Vacation Rentals & Beach Rentals in Siesta Key

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112 beach rentals

Anna Maria Island/ IMG Academy/ Beach/ HotTub/ Bikes/ Kayaks/ Golf/ Fishing

Bradenton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Jacuzzi or hot tub Trampoline

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Price per night from

$288

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Casey's Fun 'n Sun Bungalow- Hot Tub/Pet Friendly

Nokomis house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

Responds fast! avg. 1 hour 39 minutes

1 of 2 match: Trampoline, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$139

A Gulf Front Paradise ! Newly updated , wide open wall to wall view, spacious cl

Bradenton Beach condo

  • 2 bedrooms
  • 4 bathrooms
  • sleeps 8

Responds fast! avg. 16 minutes

1 of 2 match: Trampoline, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$458

Hibiscus at The Wildflower

Siesta Key apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Trampoline, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$493

Bromeliad at The Wildflower

Siesta Key apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Trampoline, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$493

Pineapple at The Wildflower

Siesta Key apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Trampoline, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$493

Fishermans Cove FC Unit 205B *

Gulf Gate Estates condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Trampoline, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$267

Responds fast! avg. 16 minutes

1 of 2 match: Trampoline, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$127

Responds fast! avg. 16 minutes

1 of 2 match: Trampoline, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$168

Beachfront view, toes in the sand and gulf. Simply paradise, book now your beach

Bradenton Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 16 minutes

1 of 2 match: Trampoline, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$260

Endless Summer

Lakewood Ranch apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 3 hours 36 minutes

1 of 2 match: Trampoline, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$254

Skyline Resort

Lakewood Ranch apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 3 hours 36 minutes

1 of 2 match: Trampoline, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$254

Eagles Nest

Lakewood Ranch apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 3 hours 36 minutes

1 of 2 match: Trampoline, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$254

Quiet Venice Pool Oasis (2/2)

South Venice house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Trampoline, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$202

Beachplace Building 3 unit 302

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Trampoline, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$188

Split Leaf at The Wildflower

Siesta Key apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Trampoline, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$493

Orchid at The Wildflower

Siesta Key apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Trampoline, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$493

Coconut at The Wildflower

Siesta Key apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Trampoline, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$493

Bradenton Beach Club Bliss-3 Bedroom-2 Bathroom Condo-2 Pools-HotTub-Private Bea

Bradenton Beach condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 20 minutes

1 of 2 match: Trampoline, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$245

Free Activities! Walk to Beach, Hot Tub/Patio/Dock, WiFi

Gulf Gate Estates condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 4 minutes

1 of 2 match: Trampoline, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$149

Intracoastal Views, Walk to Beach, Hot Tub, Patio

Gulf Gate Estates condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 4 minutes

1 of 2 match: Trampoline, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$186

Short Walk to Turtle Beach! Complex on the Intracoastal. Enjoy Hot Tub & Patio

Gulf Gate Estates condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 4 minutes

1 of 2 match: Trampoline, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$149

Amazing Water Views, Hot Tub, Walk to Turtle Beach

Gulf Gate Estates condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 4 minutes

1 of 2 match: Trampoline, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$179

The Strand Sarasota

Sarasota house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Trampoline, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$191

Pelican Cove 3

Bradenton Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 of 2 match: Trampoline, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$206

Gulf and Bay Club 3bdrm “E” Luxury END CORNER Unit - RIGHT ON BEACH

Siesta Key condo

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

1 of 2 match: Trampoline, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$910

Luxury Modern Oasis in Heart of Sarasota

Sarasota house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Trampoline, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$1,038

Dream beach, pool/spa retreat!

Siesta Key house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

1 of 2 match: Trampoline, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$347

Bird of Paradise at The Wildflower

Siesta Key apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Trampoline, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$493

+++ Clean & Bright +++ Minutes to Anna Maria Island

Bradenton apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 9 minutes

1 of 2 match: Trampoline, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$179

Responds fast! avg. 4 minutes

1 of 2 match: Trampoline, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$229

Close to Siesta key with hot tub, fire pit and butterfly garden

Gulf Gate Estates guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Trampoline, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$193

Stunning & Bright Sarasota Home

Sarasota house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Trampoline, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$397

Peaceful Home, close to siesta key and DT Sarasota

Fruitville house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 13

1 of 2 match: Trampoline, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$339

Florida Paradise Near Img Academy and Beach

Oneco house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Trampoline, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$407

Ten35 Seaside - Island View: Residence 308

Siesta Key condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Trampoline, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$551

Ten35 Seaside - South Water View: Residence 302

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Trampoline, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$608

Ten35 Seaside - Direct Gulf View: Residence 301

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Trampoline, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$861

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rentals in Siesta Key

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