Vacation Rentals with Pool in Westfield Sarasota Square, FL: Compare 10+ Sites & Save

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  2. Vacation Rentals with Pool
  3.  USA

  4.  Florida
  5.  Sarasota
  6.  Westfield Sarasota Square

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3290 Best Vacation Rentals with Pool in Westfield Sarasota Square (Starting from $125)

Peaceful Pinecone
Peaceful Pinecone
Apartment
Sarasota, FL, USA
0.7k from Westfield Sarasota Square center

Apartments, Accommodations, Pools, Lodgings, Jacuzzis, Places to stay

2 Bedrooms4 Guests
7.0

Good

1 reviews

$268
Average price / night
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The Pelicans Nest - 2 Bedroom Condo, Pools and Resort Style by Gulf Coast Holiday Homes
The Pelicans Nest - 2 Bedroom Condo, Pools and Resort Style by Gulf Coast Holiday Homes
Condo
Sarasota, FL, 34231, United States
0.3k from Westfield Sarasota Square center

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

1 Bedroom4 Guests
New to Booking
$246
Average price / night
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Villa Pine Tree Pool close to the beaches Siesta Key
Villa Pine Tree Pool close to the beaches Siesta Key
House
Sarasota, FL, USA
0.7k from Westfield Sarasota Square center

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

2 Bedrooms4 Guests
10.0

Exceptional

1 reviews

$125
Average price / night
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Our American Dream - Charming villa close to Siesta Key Beach
Our American Dream - Charming villa close to Siesta Key Beach
Villa
Sarasota, FL, 34238, United States
0.6k from Westfield Sarasota Square center

AC, Barbecue, Crib, Dryer, Hot Tub, Internet, Kitchen, Laundry, Living Area

2 Bedrooms6 Guests
9.6

Exceptional

4 reviews

$192
Average price / night
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LUX VILLAs on beautiful Palmer Ranch
LUX VILLAs on beautiful Palmer Ranch
Villa
Vamo, FL, USA
0.8k from Westfield Sarasota Square center

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

4 Bedrooms8 Guests
7.8

Good

46 reviews

$454
Average price / night
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Private guesthouse near the beach
Private guesthouse near the beach
House
Sarasota, FL, 34231, United States
0.6k from Westfield Sarasota Square center

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

2 Bedrooms4 Guests
9.4

Superb

23 reviews

$150
Average price / night
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Sunny Sarasota Villa with Lanai Less Than 5 Mi to Beach
Sunny Sarasota Villa with Lanai Less Than 5 Mi to Beach
Villa
Sarasota, FL, USA
0.9k from Westfield Sarasota Square center

Accessibility, Wellness Facilities, Sports/Activities, Balcony/Terrace, Pool, Security/Safety, Parking

2 Bedrooms4 Guests
8.8

Fabulous

4 reviews

$358
Average price / night
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Renovated condo near golf with on-site pool, hot tub, tennis, & private lanai
Renovated condo near golf with on-site pool, hot tub, tennis, & private lanai
Condo
Sarasota, FL, 34238, United States
0.7k from Westfield Sarasota Square center

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

2 Bedrooms4 Guests
9.2

Superb

9 reviews

$165
Average price / night
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Sarasota - Dunmore 8730
Sarasota - Dunmore 8730
House
Sarasota, FL, USA
1.2k from Westfield Sarasota Square center

Guest Services, Security/Safety, Pool, Barbecue/Outdoor Cooking, Child Friendly

3 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$180
Average price / night
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Serene retreat awaits at prime location in charming Timberwoods/Village des Pins
Serene retreat awaits at prime location in charming Timberwoods/Village des Pins
House
Sarasota, FL, 34238, United States
0.7k from Westfield Sarasota Square center

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

2 Bedrooms4 Guests
10.0

Exceptional

5 reviews

$285
Average price / night
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Mermaid Shores
Mermaid Shores
House
Sarasota, FL, USA
1.6k from Westfield Sarasota Square center

Cheap, Accommodations, Pools, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

4 Bedrooms9 Guests
10.0

Exceptional

2 reviews

$459
Average price / night
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BEAUTIFUL VILLA NEAR SIEATA KEY!! This coveted Community includes Pool/Hot tub/Tennis/Pickleball/ Putting Green, and Shuffleboard
BEAUTIFUL VILLA NEAR SIEATA KEY!! This coveted Community includes Pool/Hot tub/Tennis/Pickleball/ Putting Green, and Shuffleboard
House
Sarasota, FL, 34238, United States
0.7k from Westfield Sarasota Square center

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

2 Bedrooms4 Guests
8.6

Fabulous

7 reviews

$231
Average price / night
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Siesta Key Marvel Pool SPA Deeded Beach Access
Siesta Key Marvel Pool SPA Deeded Beach Access
House
Sarasota, FL, USA
2.3k from Westfield Sarasota Square center

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

6 Bedrooms14 Guests
1.0

Review score

1 reviews

$674
Average price / night
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NEAR SIESTA KEY!!! Resort Style Villa with Community Pool/Tennis/Shuffle Board and More
NEAR SIESTA KEY!!! Resort Style Villa with Community Pool/Tennis/Shuffle Board and More
House
Sarasota, FL, 34238, United States
0.7k from Westfield Sarasota Square center

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

2 Bedrooms4 Guests
9.8

Exceptional

7 reviews

$243
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
2.3k from Westfield Sarasota Square 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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Heated pool/Jacuzzi/Pickleball/3637YPC
Heated pool/Jacuzzi/Pickleball/3637YPC
Villa
Sarasota, FL, 34238, United States
0.7k from Westfield Sarasota Square center

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

2 Bedrooms5 Guests
10.0

Exceptional

1 reviews

$182
Average price / night
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Discover The Perfect Snowbird Nest on Siesta Key Minimum 30-Day Rental
Discover The Perfect Snowbird Nest on Siesta Key Minimum 30-Day Rental
Apartment
Sarasota, FL, USA
2.3k from Westfield Sarasota Square center

Apartments, Accommodations, Parking, Lodgings, Vacation rentals, Places to stay, Accessible hotels, Beach rentals

1 Bedroom6 Guests
New to Booking
$276
Average price / night
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Tranquil Sarasota Retreat Near Beaches, Pool & Nature Escape - Timberwood Villa #183 - Roelens
Tranquil Sarasota Retreat Near Beaches, Pool & Nature Escape - Timberwood Villa #183 - Roelens
Condo
Sarasota, FL, 34238, United States
0.7k from Westfield Sarasota Square center

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

2 Bedrooms4 Guests
New to Booking
$272
Average price / night
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Siesta Heron Suites & Villas
Siesta Heron Suites & Villas
House
Siesta Key, FL, USA
2.4k from Westfield Sarasota Square center

Accommodations, Pools, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay, Self-catering

11 Bedrooms38 Guests
8.5

Very Good

213 reviews

$467
Average price / night
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Escape to Paradise: Updated Sarasota Retreat near Siesta Key Beach and Pool!
Escape to Paradise: Updated Sarasota Retreat near Siesta Key Beach and Pool!
House
Sarasota, FL, 34238, United States
0.7k from Westfield Sarasota Square center

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

2 Bedrooms3 Guests
9.6

Exceptional

50 reviews

$190
Average price / night
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Siesta Keys Home with Deck Half Mile to Turtle Beach
Siesta Keys Home with Deck Half Mile to Turtle Beach
Apartment
Siesta Key, FL, USA
2.4k from Westfield Sarasota Square center

Apartments, Accommodations, Parking, Spa, Lodgings, Vacation rentals, Places to stay, Beach rentals, Condos

2 Bedrooms4 Guests
New to Booking
$295
Average price / night
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Extremely comfortable&clean VILLAS! Heated pool and Jacuzzi SPRING SPECIAL RATES
Extremely comfortable&clean VILLAS! Heated pool and Jacuzzi SPRING SPECIAL RATES
House
Sarasota, FL, 34238, United States
0.7k from Westfield Sarasota Square center

AC, Barbecue, Crib, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater, Hot Tub

2 Bedrooms6 Guests
9.6

Exceptional

38 reviews

$306
Average price / night
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Vacation Retreat Villa/Heated Pool, Jacuzzi, Tennis/Close to Beaches, Golf
Vacation Retreat Villa/Heated Pool, Jacuzzi, Tennis/Close to Beaches, Golf
Villa
Sarasota, FL, 34238, United States
0.7k from Westfield Sarasota Square center

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

2 Bedrooms5 Guests
9.8

Exceptional

16 reviews

$188
Average price / night
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Village Des Pins in Sunny Sarasota
Village Des Pins in Sunny Sarasota
Villa
Sarasota, FL, 34238, United States
0.7k from Westfield Sarasota Square center

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

2 Bedrooms4 Guests
10.0

Exceptional

7 reviews

$171
Average price / night
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Family Friendly Villa15 min to Siesta Key Wagon, Chairs, Umbrella, Toys Provided
Family Friendly Villa15 min to Siesta Key Wagon, Chairs, Umbrella, Toys Provided
Villa
Sarasota, FL, 34238, United States
0.7k from Westfield Sarasota Square center

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

2 Bedrooms6 Guests
9.8

Exceptional

122 reviews

$196
Average price / night
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Weekly rentals!  Comfortable 2 bdrm/2 Bath Villa - just minutes from Beaches
Weekly rentals! Comfortable 2 bdrm/2 Bath Villa - just minutes from Beaches
Villa
Sarasota, FL, 34238, United States
0.7k from Westfield Sarasota Square center

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

2 Bedrooms4 Guests
9.6

Exceptional

15 reviews

$183
Average price / night
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BEAUTIFUL 2/2 VILLAS, KING BED, High speed Wi-Fi, Heated Pool and Jacuzzi!
BEAUTIFUL 2/2 VILLAS, KING BED, High speed Wi-Fi, Heated Pool and Jacuzzi!
Villa
Sarasota, FL, 34238, United States
0.7k from Westfield Sarasota Square center

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

2 Bedrooms6 Guests
9.6

Exceptional

52 reviews

$384
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 Westfield Sarasota Square.

Where to stay in Westfield Sarasota Square? Best neighborhoods & areas

Westfield Sarasota Square Vacation Rentals with Pool on the Map

Frequently Asked Questions

You can explore 3290 verified vacation rentals with a pool in Westfield Sarasota Square. 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 Westfield Sarasota Square vary depending on the season, property size, and whether the pool is private or shared. Rates typically start from around $125 per night, with private pool homes and peak travel periods often costing more.

Many rentals in Westfield Sarasota Square 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 Westfield Sarasota Square welcome pets. Currently, 24 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 Westfield Sarasota Square often include additional outdoor features such as Pool, Balcony/Terrace, and Sports/Activities. These amenities enhance comfort and make it easier to enjoy outdoor living during your stay.

Some vacation rentals in Westfield Sarasota Square 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.