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Villas Sarasota

1,782 villas

Siesta Key Oceanfront on Gulf with western sunsets, 1250 sq ft Townhome

Siesta Key villa

  • Beach / lakeside relaxation
  • •  Nearest beach 2 mi
  • •  Car not necessary
  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

“Absolutely Perfect---one Kodak sunset after another” This townhome was gorgeous! We totally enjoyed our 3 week stay and hated to leave. Kelley (owner) could have not been more helpful. We fished off the dock and enjoyed watching the birds fish then dry their wings. Town is a short, enjoyable jaunt. Just a few blocks further are the most gorgeous beaches with sand like flour! If you are adventureous, walk to Point of Rocks at beach access 13 for the best shelling ever (only at very low tide)!!! We would come back in a heartbeat. The views from the lanai and upstairs balcony were awesome. Townhome was beautifully maintained and fully stocked. Thanks to Kelley and her daughter for a never-to-be-forgotten vacation.

Price per night from

$138

Sunset Point Siesta Key FL AWESOME RENTAL !!

Siesta Key villa

  • Beach / lakeside relaxation
  • •  Child Friendly
  • •  Car not necessary
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Beautiful inside and out. Perfect location” My family and I stayed in this beautiful rental during February 2015. We could not have asked for a more perfect spot. The rental is just steps away from the beach and has a wonderful view of the beautiful sunsets. Siesta Key Village is an easy walk away and has great restaurants and shops. We are hoping to go back as soon as we can!

Price per night from

$573

Spacious 4bed air-con villa on Siesta Key

Siesta Key villa

  • Beach / lakeside relaxation
  • •  Swimming pool
  • •  Child Friendly
  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$232

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Steps to beach and bay on beautiful Anna Maria Island

Bradenton Beach apartment

  • Beach / lakeside relaxation
  • •  Nearest beach 0 mi
  • •  Swimming pool
  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

2 of 3 match: Rental types, Clothes dryer, Private fishing lake or river

2 of 3 filters match

Price per night from

$101

Shorewalk Condo BM near the Beaches Anna Maria Island, Longboat Key, IMG, Shops

Bradenton apartment

  • Beach / lakeside relaxation
  • •  Swimming pool
  • •  Child Friendly
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Rental types, Clothes dryer, Private fishing lake or river

2 of 3 filters match

Price per night from

$114

Beachfront Studio #1 Longboat Key

Longboat Key studio

  • Beach / lakeside relaxation
  • •  Nearest beach 0 mi
  • •  Ask about children
  • Studio
  • 1 bathroom
  • sleeps 4

2 of 3 match: Rental types, Clothes dryer, Private fishing lake or river

2 of 3 filters match

Price per night from

$152

Gulf Beach, Pool And Walk To Siesta Key Village

Siesta Key apartment

  • Beach / lakeside relaxation
  • •  Nearest beach 0.2 mi
  • •  Swimming pool
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Rental types, Clothes dryer, Private fishing lake or river

2 of 3 filters match

Price per night from

$115

Gorgeous Home - Palma Sola Bay access Anna Maria

Bradenton house

  • Beach / lakeside relaxation
  • •  Nearest beach 0.8 mi
  • •  Ask about children
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Rental types, Clothes dryer, Private fishing lake or river

2 of 3 filters match

Price per night from

$344

Beautiful Waterfront Condo In Bradenton Florida, close to everything!

Bradenton apartment

  • Beach / lakeside relaxation
  • •  Nearest beach 3 mi
  • •  Swimming pool
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Rental types, Clothes dryer, Private fishing lake or river

2 of 3 filters match

Price per night from

$101

# Sign BEACHFRONT VENICE CONDO: DISCOUNTED LOW RATES, OLYMPIC POOL, FREE Wi-Fi

Venice condo

  • Beach / lakeside relaxation
  • •  Swimming pool
  • •  Child Friendly
  • 1 bedroom
  • 1 bathroom
  • sleeps 6

2 of 3 match: Rental types, Clothes dryer, Private fishing lake or river

2 of 3 filters match

Price per night from

$109

Princess Hana Villa on the Manatee River- 2 Bedroom 2 Bathroom

Ellenton apartment

  • Beach / lakeside relaxation
  • •  Nearest beach 23 mi
  • •  Child Friendly
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Rental types, Clothes dryer, Private fishing lake or river

2 of 3 filters match

Price per night from

$138

Lovely one story home on the water

Palmetto house

  • Beach / lakeside relaxation
  • •  Child Friendly
  • •  Air conditioning
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Rental types, Clothes dryer, Private fishing lake or river

2 of 3 filters match

Price per night from

$287

5 Star - Private Pool & Dock, and Steps Away from the Beach - Fall Availability

Anna Maria house

  • Beach / lakeside relaxation
  • •  Nearest beach 0.1 mi
  • •  Swimming pool
  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

2 of 3 match: Rental types, Clothes dryer, Private fishing lake or river

2 of 3 filters match

Price per night from

$400

Shorewalk Condo UD near the Beaches Anna Maria Island, Longboat Key, IMG, Shops

Bradenton apartment

  • Beach / lakeside relaxation
  • •  Swimming pool
  • •  Child Friendly
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Rental types, Clothes dryer, Private fishing lake or river

2 of 3 filters match

Price per night from

$109

Casa Calm: King Room, Yoga, Spa

Sarasota private room

  • Beach / lakeside relaxation
  • •  Nearest beach 38 mi
  • •  Swimming pool
  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 3 match: Rental types, Clothes dryer, Private fishing lake or river

2 of 3 filters match

Price per night from

$137

C-viewFlorida, Canal/Dock/Heated Pool/Near Gulf - A Hidden Gem

Anna Maria house

  • Beach / lakeside relaxation
  • •  Nearest beach 0.16 mi
  • •  Swimming pool
  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

2 of 3 match: Rental types, Clothes dryer, Private fishing lake or river

2 of 3 filters match

Price per night from

$430

Runaway Bay, Anna Maria Island, ON THE BAY!

Bradenton Beach apartment

  • Beach / lakeside relaxation
  • •  Nearest beach 0 mi
  • •  Swimming pool
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Rental types, Clothes dryer, Private fishing lake or river

2 of 3 filters match

Price per night from

$247

Shorewalk Condo CK near the Beaches Anna Maria Island, Longboat Key, IMG, Shops

Bradenton apartment

  • Beach / lakeside relaxation
  • •  Nearest beach 11 mi
  • •  Swimming pool
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Rental types, Clothes dryer, Private fishing lake or river

2 of 3 filters match

Price per night from

$114

Cut House- Waterfront, dock, ocean access, beach

Palmetto house

  • Beach / lakeside relaxation
  • •  Nearest beach 0 mi
  • •  Ask about children
  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Rental types, Clothes dryer, Private fishing lake or river

2 of 3 filters match

Price per night from

$287

WHAT A VIEW !! 2 BED BAYSIDE CONDO ON SIESTA KEY

Siesta Key apartment

  • Beach / lakeside relaxation
  • •  Swimming pool
  • •  Child Friendly
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Rental types, Clothes dryer, Private fishing lake or river

2 of 3 filters match

Price per night from

$143

Siesta Key - #1 Beach in USA

Siesta Key condo

  • Beach / lakeside relaxation
  • •  Swimming pool
  • •  Child Friendly
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Rental types, Clothes dryer, Private fishing lake or river

2 of 3 filters match

Price per night from

$139

Luxury Condo 2Bd/2Ba, 1st Flr, 1 mile to IMG Academy

Bradenton apartment

  • Beach / lakeside relaxation
  • •  Nearest beach 10 mi
  • •  Swimming pool
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Rental types, Clothes dryer, Private fishing lake or river

2 of 3 filters match

Price per night from

$98

Charming Beach House in Longboat Key/ pool/pet/dock

Longboat Key house

  • Beach / lakeside relaxation
  • •  Nearest beach 0.02 mi
  • •  Swimming pool
  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Rental types, Clothes dryer, Private fishing lake or river

2 of 3 filters match

Price per night from

$263

Gorgeous Direct gulf Front 2 Bedroom Condo on Siesta Keys... JUST REMODELLED

Siesta Key apartment

  • Beach / lakeside relaxation
  • •  Swimming pool
  • •  Child Friendly
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Rental types, Clothes dryer, Private fishing lake or river

2 of 3 filters match

Price per night from

$166

Beachy Chic Condo in Siesta Key - Waterfront - Free wifi - Sleeps 4 !

Siesta Key apartment

  • Beach / lakeside relaxation
  • •  Nearest beach 0 mi
  • •  Swimming pool
  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 3 match: Rental types, Clothes dryer, Private fishing lake or river

1 of 3 filters match

Price per night from

$149

FISH TALES 2

Cortez villa

  • Child Friendly
  • •  Car not necessary
  • •  Pet Friendly
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Private fishing lake or river, Rental types, Clothes dryer

2 of 3 filters match

Price per night from

$142

FISH TALES 3

Cortez villa

  • Child Friendly
  • •  Car not necessary
  • •  Pet Friendly
  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 3 match: Private fishing lake or river, Rental types, Clothes dryer

2 of 3 filters match

Price per night from

$162

SANDPAIL 203 71ST ST WEST

Holmes Beach villa

  • Swimming pool
  • •  Child Friendly
  • •  Car not necessary
  • 1 bedroom
  • 1 bathroom
  • sleeps 6

2 of 3 match: Private fishing lake or river, Rental types, Clothes dryer

2 of 3 filters match

Price per night from

$243

SANDBOX 203 71ST ST EAST

Holmes Beach villa

  • Swimming pool
  • •  Child Friendly
  • •  Car not necessary
  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

2 of 3 match: Private fishing lake or river, Rental types, Clothes dryer

2 of 3 filters match

Price per night from

$243

Sapphire Beach House

Holmes Beach villa

  • Swimming pool
  • •  Child Friendly
  • •  Car not necessary
  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Private fishing lake or river, Rental types, Clothes dryer

2 of 3 filters match

Price per night from

$304

Anna Maria's Dream

Holmes Beach villa

  • Child Friendly
  • •  Car not necessary
  • •  Air conditioning
  • 1 bedroom
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Private fishing lake or river, Rental types, Clothes dryer

2 of 3 filters match

Price per night from

$157

Beach Breeze Hideaway

Anna Maria villa

  • Child Friendly
  • •  Car not necessary
  • •  Pet Friendly
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Private fishing lake or river, Rental types, Clothes dryer

2 of 3 filters match

Price per night from

$192

VACATIONER'S DUPLEX

Holmes Beach townhouse

  • Child Friendly
  • •  Car not necessary
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 3 match: Rental types, Private fishing lake or river, Clothes dryer

1 of 3 filters match

Price per night from

$150

117 48TH B WEST UNIT VACATION

Holmes Beach house

  • Child Friendly
  • •  Car not necessary
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 3 match: Rental types, Private fishing lake or river, Clothes dryer

1 of 3 filters match

Price per night from

$170

Blue Water Escape

Cortez villa

  • Child Friendly
  • •  Car not necessary
  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

2 of 3 match: Private fishing lake or river, Rental types, Clothes dryer

2 of 3 filters match

Price per night from

$314

Minnow 2

Anna Maria villa

  • Child Friendly
  • •  Car not necessary
  • •  Air conditioning
  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

2 of 3 match: Private fishing lake or river, Rental types, Clothes dryer

2 of 3 filters match

Price per night from

$136

MERMAID MANOR

Cortez house

  • Child Friendly
  • •  Car not necessary
  • 3 bedrooms
  • 4 bathrooms
  • sleeps 7

1 of 3 match: Rental types, Private fishing lake or river, Clothes dryer

1 of 3 filters match

Price per night from

$832

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

2 of 3 match: Private fishing lake or river, Rental types, Clothes dryer

2 of 3 filters match

Price per night from

$205

Viewing 38 of 1,782
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