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Houses Osprey

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315 houses

Dunmore

Osprey house

3 bedrooms / 2 bathrooms / sleeps 6

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$192

Sunny Oasis w/ New Appliances & Furnishings - Near Coast, Dining

Osprey house

3 bedrooms / 2 bathrooms / sleeps 6

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$163

CKBH (Casey Key Beach House)

Osprey house

3 bedrooms / 3 bathrooms / sleeps 6

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Price per night from

$582

Tranquil Sarasota Home < 1 Mile to Boat Launch!

Osprey house

3 bedrooms / 2 bathrooms / sleeps 5

Responds fast! avg. 3 hours 59 minutes

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$83

Responds fast! avg. 3 minutes

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Price per night from

$198

Great rentals within 20 miles that match your search

Park Model with lanai, large deck, block from pool

Venice house

1 bedroom / 1 bathroom / sleeps 3

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Price per night from

$138

Tropical retreat with pool and gardens in the heart of Sarasota

Sarasota house

3 bedrooms / 3 bathrooms / sleeps 6

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Price per night from

$240

Sarasota! 6 miles from world rowing at Benderson, rare opportunity

Fruitville house

2 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$393

LAKEFRONT,POOL,WALK TO BEACH, FREE KAYAKS,BICYCLES

Nokomis house

3 bedrooms / 2 bathrooms / sleeps 8

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$125

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Price per night from

$406

New 6 Bedroom, Luxury Home in Gated Community

Siesta Key house

6 bedrooms / 5 bathrooms / sleeps 14

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Price per night from

$1,141

Warm Mineral Spring Vacation Home

Warm Mineral Springs house

3 bedrooms / 3 bathrooms / sleeps 6

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$91

Responds fast! avg. 1 hour 32 minutes

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$240

Gorgeous Furnished Pool Home in Desirable Venetia!

South Venice house

3 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$109

Our Tropical Island Home

Siesta Key house

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 21 minutes

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Price per night from

$134

Welcome to Paradise

Venice house

3 bedrooms / 2 bathrooms / sleeps 5

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Price per night from

$173

Walk to the beach from this adorable condo. Beachside. Perfect location. Bikes,

Siesta Key house

1 bedroom / 1 bathroom / sleeps 2

“Book with Island Time!” We really lucked out with our first Flipkey booking. My husband and I traveled to Siesta Key last year for our honeymoon, and we returned this year to celebrate our anniversary. The property had everything we could possibly have wanted -- a very short and easy walk to beach access 13, Point of Rocks, and many restaurants (aaaaand the liquor store), a very comfortable bed with the appropriate amount of pillows (EIGHT), a fully equipped kitchen with everything we needed to eat in when we wanted, a large covered porch, and everything was CLEAN. Angel was a fantastic host -- quick to respond and clear and concise with his communication. The price was more than right. I cannot say enough great things about this property and Angel. Recommended so very highly.

Responds fast! avg. 1 hour 29 minutes

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$159

University Park Country Club Property

Lakewood Ranch house

4 bedrooms / 3 bathrooms / sleeps 8

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Price per night from

$286

Legacy Trail Retreat

Nokomis house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 18 minutes

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Price per night from

$171

PALM'S HOUSE

Siesta Key house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 35 minutes

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Price per night from

$228

Downtown Sarasota Historic Burns Court Adorable Bungalow

Sarasota house

2 bedrooms / 1 bathroom / sleeps 4

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Price per night from

$294

Beautiful Florida Home

Venice house

4 bedrooms / 4 bathrooms / sleeps 8

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Price per night from

$206

Sea Side Vacation Home - by AcoralBay

South Venice house

3 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$126

Seasonal Rental

Venice house

2 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$231

Vacation Home on Coral Sands Ct. Spring Special !

Venice house

3 bedrooms / 2 bathrooms / sleeps 5

Responds fast! avg. 2 hours 21 minutes

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Price per night from

$116

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Price per night from

$269

Open, Breezy & Lots of Light

Venice house

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 3 hours 0 minutes

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Price per night from

$173

Beach house for rent in siesta key beach.

Siesta Key house

5 bedrooms / 3 bathrooms / sleeps 12

Responds fast! avg. 34 minutes

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Price per night from

$2,863

Charming Lido Key Beach House 5 min Walk to Beach!

Sarasota house

2 bedrooms / 2 bathrooms / sleeps 4

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Price per night from

$413

Venice Gem

Venice house

2 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$92

4 bedroom pool house in north Sarasota, Florida

Sarasota house

4 bedrooms / 3 bathrooms / sleeps 8

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Price per night from

$150

NEW SINGLE-FAMILY, POOL HOME, IN GATED COMMUNITY!

Englewood house

3 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$163

Newly Updated 3 Bedroom Pool Home - Close to Beach

Sarasota house

3 bedrooms / 2 bathrooms / sleeps 7

Responds fast! avg. 23 minutes

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Price per night from

$145

Venice Gem, close to beaches, shopping and entertainment

Venice house

2 bedrooms / 2 bathrooms / sleeps 4

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Price per night from

$58

North Port Country Home - Close to Mineral Springs

North Port house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 19 minutes

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Price per night from

$73

Luxury accommodation in Venetia, 3 months stay

Venice house

4 bedrooms / 4 bathrooms / sleeps 8

Responds fast! avg. 2 hours 45 minutes

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Price per night from

$191

Great location, quiet, peaceful, and comfortable

Sarasota house

2 bedrooms / 1 bathroom / sleeps 6

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Price per night from

$46

Cozy home only 10 minutes Siesta key

Sarasota house

2 bedrooms / 2 bathrooms / sleeps 5

Responds fast! avg. 54 minutes

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Price per night from

$160

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houses in Osprey

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