Vacation Rentals & Beach Rentals in Siesta Key

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50 beach rentals

GUEST HOUSE

Fruitville guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 29 minutes

Match: Housekeeping Included Golf course on site or within 15 min walk

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Price per night from

$107

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Serene Sarasota Getaway near shopping and golfing.

Fruitville villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Housekeeping Included, Golf course on site or within 15 min walk

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Price per night from

$128

3 bedrooms luxurious home,2 full bath, swimming pool, fully remodeled,pool table

Gulf Gate Estates house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Housekeeping Included, Golf course on site or within 15 min walk

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Price per night from

$545

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

Osprey condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Housekeeping Included, Golf course on site or within 15 min walk

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Price per night from

$161

Stunning & Bright Sarasota Home

Sarasota house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Housekeeping Included, Golf course on site or within 15 min walk

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Price per night from

$396

Responds fast! avg. 0 minutes

1 of 2 match: Housekeeping Included, Golf course on site or within 15 min walk

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Price per night from

$230

#7 Loft Apartment in Historic District Downtown Sarasota

Sarasota apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Housekeeping Included, Golf course on site or within 15 min walk

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Price per night from

$306

Siesta Key Beach : 2 Bedroom, 3 Beds, 3 Bathroom Duplex & Heated Pool

Siesta Key apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Housekeeping Included, Golf course on site or within 15 min walk

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Price per night from

$183

Grand accomdation on USA #1 Beach - Siesta Key Fl

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 of 2 match: Housekeeping Included, Golf course on site or within 15 min walk

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Price per night from

$206

Amazing Gulf Beech Rental with Fantastic FREE Amenities!!!

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Housekeeping Included, Golf course on site or within 15 min walk

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Price per night from

$436

Just Minutes from the White Sandy Siesta Beach

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“It was very cozy and comfortable apartment!” We loved to spend our vacation at this place. Really close to the beach, to different restaurants, and all kind of stores.

1 of 2 match: Housekeeping Included, Golf course on site or within 15 min walk

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Price per night from

$115

LUX VILLAs close to sparkling Siesta Key Beach.

Osprey villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Housekeeping Included, Golf course on site or within 15 min walk

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Price per night from

$161

Meadows Townhouse With Golf View in Sarasota

Fruitville house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Housekeeping Included, Golf course on site or within 15 min walk

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Price per night from

$150

1 of 2 match: Housekeeping Included, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$108

Rare Castle Style Stay! Downtown

Sarasota house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Housekeeping Included, Golf course on site or within 15 min walk

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Price per night from

$213

1 of 2 match: Housekeeping Included, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$285

Tropical Escape Sarasota - Discover Real Florida Up-Close!

Lockwood Ridge house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 12

1 of 2 match: Housekeeping Included, Golf course on site or within 15 min walk

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Price per night from

$149

Sarasota Vacation • 15 Minutes to Beach • Sleeps 6

Sarasota house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Golf course on site or within 15 min walk, Housekeeping Included

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Price per night from

$194

Amazing views, 11th flr, On the beach

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Golf course on site or within 15 min walk, Housekeeping Included

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Price per night from

$410

~ SUPER SPECIAL from $99/night ~ OCEAN FRONT DLX STUDIO

Longboat Key apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Responds fast! avg. 1 hour 56 minutes

1 of 2 match: Golf course on site or within 15 min walk, Housekeeping Included

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Price per night from

$194

1 of 2 match: Golf course on site or within 15 min walk, Housekeeping Included

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Price per night from

$276

1 of 2 match: Golf course on site or within 15 min walk, Housekeeping Included

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Price per night from

$105

Spacious Apt. #1 Historic Walkable Downtown, between Siesta & Lido Beach

Sarasota apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Golf course on site or within 15 min walk, Housekeeping Included

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Price per night from

$483

Secure, Cozy & Cute Private Sleeping Studio for 2

Sarasota apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 of 2 match: Golf course on site or within 15 min walk, Housekeeping Included

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Price per night from

$234

1 of 2 match: Golf course on site or within 15 min walk, Housekeeping Included

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Price per night from

$333

Amazing Beachfront Condo, Siesta Key,

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Golf course on site or within 15 min walk, Housekeeping Included

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Price per night from

$345

FANTASTIC VACATION! STEPS FROM THE POOL AND BEACH, VERY CLEAN CONDO!

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Golf course on site or within 15 min walk, Housekeeping Included

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Price per night from

$272

Reserve now! Beautiful Siesta key Beach

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Golf course on site or within 15 min walk, Housekeeping Included

1 of 2 filters match

Price per night from

$345

Lido Beach Villa, 1.2k sf, 1 block to the beach

Lido Key villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Golf course on site or within 15 min walk, Housekeeping Included

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Price per night from

$184

Luxury Modern Oasis in Heart of Sarasota

Sarasota house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Golf course on site or within 15 min walk, Housekeeping Included

1 of 2 filters match

Price per night from

$1,032

Crystal Sands - 206 Tower: By Beachside Management

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Golf course on site or within 15 min walk, Housekeeping Included

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Price per night from

$263

Ten35 Seaside - North Water View: Residence 506

Siesta Key condo

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Golf course on site or within 15 min walk, Housekeeping Included

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Price per night from

$779

Ten35 Seaside - Direct Gulf View: Residence 303

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Golf course on site or within 15 min walk, Housekeeping Included

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Price per night from

$860

Ten35 Seaside - Direct Gulf View: Residence 301

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Golf course on site or within 15 min walk, Housekeeping Included

1 of 2 filters match

Price per night from

$860

Ten35 Seaside - South Water View: Residence 502

Siesta Key condo

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Golf course on site or within 15 min walk, Housekeeping Included

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Price per night from

$756

Ten35 Seaside - Island View: Residence 408

Siesta Key condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

1 of 2 match: Golf course on site or within 15 min walk, Housekeeping Included

1 of 2 filters match

Price per night from

$550

Ten35 Seaside - South Water View: Residence 302

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Golf course on site or within 15 min walk, Housekeeping Included

1 of 2 filters match

Price per night from

$607

Ten35 Seaside - Island View: Residence 406

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Golf course on site or within 15 min walk, Housekeeping Included

1 of 2 filters match

Price per night from

$561

Viewing 38 of 50
rentals in Siesta Key

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