Siesta Key Vacation Rentals

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2 Bedroom/2 Bath, One Floor condominium
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Come enjoy all of Sarasota and Siesta Key amenities without the congestion and just minutes to Siesta Key Beach.

2 Bedrooms
2 Bathrooms
4 Guides
$100 / night (excl. fees & taxes)
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Palm View at Siesta Dunes
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Updated 2/2 condo Wifi Pool~Private beach access!

2 Bedrooms
2 Bathrooms
4 Guides
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8 reviews
$263 - $500 / night (excl. fees & taxes)
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#1 Siesta Key Beach, Pool GlassHouse
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(3) E-Z Payments, beach supply & more

2 Bedrooms
2 Bathrooms
4 Guides
4.57IconIconIconIconIcon
49 reviews
$225 / night (excl. fees & taxes)
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Beach, Bay, Food, Fun - 2BD/2BA
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Beach, Bay, Food, Fun - 2BD/2BA

2 Bedrooms
2 Bathrooms
4 Guides
4.67IconIconIconIconIcon
9 reviews
$174 - $189 / night (excl. fees & taxes)
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Casa Blanca Ranch Home near Siesta Key Beach
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Casa Blanca Ranch Home near Siesta Key Beach

3 Bedrooms
2 Bathrooms
4 Guides
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18 reviews
$329 - $399 / night (excl. fees & taxes)
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Prime Location: 1 Mile  to Siesta Key South Bridge
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Very spacious & comfortable house. Centrally located, just 10 min walk to Gulf Gate Village, and Pavilion Mall, a collection of shops & restaurants

2 Bedrooms
1 Bathroom
4 Guides
$125 / night (excl. fees & taxes)
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The Funky Fish House
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Tropical Oasis Heated Pool Hot Tub Near Siesta Key

2 Bedrooms
2 Bathrooms
4 Guides
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91 reviews
$197 - $580 / night (excl. fees & taxes)
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Gulf Gate Paradise near Siesta Key beaches
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Close to the beach with a hot tub and garden

1 Bedroom
1 Bathroom
4 Guides
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71 reviews
$147 - $254 / night (excl. fees & taxes)
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Siesta Key Beachfront Condo
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The closest condo to the Gulf of Mexico on Siesta Key

2 Bedrooms
2 Bathrooms
4 Guides
$292 / night (excl. fees & taxes)
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Art Deco Masterpiece High Season Multi-Month
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Art Deco/Mid-Century Modern Masterpiece in the Heart of Downtown--Across from the Marina! Multi-Month High Season Only

2 Bedrooms
2 Bathrooms
4 Guides
$259 / night (excl. fees & taxes)
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Sarasota Home w/ Swimming Pool near Siesta Key
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Available Jan, Feb. to March 15th. Snowbird Rental w/heated pool in Palmer Ranch in Sarasota! 2 months minimum.

3 Bedrooms
2 Bathrooms
4 Guides
$185 / night (excl. fees & taxes)
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Downtown Compound |Pet Friendly | Families |Groups
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Downtown Compound |Pet Friendly | Families |Groups

8 Bedrooms
9 Bathrooms
4 Guides
$941 - $2970 / night (excl. fees & taxes)
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Downtown Sarasota | 1 Bd 1 Ba | Beach | + Pets | Symphony |Opera | The Arts
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Beach Downtown Pet-friendly 1 Bedroom Apartment at 10 acre Gillespie Park with tennis, pickle ball & basketball courts, playground, and two dog parks.

1 Bedroom
1 Bathroom
4 Guides
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7 reviews
$128 - $378 / night (excl. fees & taxes)
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Sarasota Downtown Pet-Friendly 1BD/1BA-Lido Beach | Opera | The Arts
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Beach Downtown Pet-friendly 1 Bedroom Apartment at 10 acre Gillespie Park with tennis, pickle ball & basketball courts, playground, and two dog parks.

1 Bedroom
1 Bathroom
4 Guides
4.9IconIconIconIconIcon
20 reviews
$128 - $390 / night (excl. fees & taxes)
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Spacious Downtown |Pet Friendly | 2-Car Garage| Lido Beach | St. Armands Circle | Opera House
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Beach-town Pet-Friendly Downtown Sarasota Home @ 10 acre Gillespie Park with tennis, pickle ball & basketball courts, playground & two dog parks.

3 Bedrooms
3 Bathrooms
4 Guides
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43 reviews
$198 - $537 / night (excl. fees & taxes)
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Sarasota Pet Friendly Vaca Home | Balcony + Garage | The Arts & Opera |Beach | St. Armands Circle
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Beach Downtown Sarasota Pet-friendly Home @ 10 acre Gillespie Park with tennis, pickle ball & basketball courts, playground & two dog parks.

3 Bedrooms
3 Bathrooms
4 Guides
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28 reviews
$198 - $563 / night (excl. fees & taxes)
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Condo with a View on Longboat Key
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Kick Back and Relax

0 Bedroom
1 Bathroom
4 Guides
4.98IconIconIconIconIcon
122 reviews
$275 / night (excl. fees & taxes)
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Turtle Crawl Inn 64
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Beach Front One Bedroom Condo Paradise. Fully Remodeled.

1 Bedroom
1 Bathroom
4 Guides
4.88IconIconIconIconIcon
73 reviews
$189 - $320 / night (excl. fees & taxes)
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Panoramic Gulf View with Amazing Sunset.
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Spacious Condo, 1 huge Bedroom, 2 very comfortable Queen beds. One Sofa sleeper in the living room. What you see is what you get to view every day.

1 Bedroom
1 Bathroom
4 Guides
4.84IconIconIconIconIcon
188 reviews
$155 - $390 / night (excl. fees & taxes)
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Turtle Crawl Inn 63
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Beach Front Condo Paradise. Ground Floor. Studio.

0 Bedroom
1 Bathroom
4 Guides
4.74IconIconIconIconIcon
88 reviews
$179 - $285 / night (excl. fees & taxes)
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