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

AirbnbBooking.comVrboExpediaKayakTripadvisorHotels.comAgoda.com
  1. VBOR
  2. Family Vacation Rentals
  3.  USA

  4.  Florida
  5.  Key Largo
  6.  Pirates Cove

Refine your search

Price per night

Amenity Filter

Rating

605 Best Family 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
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
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
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
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 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
Check Availability
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
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
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
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
Check Availability
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
Check Availability
APRIL SPECIAL RARE AVAIL Landings of Largo 2/2 covered parking access +boat ramp
APRIL SPECIAL RARE AVAIL Landings of Largo 2/2 covered parking access +boat ramp
Condo
Key Largo, FL, 33037, United States
0.3k from Pirates Cove center

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

2 Bedrooms2 Guests
New to Booking
$169
Average price / night
Check Availability
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
Check Availability
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
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
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
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
Check Availability
LaTeDa  Charming 4-bedroom house in Key Largo with Pool, Dock and optional Boat.
LaTeDa Charming 4-bedroom house in Key Largo with Pool, Dock and optional Boat.
House
Key Largo, FL, 33037, United States
0.4k from Pirates Cove center

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

4 Bedrooms10 Guests
New to Booking
$318
Average price / night
Check Availability
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
Check Availability
Rent a piece of paradise in the upper Florida keys, Landings of Largo
Rent a piece of paradise in the upper Florida keys, Landings of Largo
Condo
Key Largo, FL, 33037, United States
0.4k from Pirates Cove center

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

2 Bedrooms6 Guests
9.0

Fabulous

7 reviews

$174
Average price / night
Check Availability
The Eagle has landed
The Eagle has landed
Condo
Key Largo, FL, 33037, United States
0.4k from Pirates Cove center

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

3 Bedrooms6 Guests
10.0

Exceptional

7 reviews

$144
Average price / night
Check Availability
Keys Casa: Elegant Waterfront Retreat, Sleeps 16, Elevator, Private Dock, Putt-Putt
Keys Casa: Elegant Waterfront Retreat, Sleeps 16, Elevator, Private Dock, Putt-Putt
House
Key Largo, FL, 33037, United States
0.5k from Pirates Cove center

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

6 Bedrooms16 Guests
10.0

Exceptional

3 reviews

$471
Average price / night
Check Availability
Coastal Themed Villa Retreat in Paradise Awaits for You!
Coastal Themed Villa Retreat in Paradise Awaits for You!
Condo
Key Largo, FL, 33037, United States
0.6k from Pirates Cove center

AC, Barbecue, Dryer, Fitness Equipment, Free Parking, Hot Tub, Internet, Kitchen, Laundry

2 Bedrooms4 Guests
9.8

Exceptional

7 reviews

$149
Average price / night
Check Availability
Charming, remodeled & spacious 2 bedroom, 2 1/2 bath townhome in Key Largo, Fl
Charming, remodeled & spacious 2 bedroom, 2 1/2 bath townhome in Key Largo, Fl
House
Key Largo, FL, 33037, United States
0.8k from Pirates Cove center

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

2 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$171
Average price / night
Check Availability
Luxury Key Largo Home w/ Guest House & Pool!
Luxury Key Largo Home w/ Guest House & Pool!
House
Key Largo, FL, 33037-2326, United States
0.8k from Pirates Cove center

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

3 Bedrooms8 Guests
10.0

Exceptional

7 reviews

$585
Average price / night
Check Availability
Spacious 4-bedroom Key Largo Villa steps from the pool, pickleball, & marina.
Spacious 4-bedroom Key Largo Villa steps from the pool, pickleball, & marina.
Villa
Key Largo, FL, 33037, United States
0.9k from Pirates Cove center

AC, Barbecue, Crib, Dryer, Fitness Equipment, Free Parking, Internet, Kitchen, Laundry

4 Bedrooms10 Guests
New to Booking
$258
Average price / night
Check Availability
Private Beachfront Oasis ~ Pool & Hot Tub ~ Dock ~ Sunsets ~ Gated ~ Key Largo
Private Beachfront Oasis ~ Pool & Hot Tub ~ Dock ~ Sunsets ~ Gated ~ Key Largo
House
Key Largo, FL, 33037, United States
0.9k from Pirates Cove center

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

3 Bedrooms8 Guests
10.0

Exceptional

16 reviews

$655
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 Family Vacation Rentals in Pirates Cove.

Find Hotels, Resorts, and Rentals Nearby in these Cities & Neighborhoods

Stay Near Pirates Cove's Top Attractions

VacationByOwnerRentals can help you find hotels, resorts, and rentals near many of 's top attractions, neighborhoods, and points of interest.

Pirates Cove Family Vacation Rentals on the Map

Frequently Asked Questions

You can explore 605 verified family-friendly vacation rentals in Pirates Cove. These include spacious homes, villas, and condos designed to accommodate families of different sizes.

Prices for family-friendly rentals in Pirates Cove vary depending on the season, number of bedrooms, and included amenities. Rates typically start from around $129 per night, with larger homes and peak travel periods often costing more.

Many family-friendly rentals in Pirates Cove offer baby-friendly items such as high chairs, cribs, or pack-and-play options. Availability can vary, so it’s helpful to check the listing details before booking.

Yes, some rentals in Pirates Cove are well suited for multi-generational stays, offering multiple bedrooms, separate living areas, and enough space for larger groups to stay comfortably together.

For busy travel periods such as school holidays or summer breaks, booking 90 to 120 days in advance is recommended to secure the best options. Availability may be more flexible during quieter times of the year.

Family-friendly rentals in Pirates Cove often include amenities such as Child Friendly, Laundry, and Wellness Facilities. These features help make stays more convenient and enjoyable for both adults and children.

You can use search filters to find rentals that offer features like game rooms, playgrounds, or entertainment areas. Checking property descriptions can also help you identify homes that are well suited for families with children.