Vacation Rentals with Pool in Buccaneer Bay, FL: Compare 10+ Sites & Save

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  2. Vacation Rentals with Pool
  3.  USA

  4.  Florida
  5.  Sarasota
  6.  Buccaneer Bay

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3501 Best Vacation Rentals with Pool in Buccaneer Bay (Starting from $167)

Luxe Bayfront Sarasota Home Rental Pool, Lanai!
Luxe Bayfront Sarasota Home Rental Pool, Lanai!
House
Sarasota, FL, USA
0.4k from Buccaneer Bay center

Accommodations, Pools, Parking, Villas, Vacation homes, Spa, Cottages, Lodgings, Vacation rentals

3 Bedrooms6 Guests
New to Booking
$853
Average price / night
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\"West of Trail\" home close to Crescent Beach and Siesta Key with water access
\"West of Trail\" home close to Crescent Beach and Siesta Key with water access
House
Sarasota, FL, 34231, United States
0.2k from Buccaneer Bay center

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

3 Bedrooms6 Guests
10.0

Exceptional

12 reviews

$370
Average price / night
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Sarasota Vacation Rental with Pool and Game Room!
Sarasota Vacation Rental with Pool and Game Room!
House
Sarasota, FL, USA
0.6k from Buccaneer Bay center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals

3 Bedrooms6 Guests
9.5

Superb

2 reviews

$246
Average price / night
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Tropical Paradise Close To The Beaches
Tropical Paradise Close To The Beaches
House
Sarasota, FL, 34231, United States
0.3k from Buccaneer Bay center

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

3 Bedrooms8 Guests
9.6

Exceptional

41 reviews

$238
Average price / night
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4 Mi to Siesta Key Beach Sunny Home with Hot Tub!
4 Mi to Siesta Key Beach Sunny Home with Hot Tub!
House
Sarasota, FL, USA
0.8k from Buccaneer Bay center

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

2 Bedrooms6 Guests
8.0

Good

1 reviews

$397
Average price / night
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Sunset Cove - Saltwater private Pool - 1.5 miles from Siesta Key Beach
Sunset Cove - Saltwater private Pool - 1.5 miles from Siesta Key Beach
House
Sarasota, FL, 34231, United States
0.4k from Buccaneer Bay center

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

4 Bedrooms8 Guests
10.0

Exceptional

32 reviews

$539
Average price / night
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Getaway with Heated Pool and fence by Siesta Key Beach
Getaway with Heated Pool and fence by Siesta Key Beach
House
Sarasota, FL, USA
0.9k from Buccaneer Bay center

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

6 Bedrooms15 Guests
9.5

Superb

2 reviews

$633
Average price / night
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Coastal Cottage
Coastal Cottage
House
Sarasota, FL, USA
1.2k from Buccaneer Bay center

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

2 Bedrooms6 Guests
New to Booking
$402
Average price / night
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Relax at Starfish Contemporary Home | Pool | Bring the entire Family - Dog Friendly | Game Room
Relax at Starfish Contemporary Home | Pool | Bring the entire Family - Dog Friendly | Game Room
House
Sarasota, FL, 34231, United States
0.4k from Buccaneer Bay center

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

3 Bedrooms8 Guests
9.8

Exceptional

8 reviews

$322
Average price / night
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Fantastic Island House 1 mile to the beach with heated pool
Fantastic Island House 1 mile to the beach with heated pool
House
Buccaneer Bay, Sarasota, Florida, USA
1.2k from Buccaneer Bay center

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

3 Bedrooms10 Guests
8.3

Very Good

22 reviews

$188
Average price / night
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Shared Dock and Private Backyard with Pool -Casa Mango
Shared Dock and Private Backyard with Pool -Casa Mango
House
Sarasota, FL, 34231, United States
0.4k from Buccaneer Bay center

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

3 Bedrooms10 Guests
8.0

Good

1 reviews

$292
Average price / night
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Beachside Bliss 1 miles to the beach with heated pool
Beachside Bliss 1 miles to the beach with heated pool
Apartment
Sarasota, FL, USA
1.2k from Buccaneer Bay center

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

1 Bedroom3 Guests
9.2

Superb

6 reviews

$468
Average price / night
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Luxury Home w/ Private Heated Pool, Cabana, BBQ | Near Siesta Key Beach | RV/Boat Parking Available!
Luxury Home w/ Private Heated Pool, Cabana, BBQ | Near Siesta Key Beach | RV/Boat Parking Available!
House
Sarasota, FL, 34231, United States
0.6k from Buccaneer Bay center

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

3 Bedrooms7 Guests
8.8

Fabulous

6 reviews

$294
Average price / night
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Sarasota Seascape
Sarasota Seascape
House
FL, USA
1.3k from Buccaneer Bay center

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

3 Bedrooms7 Guests
New to Booking
$361
Average price / night
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New 2b/2b home w/ a heated pool & hot tub near Siesta
New 2b/2b home w/ a heated pool & hot tub near Siesta
House
Sarasota, FL, 34231, United States
0.6k from Buccaneer Bay center

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

2 Bedrooms5 Guests
10.0

Exceptional

5 reviews

$443
Average price / night
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Casita Sun Star - 1135
Casita Sun Star - 1135
House
Siesta Key, FL, USA
1.4k from Buccaneer Bay center

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

3 Bedrooms10 Guests
8.0

Good

1 reviews

$1221
Average price / night
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Sarasota Vacation Rental w/ Pool & Game Room!
Sarasota Vacation Rental w/ Pool & Game Room!
House
Sarasota, FL, 34231-4713, United States
0.6k from Buccaneer Bay center

AC, Arcade, Dryer, Fireplace, Free Parking, Heater, Kitchen, Laundry, Microwave

3 Bedrooms6 Guests
9.8

Exceptional

17 reviews

$338
Average price / night
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Casita Morning Star - 6920
Casita Morning Star - 6920
House
Siesta Key, FL, USA
1.4k from Buccaneer Bay center

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

3 Bedrooms10 Guests
9.5

Superb

2 reviews

$1221
Average price / night
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Charming 2bd 2ba, very green, 3 min drive to SiestaKey, 55+community, nice pool.
Charming 2bd 2ba, very green, 3 min drive to SiestaKey, 55+community, nice pool.
House
Sarasota, FL, 34231, United States
0.7k from Buccaneer Bay center

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

2 Bedrooms2 Guests
10.0

Exceptional

1 reviews

$167
Average price / night
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The Solaster
The Solaster
House
Siesta Key, FL, USA
1.4k from Buccaneer Bay center

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

6 Bedrooms20 Guests
9.0

Fabulous

2 reviews

$2460
Average price / night
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Newly remodeled POOL home minutes to Siesta Key Beach!!!
Newly remodeled POOL home minutes to Siesta Key Beach!!!
House
Sarasota, FL, 34231, United States
0.7k from Buccaneer Bay center

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

2 Bedrooms4 Guests
9.4

Superb

29 reviews

$310
Average price / night
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2BR Retreat - Private Pool Near Siesta Key
2BR Retreat - Private Pool Near Siesta Key
House
Sarasota, FL, 34231, United States
0.8k from Buccaneer Bay center

AC, Barbecue, Crib, Dryer, Heater, Internet, Kitchen, Laundry, Living Area

2 Bedrooms6 Guests
10.0

Exceptional

3 reviews

$450
Average price / night
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4 Mi to Siesta Key Beach: Sunny Home w/ Hot Tub!
4 Mi to Siesta Key Beach: Sunny Home w/ Hot Tub!
House
Sarasota, FL, 34231-7037, United States
0.8k from Buccaneer Bay center

AC, Barbecue, Crib, Dryer, Extra Bed, Free Parking, Heater, Hot Tub, Internet

2 Bedrooms6 Guests
9.2

Superb

16 reviews

$275
Average price / night
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Waterfront Villa Sarasota, Pool/Jacuzzi, 3BR/3.5BA, Beach Nearby
Waterfront Villa Sarasota, Pool/Jacuzzi, 3BR/3.5BA, Beach Nearby
Villa
Sarasota, FL, 34231, United States
0.9k from Buccaneer Bay center

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

3 Bedrooms6 Guests
10.0

Exceptional

4 reviews

$547
Average price / night
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Tropical Retreat – Gulf Gate Retreat w/ Heated Pool, 7 Beds, Near Siesta Key, Families/Couples Only
Tropical Retreat – Gulf Gate Retreat w/ Heated Pool, 7 Beds, Near Siesta Key, Families/Couples Only
House
Sarasota, FL, 34231, United States
0.9k from Buccaneer Bay center

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

4 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$301
Average price / night
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Gulf Gate Poolside Retreat | Heated Pool | Space for the entire Family + Dog | Short drive to Siesta
Gulf Gate Poolside Retreat | Heated Pool | Space for the entire Family + Dog | Short drive to Siesta
House
Sarasota, FL, 34231, United States
0.9k from Buccaneer Bay center

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

3 Bedrooms10 Guests
New to Booking
$287
Average price / night
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Vacation Paradise Close to Beach!
Vacation Paradise Close to Beach!
House
Sarasota, FL, 34231, United States
0.9k from Buccaneer Bay center

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

3 Bedrooms6 Guests
9.6

Exceptional

21 reviews

$319
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 Buccaneer Bay.

Stay Near Buccaneer Bay's Top Attractions

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Buccaneer Bay Vacation Rentals with Pool on the Map

Frequently Asked Questions

You can explore 3501 verified vacation rentals with a pool in Buccaneer Bay. 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 Buccaneer Bay vary depending on the season, property size, and whether the pool is private or shared. Rates typically start from around $167 per night, with private pool homes and peak travel periods often costing more.

Many rentals in Buccaneer Bay 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 Buccaneer Bay welcome pets. Currently, 44 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 Buccaneer Bay often include additional outdoor features such as Pool, View, and Fireplace/Heating. These amenities enhance comfort and make it easier to enjoy outdoor living during your stay.

Some vacation rentals in Buccaneer Bay 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.