Vacation Rentals in Shark Key, FL: Compare 10+ Sites & Save

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197 Best Vacation Rentals in Shark Key (Starting from $168)

Jewel on Jade
Jewel on Jade
House
Key West, FL, USA
0.9k from Shark Key center

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

2 Bedrooms6 Guests
New to Booking
$197
Average price / night
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Canalside condo with private dock, boat ramp, water-view patio, central AC & W/D
Canalside condo with private dock, boat ramp, water-view patio, central AC & W/D
House
Key West, FL, 33040, United States
0.9k from Shark Key center

2 Bedrooms6 Guests
New to Booking
$245
Average price / night
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Sapphire Sabbatical
Sapphire Sabbatical
House
Key West, FL, USA
1.0k from Shark Key center

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

3 Bedrooms6 Guests
New to Booking
$253
Average price / night
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Canal Front Home Cute and Cozy w/ 32ft boat slip
Canal Front Home Cute and Cozy w/ 32ft boat slip
House
Key West, FL, 33040, United States
1.0k from Shark Key center

1 Bedroom2 Guests
10.0

Exceptional

1 reviews

$168
Average price / night
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Dock and Balcony Serene Big Coppitt Key Escape
Dock and Balcony Serene Big Coppitt Key Escape
House
Key West, FL, USA
1.2k from Shark Key center

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

3 Bedrooms6 Guests
New to Booking
$281
Average price / night
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Beautiful 3 bedroom 2 bath pool house close to Key West
Beautiful 3 bedroom 2 bath pool house close to Key West
House
Big Coppitt Key, FL, 33040, United States
1.0k from Shark Key center

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

3 Bedrooms6 Guests
New to Booking
$400
Average price / night
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Ritaville - Monthly Rental
Ritaville - Monthly Rental
House
Stock Island, FL, USA
3.5k from Shark Key center

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

4 Bedrooms11 Guests
New to Booking
$641
Average price / night
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Waterfront, Single-Story Home on a Canal w/ Dock, Kayaks, AC - 1 Small Dog OK
Waterfront, Single-Story Home on a Canal w/ Dock, Kayaks, AC - 1 Small Dog OK
House
Key West, FL, 33040, United States
1.0k from Shark Key center

3 Bedrooms6 Guests
New to Booking
$190
Average price / night
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Coral Queen Palm
Coral Queen Palm
House
Key West, FL, USA
5.9k from Shark Key center

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

3 Bedrooms6 Guests
New to Booking
$330
Average price / night
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Custom Pool home with Dazzling Ocean Views of the crystal clear Florida Keys waters!
Custom Pool home with Dazzling Ocean Views of the crystal clear Florida Keys waters!
House
Big Coppitt Key, FL, 33040, United States
1.0k from Shark Key center

AC, Arcade, Balcony, Barbecue, Breakfast Available, Dryer, Free Parking, Hot Tub, Internet

3 Bedrooms8 Guests
New to Booking
$608
Average price / night
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Waterfront Key West Oasis with Float Dock!
Waterfront Key West Oasis with Float Dock!
House
Key West, FL, USA
6.0k from Shark Key center

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

3 Bedrooms8 Guests
New to Booking
$241
Average price / night
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Blue Gem | Family-Friendly Waterfront  w/Pool, Tiki Bar/Dock (Monthly Stay)
Blue Gem | Family-Friendly Waterfront w/Pool, Tiki Bar/Dock (Monthly Stay)
House
Key West, FL, 33040, United States
1.1k from Shark Key center

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

4 Bedrooms10 Guests
10.0

Exceptional

1 reviews

$329
Average price / night
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Parking Pool Dock - Starboard House
Parking Pool Dock - Starboard House
House
Key West, FL, USA
8.8k from Shark Key center

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

8 Bedrooms20 Guests
New to Booking
$2900
Average price / night
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Fisherman's Paradise on the Water
Fisherman's Paradise on the Water
House
Key West, FL, 33040, United States
1.1k from Shark Key center

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

3 Bedrooms8 Guests
10.0

Exceptional

8 reviews

$369
Average price / night
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Parking Pool & Dock - Shellstone House
Parking Pool & Dock - Shellstone House
House
Key West, FL, USA
8.8k from Shark Key center

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

8 Bedrooms16 Guests
New to Booking
$3262
Average price / night
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Perfect Holiday on the water
Perfect Holiday on the water
House
Key West, FL, 33040, United States
1.2k from Shark Key center

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

4 Bedrooms8 Guests
New to Booking
$288
Average price / night
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The Fairhaven House at Solaire Lunara Bay
The Fairhaven House at Solaire Lunara Bay
House
Key West, FL, USA
8.8k from Shark Key center

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

1 Bedroom16 Guests
New to Booking
$3719
Average price / night
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**INFINITE HORIZONS @ BIG COPPITT** Waterfront Home & Pool + LAST KEY SERVICES…
**INFINITE HORIZONS @ BIG COPPITT** Waterfront Home & Pool + LAST KEY SERVICES…
House
Key West, FL, 33040, United States
1.3k from Shark Key center

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

6 Bedrooms12 Guests
10.0

Exceptional

1 reviews

$757
Average price / night
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The Joyrise House at Solaire Lunara Bay
The Joyrise House at Solaire Lunara Bay
House
Key West, FL, USA
8.8k from Shark Key center

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

1 Bedroom12 Guests
New to Booking
$5185
Average price / night
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Seaside Cottage minutes to Key West
Seaside Cottage minutes to Key West
House
Key West, FL, 33040, United States
1.3k from Shark Key center

AC, Barbecue, Dryer, Internet, Kitchen, Living Area, No Smoking, TV, Washer

1 Bedroom6 Guests
New to Booking
$316
Average price / night
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New Waterfront Home - Sunray House
New Waterfront Home - Sunray House
House
Key West, FL, USA
8.9k from Shark Key center

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

8 Bedrooms16 Guests
New to Booking
$3045
Average price / night
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Mermaid Landing, with Private Beach and Mini Golf Course
Mermaid Landing, with Private Beach and Mini Golf Course
House
Key West, FL, 33040, United States
1.5k from Shark Key center

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

3 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$351
Average price / night
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Ocean Front, Private home with Boat Dock, 3 bedroom
Ocean Front, Private home with Boat Dock, 3 bedroom
House
Key West, FL, 33040, United States
2.0k from Shark Key center

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

3 Bedrooms8 Guests
10.0

Exceptional

5 reviews

$356
Average price / night
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House, deck, dock, navigable channel to open sea, 10 min. driving to Duval St.
House, deck, dock, navigable channel to open sea, 10 min. driving to Duval St.
House
Key West, FL, 33040, United States
2.2k from Shark Key center

AC, Dryer, Extra Bed, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

2 Bedrooms6 Guests
8.8

Fabulous

5 reviews

$227
Average price / night
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The Great Escape: 3BR Waterfront Retreat, Heated Pool, Stunning Sunsets & Just Minutes to Key West
The Great Escape: 3BR Waterfront Retreat, Heated Pool, Stunning Sunsets & Just Minutes to Key West
House
Key West, FL, 33040, United States
2.3k from Shark Key center

AC, Barbecue, Dryer, Free Parking, Internet, Kitchen, Microwave, No Smoking, Patio

3 Bedrooms6 Guests
New to Booking
$401
Average price / night
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Private Paradise, Waterfront Home - 15 minutes from Key West
Private Paradise, Waterfront Home - 15 minutes from Key West
House
Key West, FL, 33040, United States
2.8k from Shark Key center

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

4 Bedrooms10 Guests
10.0

Exceptional

24 reviews

$499
Average price / night
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The Local's favorite spot.
The Local's favorite spot.
House
Key West, FL, 33040, United States
3.5k from Shark Key center

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

3 Bedrooms6 Guests
10.0

Exceptional

2 reviews

$321
Average price / night
Check Availability

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 Vacation Rentals in Shark Key.

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Frequently Asked Questions

You can explore 197 verified vacation rentals in Shark Key. 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 Shark Key vary depending on the season, property size, and location. Rates typically start from around $168 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 Shark Key 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 Shark Key welcome pets. Currently, 66 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 Shark Key often include amenities such as View, Laundry, and Wellness Facilities. 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.