Vacation Rentals with Pool in Cannons Marina, FL: Compare 10+ Sites & Save

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  2. Vacation Rentals with Pool
  3.  USA

  4.  Florida
  5.  Sarasota
  6.  Cannons Marina

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2729 Best Vacation Rentals with Pool in Cannons Marina (Starting from $115)

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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Chic coastal living meets resort-style amenities!
Chic coastal living meets resort-style amenities!
Condo
Longboat Key, FL, 34228, United States
0.2k from Cannons Marina center

Balcony, Barbecue, Elevator, Free Parking, Internet, Kitchen, Living Area, Microwave, No Smoking

2 Bedrooms4 Guests
6.0

Review score

1 reviews

$233
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
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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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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
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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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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
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Updated 2B/2B with a beautiful view of the bay!
Updated 2B/2B with a beautiful view of the bay!
Condo
Longboat Key, FL, 34228, United States
0.3k from Cannons Marina center

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

2 Bedrooms4 Guests
10.0

Exceptional

3 reviews

$254
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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Waterfront, Spa/Pool, Private Paradise on Longboat Key!
Waterfront, Spa/Pool, Private Paradise on Longboat Key!
Condo
Longboat Key, FL, 34228, United States
0.3k from Cannons Marina center

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

2 Bedrooms4 Guests
New to Booking
$323
Average price / night
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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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Beautiful penthouse with Gulf of Mexico and beach views
Beautiful penthouse with Gulf of Mexico and beach views
Condo
Longboat Key, FL, 34228, United States
0.3k from Cannons Marina center

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

2 Bedrooms2 Guests
10.0

Exceptional

1 reviews

$297
Average price / night
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Whitney Beach View 332
Whitney Beach View 332
Apartment
Longboat Key, FL, USA
1.7k from Cannons Marina center

Apartments, Cheap, Accommodations, Pools, Lodgings, Beach, Places to stay, Accessible hotels

1 Bedroom2 Guests
9.0

Fabulous

1 reviews

$209
Average price / night
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Secluded Bayside Gem with Spectacular Views!!!!
Secluded Bayside Gem with Spectacular Views!!!!
Condo
Longboat Key, FL, 34228, United States
0.3k from Cannons Marina center

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

2 Bedrooms4 Guests
10.0

Exceptional

87 reviews

$357
Average price / night
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Its a Shore Thing
Its a Shore Thing
Apartment
FL, USA
1.8k from Cannons Marina center

Apartments, Accommodations, Pools, Parking, Spa, Lodgings, Places to stay, Family

1 Bedroom4 Guests
8.0

Good

1 reviews

$358
Average price / night
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Just Beachy
Just Beachy
Apartment
Longboat Key, FL, USA
1.8k from Cannons Marina center

Apartments, Accommodations, Parking, Spa, Lodgings, Places to stay

2 Bedrooms6 Guests
8.0

Good

1 reviews

$424
Average price / night
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Stunning 2/2 Condo LBK with Bay Views & Boat Slip Rental!
Stunning 2/2 Condo LBK with Bay Views & Boat Slip Rental!
Condo
Longboat Key, FL, 34228, United States
0.3k from Cannons Marina center

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

2 Bedrooms4 Guests
9.6

Exceptional

16 reviews

$423
Average price / night
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Beach Haven
Beach Haven
Apartment
Longboat Key, FL, USA
1.8k from Cannons Marina center

Apartments, Cheap, Accommodations, Pools, Parking, Spa, Lodgings, Places to stay

2 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$411
Average price / night
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Walk to the Beach Longboat Key Resort Escape
Walk to the Beach Longboat Key Resort Escape
Apartment
Longboat Key, FL, USA
1.8k from Cannons Marina center

Apartments, Cheap, Accommodations, Parking, Spa, Lodgings, Vacation rentals, Beach, Hot tubs

1 Bedroom4 Guests
10.0

Exceptional

2 reviews

$115
Average price / night
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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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Relax, Recharge & Repeat – Silver Sands #241 by RVA
Relax, Recharge & Repeat – Silver Sands #241 by RVA
Condo
Longboat Key, FL, 34228, United States
0.5k from Cannons Marina center

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

1 Bedroom4 Guests
9.4

Superb

42 reviews

$394
Average price / night
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Relax at Gulf – Silver Sands Resort #232, Longboat
Relax at Gulf – Silver Sands Resort #232, Longboat
Condo
Longboat Key, FL, 34228, United States
0.5k from Cannons Marina center

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

1 Bedroom4 Guests
9.2

Superb

78 reviews

$348
Average price / night
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2BR Gulf View Condo Cabana Beach Club #7 by RVA
2BR Gulf View Condo Cabana Beach Club #7 by RVA
Condo
Longboat Key, FL, 34228, United States
0.5k from Cannons Marina center

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

2 Bedrooms6 Guests
9.4

Superb

73 reviews

$539
Average price / night
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Gulf Front Escape – Silver Sands #252 by RVA
Gulf Front Escape – Silver Sands #252 by RVA
Condo
Longboat Key, FL, 34228, United States
0.5k from Cannons Marina center

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

1 Bedroom4 Guests
9.2

Superb

103 reviews

$383
Average price / night
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Silver Sands #245 Resort by RVA
Silver Sands #245 Resort by RVA
Condo
Longboat Key, FL, 34228, United States
0.5k from Cannons Marina center

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

1 Bedroom4 Guests
9.4

Superb

35 reviews

$427
Average price / night
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Silver Sands Serenity – Unit 234 by RVA
Silver Sands Serenity – Unit 234 by RVA
Condo
Longboat Key, FL, 34228, United States
0.5k from Cannons Marina center

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

1 Bedroom4 Guests
9.4

Superb

30 reviews

$347
Average price / night
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Roomy 2BR Retreat – Silver Sands #239 by RVA
Roomy 2BR Retreat – Silver Sands #239 by RVA
Condo
Longboat Key, FL, 34228, United States
0.5k from Cannons Marina center

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

2 Bedrooms6 Guests
9.6

Exceptional

47 reviews

$515
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 Vacation Rentals with Pool in Cannons Marina.

Where to stay in Cannons Marina? Best neighborhoods & areas

Cannons Marina Vacation Rentals with Pool on the Map

Frequently Asked Questions

You can explore 2729 verified vacation rentals with a pool in Cannons Marina. These include a wide range of private homes, villas, and condos that offer on-site swimming facilities for a more relaxing stay.

Prices for vacation rentals with a pool in Cannons Marina vary depending on the season, property size, and whether the pool is private or shared. Rates typically start from around $115 per night, with private pool homes and peak travel periods often costing more.

Many rentals in Cannons Marina offer private pools for exclusive use, while others provide access to shared or community pools. You can use filters to specifically find properties with private pools if that is your preference.

Yes, some vacation rentals with pools in Cannons Marina welcome pets. Currently, 5 listings allow pets, although policies may vary by property. It’s a good idea to review any rules related to pets around pool areas before booking.

Properties with pools are often in high demand, especially during warmer months and holidays, so booking 90 to 120 days in advance is recommended for the best selection. During off-peak seasons, you may still find availability closer to your travel dates.

Vacation rentals with pools in Cannons Marina often include additional outdoor features such as Pool, View, and Ocean View. These amenities enhance comfort and make it easier to enjoy outdoor living during your stay.

Some vacation rentals in Cannons Marina offer heated pools, which can be especially useful during cooler months. In certain cases, pool heating may be available for an additional fee, so it’s best to check the property details before booking.