Vacation Rentals & Beach Rentals in Siesta Key

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237 beach rentals

Why am I receiving these results?

Pool house near Bradenton Beach

Bradenton house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 12

Match: Garden Private indoor pool

All filters match

Price per night from

$775

SIestaKeyBNB

Gulf Gate Estates house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 12

Match: Garden Private indoor pool

All filters match

Price per night from

$241

Downtown Sarasota five star home

Sarasota house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Garden Private indoor pool

All filters match

Price per night from

$195

South Venice Cottage

South Venice cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Garden Private indoor pool

All filters match

Price per night from

$132

Bright, cozy studio in the middle of Sarasota

Sarasota studio

  • Studio
  • 1 bathroom
  • sleeps 2

Match: Garden Private indoor pool

All filters match

Price per night from

$86

Siesta Key Gateway Cottage

Sarasota house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

Match: Garden Private indoor pool

All filters match

Price per night from

$345

Your home in Paradise

North Sarasota house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Garden Private indoor pool

All filters match

Price per night from

$213

Cortez Gardens Cottage 15 , Renovated, Close to Beach, 3-Bed, 2 Bath 10 people

Bradenton Beach cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

Match: Garden Private indoor pool

All filters match

Price per night from

$229

Sunny Apartments a block away from Warm Mineral Springs

Warm Mineral Springs apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Garden Private indoor pool

All filters match

Price per night from

$67

Ahhh! Getaway Retreat - Private and convenient

Sarasota studio

  • Studio
  • 1 bathroom
  • sleeps 2

Match: Garden Private indoor pool

All filters match

Price per night from

$201

Sea Cottage 3 bedroom 2 bath

Port Charlotte villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Garden Private indoor pool

All filters match

Price per night from

$201

All Inclusive Executive Rental

Sarasota apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Responds fast! avg. 1 hour 46 minutes

Match: Garden Private indoor pool

All filters match

Price per night from

$167

Englewood’s Paradise Home

Englewood house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Garden Private indoor pool

All filters match

Price per night from

$144

Rentalvilla-florida villa H

Rotonda West villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Garden Private indoor pool

All filters match

Price per night from

$173

Beach house for rent in siesta key beach.

Siesta Key house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 14

Responds fast! avg. 2 hours 0 minutes

Match: Garden Private indoor pool

All filters match

Price per night from

$1,005

University Park Country Club Property

Lakewood Ranch house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Garden Private indoor pool

All filters match

Price per night from

$482

Piece of Paradise

Sarasota townhouse

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 7

Match: Garden Private indoor pool

All filters match

Price per night from

$109

Modern 2/1 in Parrish FL Sleeps 6 Quiet Dead End St 1/2 Acre Wow

Parrish house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Match: Garden Private indoor pool

All filters match

Price per night from

$144

Cozy Home Near Mineral Springs

Warm Mineral Springs house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 9

Match: Garden Private indoor pool

All filters match

Price per night from

$230

Sea Dunes 3 bedroom 2 bath cosy retreat

Port Charlotte villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Garden Private indoor pool

All filters match

Price per night from

$201

Charming Artist's Cottage In Laurel Park

Sarasota house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Garden Private indoor pool

All filters match

Price per night from

$144

Hidden gem close to everything

Siesta Key house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 14 minutes

Match: Garden Private indoor pool

All filters match

Price per night from

$217

Home in Palm Aire Golfing community

North Sarasota house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

Match: Garden Private indoor pool

All filters match

Price per night from

$294

Match: Garden Private indoor pool

All filters match

Price per night from

$125

Modern Home close to Beach & Downtown

Sarasota house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Garden Private indoor pool

All filters match

Price per night from

$230

Match: Garden Private indoor pool

All filters match

Price per night from

$82

Spectacular Beach House With GulfView Only Steps to a Pristine Beach

Holmes Beach house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Garden Private indoor pool

All filters match

Price per night from

$689

Convenient + Cozy + Quite + Comfortable :-)

Sarasota house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 1 hour 55 minutes

Match: Garden Private indoor pool

All filters match

Price per night from

$316

5 min away from the beach

Gulf Gate Estates house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Garden Private indoor pool

All filters match

Price per night from

$230

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

Sarasota house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Garden Private indoor pool

All filters match

Price per night from

$229

Tiny House Siesta - Red Lifeguard Stand

Siesta Key house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Match: Garden Private indoor pool

All filters match

Price per night from

$443

Seaside Vacation Home w/office

South Venice house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Garden Private indoor pool

All filters match

Price per night from

$212

Gorgeous Waterfront Apartment Steps From 100Ft Fishing Dock And Tiki.

Palmetto apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Garden Private indoor pool

All filters match

Price per night from

$167

Very Rare! Adorable Cottage on Snead Island, Boat Dock & Beach 250 ft.

Palmetto house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Match: Garden Private indoor pool

All filters match

Price per night from

$167

Mango Beach House - Unforgettable vacations and sunsets

Anna Maria house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

Match: Garden Private indoor pool

All filters match

Price per night from

$632

Island Hideaway! Bermuda-esque Guest House! Steps to the Sand!

Longboat Key guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Garden Private indoor pool

All filters match

Price per night from

$121

Venice Pool Home

South Venice house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Garden Private indoor pool

All filters match

Price per night from

$224

These homes match some but not all of your filters. Clear all filters

Unit #218 Sand Cay Beach Resort Gulf Front

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Garden, Private indoor pool

1 of 2 filters match

Price per night from

$342

Viewing 38 of 237
rentals in Siesta Key

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