Family-Friendly Vacation Rentals in Cannons Marina, FL: Compare 10+ Sites & Save

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  6.  Cannons Marina

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1697 Best Family Vacation Rentals in Cannons Marina (Starting from $126)

Harbor Villa Club 205
Harbor Villa Club 205
Apartment
Longboat Key, FL, USA
0.2k from Cannons Marina center

Apartments, Accommodations, Lodgings, Vacation rentals, Jacuzzis, Places to stay, Beach rentals

1 Bedroom4 Guests
New to Booking
$435
Average price / night
Check Availability
Beautiful bayfront view! December 2026 dates available now!
Beautiful bayfront view! December 2026 dates available now!
Condo
Longboat Key, FL, 34228, United States
0.2k from Cannons Marina center

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

2 Bedrooms6 Guests
9.6

Exceptional

9 reviews

$372
Average price / night
Check Availability
Harbor Villa Club 206
Harbor Villa Club 206
Apartment
Longboat Key, FL, USA
0.2k from Cannons Marina center

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

1 Bedroom4 Guests
New to Booking
$507
Average price / night
Check Availability
Updated 2B/2B with a beautiful view of the bay right from the patio!
Updated 2B/2B with a beautiful view of the bay right from the patio!
Condo
Longboat Key, FL, 34228, United States
0.2k from Cannons Marina center

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

2 Bedrooms6 Guests
8.0

Good

4 reviews

$381
Average price / night
Check Availability
Harbor Villa Club 305
Harbor Villa Club 305
Apartment
Longboat Key, FL, USA
0.2k from Cannons Marina center

Apartments, Accommodations, Lodgings, Vacation rentals, Jacuzzis, Places to stay, Beach rentals

1 Bedroom6 Guests
New to Booking
$354
Average price / night
Check Availability
LONGBOAT KEY BEAUTY! This 2/2 unit offers stunning views of the bay! Call today to book your fall vacation!
LONGBOAT KEY BEAUTY! This 2/2 unit offers stunning views of the bay! Call today to book your fall vacation!
Condo
Longboat Key, FL, 34228, United States
0.2k from Cannons Marina center

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

2 Bedrooms4 Guests
7.2

Good

5 reviews

$293
Average price / night
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Harbor Villa Club 309
Harbor Villa Club 309
Apartment
Longboat Key, FL, USA
0.2k from Cannons Marina center

Fireplace/Heating, View, Child Friendly, Wellness Facilities, Accessibility, Balcony/Terrace, Laundry

1 Bedroom4 Guests
10.0

Exceptional

1 reviews

$495
Average price / night
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Beautiful 2/2 bay view unit!! End of 2026 dates available!
Beautiful 2/2 bay view unit!! End of 2026 dates available!
Condo
Longboat Key, FL, 34228, United States
0.2k from Cannons Marina center

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

2 Bedrooms4 Guests
8.8

Fabulous

10 reviews

$299
Average price / night
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Waterfront, Spa/Pool, Private Paradise On LBK!
Waterfront, Spa/Pool, Private Paradise On LBK!
Apartment
Longboat Key, FL, USA
0.3k from Cannons Marina center

Apartments, Accommodations, Parking, Spa, Lodgings, Places to stay, Self-catering

2 Bedrooms6 Guests
7.5

Good

2 reviews

$551
Average price / night
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GORGEOUS UPSCALE LONGBOAT KEY CONDO OFFERS BAYFRONT VIEWS!!
GORGEOUS UPSCALE LONGBOAT KEY CONDO OFFERS BAYFRONT VIEWS!!
Condo
Longboat Key, FL, 34226, United States
0.2k from Cannons Marina center

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

2 Bedrooms4 Guests
9.8

Exceptional

10 reviews

$308
Average price / night
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Luxury Beach Condo - Breathtaking Ocean View
Luxury Beach Condo - Breathtaking Ocean View
Apartment
Longboat Key, FL, USA
0.5k from Cannons Marina center

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

2 Bedrooms6 Guests
New to Booking
$301
Average price / night
Check Availability
Hidden Bay/Beach Paradise
Hidden Bay/Beach Paradise
House
Longboat Key, FL, 34228, United States
0.4k from Cannons Marina center

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

4 Bedrooms8 Guests
10.0

Exceptional

103 reviews

$870
Average price / night
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One-Bedroom on the Beach Open Tomorrow-Thursday 180 nt!
One-Bedroom on the Beach Open Tomorrow-Thursday 180 nt!
Apartment
Longboat Key, FL, USA
0.5k from Cannons Marina center

Apartments, Accommodations, Pools, Parking, Lodgings, Beach, Places to stay, Family, Self-catering

1 Bedroom4 Guests
9.0

Fabulous

1 reviews

$318
Average price / night
Check Availability
Grand Waterfront Home–Private Pool & Dock Access Emerald Bay in LBK by RVA
Grand Waterfront Home–Private Pool & Dock Access Emerald Bay in LBK by RVA
House
Longboat Key, FL, 34228, United States
0.5k from Cannons Marina center

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

4 Bedrooms8 Guests
New to Booking
$736
Average price / night
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Decked Out on Marbury
Decked Out on Marbury
House
Longboat Key, FL, USA
0.8k from Cannons Marina center

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

4 Bedrooms10 Guests
New to Booking
$663
Average price / night
Check Availability
Direct Beachfront Gulf with Amazing Views
Direct Beachfront Gulf with Amazing Views
Villa
Longboat Key, FL, 34228, United States
0.5k from Cannons Marina center

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

2 Bedrooms6 Guests
9.8

Exceptional

100 reviews

$604
Average price / night
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Key Island Hideaway
Key Island Hideaway
Apartment
Longboat Key, FL, USA
0.9k from Cannons Marina center

Apartments, Accommodations, Lodgings, Beach, Places to stay

1 Bedroom6 Guests
New to Booking
$126
Average price / night
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Charming Cabana Beach Club #8 - Your Coastal retreat Awaits!#9 also available.
Charming Cabana Beach Club #8 - Your Coastal retreat Awaits!#9 also available.
Condo
Longboat Key, FL, 34228, United States
0.5k from Cannons Marina center

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

2 Bedrooms6 Guests
9.8

Exceptional

160 reviews

$435
Average price / night
Check Availability
Longboat Key Cedars Beach House-Pet Friendly-2 Minute To The Beach
Longboat Key Cedars Beach House-Pet Friendly-2 Minute To The Beach
Apartment
Longboat Key, FL, USA
1.0k from Cannons Marina center

Apartments, Cheap, Accommodations, Parking, Spa, Pet-friendly, Lodgings, Vacation rentals, Places to stay

2 Bedrooms6 Guests
8.0

Good

7 reviews

$334
Average price / night
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Longboat Key’s rare location!Beautiful canal front house with a private dock!
Longboat Key’s rare location!Beautiful canal front house with a private dock!
House
Longboat Key, FL, 34228, United States
0.5k from Cannons Marina center

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

1 Bedroom6 Guests
9.4

Superb

29 reviews

$500
Average price / night
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Beachfront 1-bedroom condo in Longboat Key, Private beach in your backyard.
Beachfront 1-bedroom condo in Longboat Key, Private beach in your backyard.
Condo
Longboat Key, FL, 34228, United States
0.5k from Cannons Marina center

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

1 Bedroom4 Guests
9.6

Exceptional

71 reviews

$527
Average price / night
Check Availability
Stunning Modern Villa with Private Pool&Dock on Longboat Key.Your Dream Getaway!
Stunning Modern Villa with Private Pool&Dock on Longboat Key.Your Dream Getaway!
Villa
Longboat Key, FL, 34228, United States
0.5k from Cannons Marina center

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

2 Bedrooms6 Guests
9.4

Superb

13 reviews

$503
Average price / night
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Beach, Boat & Paws–Pet-Friendly Pool Home Blue Heron in Longboat Key by RVA
Beach, Boat & Paws–Pet-Friendly Pool Home Blue Heron in Longboat Key by RVA
House
Longboat Key, FL, 34228, United States
0.6k from Cannons Marina center

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

3 Bedrooms6 Guests
7.6

Good

4 reviews

$344
Average price / night
Check Availability
Steps to Beach-Full gulf views infinity pool-EXQUISITE! Ask @ seasonal specials!
Steps to Beach-Full gulf views infinity pool-EXQUISITE! Ask @ seasonal specials!
House
Longboat Key, FL, 34228, United States
0.7k from Cannons Marina center

AC, Balcony, Barbecue, Breakfast Available, Dryer, Fireplace, Free Parking, Heater, Hot Tub

3 Bedrooms6 Guests
9.6

Exceptional

26 reviews

$2100
Average price / night
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Waterfront Pool Home by FVC
Waterfront Pool Home by FVC
House
Longboat Key, FL, 34228, United States
0.8k from Cannons Marina center

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

4 Bedrooms6 Guests
New to Booking
$237
Average price / night
Check Availability
Heated Pool, Dock, Putting Green, Close to Beach!
Heated Pool, Dock, Putting Green, Close to Beach!
House
Longboat Key, FL, 34239, United States
0.8k from Cannons Marina center

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

4 Bedrooms10 Guests
New to Booking
$859
Average price / night
Check Availability
Pool, Dock & Close to Beach– Florida Fun Starts Here: Marbury Lane LBK by RVA
Pool, Dock & Close to Beach– Florida Fun Starts Here: Marbury Lane LBK by RVA
House
Longboat Key, FL, 34228, United States
0.9k from Cannons Marina center

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

3 Bedrooms8 Guests
New to Booking
$550
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 Cannons Marina.

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Frequently Asked Questions

You can explore 1697 verified family-friendly vacation rentals in Cannons Marina. These include spacious homes, villas, and condos designed to accommodate families of different sizes.

Prices for family-friendly rentals in Cannons Marina vary depending on the season, number of bedrooms, and included amenities. Rates typically start from around $126 per night, with larger homes and peak travel periods often costing more.

Many family-friendly rentals in Cannons Marina 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 Cannons Marina 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 Cannons Marina often include amenities such as Child Friendly, View, and Internet. 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.