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164 villas

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Only 150 yards to Crescent Beach and heated pool!

Siesta Key villa

2 bedrooms / 1 bathroom / sleeps 4

“Amazing Rental” This rental was roomier than expected! Everything was perfect! The pool and beach is so close, also there is some local restaurants and shops so close by! Couldn't have asked for better!

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$130

Only 150 yrds to Siesta Key Beach and heated pool!

Siesta Key villa

2 bedrooms / 1 bathroom / sleeps 4

“I have found my happy place!” Enjoyed our recent stay here. Very comfortable and clean accomodations. I have a Tempurpedic mattress at home so that was one of the reasons I booked here. Couch in living room was also comfortable. Did not get to try out the pool as it was closed for renovations (perhaps due to Hurricane Irma), but Derek let us know before we arrived that we could use the pool of a nearby hotel so it all was good. We visited the 7-11 store across the street for their fresh morning pastries (apple fritters were tasty) and also ate at the City Pizza, Toasted Mango, Miguel's and Anna's Deli, which are all within a short walking distance. It was also great having laundry facilities at the villa. Lots of extras, such as coolers and hair dryer provided. Derek was very quick to respond to communication. Want to go back now!

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$130

Jamaica Royale #100-Peaceful Gulf Side Condo

Siesta Key villa

2 bedrooms / 2 bathrooms / sleeps 6

“Spring break” This unit was beautifully done; recently renovated, impeccably clean and very close to the beach! The owner was e trendy helpful and accommodating. She made it easy and if you are headed to Siesta Key, you must stay here!

Responds fast! avg. 2 hours 10 minutes

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$189

Luxury Villa, Sleeps 6 Comfortably Located on Siesta Key Beach, Sarasota Florida

Siesta Key villa

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 37 minutes

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$138

Perfect Getaway-2Bedroom/2Bath Steps from Beach with Pool Access!!- La Estrella

Siesta Key villa

2 bedrooms / 2 bathrooms / sleeps 6

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$228

The Perfect 2Bedroom/2Bath Steps Away From Siesta Key Beach- BiancoSands

Siesta Key villa

2 bedrooms / 2 bathrooms / sleeps 6

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$231

Siesta Villa Palma

Siesta Key villa

2 bedrooms / 2 bathrooms / sleeps 5

Responds fast! avg. 1 hour 21 minutes

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$138

Charming, Relaxing, Private, Siesta Key Villa - Whispering Palms

Siesta Key villa

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 21 minutes

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$189

Siesta Villa Soleil - Siesta Key's Premier Vacation Rental Villa

Siesta Key villa

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 21 minutes

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$207

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

Siesta Key villa

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.

Responds fast! avg. 2 hours 13 minutes

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$138

NEW EVERYTHING Luxury King villa #1 Siesta Key Heated Pool Walk to beach

Siesta Key villa

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 3 hours 41 minutes

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$114

Beautiful location on Siesta Key

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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$172

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 0 minutes

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$376

Deluxe 3-BR Siesta Key Townhouse - Heated Pool - Siesta Key Village

Siesta Key villa

3 bedrooms / 3 bathrooms / sleeps 8

“A Great Place to Make Memories!” Our family has vacationed at Seaside Villas several times now and we have never been disappointed. It has everything within reach for the makings of a great memorable stay. The condo itself is well appointed and well maintained. The amenities of a large open floor plan, cable, laundry, well equipped kitchen and onsite pool provide everything you could possibly need. In addition it is a short walk to the beautiful white sandy beach and great Gulf sunsets of Siesta key. Having shopping and dining within walking distance is a great plus too.

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$188

1Bedroom/1Bath Steps Away From Siesta Key Beach With Pool!!- 1118B Bianco Sands

Siesta Key villa

1 bedroom / 1 bathroom / sleeps 2

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$182

Villa Laughing Gull - Cozy, Private Siesta Key Villa

Siesta Key villa

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 21 minutes

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$138

Breath Taking 3bedroom/2bath steps from Siesta Key Beach-Bianco Sands 1128

Siesta Key villa

3 bedrooms / 2 bathrooms / sleeps 6

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$228

Newly remodeled with beach and Pool Access!! -Crescent St. Perlita.

Siesta Key villa

2 bedrooms / 2 bathrooms / sleeps 6

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$228

Deluxe 4-BR Siesta Key Townhouse & Garden Apt - Heated Pool - Siesta Key Village

Siesta Key villa

4 bedrooms / 4 bathrooms / sleeps 12

“Love SK” This property is very comfortable and well furnished. Ideal for a family holiday! Good location one street back from the main street which has an excellent selection of restaurants and shops! The beautiful Siesta Key Beach is a 5 minute walk away. Be sure to use the wagons available for your trip to the beach!

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$277

Enjoy Paradise on Siesta Key - The Great Blue Heron

Siesta Key villa

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 21 minutes

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$149

Sea Club II - Unit 4A

Siesta Key villa

1 bedroom / 1 bathroom / sleeps 4

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$137

Siesta Villa Coralline

Siesta Key villa

2 bedrooms / 1 bathroom / sleeps 5

Responds fast! avg. 1 hour 21 minutes

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$132

Jamaica Royale 063 Great central location!

Siesta Key villa

1 bedroom / 1 bathroom / sleeps 4

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$190

Jamaica Royale 051 Updated and close to the pool!

Siesta Key villa

1 bedroom / 1 bathroom / sleeps 4

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$145

2Bd/2Bath NEW Remodeled Villa just steps away from Siesta Beach!

Siesta Key villa

2 bedrooms / 2 bathrooms / sleeps 6

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$233

Jamaica Royale 058 Beautiful unit and close to the pool!

Siesta Key villa

1 bedroom / 1 bathroom / sleeps 4

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$187

Jamaica Royale 075 Beautiful & Close to the pool!

Siesta Key villa

2 bedrooms / 2 bathrooms / sleeps 6

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$263

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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$572