Oceanfront Rentals in Sarasota Square, FL: Compare 10+ Sites & Save

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  6.  Sarasota Square

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3190 Best Oceanfront Rentals in Sarasota Square (Starting from $60)

Villa Pine Tree Pool close to the beaches Siesta Key
Villa Pine Tree Pool close to the beaches Siesta Key
House
Sarasota, FL, USA
0.3k from 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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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
0.3k from 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 Villa with Pool Access about 4 Mi to Beach!
Sarasota Villa with Pool Access about 4 Mi to Beach!
Villa
Sarasota, FL, USA
0.4k from Sarasota Square center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Hot tubs

2 Bedrooms6 Guests
9.5

Superb

4 reviews

$480
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
0.3k from 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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LUX VILLAs on beautiful Palmer Ranch
LUX VILLAs on beautiful Palmer Ranch
Villa
Vamo, FL, USA
0.5k from 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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Pool, Jacuzzi, Pickleball, Tennis, close to Siesta Key Beaches/3772SP
Pool, Jacuzzi, Pickleball, Tennis, close to Siesta Key Beaches/3772SP
Villa
Sarasota, FL, 34238, United States
0.3k from Sarasota Square center

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

2 Bedrooms6 Guests
New to Booking
$202
Average price / night
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Welcome to The Bray Escape 4 miles to Siesta Key
Welcome to The Bray Escape 4 miles to Siesta Key
House
Sarasota Square, Sarasota, Florida, USA
1.0k from Sarasota Square center

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

2 Bedrooms6 Guests
10.0

Exceptional

20 reviews

$288
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
0.3k from 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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Getaway with Heated Pool and fence by Siesta Key Beach
Getaway with Heated Pool and fence by Siesta Key Beach
House
Sarasota, FL, USA
2.1k from 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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Long term discounts / Resort Style Vacation Villa
Long term discounts / Resort Style Vacation Villa
Villa
Sarasota, FL, 34238, United States
0.3k from Sarasota Square center

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

2 Bedrooms4 Guests
9.8

Exceptional

15 reviews

$189
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
2.2k from Sarasota Square 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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Resort Style Villa With Heated Pool, 2 Tennis Courts And Jacuzzi !
Resort Style Villa With Heated Pool, 2 Tennis Courts And Jacuzzi !
Villa
Sarasota, FL, 34238, United States
0.3k from Sarasota Square center

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

2 Bedrooms4 Guests
9.4

Superb

26 reviews

$182
Average price / night
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Sarasota Home with Pool 4 Mi to Siesta Key Beach!
Sarasota Home with Pool 4 Mi to Siesta Key Beach!
House
Sarasota, FL, USA
2.4k from Sarasota Square center

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

3 Bedrooms8 Guests
New to Booking
$464
Average price / night
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Sandy Shores Villa near Sieta Key and other beaches
Sandy Shores Villa near Sieta Key and other beaches
Villa
Sarasota, FL, 34238, United States
0.3k from Sarasota Square center

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

2 Bedrooms8 Guests
10.0

Exceptional

42 reviews

$193
Average price / night
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Florida Vacation Condo
Florida Vacation Condo
Apartment
Sarasota, FL, USA
2.5k from Sarasota Square center

Apartments, Cheap, Accommodations, Pools, Parking, Lodgings, Vacation rentals, Hot tubs, Places to stay

2 Bedrooms4 Guests
10.0

Exceptional

1 reviews

$60
Average price / night
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Charming 2/2 Villa in Village des Pins - 15 min from SIESTA KEY
Charming 2/2 Villa in Village des Pins - 15 min from SIESTA KEY
House
Sarasota, FL, 34238, United States
0.3k from Sarasota Square center

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

2 Bedrooms4 Guests
9.2

Superb

16 reviews

$206
Average price / night
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Luxe Bayfront Sarasota Home Rental Pool, Lanai!
Luxe Bayfront Sarasota Home Rental Pool, Lanai!
House
Sarasota, FL, USA
2.5k from Sarasota Square 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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Condo on Quiet Cul-De-Sac | Heated Pool/Spa | Tennis | Putting Green | Short Drive to Beach
Condo on Quiet Cul-De-Sac | Heated Pool/Spa | Tennis | Putting Green | Short Drive to Beach
Condo
Sarasota, FL, 34238, United States
0.3k from Sarasota Square center

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

2 Bedrooms4 Guests
9.0

Fabulous

19 reviews

$253
Average price / night
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Sunny Sarasota Oasis Swim, Golf, Shop and More!
Sunny Sarasota Oasis Swim, Golf, Shop and More!
House
FL, USA
2.6k from Sarasota Square center

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

3 Bedrooms6 Guests
New to Booking
$295
Average price / night
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Spacious 2 BD and 2BA Villa 13 minutes from Siesta Key!
Spacious 2 BD and 2BA Villa 13 minutes from Siesta Key!
Villa
Sarasota, FL, 34238, United States
0.4k from Sarasota Square center

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

2 Bedrooms6 Guests
10.0

Exceptional

2 reviews

$200
Average price / night
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Sunny Cottage with lanai and garage, only 4 miles from Siesta Key
Sunny Cottage with lanai and garage, only 4 miles from Siesta Key
House
Sarasota, FL, USA
2.6k from Sarasota Square center

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

2 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$271
Average price / night
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End Villa/Private View/Heated Pool/Pickleball/7883
End Villa/Private View/Heated Pool/Pickleball/7883
Villa
Sarasota, FL, 34238, United States
0.4k from Sarasota Square center

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

2 Bedrooms5 Guests
10.0

Exceptional

2 reviews

$209
Average price / night
Check Availability
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
0.4k from 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
Check Availability
Heated pool/Jacuzzi/Pickleball/3637YPC
Heated pool/Jacuzzi/Pickleball/3637YPC
Villa
Sarasota, FL, 34238, United States
0.4k from 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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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
0.4k from 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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SPRING SPECIAL!!! 2/2 BEAUTIFUL VILLA! 2 BR, 2 BA, Heated pool and Jacuzzi! WiFi
SPRING SPECIAL!!! 2/2 BEAUTIFUL VILLA! 2 BR, 2 BA, Heated pool and Jacuzzi! WiFi
Villa
Sarasota, FL, 34238, United States
0.4k from Sarasota Square center

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

2 Bedrooms6 Guests
9.6

Exceptional

49 reviews

$308
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
0.4k from 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
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 Oceanfront Rentals in Sarasota Square.

Where to stay in Sarasota Square? Best neighborhoods & areas

Sarasota Square Oceanfront Rentals on the Map

Frequently Asked Questions

You can explore 3190 verified oceanfront rentals in Sarasota Square. These properties are located directly along the shoreline, offering uninterrupted access to the beach and ocean views.

Oceanfront rental prices in Sarasota Square vary depending on the property size, exact beachfront location, and season. Rates typically start from around $60 per night, with higher prices for larger homes or peak travel periods. Properties located directly on popular stretches of coastline tend to command premium rates.

Many oceanfront rentals in Sarasota Square offer direct access to the beach, often through private walkways or dedicated entry paths. Some properties may share access points, so it’s helpful to review the listing details to understand the type of beach access provided.

Yes, some oceanfront rentals in Sarasota Square welcome pets. Currently, 25 listings allow pets, although policies can vary by property. It’s recommended to check specific house rules for details such as size limits or additional fees.

Oceanfront properties are often in high demand, especially during peak travel seasons, so booking 90 to 120 days in advance is recommended for the best selection. During quieter periods, you may still find availability closer to your travel dates.

Oceanfront rentals in Sarasota Square often include features designed for a comfortable coastal stay, such as Oceanfront, View, and Ocean View. These amenities help guests make the most of their time by the water.

Yes, there is a clear difference. "Oceanfront" means the property is located directly on the beach with no obstructions between the home and the water. "Ocean View" typically means the ocean is visible from certain angles or rooms, but the property may not be right on the shoreline.