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184 villas

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Siesta Key Villa A - Only 150 yards to Crescent Beach and heated pool!

Siesta Key villa

2 bedrooms / 1 bathroom / sleeps 4

“Awesome owners and location” The location is great, only 3 minutes walking to a private beach. The house offers all the essentials you might need. This is our second time stay and we were not dissapointed again. The owners are very responsive and helpful.

Responds fast! avg. 59 minutes

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$150

Siesta Key Villa B - Only 150 yds. to Crescent Beach and heated pool!

Siesta Key villa

2 bedrooms / 1 bathroom / sleeps 4

“Another great stay!” Location is great and owners are awesome to work with! Clean and fully furnished! Thanks for another great stay Derek and Marina! Look forward to next time!

Responds fast! avg. 59 minutes

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$149

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 7 minutes

Travelers’ Choice award

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$205

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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$240

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 17 minutes

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$181

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

Siesta Key villa

2 bedrooms / 2 bathrooms / sleeps 6

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$240

Tropical Villa - Siesta Villa Palma

Siesta Key villa

2 bedrooms / 2 bathrooms / sleeps 5

Responds fast! avg. 1 hour 44 minutes

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$166

Siesta Villa Whispering Palms

Siesta Key villa

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 44 minutes

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$247

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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$146

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.

Responds fast! avg. 3 hours 42 minutes

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$188

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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$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. 1 hour 51 minutes

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$375

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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$205

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

Siesta Key villa

2 bedrooms / 2 bathrooms / sleeps 6

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$240

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!

Responds fast! avg. 3 hours 42 minutes

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$277

Villa Laughing Gull - Cozy, Private Siesta Key Villa

Siesta Key villa

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 44 minutes

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$161

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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$240

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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$566

Enjoy Paradise on Siesta Key - The Great Blue Heron

Siesta Key villa

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 44 minutes

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$184

Island House Beach Resort V23

Siesta Key villa

2 bedrooms / 2 bathrooms / sleeps 6

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$247

Island House Beach Resort V34

Siesta Key villa

2 bedrooms / 2 bathrooms / sleeps 4

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$247

Island House Beach Resort V36

Siesta Key villa

2 bedrooms / 2 bathrooms / sleeps 6

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$247

Island House Beach Resort V8

Siesta Key villa

2 bedrooms / 2 bathrooms / sleeps 6

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$235

Jamaica Royale 085 Updated & close to the beach!

Siesta Key villa

2 bedrooms / 2 bathrooms / sleeps 6

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$237

Relaxing 2bed/2bath Pool Side, Steps from Siesta Key Beach!-Bianco Sands1126

Siesta Key villa

2 bedrooms / 2 bathrooms / sleeps 5

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$240

Jamaica Royale PH1 Great location!

Siesta Key villa

2 bedrooms / 2 bathrooms / sleeps 4

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$252

Island House Beach Resort V15

Siesta Key villa

2 bedrooms / 2 bathrooms / sleeps 6

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$247

Jamaica Royale 075 Beautiful & Close to the pool!

Siesta Key villa

2 bedrooms / 2 bathrooms / sleeps 6

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$259

Island House Beach Resort V37

Siesta Key villa

2 bedrooms / 2 bathrooms / sleeps 4

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$247

Casa Covella - The Designer Beach Villa

Siesta Key villa

3 bedrooms / 2 bathrooms / sleeps 7

Responds fast! avg. 1 hour 44 minutes

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$241

Island House Beach Resort V7

Siesta Key villa

2 bedrooms / 2 bathrooms / sleeps 6

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$247

Stunning 2Bed/1Bath With Pool & Steps From Beach!!-Sun and Sea #1

Siesta Key villa

2 bedrooms / 1 bathroom / sleeps 6

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$205

Island House Beach Resort V16

Siesta Key villa

2 bedrooms / 2 bathrooms / sleeps 5

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$247

Island House Beach Resort V27

Siesta Key villa

2 bedrooms / 2 bathrooms / sleeps 6

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$247

Siesta Garden Villa on Siesta Key

Siesta Key villa

2 bedrooms / 2 bathrooms / sleeps 5

Responds fast! avg. 1 hour 44 minutes

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$172

Island House Beach Resort V24

Siesta Key villa

2 bedrooms / 2 bathrooms / sleeps 6

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$247

Island House Beach Resort V9

Siesta Key villa

2 bedrooms / 2 bathrooms / sleeps 6

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$247

Island House Beach Resort V32

Siesta Key villa

2 bedrooms / 2 bathrooms / sleeps 6

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$247

Viewing 38 of 184
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Villas Siesta Key

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