Owner Direct Vacation Rentals in Cook Island

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  5.  Cook Island

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296 Cook Island Vacation Homes From $173

Looking for the ideal vacation rental in Cook 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.

Ocean Depth Room at Barnacle Resort
Ocean Depth Room at Barnacle Resort
Apartment
Big Pine Key, FL, USA
2.6k from Cook Island center

Apartments, Cheap, Accommodations, Parking, Pet-friendly, Lodgings, Beach, Places to stay

1 Bedroom4 Guests
7.3

Good

3 reviews

$505
Average price / night
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Ocean Front Beach Home on Semi Private Island Only Accessible by Boat
Ocean Front Beach Home on Semi Private Island Only Accessible by Boat
House
Cook Island, FL, 33043, United States
0.4k from Cook Island center

AC, Extra Bed, Internet, No Smoking

3 Bedrooms8 Guests
New to Booking
$597
Average price / night
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Ocean View Room at Barnacle Resort
Ocean View Room at Barnacle Resort
Apartment
Big Pine Key, FL, USA
2.6k from Cook Island center

Apartments, Accommodations, Parking, Pet-friendly, Lodgings, Beach, Places to stay, Family

1 Bedroom4 Guests
9.5

Superb

4 reviews

$492
Average price / night
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300’ Private Beach, Pool & Rooftop w Panoramic Ocean Views
300’ Private Beach, Pool & Rooftop w Panoramic Ocean Views
House
Big Pine Key, FL, 33043, United States
1.6k from Cook Island center

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

4 Bedrooms10 Guests
10.0

Exceptional

2 reviews

$1199
Average price / night
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Star Room at Barnacle Resort
Star Room at Barnacle Resort
Apartment
Big Pine Key, FL, USA
2.6k from Cook Island center

Apartments, Accommodations, Parking, Pet-friendly, Lodgings, Beach, Places to stay, Family

1 Bedroom2 Guests
9.0

Fabulous

2 reviews

$385
Average price / night
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Ocean View Suite Barnacle Resort
Ocean View Suite Barnacle Resort
Apartment
Big Pine Key, FL, 33043-3511, United States
2.6k from Cook Island center

AC, Balcony, Barbecue, Free Parking, Internet, Microwave, No Smoking, Outdoor Space, Patio

1 Bedroom4 Guests
New to Booking
$530
Average price / night
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Beach View Room at Barnacle Resort
Beach View Room at Barnacle Resort
Apartment
Big Pine Key, FL, USA
2.6k from Cook Island center

Apartments, Accommodations, Parking, Pet-friendly, Lodgings, Beach, Places to stay

1 Bedroom2 Guests
New to Booking
$499
Average price / night
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Star Room Barnacle Resort
Star Room Barnacle Resort
Apartment
Big Pine Key, FL, 33043-3511, United States
2.6k from Cook Island center

AC, Barbecue, Free Parking, Internet, Microwave, Outdoor Space, TV

1 Bedroom2 Guests
8.8

Fabulous

5 reviews

$519
Average price / night
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Treehouse Private Village at Barnacle Resort
Treehouse Private Village at Barnacle Resort
House
Big Pine Key, FL, USA
2.6k from Cook Island center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

1 Bedroom4 Guests
7.7

Good

3 reviews

$560
Average price / night
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Treehouse Private Village Barnacle Resort
Treehouse Private Village Barnacle Resort
Cabin
Big Pine Key, FL, 33043-3511, United States
2.6k from Cook Island center

AC, Balcony, Barbecue, Free Parking, Internet, Kitchen, Microwave, No Smoking, Outdoor Space

1 Bedroom4 Guests
8.6

Fabulous

4 reviews

$724
Average price / night
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Sunset Retreat
Sunset Retreat
House
Big Pine Key, FL, USA
3.3k from Cook Island center

Barbecue/Outdoor Cooking, Pool, Internet, Laundry, Child Friendly

3 Bedrooms6 Guests
New to Booking
$742
Average price / night
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Beach View Room Dormitory Room Barnacle Resort
Beach View Room Dormitory Room Barnacle Resort
Apartment
Big Pine Key, FL, 33043-3511, United States
2.6k from Cook Island center

AC, Balcony, Barbecue, Free Parking, Internet, Microwave, No Smoking, Outdoor Space, Patio

1 Bedroom2 Guests
New to Booking
$516
Average price / night
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Cayman Cottage
Cayman Cottage
House
Summerland Key, FL, USA
4.0k from Cook Island center

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

3 Bedrooms6 Guests
New to Booking
$247
Average price / night
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New 3BR Ocean-Side Home on Little Torch Key, hidden gem - 28 Miles from Key West
New 3BR Ocean-Side Home on Little Torch Key, hidden gem - 28 Miles from Key West
House
Summerland Key, FL, 33042, United States
2.8k from Cook Island center

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

3 Bedrooms6 Guests
New to Booking
$535
Average price / night
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Experience Coastal Living at its Best Florida Keys
Experience Coastal Living at its Best Florida Keys
House
Summerland Key, FL, USA
4.5k from Cook Island center

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

1 Bedroom4 Guests
New to Booking
$293
Average price / night
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Keys To The Kingdom! Private Oceanfront Retreat with Beach and Pool
Keys To The Kingdom! Private Oceanfront Retreat with Beach and Pool
House
Big Pine Key, FL, 33043, United States
2.8k from Cook Island center

AC, Balcony, Barbecue, Crib, Dryer, Free Parking, Heater, Hot Tub, Internet

3 Bedrooms6 Guests
10.0

Exceptional

3 reviews

$615
Average price / night
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FLORIDA KEYS PARADISE! HEATED SWIMMING POOL
FLORIDA KEYS PARADISE! HEATED SWIMMING POOL
House
Little Torch Key, FL, 33042, United States
3.0k from Cook Island center

AC, Balcony, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms8 Guests
9.8

Exceptional

9 reviews

$477
Average price / night
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Luxury and Lovely Water Front House
Luxury and Lovely Water Front House
House
Big Pine Key, FL, 33043, United States
3.0k from Cook Island center

AC, Balcony, Barbecue, Dryer, Extra Bed, Free Parking, Internet, Kitchen, Laundry

3 Bedrooms4 Guests
10.0

Exceptional

6 reviews

$270
Average price / night
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Beautiful Keys Home w/ Open Water Views & 90' Dock
Beautiful Keys Home w/ Open Water Views & 90' Dock
House
Little Torch Key, FL, 33042, United States
3.0k from Cook Island center

AC, Balcony, Barbecue, Dryer, Elevator, Free Parking, Heater, Internet, Kitchen

3 Bedrooms8 Guests
10.0

Exceptional

6 reviews

$475
Average price / night
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Beautiful 2/2 Waterfront Designer Home for your family vacation
Beautiful 2/2 Waterfront Designer Home for your family vacation
House
Little Torch Key, FL, 33042, United States
3.1k from Cook Island center

AC, Balcony, Barbecue, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen

2 Bedrooms6 Guests
9.8

Exceptional

39 reviews

$220
Average price / night
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SPECTACULAR SUNSETS-60' DOCK SO CLOSE TO OPEN WATER--- LITTLE TORCH KEY
SPECTACULAR SUNSETS-60' DOCK SO CLOSE TO OPEN WATER--- LITTLE TORCH KEY
House
Little Torch Key, FL, 33042, United States
3.1k from Cook Island center

AC, Balcony, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms8 Guests
10.0

Exceptional

11 reviews

$173
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 Cook Island.

Cook Island Vacation Rentals on the Map

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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 Cook Island. If you plan on staying in the Cook 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 Cook Island

You can explore 296 verified vacation rentals in Cook 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 Cook Island vary depending on the season, property size, and location. Rates typically start from around $173 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 Cook 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 Cook Island welcome pets. Currently, 42 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 Cook Island often include amenities such as Internet, 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.