Siesta Key Vacation Rentals

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Village Canal home short walk to Beach with pool
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Private Canal home short walk to Beach and Village, heated Pool & Spa with private front courtyard

3 Bedrooms
2 Bathrooms
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26 reviews
$347 - $650 / 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
$125 / 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
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71 reviews
$189 - $254 / night (excl. fees & taxes)
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Sarasota Home w/ Swimming Pool near Siesta Key
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Furnished Rental w/heated pool in Palmer Ranch in Sarasota! 2 months minimum.

3 Bedrooms
2 Bathrooms
$230 / 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
$1078 - $2820 / 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
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7 reviews
$118 - $419 / 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
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20 reviews
$118 - $419 / night (excl. fees & taxes)
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Downtown Sarasota Compound |Pet Friendly | Extended Stays |Large Groups
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8 Bedrooms
8 Bathrooms
$1117 - $3216 / 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
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43 reviews
$198 - $587 / 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
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28 reviews
$198 - $587 / night (excl. fees & taxes)
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Tropical Escape Sarasota
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Real Florida Up Close!

3 Bedrooms
2 Bathrooms
$290 - $295 / night (excl. fees & taxes)
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9BR Tropical Paradise - Pool, Hot Tub and Theater
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9 Bedrooms
3 Bathrooms
$274 - $4500 / night (excl. fees & taxes)
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6BR Heated Pool Triplex Perfect for Gatherings
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6 Bedrooms
4 Bathrooms
$293 - $2240 / night (excl. fees & taxes)
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Condo 6 miles from breathtaking Anna Maria Island
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2 bedroom, 2 bath, sleeps 6. Under 6 miles from the breathtaking Anna Maria Island beaches

2 Bedrooms
2 Bathrooms
$67 / night (excl. fees & taxes)
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New! Salt Pool + Hot Tub + Anna Maria Beaches!
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New! Salt Pool + Hot Tub + Anna Maria Beaches!

3 Bedrooms
2 Bathrooms
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11 reviews
$300 - $525 / night (excl. fees & taxes)
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Sunny Retreat Near AMI, IMG, Beaches-Pet Friendly
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Sunny Retreat Near AMI Beaches & Manatee River - Pet Friendly

3 Bedrooms
2 Bathrooms
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15 reviews
$225 / night (excl. fees & taxes)
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Cozy Outdoor Living+Private Yard+AMI in Mins!
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Prime location+Private HTD Saltwater Pool+Spacious Master Suite w/private pool access. New Furniture, Appliances, Quartz Countertops, Travertine Patio

4 Bedrooms
2 Bathrooms
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54 reviews
$284 - $844 / night (excl. fees & taxes)
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Gulf Coast Paradise Hideaway
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Gulf Coast Paradise Hideaway

1 Bedroom
1 Bathroom
$95 / night (excl. fees & taxes)
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Coastal Palm Hideaway
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Spring Sale: Hot Tub, Anna Maria, Pool, EV Ready!

4 Bedrooms
2 Bathrooms
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16 reviews
$199 - $1257 / night (excl. fees & taxes)
    1 – 20 Rentals