Vacation Rentals & Beach Rentals in Siesta Key

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21 beach rentals

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Tropical Escape Sarasota - Discover Real Florida Up-Close!

Lockwood Ridge house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 12

Match: Cot available Golf course on site or within 15 min walk

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Price per night from

$149

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Serene Sarasota Getaway near shopping and golfing.

Fruitville villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Cot available, Golf course on site or within 15 min walk

1 of 2 filters match

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: Cot available, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$545

GUEST HOUSE

Fruitville guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 29 minutes

1 of 2 match: Cot available, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$107

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

Osprey condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Cot available, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$161

Responds fast! avg. 0 minutes

1 of 2 match: Cot available, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$230

Stunning & Bright Sarasota Home

Sarasota house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Cot available, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$395

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: Cot available, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$183

#7 Loft Apartment in Historic District Downtown Sarasota

Sarasota apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Cot available, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$305

Grand accomdation on USA #1 Beach - Siesta Key Fl

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 of 2 match: Cot available, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$206

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: Cot available, Golf course on site or within 15 min walk

1 of 2 filters match

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: Cot available, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$161

Amazing Gulf Beech Rental with Fantastic FREE Amenities!!!

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Cot available, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$436

Meadows Townhouse With Golf View in Sarasota

Fruitville house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Cot available, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$149

1 of 2 match: Cot available, 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: Cot available, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$213

Beautiful house for rent at siesta key beach with pool, theater and game room

Siesta Key house

  • 7 bedrooms
  • 3 bathrooms
  • sleeps 15

Responds fast! avg. 2 hours 0 minutes

1 of 2 match: Golf course on site or within 15 min walk, Cot available

1 of 2 filters match

Price per night from

$2,854

1 of 2 match: Cot available, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$285

Hibiscis Hideout Pool/Hot Tub Home

Pinecraft house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Golf course on site or within 15 min walk, Cot available

1 of 2 filters match

Price per night from

$258

Private Beach Access - Home away from Home - 2 BR 2 BA - Furnished Condo

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Golf course on site or within 15 min walk, Cot available

1 of 2 filters match

Price per night from

$178

Siesta Key Townhouse across from Pristine Sands of Siesta Key 2B/2B sleeps 6

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Fantastic week in Siesta Key” The townhouse was fantastic and fully equipped with everything we needed for a very comfortable week. The location was outstanding - right across from the beach and the free trolley to the Village stopped right outside. The garage had everything the family needed to take to the beach and we met some lovely people around the pool. Thank you Michelle for your hospitality - we hope to be back soon.

1 of 2 match: Golf course on site or within 15 min walk, Cot available

1 of 2 filters match

Price per night from

$190

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