Short-Term Rentals in Sarasota Square, FL: Compare 10+ Sites & Save

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5152 Best Short-Term Rentals in Sarasota Square (Starting from $125)

Peaceful Pinecone
Peaceful Pinecone
Apartment
Sarasota, FL, USA
0.3k from 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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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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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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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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Relaxing 2 bed Siesta Key bungalow minutes from the beach
Relaxing 2 bed Siesta Key bungalow minutes from the beach
House
Sarasota, FL, USA
0.6k from Sarasota Square center

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

2 Bedrooms5 Guests
New to Booking
$201
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
0.3k from 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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Sarasota Costal Vibe 15 min from Siesta Key
Sarasota Costal Vibe 15 min from Siesta Key
House
Sarasota, FL, USA
1.0k from Sarasota Square center

Guest Services, Security/Safety, Balcony/Terrace, Pet Friendly, Internet, Barbecue/Outdoor Cooking, Parking

3 Bedrooms7 Guests
New to Booking
$262
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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Sarasota 15 min from Siesta
Sarasota 15 min from Siesta
House
Sarasota, FL, USA
1.0k from Sarasota Square center

Air Conditioner, View, Balcony/Terrace, Fireplace/Heating, Security/Safety, Parking, Internet

3 Bedrooms7 Guests
10.0

Exceptional

1 reviews

$262
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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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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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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Pinestone Condo On Palmer Ranch
Pinestone Condo On Palmer Ranch
House
Sarasota, FL, USA
1.1k from Sarasota Square center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Jacuzzis, Places to stay, Condos

2 Bedrooms4 Guests
New to Booking
$292
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
0.4k from 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
1.4k from 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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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
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Tropical Shores Retreat-10 Min to Siesta Key Beach
Tropical Shores Retreat-10 Min to Siesta Key Beach
House
Sarasota, FL, USA
1.5k from Sarasota Square center

Air Conditioner, Parking, Security/Safety, Pet Friendly, Child Friendly

3 Bedrooms9 Guests
New to Booking
$292
Average price / night
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Renovated Sarasota Retreat Near Beaches, Pool & Tennis - Spanish Pine Villa #210 - Roelens
Renovated Sarasota Retreat Near Beaches, Pool & Tennis - Spanish Pine Villa #210 - Roelens
Condo
Sarasota, FL, 34238, United States
0.4k from Sarasota Square center

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

2 Bedrooms4 Guests
New to Booking
$312
Average price / night
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5 Mi to Beach Family Retreat in Sarasota!
5 Mi to Beach Family Retreat in Sarasota!
House
Sarasota, FL, USA
1.9k from Sarasota Square center

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

3 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$177
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
0.4k from 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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Sarasota - Dunmore 8730
Sarasota - Dunmore 8730
House
Sarasota, FL, USA
1.9k from 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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Extremely comfortable&clean VILLAS! Heated pool and Jacuzzi SPRING SEASON SALE
Extremely comfortable&clean VILLAS! Heated pool and Jacuzzi SPRING SEASON SALE
House
Sarasota, FL, 34238, United States
0.4k from Sarasota Square center

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

2 Bedrooms6 Guests
9.0

Fabulous

7 reviews

$300
Average price / night
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White Pine Villa,Close to Siesta Key!
White Pine Villa,Close to Siesta Key!
House
Sarasota, FL, 34238, United States
0.4k from Sarasota Square center

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

2 Bedrooms6 Guests
10.0

Exceptional

9 reviews

$181
Average price / night
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Beautifully Renovated Bright Condo, Heated Pool, Tennis Courts, Putting Green, Ready to Book!
Beautifully Renovated Bright Condo, Heated Pool, Tennis Courts, Putting Green, Ready to Book!
Condo
Sarasota, FL, 34238, United States
0.4k from Sarasota Square center

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

2 Bedrooms4 Guests
9.8

Exceptional

15 reviews

$274
Average price / night
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Spacious Well Appointed  Property, view across pond within a lovely community -
Spacious Well Appointed Property, view across pond within a lovely community -
Condo
Sarasota, FL, 34238, United States
0.5k from Sarasota Square center

AC, Dryer, Internet, Laundry, No Smoking, Washer

2 Bedrooms4 Guests
New to Booking
$148
Average price / night
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4 Mi to Siesta Beach: Condo w/ Community Perks!
4 Mi to Siesta Beach: Condo w/ Community Perks!
Condo
Sarasota, FL, 34238, United States
0.5k from Sarasota Square center

AC, Arcade, Barbecue, Crib, Dryer, Free Parking, Heater, Hot Tub, Kitchen

2 Bedrooms5 Guests
10.0

Exceptional

1 reviews

$296
Average price / night
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Lake View/Heated Pool/Close to Siesta Key Beaches!
Lake View/Heated Pool/Close to Siesta Key Beaches!
House
Sarasota, FL, 34238, United States
0.5k from Sarasota Square center

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

2 Bedrooms6 Guests
10.0

Exceptional

3 reviews

$184
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 Short-Term Rentals in Sarasota Square.

Where to stay in Sarasota Square? Best neighborhoods & areas

Sarasota Square Short-Term Rentals on the Map

Frequently Asked Questions

You can explore 5152 verified short-term rentals in Sarasota Square, including apartments, houses, and furnished stays suitable for both travel and temporary living.

Short-term rental prices in Sarasota Square vary depending on location, property size, and travel dates. Rates typically start from around $125 per night, with higher prices for premium properties or peak seasons.

Many short-term rentals in Sarasota Square include Wi-Fi, making them suitable for remote work. Some listings also provide dedicated workspaces, but it is recommended to check property details for specific features.

Booking 30 to 45 days in advance is generally recommended for the best availability. For peak travel periods or major events in Sarasota Square, booking earlier can help secure better options.

In many cases, utilities such as electricity, water, and internet are included in the rental price. However, this can vary by property, so it is important to review the listing details before booking.

Short-term rentals in Sarasota Square often include amenities such as Fireplace/Heating, Sports/Activities, and Balcony/Terrace, providing a comfortable and convenient stay.

Short-term rentals in Sarasota Square are often used for flexible stays, including work trips or temporary housing, while vacation rentals are typically geared toward leisure stays in tourist areas. Both offer furnished, home-like accommodations.