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Sarasota Luxury Holiday Homes

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136 rentals in Sarasota.
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Luxury waterfront 5bed/5.5bath nestled in Harbor Acres
5 bedrooms
6 bathrooms
Sleeps 10
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Beautiful 4Bed/3Bath Home with Pool on Canal 5 Min Walk to Lido Beach
4 bedrooms
3 bathrooms
Sleeps 7
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2 bedroom Condo Bay Oaks Siesta Key
2 bedrooms
1 bathroom
Sleeps 3
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Amazing Hacienda Style Villa - Very Close To Siesta
3 bedrooms
2 bathrooms
Sleeps 8
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Elegant 5 Bedroom 3 bath Executive Home - HEATED POOL near Siesta Key Beaches!!!
4 bedrooms
3 bathrooms
Sleeps 10
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26 other travellers have booked this property
3br - 5100ft2 - Country Estaste Adventure
3 bedrooms
5 bathrooms
Sleeps 6
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3 other travellers have booked this property
St. Armands Oasis w/ Private Heated Saltwater Pool, Walk to Beach & Shops
3 bedrooms
3 bathrooms
Sleeps 8
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Luxury Beach Cotttage
1 bedroom
1 bathroom
Sleeps 2
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4 other travellers have booked this property
4 Bed 3bath Water front home
4 bedrooms
3 bathrooms
Sleeps 8
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Charming Lido Key Beach House 5 min Walk to Beach!
2 bedrooms
2 bathrooms
Sleeps 4
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4 other travellers have booked this property
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3 Bedroom 3 Bath, Heated Pool, St. Armands Circle
3 bedrooms
3 bathrooms
Sleeps 8
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High-End New, Gourmet Kitchen, Heat Option Pool, Downstair Master, Modern, Garag
3 bedrooms
4 bathrooms
Sleeps 6
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Tranquility at the Preserve
4 bedrooms
5 bathrooms
Sleeps 10
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3 other travellers have booked this property
Sarasota River House Paradise. 4BR. Free kayaks, bikes, fishing, hot tub + more.
4 bedrooms
3 bathrooms
Sleeps 9
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4 other travellers have booked this property
Luxury Sarasota Golf Home
4 bedrooms
4 bathrooms
Sleeps 8
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Oceanfront home w/sunset views of Sarasota Bay
3 bedrooms
2 bathrooms
Sleeps 8
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Huge Home w/ Screened Pool, BBQ, Ping-Pong, & Sunroom - Walk to Lido Beach
4 bedrooms
4 bathrooms
Sleeps 8
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7 other travellers have booked this property
Renovated 3 bedms/2.5 bathms with pool close to Downtown
3 bedrooms
3 bathrooms
Sleeps 10
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Sarasota House w/Backyard Oasis - 10 mins to Beach
2 bedrooms
2 bathrooms
Sleeps 4
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Just 100 Steps Away from the White Sand of the World Renowned Siesta Beach
2 bedrooms
2 bathrooms
Sleeps 6
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Casa Freedom - ALL-NEW, Clean & Modern, Less than 3 miles to Beach!
4 bedrooms
4 bathrooms
Sleeps 10
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Family Home, Heated Pool. 10 mins to #1 US Beach
5 bedrooms
2 bathrooms
Sleeps 10
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2 other travellers have booked this property
The MacGregor House is 1925 Old Florida elegance
4 bedrooms
3 bathrooms
Sleeps 7
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2 other travellers have booked this property
Short Walk to World Famous Siesta Key Beach
3 bedrooms
2 bathrooms
Sleeps 6
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Timberwoods Vacation Villas Best Value in Sarasota
2 bedrooms
2 bathrooms
Sleeps 6
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4 other travellers have booked this property
Timberwoods Vacation Villas Best Value in Sarasota - Villa 5
2 bedrooms
2 bathrooms
Sleeps 6
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Timberwoods Vacation Villas Best Value in Sarasota - Villa 2
2 bedrooms
2 bathrooms
Sleeps 6
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Timberwoods Vacation Villas Best Value in Sarasota - Villa 1
2 bedrooms
2 bathrooms
Sleeps 6
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Timberwoods Vacation Villas Best Value in Sarasota - Villa 3
2 bedrooms
2 bathrooms
Sleeps 6
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Timberwoods Vacation Villas Best Value in Sarasota - Villa 4
2 bedrooms
2 bathrooms
Sleeps 5
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Timberwoods Vacation Villa Best Value in Sarasota
2 bedrooms
2 bathrooms
Sleeps 4
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2 other travellers have booked this property
Downtown Sarasota Historic Burns Court Adorable Bungalow
2 bedrooms
1 bathroom
Sleeps 4
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Incredible Canal Home w/ Private Pool & Spa - Near Beach!
3 bedrooms
2 bathrooms
Sleeps 6
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Villa Youppie - Roelens Vacations
4 bedrooms
3 bathrooms
Sleeps 8
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1 other traveller has booked this property
Private Beach Access, Heated Saltwater Pool, Sunset Viewing Deck, Gated Complex,
3 bedrooms
2 bathrooms
Sleeps 6
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Newly Remodeled Spacious Loft in Sarasota!
2 bedrooms
2 bathrooms
Sleeps 4
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'Safe & Clean' Tulip House Enchanting Family Pool Home- 1 mile to Siesta Key
3 bedrooms
2 bathrooms
Sleeps 6
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2 other travellers have booked this property
2br - Lido Beach
2 bedrooms
2 bathrooms
Sleeps 6
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Pool Home, Under 10 Minutes Drive To World Renowned Siesta Key Beach
3 bedrooms
2 bathrooms
Sleeps 6
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Available for 2021 Season! 5 Minute Walk to Crescent Beach, WiFi, Siesta Key Dup
2 bedrooms
2 bathrooms
Sleeps 4
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Spacious Tropical Retreat with Private Pool
3 bedrooms
2 bathrooms
Sleeps 8
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1 other traveller has booked this property
Luxury Condominium at Siesta Dunes Beachside Pool Hot Tub Tennis Sun Deck
2 bedrooms
2 bathrooms
Sleeps 4
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13 other travellers have booked this property
New Resort Style Villa, Bring Fido, Wifi Included w/ Water View and Amazing Amen
2 bedrooms
2 bathrooms
Sleeps 4
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Relax near Siesta Key Beach
3 bedrooms
2 bathrooms
Sleeps 5
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Beach Front Property, Private Beach, Heated Pool, Tennis Ct, Updated, 2nd Fl, E
2 bedrooms
2 bathrooms
Sleeps 6
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Casa Liberty - Very Walkable, Less than 3 miles to the Beach, Shops & Food!
4 bedrooms
2 bathrooms
Sleeps 10
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Downtown Zen Retreat
2 bedrooms
2 bathrooms
Sleeps 4
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Oceanfront dog-friendly home w/ sunset views of Sarasota Bay - snowbirds welcome
3 bedrooms
3 bathrooms
Sleeps 6
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Private Beach, Private Access, Incredible Ocean/Beach Views Throughout, WiFi/Cab
2 bedrooms
2 bathrooms
Sleeps 4
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SARASOTA : Paradise for golfers and beach lovers
4 bedrooms
3 bathrooms
Sleeps 8
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3 other travellers have booked this property
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