/Heating, Internet, Security/Safety, Balcony/Terrace, Child Friendly

3 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$239
Average price / night
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Villa Mariposa/Majestic infinity pool by the sea
Villa Mariposa/Majestic infinity pool by the sea
Villa
Guanica, 00653, Puerto Rico
0.1k from Gilligan's Island center

AC, Balcony, Barbecue, Crib, Dryer, Free Parking, Internet, Kitchen, Living Area

5 Bedrooms10 Guests
New to Booking
$1949
Average price / night
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Las Palmas Beach House with Private Pool and Pool Table
Las Palmas Beach House with Private Pool and Pool Table
House
Ensenada, Puerto Rico
7.7k from Gilligan's Island center

Accommodations, Villas, Vacation homes, Cottages, Lodgings, Places to stay

1 Bedroom8 Guests
New to Booking
$461
Average price / night
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Beach retreat w/ private pool & Caribbean views - newly remodeled in 2024
Beach retreat w/ private pool & Caribbean views - newly remodeled in 2024
House
Guanica, 00653, Puerto Rico
0.1k from Gilligan's Island center

AC, Balcony, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area

4 Bedrooms8 Guests
9.6

Exceptional

71 reviews

$775
Average price / night
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Cabanas Playa Santa/Apto. A/Swimming Pool/Pool Table/WIFI/3 min Beaches
Cabanas Playa Santa/Apto. A/Swimming Pool/Pool Table/WIFI/3 min Beaches
Apartment
Guanica, Puerto Rico
8.0k from Gilligan's Island center

Apartments, Cheap, Accommodations, Pools, Parking, Lodgings, Places to stay, Family, Self-catering

4 Bedrooms16 Guests
10.0

Exceptional

4 reviews

$351
Average price / night
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Tu Casa at Mary Lee's by the Sea
Tu Casa at Mary Lee's by the Sea
House
Guánica, 00653, Puerto Rico
0.3k from Gilligan's Island center

AC, Balcony, Barbecue, Extra Bed, Free Parking, Internet, Kitchen, Microwave, No Smoking

4 Bedrooms12 Guests
9.8

Exceptional

8 reviews

$789
Average price / night
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Cabanas Playa Santa Apartamento E
Cabanas Playa Santa Apartamento E
Apartment
Guanica, Puerto Rico
8.0k from Gilligan's Island center

Apartments, Accommodations, Pools, Parking, Lodgings, Beach, Places to stay, Family

2 Bedrooms8 Guests
New to Booking
$254
Average price / night
Check Availability
Villa Pacifica at Mary Lee's by the Sea
Villa Pacifica at Mary Lee's by the Sea
House
Guánica, 00653, Puerto Rico
0.3k from Gilligan's Island center

AC, Balcony, Barbecue, Crib, Free Parking, Hot Tub, Internet, Kitchen, Living Area

5 Bedrooms16 Guests
10.0

Exceptional

3 reviews

$814
Average price / night
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Cabanas Playa Santa Apto D Piscinas Solar Energy
Cabanas Playa Santa Apto D Piscinas Solar Energy
Apartment
Guanica, Puerto Rico
8.0k from Gilligan's Island center

Apartments, Cheap, Accommodations, Pools, Parking, Lodgings, Places to stay, Family, Self-catering

2 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$220
Average price / night
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Three-bedroom, two-bathroom residence featuring a fully equipped kitchen
Three-bedroom, two-bathroom residence featuring a fully equipped kitchen
House
Guanica, 00653, Puerto Rico
4.0k from Gilligan's Island center

AC, Balcony, Free Parking, Internet, Kitchen, Outdoor Space, Patio, TV

3 Bedrooms6 Guests
New to Booking
$238
Average price / night
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Cabana Playa Santa Apto C Piscinas Solar Energy
Cabana Playa Santa Apto C Piscinas Solar Energy
Apartment
Guanica, Puerto Rico
8.0k from Gilligan's Island center

Apartments, Accommodations, Pools, Parking, Lodgings, Places to stay

2 Bedrooms7 Guests
New to Booking
$202
Average price / night
Check Availability
Marvelous 3-bedroom house with AC in charming Guánica
Marvelous 3-bedroom house with AC in charming Guánica
House
Guánica, 00653, Puerto Rico
4.0k from Gilligan's Island center

AC, Dryer, Heater, Laundry, No Smoking, Washer

3 Bedrooms6 Guests
New to Booking
$1159
Average price / night
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Palmeras Beach Apartments - Playa Santa
Palmeras Beach Apartments - Playa Santa
Apartment
Guanica, Puerto Rico
8.0k from Gilligan's Island center

Apartments, Cheap, Accommodations, Parking, Lodgings, Vacation rentals, Places to stay, Family, Self-catering

8 Bedrooms27 Guests
9.6

Exceptional

130 reviews

$251
Average price / night
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Charming 2-bedroom apartment with AC, WiFi in beautiful Guánica
Charming 2-bedroom apartment with AC, WiFi in beautiful Guánica
Apartment
Guánica, 00647, Puerto Rico
5.4k from Gilligan's Island center

AC, Heater, Internet, Laundry, No Smoking, Washer

2 Bedrooms6 Guests
New to Booking
$176
Average price / night
Check Availability
Villa VIP Deluxe, Puerta Del Sol-Min. 2 night Stay
Villa VIP Deluxe, Puerta Del Sol-Min. 2 night Stay
Villa
Guanica, Puerto Rico
8.1k from Gilligan's Island center

Kitchen, Parking, Balcony/Terrace, Air Conditioner, Pool, Private Beach, Internet

1 Bedroom10 Guests
New to Booking
$311
Average price / night
Check Availability
Villa Cielomar, Beautiful Chalet  Beach House
Villa Cielomar, Beautiful Chalet Beach House
Ski Chalet
Guánica, 00647, Puerto Rico
5.6k from Gilligan's Island center

AC, Balcony, Barbecue, Free Parking, Internet, Kitchen, Laundry, Microwave, No Smoking

3 Bedrooms10 Guests
10.0

Exceptional

6 reviews

$508
Average price / night
Check Availability
Playa santa - 2 mins walking distance to the beach. Electric generator.
Playa santa - 2 mins walking distance to the beach. Electric generator.
House
Guánica, 00647, Puerto Rico
5.9k from Gilligan's Island center

AC, Laundry, No Smoking, Washer

3 Bedrooms12 Guests
10.0

Exceptional

1 reviews

$593
Average price / night
Check Availability
Your tropical escape in Playa Santa, Guanica. Beach days starts here.
Your tropical escape in Playa Santa, Guanica. Beach days starts here.
Apartment
Guánica, 00653, Puerto Rico
6.2k from Gilligan's Island center

AC, Internet

2 Bedrooms4 Guests
New to Booking
$94
Average price / night
Check Availability
El Batey Sweet Escape
El Batey Sweet Escape
Apartment
Guanica, 00653, Puerto Rico
6.3k from Gilligan's Island center

AC, Balcony, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave

3 Bedrooms6 Guests
10.0

Exceptional

23 reviews

$171
Average price / night
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Guánica Bay House 3/2 with Game/Movie Room, Fully Renovated
Guánica Bay House 3/2 with Game/Movie Room, Fully Renovated
House
Guánica, 00653, Puerto Rico
7.0k from Gilligan's Island center

AC, Arcade, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave

3 Bedrooms6 Guests
10.0

Exceptional

4 reviews

$170
Average price / night
Check Availability
Cabanas Playa Santa/Apto.B/ Mesa de billar/ Piscinas /barbacoa/ Renovable Energy
Cabanas Playa Santa/Apto.B/ Mesa de billar/ Piscinas /barbacoa/ Renovable Energy
Apartment
Guánica, 00653, Puerto Rico
7.7k from Gilligan's Island center

AC, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave

2 Bedrooms8 Guests
10.0

Exceptional

2 reviews

$390
Average price / night
Check Availability

Pro Tip:
OwnerDirectVacationRental aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Vacation Rentals in Gilligan's Island.

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Endless Variety

From oceanfront condos and coastal cottages to luxury villas and family homes, there's a rental to fit every traveler and budget.

Frequently Asked Questions

There are a lot of options in Gilligan's Island. If you plan on staying in the Gilligan's Island area, consider making a reservation for a few nights at one of these properties as these have been rated the top Vacation Rentals in Gilligan's Island

You can explore 49 verified vacation rentals in Gilligan's Island. Our listings are sourced from a range of trusted providers, giving you access to a wide selection of private homes, apartments, and unique stays—all in one place.

Vacation rental prices in Gilligan's Island vary depending on the season, property size, and location. Rates typically start from around $94 per night, with higher prices for larger homes or peak travel periods. Comparing available options can help you find a stay that matches both your budget and travel plans.

Most vacation rentals in Gilligan's Island include fully equipped kitchens, making it easy to prepare meals and enjoy a more flexible stay. This is especially useful for families, longer stays, or travelers who prefer a home-like experience.

Yes, many vacation rentals in Gilligan's Island welcome pets. Currently, 13 listings allow pets, although specific policies may vary by property. You can filter for pet-friendly options to quickly find suitable accommodations.

For popular travel periods such as holidays or peak seasons, it's recommended to book your vacation rental 60 to 90 days in advance to secure the best options. During quieter times, you may still find good availability closer to your travel dates.

Vacation rentals in Gilligan's Island often include amenities such as Balcony/Terrace, View, and Ocean View. These features provide added comfort and convenience, making them a popular choice for travelers seeking more space and privacy.

You can use filters to narrow down your search by criteria such as number of bedrooms, guest ratings, or specific amenities like private pools or beachfront access. This makes it easier to find a property that fits your exact needs and preferences.