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81 villas

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Siesta Key/Derby Bay

Siesta Key villa

3 bedrooms / 2 bathrooms / sleeps 6

“Perfect!” Our family really enjoyed staying here! The villa was very well maintained and cleaned. It was stocked with everything you would need. The owner was very responsive to any concerns. We had a super nice neighbor and my boys loved fishing off the dock. I would recommend renting a golf cart to go to the beach if you have children (with toys etc) or elderly people with walking concerns. It is quite a walk to get to the beach (because you also have to walk down to the cross walk then across the street). The beach in front of the Aloha Kai property is very wide (great because it was never crowded like in front of other resorts) but it was an even farther walk to the water. We have always stayed beach front but needed more rooms than were available in my booking time frame this year. This property has changed the way I will book on siesta in the future. My boys LOVED fishing everyday off the dock. They caught lots of cool fish right off the back. The street that this villa is on was very quiet for our stay. Everyone was very kind & the property is very beautiful! We hope to come back very soon! It was a wonderful experience.

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$287

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. 3 hours 9 minutes

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$433

Sunset Point Siesta Key FL AWESOME RENTAL !!

Siesta Key villa

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!

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$802

Island House Beach Resort V23

Siesta Key villa

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 57 minutes

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$253

Island House Beach Resort V34

Siesta Key villa

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 1 hour 57 minutes

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$253

Island House Beach Resort V36

Siesta Key villa

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 57 minutes

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$253

Island House Beach Resort V8

Siesta Key villa

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 57 minutes

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$226

Island House Beach Resort V15

Siesta Key villa

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 57 minutes

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$253

Island House Beach Resort V37

Siesta Key villa

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 1 hour 57 minutes

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$253

Island House Beach Resort V7

Siesta Key villa

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 57 minutes

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$253

Island House Beach Resort V16

Siesta Key villa

2 bedrooms / 2 bathrooms / sleeps 5

Responds fast! avg. 1 hour 57 minutes

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$253

Island House Beach Resort V27

Siesta Key villa

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 57 minutes

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$253

Island House Beach Resort V24

Siesta Key villa

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 57 minutes

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$253

Island House Beach Resort V9

Siesta Key villa

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 57 minutes

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$253

Island House Beach Resort V38

Siesta Key villa

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 57 minutes

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$253

Island House Beach Resort V33

Siesta Key villa

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 57 minutes

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$253

Siesta Key villa

2 bedrooms / 2 bathrooms / sleeps 4

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Price per night from

$229

Great rentals within 20 miles that match your search

Sarasota Villa

Sarasota villa

3 bedrooms / 2 bathrooms / sleeps 6

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$131

Little Palms Villa. A lakeside home with style.

Bradenton villa

3 bedrooms / 2 bathrooms / sleeps 6

“Excellent” Our stay at 4638 Runabout way was amazing. We loved that the house was very nice, spacious, and clean for my family and I. We loved swimming in the pool everyday. The service was excellent all around. We would definitely stay there again.

Responds fast! avg. 2 hours 43 minutes

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Price per night from

$195

Viewing 38 of 81
villas in Siesta Key

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Villas Siesta Key

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81 villas

Viewing 38 of 81villas in Siesta Key

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Viewing 38 of 81
villas in Siesta Key