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DVD player
Wireless Internet
Air conditioning
Swimming pool

Private pool
Heated pool
Private indoor pool
Balcony or terrace
Washing machine
Jacuzzi or hot tub
Garden
Internet access
Grill
Fireplace
Cot available
Sea view
Safe
Dishwasher
Children's pool
Shared outdoor pool (unheated)
Shared indoor pool
Private outdoor pool (heated)
Private outdoor pool (unheated)
Pool or snooker table
Cribs
Ceiling Fans
Clothes dryer
Games room
Table tennis
Shared outdoor pool (heated)
Swing set or jungle gym
Fax machine
Microwave
Toaster
Iron
Hair dryer
Stove
Fridge
Freezer
Linen provided
Video player
Towels provided
Bicycles available
Climbing frame
Trampoline
Private fishing lake or river
Staffed property
Boat available
Housekeeping Included

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Pets allowed
Parking
Car not required
Children under 5

Smoking allowed
Non-Smoking property
Smoking - Ask
Elevator access
Wheelchair adapted
Wheelchair accessible

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Beach or lakeside relaxation
Skiing – property near ski resort
Tennis in town
Water sports

Horse riding
Fishing
Golf course on site or within 15 min walk
Golf within 30mins drive
Waterfront

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316 Houses

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LUX VILLAs close to sparkling Siesta Key Beach.

Osprey villa

2 bedrooms
2 bathrooms

sleeps 6

Match: DVD player

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Price per night from

$161

Coral Reef Cutie 2Bedroom Bungalow - 4 Miles to Siesta Key

Osprey cottage

2 bedrooms
1 bathroom

sleeps 2

Responds fast! avg. 2 hours 14 minutes

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Price per night from

$132

Sarasota Stoneybrook Golf Condo, overlooking #3 Hole, near Siesta Key

Osprey condo

2 bedrooms
2 bathrooms

sleeps 6

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Price per night from

$161

Great rentals within 20 miles that match your search

Meadows Townhouse With Golf View in Sarasota

Fruitville house

3 bedrooms
3 bathrooms

sleeps 6

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Price per night from

$149

Sea~N~Blue

Longboat Key condo

2 bedrooms
2 bathrooms

sleeps 4

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Price per night from

$401

PRIME Location! 60 Steps to PRIVATE BEACH Dogs OK!

Manasota Key house

3 bedrooms
2 bathrooms

sleeps 9

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Price per night from

$434

Condo in Paradise - Gorgeous Upscale Beachfront- Best Ground Floor Location A106

Siesta Key condo

2 bedrooms
2 bathrooms

sleeps 6

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Price per night from

$320

Mid-Century Charm | Walk to Beach | Work Ready

Venice house

2 bedrooms
1 bathroom

sleeps 6

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Price per night from

$305

"Pelican Nest" Private Beach & Bay access & Heated Pool, BBQ, Bikes sleeps 10

Englewood villa

3 bedrooms
3 bathrooms

sleeps 10

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Price per night from

$971

2/3 bedroom salt water- heated pool home!

South Venice house

2 bedrooms
2 bathrooms

sleeps 6

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Price per night from

$280

120 Steps to the Beach with beach gear included!

Siesta Key condo

2 bedrooms
2 bathrooms

sleeps 6

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Price per night from

$423

Super Cute Cottage--Private--Walk/Bike to Beach

Siesta Key house

2 bedrooms
2 bathrooms

sleeps 6

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Price per night from

$257

Chinaberry 911 at Midnight Cove Siesta Key, FL.

Siesta Key apartment

2 bedrooms
2 bathrooms

sleeps 4

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Price per night from

$171

Chinaberry 435 at Midnight Cove Siesta Key, FL.

Siesta Key apartment

2 bedrooms
2 bathrooms

sleeps 6

Match: DVD player

All filters match

Price per night from

$264

Buttonwood 432 at Midnight Cove Siesta Key, FL.

Siesta Key apartment

3 bedrooms
2 bathrooms

sleeps 6

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Price per night from

$290

Chinaberry 424 at Midnight Cove Siesta Key

Siesta Key apartment

2 bedrooms
2 bathrooms

sleeps 6

Match: DVD player

All filters match

Price per night from

$264

Buttonwood 417 at Midnight Cove Siesta Key, FL.

Siesta Key apartment

3 bedrooms
2 bathrooms

sleeps 6

Match: DVD player

All filters match

Price per night from

$290

Firethorn 323 at Midnight Cove Siesta Key

Siesta Key apartment

2 bedrooms
2 bathrooms

sleeps 4

Match: DVD player

All filters match

Price per night from

$249

Firethorn 321 at Midnight Cove Siesta Key, FL.

Siesta Key apartment

2 bedrooms
2 bathrooms

sleeps 4

Match: DVD player

All filters match

Price per night from

$249

Chinaberry 443 at Midnight Cove Siesta Key, FL.

Siesta Key apartment

2 bedrooms
2 bathrooms

sleeps 4

Match: DVD player

All filters match

Price per night from

$264

Firethorn 712 at Midnight Cove Siesta Key, FL.

Siesta Key apartment

2 bedrooms
1 bathroom

sleeps 6

Match: DVD player

All filters match

Price per night from

$142

Chinaberry 433 at Midnight Cove Siesta Key

Siesta Key apartment

2 bedrooms
2 bathrooms

sleeps 4

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Price per night from

$264

Firethorn 332 at Midnight Cove Siesta Key

Siesta Key apartment

2 bedrooms
2 bathrooms

sleeps 4

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All filters match

Price per night from

$249

Doveplum 121 at Midnight Cove Siesta Key

Siesta Key apartment

2 bedrooms
2 bathrooms

sleeps 6

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Price per night from

$296

Firethorn 610 at Midnight Cove Siesta Key, FL.

Siesta Key apartment

2 bedrooms
1 bathroom

sleeps 6

Match: DVD player

All filters match

Price per night from

$142

Chinaberry 414 at Midnight Cove Siesta Key, FL.

Siesta Key apartment

2 bedrooms
2 bathrooms

sleeps 6

Match: DVD player

All filters match

Price per night from

$264

Firethorn 232 at Midnight Cove Siesta Key

Siesta Key apartment

2 bedrooms
2 bathrooms

sleeps 4

Match: DVD player

All filters match

Price per night from

$249

Firethorn 722 at Midnight Cove Siesta Key, FL.

Siesta Key apartment

2 bedrooms
1 bathroom

sleeps 6

Match: DVD player

All filters match

Price per night from

$142

Chinaberry 416 at Midnight Cove Siesta Key, FL.

Siesta Key apartment

2 bedrooms
2 bathrooms

sleeps 6

Match: DVD player

All filters match

Price per night from

$264

Firethorn 310 at Midnight Cove Siesta Key

Siesta Key apartment

2 bedrooms
2 bathrooms

sleeps 4

Match: DVD player

All filters match

Price per night from

$249

Chinaberry 473 at Midnight Cove Siesta Key, FL.

Siesta Key apartment

2 bedrooms
2 bathrooms

sleeps 6

Match: DVD player

All filters match

Price per night from

$264

Chinaberry 943 at Midnight Cove Siesta Key

Siesta Key apartment

2 bedrooms
2 bathrooms

sleeps 6

Match: DVD player

All filters match

Price per night from

$171

Doveplum 810 at Midnight Cove Siesta Key, FL.

Siesta Key apartment

3 bedrooms
2 bathrooms

sleeps 6

Match: DVD player

All filters match

Price per night from

$193

Chinaberry 912 at Midnight Cove Siesta Key

Siesta Key apartment

2 bedrooms
2 bathrooms

sleeps 6

Match: DVD player

All filters match

Price per night from

$171

Firethorn 522 at Midnight Cove Siesta Key, FL.

Siesta Key apartment

2 bedrooms
1 bathroom

sleeps 4

Match: DVD player

All filters match

Price per night from

$142

Chinaberry 436 at Midnight Cove Siesta Key

Siesta Key apartment

2 bedrooms
2 bathrooms

sleeps 6

Match: DVD player

All filters match

Price per night from

$264

Firethorn 111 at Midnight Cove Siesta Key, FL.

Siesta Key apartment

2 bedrooms
2 bathrooms

sleeps 6

Match: DVD player

All filters match

Price per night from

$249

Firethorn 822 at Midnight Cove Siesta Key, FL.

Sarasota apartment

2 bedrooms
1 bathroom

sleeps 4

Match: DVD player

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Price per night from

$142

Viewing 38 of 316
rentals in Osprey

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Osprey Rentals

Per night

316 Houses

Viewing 38 of 316rentals in Osprey

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Viewing 38 of 316
rentals in Osprey