Oceanfront Rentals in Cook Island, FL: Compare 10+ Sites & Save

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90 Best Oceanfront Rentals in Cook Island (Starting from $189)

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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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

$1176
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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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
$678
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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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

$369
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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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
$475
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

$576
Average price / night
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Parmer's Resort
Parmer's Resort
Resort
Little Torch Key, FL, USA
5.1k from Cook Island center

Accommodations, Pools, Resorts, Parking, Romantic, Pet-friendly, Lodgings, Beach, Places to stay

29 Bedrooms37 Guests
8.6

Fabulous

440 reviews

$215
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

$435
Average price / night
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Magnolia's By The Sea
Magnolia's By The Sea
House
Big Pine Key, FL, USA
7.5k from Cook Island center

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

2 Bedrooms11 Guests
New to Booking
$474
Average price / night
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5 Pirate's - Pool & seawall for boat.<br>This is a pet friendly home. A pet fee and approval of your pet is required.
5 Pirate's - Pool & seawall for boat.<br>This is a pet friendly home. A pet fee and approval of your pet is required.
House
Little Torch Key, FL, 33042, United States
3.2k from Cook Island center

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

3 Bedrooms7 Guests
9.6

Exceptional

5 reviews

$322
Average price / night
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Old Wooden Bridge Resort & Marina
Old Wooden Bridge Resort & Marina
Cabin
Big Pine Key, FL, USA
7.9k from Cook Island center

Accommodations, Pools, Parking, Lodges, Cabins, Pet-friendly, Lodgings, Places to stay

43 Bedrooms138 Guests
8.4

Very Good

241 reviews

$257
Average price / night
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7 Seas Bring your boat.<br>This is a pet friendly home. A pet fee and approval of your pet is required.
7 Seas Bring your boat.<br>This is a pet friendly home. A pet fee and approval of your pet is required.
House
Little Torch Key, FL, 33042, United States
3.3k from Cook Island center

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

3 Bedrooms8 Guests
9.6

Exceptional

4 reviews

$314
Average price / night
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Gorgeous Beachfront Home with a pool. Water views from every direction.
Gorgeous Beachfront Home with a pool. Water views from every direction.
House
Big Pine Key, FL, 33043, United States
3.3k from Cook Island center

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

5 Bedrooms10 Guests
10.0

Exceptional

15 reviews

$556
Average price / night
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Waterfront Canal Home w/ Dock & Pool 27+ Days
Waterfront Canal Home w/ Dock & Pool 27+ Days
House
Little Torch Key, FL, 33042, United States
3.4k from Cook Island center

AC, Balcony, Barbecue, Dryer, Fitness Equipment, Free Parking, Heater, Internet, Kitchen

4 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$429
Average price / night
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Beautiful House on Canal - minutes to the Atlantic, no bridges
Beautiful House on Canal - minutes to the Atlantic, no bridges
House
Little Torch Key, FL, 33042, United States
3.4k from Cook Island center

AC, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking

3 Bedrooms6 Guests
10.0

Exceptional

9 reviews

$316
Average price / night
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2 BR / 2 BA Canal Home in Little Torch Key - Big Boat Access and Dockage
2 BR / 2 BA Canal Home in Little Torch Key - Big Boat Access and Dockage
House
Little Torch Key, FL, 33042, United States
3.5k from Cook Island center

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

2 Bedrooms6 Guests
New to Booking
$303
Average price / night
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Super Cute 2 BR FL Keys Canal Home - Great Boating Access - Little Torch Key
Super Cute 2 BR FL Keys Canal Home - Great Boating Access - Little Torch Key
House
Little Torch Key, FL, 33042, United States
3.7k from Cook Island center

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

3 Bedrooms6 Guests
New to Booking
$285
Average price / night
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Beautiful 3 Bedroom Canal Home in Little Torch Key, FL w/ Great Boating Access
Beautiful 3 Bedroom Canal Home in Little Torch Key, FL w/ Great Boating Access
House
Little Torch Key, FL, 33042, United States
3.7k from Cook Island center

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

3 Bedrooms6 Guests
New to Booking
$415
Average price / night
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Big Pine Key, Double Wide Canal w/ Super Quick Direct Access to Gulf & Atlantic
Big Pine Key, Double Wide Canal w/ Super Quick Direct Access to Gulf & Atlantic
House
Big Pine Key, FL, 33043, United States
4.0k from Cook Island center

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

3 Bedrooms6 Guests
9.6

Exceptional

13 reviews

$319
Average price / night
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Lower Keys Retreat and Boaters Paradise
Lower Keys Retreat and Boaters Paradise
House
Ramrod Key, FL, 33042, United States
4.1k from Cook Island center

AC, Balcony, Barbecue, Crib, Dryer, Free Parking, Internet, Laundry, Microwave

2 Bedrooms8 Guests
9.4

Superb

14 reviews

$189
Average price / night
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Paradise in the Lower Keys
Paradise in the Lower Keys
Cottage
Ramrod Key, FL, 33042, United States
4.2k from Cook Island center

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

3 Bedrooms6 Guests
New to Booking
$292
Average price / night
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Christmas in the FL Keys!!! Stunning sunsets, beaches 10 min away, Fishing!!!
Christmas in the FL Keys!!! Stunning sunsets, beaches 10 min away, Fishing!!!
House
Big Pine Key, FL, 33043, United States
4.3k from Cook Island center

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

3 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$225
Average price / night
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Beachfront 3B/3B Fishing Oasis
Beachfront 3B/3B Fishing Oasis
House
Ramrod Key, FL, 33042, United States
4.3k from Cook Island center

AC, Balcony, Barbecue, Crib, Dryer, Extra Bed, Free Parking, Heater, Internet

3 Bedrooms9 Guests
9.6

Exceptional

4 reviews

$538
Average price / night
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Pro Tip:
VacationByOwnerRentals 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 Oceanfront Rentals in Cook Island.

Where to stay in Cook Island? Best neighborhoods & areas

Cook Island Oceanfront Rentals on the Map

Frequently Asked Questions

You can explore 90 verified oceanfront rentals in Cook Island. These properties are located directly along the shoreline, offering uninterrupted access to the beach and ocean views.

Oceanfront rental prices in Cook Island vary depending on the property size, exact beachfront location, and season. Rates typically start from around $189 per night, with higher prices for larger homes or peak travel periods. Properties located directly on popular stretches of coastline tend to command premium rates.

Many oceanfront rentals in Cook Island offer direct access to the beach, often through private walkways or dedicated entry paths. Some properties may share access points, so it’s helpful to review the listing details to understand the type of beach access provided.

Yes, some oceanfront rentals in Cook Island welcome pets. Currently, 42 listings allow pets, although policies can vary by property. It’s recommended to check specific house rules for details such as size limits or additional fees.

Oceanfront properties are often in high demand, especially during peak travel seasons, so booking 90 to 120 days in advance is recommended for the best selection. During quieter periods, you may still find availability closer to your travel dates.

Oceanfront rentals in Cook Island often include features designed for a comfortable coastal stay, such as Oceanfront, Ocean View, and View. These amenities help guests make the most of their time by the water.

Yes, there is a clear difference. "Oceanfront" means the property is located directly on the beach with no obstructions between the home and the water. "Ocean View" typically means the ocean is visible from certain angles or rooms, but the property may not be right on the shoreline.