Vacation Rentals in Pirates Cove, FL: Compare 10+ Sites & Save

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1077 Best Vacation Rentals in Pirates Cove (Starting from $129)

Laptop-Friendly Key Largo Condo with Pool View!
Laptop-Friendly Key Largo Condo with Pool View!
Apartment
Key Largo, FL, USA
0.3k from Pirates Cove center

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

2 Bedrooms6 Guests
New to Booking
$254
Average price / night
Check Availability
Breathtaking 3 Bedroom Bay Front Home
Breathtaking 3 Bedroom Bay Front Home
House
Key Largo, FL, 33037, United States
0.0k from Pirates Cove center

AC, Arcade, Balcony, Barbecue, Breakfast Available, Dryer, Free Parking, Heater, Internet

3 Bedrooms6 Guests
New to Booking
$779
Average price / night
Check Availability
Waterfront Luxe Pool, Hot Tub, Theater, Games and more
Waterfront Luxe Pool, Hot Tub, Theater, Games and more
Villa
Key Largo, FL, USA
0.6k from Pirates Cove center

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

5 Bedrooms14 Guests
New to Booking
$3983
Average price / night
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FISHERMANS Paradice a Beach waterfront property on Pirates Cove Buccaneer Point
FISHERMANS Paradice a Beach waterfront property on Pirates Cove Buccaneer Point
House
Key, FL, 33037, United States
0.1k from Pirates Cove center

AC, Balcony, Barbecue, Dryer, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet

4 Bedrooms8 Guests
New to Booking
$1140
Average price / night
Check Availability
Luxury Key Largo Home with Guest House and Pool!
Luxury Key Largo Home with Guest House and Pool!
House
Key Largo, FL, USA
0.8k from Pirates Cove center

Luxury, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings

3 Bedrooms8 Guests
New to Booking
$502
Average price / night
Check Availability
Waterfront Key Largo – Private Dock, Tiki Oasis & Pet Friendly – Sleeps 6
Waterfront Key Largo – Private Dock, Tiki Oasis & Pet Friendly – Sleeps 6
House
Key Largo, FL, 33037, United States
0.1k from Pirates Cove center

AC, Barbecue, Dryer, Extra Bed, Fitness Equipment, Free Parking, Heater, Internet, Kitchen

2 Bedrooms6 Guests
10.0

Exceptional

4 reviews

$230
Average price / night
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Bay Harbor Lodge
Bay Harbor Lodge
Cabin
Pirates Cove, Key Largo, Florida, USA
0.9k from Pirates Cove center

Guest Services, Kitchen, Parking, Barbecue/Outdoor Cooking, Security/Safety, Accessibility, Pool

10 Bedrooms22 Guests
9.5

Superb

205 reviews

$1481
Average price / night
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Waterfront Retreat in Key Largo 90' deep water dock
Waterfront Retreat in Key Largo 90' deep water dock
House
Key Largo, FL, 33037-2330, United States
0.1k from Pirates Cove center

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

3 Bedrooms6 Guests
10.0

Exceptional

5 reviews

$349
Average price / night
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Coconut Bay Resort - Key Largo
Coconut Bay Resort - Key Largo
Apartment
Pirates Cove, Key Largo, Florida, USA
0.9k from Pirates Cove center

Kitchen, Security/Safety, Pool, View, Private Beach, Laundry, Oceanfront

5 Bedrooms19 Guests
9.0

Fabulous

115 reviews

$475
Average price / night
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Key Largo Waterfront Paradise - Pet Friendly
Key Largo Waterfront Paradise - Pet Friendly
House
Key Largo, FL, 33037, United States
0.2k from Pirates Cove center

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

2 Bedrooms4 Guests
10.0

Exceptional

1 reviews

$223
Average price / night
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Key Largo Getaway with Bay Views and Pool Access!
Key Largo Getaway with Bay Views and Pool Access!
Apartment
Key Largo, FL, USA
1.0k from Pirates Cove center

Apartments, Accommodations, Pools, Parking, Lodgings, Vacation rentals, Places to stay, Beach rentals

2 Bedrooms5 Guests
New to Booking
$129
Average price / night
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Key Largo gem on the water with a little slice of heaven!!!
Key Largo gem on the water with a little slice of heaven!!!
House
Key Largo, FL, 33037, United States
0.2k from Pirates Cove center

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

3 Bedrooms6 Guests
10.0

Exceptional

20 reviews

$294
Average price / night
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Latitudes #34
Latitudes #34
House
Key Largo, FL, USA
1.0k from Pirates Cove center

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

4 Bedrooms8 Guests
7.0

Good

1 reviews

$1050
Average price / night
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3-Story Newly Remodeled Waterfront Paradise with Dock
3-Story Newly Remodeled Waterfront Paradise with Dock
House
Key Largo, FL, 33037, United States
0.2k from Pirates Cove center

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

4 Bedrooms8 Guests
10.0

Exceptional

5 reviews

$288
Average price / night
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Sea Haven #38
Sea Haven #38
House
Key Largo, FL, USA
1.0k from Pirates Cove center

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

4 Bedrooms8 Guests
New to Booking
$1050
Average price / night
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Luxury Cape Cod Villa with pool and Tiki patio
Luxury Cape Cod Villa with pool and Tiki patio
House
Key Largo, FL, 33037, United States
0.2k from Pirates Cove center

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

5 Bedrooms8 Guests
10.0

Exceptional

4 reviews

$336
Average price / night
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Twilight #32
Twilight #32
House
Key Largo, FL, USA
1.0k from Pirates Cove center

Cheap, Accommodations, Parking, Villas, Vacation homes, Spa, Cottages, Pet-friendly, Lodgings

4 Bedrooms8 Guests
9.7

Exceptional

3 reviews

$2618
Average price / night
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Perfect Florida Keys Vacation Getaway!
Perfect Florida Keys Vacation Getaway!
House
Key Largo, FL, 33037, United States
0.2k from Pirates Cove center

AC, Balcony, Dryer, Extra Bed, Fitness Equipment, Internet, Kitchen, Laundry, No Smoking

3 Bedrooms11 Guests
10.0

Exceptional

2 reviews

$199
Average price / night
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Sand Castle #40
Sand Castle #40
House
Key Largo, FL, USA
1.0k from Pirates Cove center

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

8 Bedrooms10 Guests
9.0

Fabulous

1 reviews

$1050
Average price / night
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Beach Bungalow 2 Kayaks, 2 Bicycles & Hot Tub
Beach Bungalow 2 Kayaks, 2 Bicycles & Hot Tub
House
Key Largo, FL, 33037, United States
0.3k from Pirates Cove center

AC, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry, Living Area

1 Bedroom5 Guests
New to Booking
$162
Average price / night
Check Availability
The Lookout #48
The Lookout #48
House
Key Largo, FL, USA
1.0k from Pirates Cove center

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

4 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$1050
Average price / night
Check Availability
Private Pool & Dock: Waterfront Key Largo Retreat
Private Pool & Dock: Waterfront Key Largo Retreat
House
Key Largo, FL, 33037, United States
0.3k from Pirates Cove center

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

2 Bedrooms4 Guests
New to Booking
$247
Average price / night
Check Availability
Cozy 2-bedroom house in Key Largo- Steps from the Boat Ramp!
Cozy 2-bedroom house in Key Largo- Steps from the Boat Ramp!
House
Key Largo, FL, 33037, United States
0.3k from Pirates Cove center

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

2 Bedrooms8 Guests
New to Booking
$146
Average price / night
Check Availability
2 BR-2bath Waterfront townhome. Landings of Largo sunsets included! Promotions!!
2 BR-2bath Waterfront townhome. Landings of Largo sunsets included! Promotions!!
House
Key Largo, FL, 33037, United States
0.3k from Pirates Cove center

AC, Balcony, Barbecue, Dryer, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet

2 Bedrooms6 Guests
9.6

Exceptional

14 reviews

$232
Average price / night
Check Availability
Key Largo Oasis: Relax, Unwind, and Explore The Florida Keys! \n\n
Key Largo Oasis: Relax, Unwind, and Explore The Florida Keys! \n\n
House
Key Largo, FL, 33037, United States
0.3k from Pirates Cove center

AC, Balcony, Barbecue, Dryer, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet

3 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$319
Average price / night
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Open Water View, Infinity Pool, Sunset, Outdoor Kitchen/grill, Dock, Fishing,
Open Water View, Infinity Pool, Sunset, Outdoor Kitchen/grill, Dock, Fishing,
House
Key Largo, FL, 33037, United States
0.3k from Pirates Cove center

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

3 Bedrooms6 Guests
10.0

Exceptional

3 reviews

$795
Average price / night
Check Availability
Ocean front home with a private dock in the Keys.
Ocean front home with a private dock in the Keys.
House
Key Largo, FL, 33037, United States
0.4k from Pirates Cove center

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

3 Bedrooms6 Guests
New to Booking
$461
Average price / night
Check Availability

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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 Pirates Cove.

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Frequently Asked Questions

You can explore 1077 verified vacation rentals in Pirates Cove. 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 Pirates Cove vary depending on the season, property size, and location. Rates typically start from around $129 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 Pirates Cove 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 Pirates Cove welcome pets. Currently, 37 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 Pirates Cove often include amenities such as Laundry, Fireplace/Heating, 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.