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Wireless Internet
Air conditioning
Swimming pool
Private pool

Heated pool
Private indoor pool
Balcony or terrace
Washing machine
Garden
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DVD player
Grill
Cot available
Sea view
Safe
Dishwasher
Satellite TV
Children's pool
Table tennis
Games room
Pool or snooker table
Fax machine
Shared outdoor pool (unheated)
Clothes dryer
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Private outdoor pool (heated)
Shared indoor pool
Shared outdoor pool (heated)
Cribs
Ceiling Fans
Video player
Climbing frame
Boat available
Fridge
Central heating
Stereo system
Kettle
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Iron
Hair dryer
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Staffed property
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Linen provided
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Housekeeping Included

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Pets
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Car not required

Children under 5
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Non-Smoking property
Smoking - Ask
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Beach or lakeside relaxation
City breaks
Tennis in town
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Golf course on site or within 15 min walk
Golf within 30mins drive

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255 houses

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Venice Immaculate RemodeledHome-2 Bdr/2 Bath-Pool-WIFl&CABLE-2 Miles to Beach

South Venice house

2 bedrooms
2 bathrooms

sleeps 6

Match: Rental types Children's pool

All filters match

Price per night from

$172

Siesta Key Beach Cottages on Crescent

Siesta Key cottage

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Rental types, Children's pool

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Price per night from

$224

Grand accomdation on USA #1 Beach - Siesta Key Fl

Siesta Key apartment

2 bedrooms
2 bathrooms

sleeps 5

1 of 2 match: Rental types, Children's pool

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Price per night from

$206

Seaplace Condo - 1975 GMD 104

Longboat Key condo

2 bedrooms
2 bathrooms

sleeps 4

1 of 2 match: Rental types, Children's pool

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Price per night from

$192

* SUPER SPECIAL RATES at Harbor Towers *

Siesta Key apartment

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 1 hour 56 minutes

1 of 2 match: Rental types, Children's pool

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Price per night from

$114

New 6 Bedroom, Luxury Home in Gated Community

Siesta Key house

6 bedrooms
5 bathrooms

sleeps 14

1 of 2 match: Children's pool, Rental types

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Price per night from

$1,001

Vacation Home on Coral Sands Ct. Spring Special !

Venice house

3 bedrooms
2 bathrooms

sleeps 5

1 of 2 match: Children's pool, Rental types

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Price per night from

$155

Venice Island Bellagio Home w/ 3BR & 3BA

Venice house

3 bedrooms
3 bathrooms

sleeps 6

“Great Vacation” Thanks for allowing us to stay in your beautiful home in Venice Florida. It was very comfortable and had all the convenience of home. Everything we needed was close by (restaurants and grocery store). We really liked the bike trails along the canal since we brought our bikes. We would rent your house again.

1 of 2 match: Children's pool, Rental types

1 of 2 filters match

Price per night from

$104

Vacation Home on Alligator Drive . Winter 2025 Special !

Venice house

3 bedrooms
2 bathrooms

sleeps 5

1 of 2 match: Children's pool, Rental types

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Price per night from

$150

A Siesta Tropical Retreat - Island Pool Oasis in Village & 2 blocks to Beach

Siesta Key house

3 bedrooms
2 bathrooms

sleeps 9

“Your best choice for location!” We stayed for 10 lovely days in this home and I have to say It was an even better location than I expected. Everything you could want to do is in walking distance or you can walk to the village (maybe a 3 minute walk)and hop in a free taxi . The house is well appointed and beds are very comfortable. We traveled with a 10 yr.old, 11yr. old , and 15 yr. old my 15 yr. old niece slept in the trundle bed and commented on how comfortable the bed was. In the kitchen you will find a drawer full of menus for the many nearby restaurants and information for water activities. I highly recommend parasailing while your there ! Considering how close everything is the street is very quiet and the owners were great to deal with. Thanks Kathi and Grant!

1 of 2 match: Children's pool, Rental types

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Price per night from

$501

Three bedroom house directly on beach with gulf vi

Siesta Key house

3 bedrooms
4 bathrooms

sleeps 7

1 of 2 match: Children's pool, Rental types

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Price per night from

$402

Luxury accommodation in Venetia, 3 months stay

Venice house

4 bedrooms
4 bathrooms

sleeps 8

1 of 2 match: Children's pool, Rental types

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Price per night from

$192

Charming Lido Key Beach House 5 min Walk to Beach!

Sarasota house

2 bedrooms
2 bathrooms

sleeps 4

1 of 2 match: Children's pool, Rental types

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Price per night from

$410

Manasota Beach Vacation Rental

Englewood house

3 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Children's pool, Rental types

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Price per night from

$270

Manasota Beachy Cottage

Manasota Key house

4 bedrooms
2 bathrooms

sleeps 10

“Our 2017 vacation” This was our first time ever renting a house. Peter was the best. This house had everything we need or wanted. It was super clean and beautiful. The screened porch was perfect to drink coffee in the morning. Didn't have to worry about the bugs or anything. Beach was a short walk around the corner over a bridge. The town was great and hardly no traffic. Safe for younger kids to play in the yard. Can't wait to rent again next year. Thank you!!

1 of 2 match: Children's pool, Rental types

1 of 2 filters match

Price per night from

$155

Quiet pool home with lake view, close to beaches

Venice house

2 bedrooms
2 bathrooms

sleeps 4

1 of 2 match: Children's pool, Rental types

1 of 2 filters match

Price per night from

$230

Luxury Sarasota Golf Home

Sarasota house

4 bedrooms
4 bathrooms

sleeps 8

1 of 2 match: Children's pool, Rental types

1 of 2 filters match

Price per night from

$369

Siesta Vacation Home - 3 miles to beach

Venice house

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Children's pool, Rental types

1 of 2 filters match

Price per night from

$211

Enjoy our pool and prime location for beach, downtown and bike trail.

Venice house

2 bedrooms
2 bathrooms

sleeps 4

1 of 2 match: Children's pool, Rental types

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Price per night from

$150

Charming Artist's Cottage In Laurel Park

Sarasota house

2 bedrooms
2 bathrooms

sleeps 4

1 of 2 match: Children's pool, Rental types

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Price per night from

$144

Convenient + Cozy + Quite + Comfortable :-)

Sarasota house

2 bedrooms
2 bathrooms

sleeps 4

Responds fast! avg. 1 hour 55 minutes

1 of 2 match: Children's pool, Rental types

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Price per night from

$316

Stunning 2,550 Sq.ft House, FL

Bradenton house

4 bedrooms
2 bathrooms

sleeps 8

1 of 2 match: Children's pool, Rental types

1 of 2 filters match

Price per night from

$286

Private modern 3BR home, salt water pool

Bradenton house

3 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Children's pool, Rental types

1 of 2 filters match

Price per night from

$345

CKBH (Casey Key Beach House)

Osprey house

3 bedrooms
3 bathrooms

sleeps 6

1 of 2 match: Children's pool, Rental types

1 of 2 filters match

Price per night from

$655

Downtown Sarasota Historic Burns Court Adorable Bungalow

Sarasota house

2 bedrooms
1 bathroom

sleeps 4

1 of 2 match: Children's pool, Rental types

1 of 2 filters match

Price per night from

$295

Captiva Paradise Home close to IMG Academy & Siesta Key Beach

Bradenton house

3 bedrooms
2 bathrooms

sleeps 10

Responds fast! avg. 9 minutes

1 of 2 match: Children's pool, Rental types

1 of 2 filters match

Price per night from

$373

Perfect Venice Island 2+2 Vacation Rental close to downtown and the beach!

Venice house

2 bedrooms
2 bathrooms

sleeps 4

1 of 2 match: Children's pool, Rental types

1 of 2 filters match

Price per night from

$132

Vacation Sarasota in great location to all venues....

Sarasota house

3 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Children's pool, Rental types

1 of 2 filters match

Price per night from

$229

Tiny House Siesta - Red Lifeguard Stand

Siesta Key house

2 bedrooms
1 bathroom

sleeps 4

1 of 2 match: Children's pool, Rental types

1 of 2 filters match

Price per night from

$443

Tiny House Siesta - Tiny House Amy

Siesta Key house

1 bedroom
1 bathroom

sleeps 3

1 of 2 match: Children's pool, Rental types

1 of 2 filters match

Price per night from

$378

Seasonal Rental

Venice house

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Children's pool, Rental types

1 of 2 filters match

Price per night from

$293

Oceanfront home w/sunset views of Sarasota Bay

Sarasota house

3 bedrooms
2 bathrooms

sleeps 8

1 of 2 match: Children's pool, Rental types

1 of 2 filters match

Price per night from

$630

Seaside Vacation Home w/office

South Venice house

4 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Children's pool, Rental types

1 of 2 filters match

Price per night from

$211

Another Day in Paradise

Siesta Key house

3 bedrooms
2 bathrooms

sleeps 4

Responds fast! avg. 3 hours 1 minutes

1 of 2 match: Children's pool, Rental types

1 of 2 filters match

Price per night from

$545

NEAR IMG ACADEMY AND SIESTA KEY BEACH PARADISE

Bradenton house

3 bedrooms
2 bathrooms

sleeps 8

Responds fast! avg. 9 minutes

1 of 2 match: Children's pool, Rental types

1 of 2 filters match

Price per night from

$431

#1 EXCLUSIVE Siesta Key Beach House /3 payments

Siesta Key house

2 bedrooms
2 bathrooms

sleeps 4

1 of 2 match: Children's pool, Rental types

1 of 2 filters match

Price per night from

$259

Beach house for rent in siesta key beach.

Siesta Key house

5 bedrooms
3 bathrooms

sleeps 14

Responds fast! avg. 2 hours 0 minutes

1 of 2 match: Children's pool, Rental types

1 of 2 filters match

Price per night from

$1,004

Tiny House - Green Lifeguard Stand

Gulf Gate Branch house

2 bedrooms
1 bathroom

sleeps 5

1 of 2 match: Children's pool, Rental types

1 of 2 filters match

Price per night from

$465

Viewing 38 of 255
rentals in Osprey

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Houses Osprey

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Viewing 38 of 255rentals in Osprey

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rentals in Osprey