Villas Sarasota

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237 villas

Siesta Key private beach access

Siesta Key villa

3 bedrooms / 3 bathrooms / sleeps 8

“Siesta Key Townhouse” This was a wonderful place to stay! The house was very clean and spacious and had everything we needed for a week at the beach.

Responds fast! avg. 2 hours 5 minutes

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Price per night from

$377

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Dream Lover Boat & Breakfast on Anna Maria Island

Bradenton Beach yacht

2 bedrooms / 2 bathrooms / sleeps 4

“Celebrate Birthdays & 24th Anniversary” We had a wonderful time on the Dream Lover this weekend. It was a special way to celebrate our birthdays and 24th Wedding Anniversary. We spent early mornings up on deck. The breakfasts were amazing! Love the area - so easy to walk to many restaurants, stores, and the beach. Kay and Jonathan are a wonderful couple wit such a positive and healthy outlook on life. They are a joy to spend time with. Oh and Skipper too!!! I was a wonderful weekend. Sue & Jim Hughes

Responds fast! avg. 1 hour 28 minutes

1 of 2 match: Rental types, Boat available

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Price per night from

$304

Starfish Unit at Sunset Beach Resort Beach Front Property

Sarasota apartment

1 bedroom / 1 bathroom / sleeps 4

“The Starfish was simple, clean, and can't beat its location!” The Starfish unit is perfect for a couples get away! The unit itself is a classic beach cottage with all the modern amenities one needs and includes the other amenities of the property...common area, hammock, firepit, etc. The house was built in 1920 and was the home of Chelly and Billy and the other siblings growing up. They have upgraded and maintained it with care and love. The home next door is the home of their in laws and where their dad met their mom...a love story doesn't get any better than that. Finally, don't spend your money on a rental car as you are 3 minutes off the patio to the sugary sand and turquoise water of Siesta Key and 3 minutes off the front of the patio to downtown Siesta Key and the first thing you see and can do is have breakfast at the Broken Egg! We rented bikes for the week and rode them every morning while the sun rose and watched the brilliant sunsets every evening. I guarantee you will not regret staying here and in the Starfish unit!

Responds fast! avg. 3 hours 2 minutes

1 of 2 match: Rental types, Boat available

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Price per night from

$287

Delightful Two Bedroom/ One Bath with Pool and Beach Access at Sea Club 2!!- 19E

Siesta Key condo

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 2 hours 53 minutes

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Price per night from

$183

BBB on Marbury lane-Beach, boating, BBQ!

Longboat Key house

3 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 3 hours 52 minutes

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Price per night from

$287

Breathtaking Views of Gulf (Sea Horse Unit)

Sarasota house

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 3 hours 2 minutes

1 of 2 match: Rental types, Boat available

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Price per night from

$602

Ohana Hale North 1 Bedroom

Holmes Beach house

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 3 hours 27 minutes

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Price per night from

$132

Pirate Cove - 2 bedroom beach front

Anna Maria house

2 bedrooms / 2 bathrooms / sleeps 5

Responds fast! avg. 1 hour 13 minutes

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Price per night from

$575

Stunning Beach Front Pool Home (Sand Castle Unit)

Sarasota house

4 bedrooms / 2 bathrooms / sleeps 11

“Wonderful Stay!” We had such a great time in Siesta Key and the house was great. The shaded sitting area in front of the beach was an added bonus, as well as walking distance to the downtown area. The deck and pool could use a little updating, but overall the house was very clean and comfortable. This was by far our favorite beach trip and beach house to date! The owners were prompt to answer any questions and Sheila was there to greet us when we arrived and show us around. Also - the house was stocked with the essentials (paper towels, toilet paper, detergent, etc.) which was really convenient. We absolutely loved it!

Responds fast! avg. 3 hours 2 minutes

1 of 2 match: Rental types, Boat available

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Price per night from

$632

Legacy Trail Retreat

Nokomis house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 18 minutes

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Price per night from

$120

Siesta Beach Cottage

Sarasota apartment

2 bedrooms / 1 bathroom / sleeps 6

“Beautiful place!” Enjoyed our stay in Sarasota on this property! We were not there much but when we were it felt like home. Very clean inside and out. The owner Kimberly showed us were everything was when we got there. Had a nice pool but too cold out to use it. Very quiet neighborhood. We would rent this property again!

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Price per night from

$172

BAY VIEW. SUNSETS. CLOSE TO ANNA MARIA ISLAND AND IMG ACADEMY

Bradenton house

3 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$167

Treehouse Escape

Bradenton Beach house

6 bedrooms / 5 bathrooms / sleeps 18

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Price per night from

$1,034

Amazing Gulf Beech Rental with Fantastic FREE Amenities!!!

Longboat Key condo

2 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$332

Reserve now! Beautiful Siesta key Beach

Siesta Key apartment

2 bedrooms / 2 bathrooms / sleeps 6

1 of 2 match: Rental types, Boat available

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Price per night from

$305

Welcome to paradise! Live the dream!

Venice house

2 bedrooms / 2 bathrooms / sleeps 4

1 of 2 match: Rental types, Boat available

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Price per night from

$155

Beautiful Longboat Key Penthouse Unit for Rent - partial Gulf view

Longboat Key penthouse

3 bedrooms / 4 bathrooms / sleeps 10

1 of 2 match: Rental types, Boat available

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Price per night from

$347

TORTUGA BEACH CLUB, SIESTA KEY

Sarasota apartment

2 bedrooms / 2 bathrooms / sleeps 5

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Price per night from

$192

Sandy Pointe #205

Holmes Beach condo

2 bedrooms / 2 bathrooms / sleeps 4

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Price per night from

$126

Unit #113 Pool and Garden View

Longboat Key condo

2 bedrooms / 2 bathrooms / sleeps 6

1 of 2 match: Rental types, Boat available

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Price per night from

$215

Unit #103 Gulf Front

Longboat Key condo

2 bedrooms / 2 bathrooms / sleeps 6

1 of 2 match: Rental types, Boat available

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Price per night from

$271

Unit #102 Gulf Front Sand Cay Beach Resort

Longboat Key condo

2 bedrooms / 2 bathrooms / sleeps 6

1 of 2 match: Rental types, Boat available

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Price per night from

$271

Unit #110 Pool and Garden View

Longboat Key condo

2 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$215

Beach Place - Seahorse Cottage - Peak of the Gulf, 30 Seconds to the Sand

Siesta Key cottage

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 2 hours 42 minutes

1 of 2 match: Rental types, Boat available

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Price per night from

$164

Responds fast! avg. 2 hours 42 minutes

1 of 2 match: Rental types, Boat available

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Price per night from

$172

1 of 2 match: Rental types, Boat available

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Price per night from

$132

Green Villa

Holmes Beach house

3 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 2 hours 36 minutes

1 of 2 match: Rental types, Boat available

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Price per night from

$232

EXTREME POLYNESIAN BEACH HOUSE with BOAT/ KAYAKS

Longboat Key house

6 bedrooms / 6 bathrooms / sleeps 20

1 of 2 match: Rental types, Boat available

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Price per night from

$805

Crystal Sands Penthouse 1211

Siesta Key apartment

2 bedrooms / 2 bathrooms / sleeps 6

1 of 2 match: Rental types, Boat available

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Price per night from

$280

Gulf Coast Condo Minutes from Golf and Beaches

Bradenton condo

2 bedrooms / 3 bathrooms / sleeps 6

1 of 2 match: Rental types, Boat available

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Price per night from

$144

Sandy Toes Town Home

Siesta Key townhouse

3 bedrooms / 3 bathrooms / sleeps 6

“Time in Paradise” We recently had the luck to spend two months in paradise. This condo was comfortably appointed, well stock to meet all our needs, and most importantly in the perfect location. The beach was a short walk to the left and stores and restaurants were just a short walk to the right. We had a great time and enjoyed everything Sarasota, Siesta Key, and this Sandy Toes Condo had to offer. Thanks Mark!

1 of 2 match: Rental types, Boat available

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Price per night from

$273

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

Anna Maria house

3 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 22 minutes

1 of 2 match: Rental types, Boat available

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Price per night from

$401

LAKEFRONT,POOL,WALK TO BEACH, FREE KAYAKS,BICYCLES

Nokomis house

3 bedrooms / 2 bathrooms / sleeps 8

1 of 2 match: Rental types, Boat available

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Price per night from

$110

Two Story Condo on the Gulf of Mexico

Longboat Key condo

4 bedrooms / 4 bathrooms / sleeps 10

1 of 2 match: Rental types, Boat available

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Price per night from

$542

Beautiful Braden River Waterfront Retreat!

Bradenton house

4 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 1 hour 0 minutes

1 of 2 match: Rental types, Boat available

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Price per night from

$151

Grand accomdation on USA #1 Beach - Siesta Key Fl

Siesta Key apartment

2 bedrooms / 2 bathrooms / sleeps 5

1 of 2 match: Rental types, Boat available

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Price per night from

$114

Oceanfront Boating and Fishing, Private dock

Terra Ceia house

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 38 minutes

1 of 2 match: Rental types, Boat available

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Price per night from

$183

Oceanfront 3 bedroom Condo on Longboat Key- Available in Summer ONLY

Longboat Key apartment

3 bedrooms / 2 bathrooms / sleeps 6

1 of 2 match: Rental types, Boat available

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Price per night from

$172

Viewing 38 of 237
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