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Houses Siesta Key

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631 houses

600 ft. to Shell Beach, Pool/Spa, Fire Pit, New & Custom Nantucket Style Home,

Siesta Key house

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 3 minutes

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$287

Walk to the beach from this adorable condo. Beachside. Perfect location. Bikes,

Siesta Key house

1 bedroom / 1 bathroom / sleeps 2

“Book with Island Time!” We really lucked out with our first Flipkey booking. My husband and I traveled to Siesta Key last year for our honeymoon, and we returned this year to celebrate our anniversary. The property had everything we could possibly have wanted -- a very short and easy walk to beach access 13, Point of Rocks, and many restaurants (aaaaand the liquor store), a very comfortable bed with the appropriate amount of pillows (EIGHT), a fully equipped kitchen with everything we needed to eat in when we wanted, a large covered porch, and everything was CLEAN. Angel was a fantastic host -- quick to respond and clear and concise with his communication. The price was more than right. I cannot say enough great things about this property and Angel. Recommended so very highly.

Responds fast! avg. 1 hour 26 minutes

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$161

goldeneye luxury private family plantation house

Siesta Key house

3 bedrooms / 2 bathrooms / sleeps 6

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$331

Fido Friendly, Saltwater Pool, Only 1 mile to SK Beach, Close to the Village, Sh

Siesta Key house

3 bedrooms / 2 bathrooms / sleeps 8

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$156

Canal Home on Siesta Key w/ Pool, Wifi, Renovated 1950 Style Sarasota School of

Siesta Key house

4 bedrooms / 3 bathrooms / sleeps 6

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$239

Seagrove

Siesta Key house

3 bedrooms / 2 bathrooms / sleeps 6

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$126

5 Bedroom Beachfront Home on Siesta Beach!! 49 Beach Rd

Siesta Key house

5 bedrooms / 4 bathrooms / sleeps 12

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$682

The Shells Villa - Next to Beach & Village

Siesta Key house

3 bedrooms / 3 bathrooms / sleeps 10

“Great Experience and Location!” We could not have been happier with our Experience at Shell Villa. Location to the Village was super close as described. Access to the beach was great both through the private walkway or the public access about two block away. The house was well stocked and the floor plan was perfect for our two families. Best place I have rented on SK in 5 years.

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$265

Luxury Condo Ground Floor Across the Street

Siesta Key house

2 bedrooms / 2 bathrooms / sleeps 6

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$178

Siesta Key Beach Condo, 2Br/2Ba Direct Beach Front

Siesta Key house

2 bedrooms / 2 bathrooms / sleeps 6

“What a great view” We usually rent a house one block from the main Siesta Key beach area. This year friends rented the house and my husband and I stayed in this condo for a week. Loved the view of the beach from the living room! Loved the lani! Location was great. Pool was massive compared to our usual house pool, however we did have to walk thru parking lot to get there. The noise from the hall was annoying. And I did miss my temperpedic mattress, but had a great relaxing time.

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$223

Private Siesta Key House - Walk to Village & Beach - Heated Pool/Spa - No Stairs

Siesta Key house

2 bedrooms / 3 bathrooms / sleeps 6

“Fantastic house close to everything” We stayed in Siesta key for the first week of November. This house was beautiful and equipped with everything you could ever need especially the heated pool and hot tub. we walked a block every evening to the village and every morning two blocks to the beach. Will book again for sure

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$336

Lakefront Oasis 3 Bdrm House with Heated Pool minutes from village and beach

Siesta Key house

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 3 hours 23 minutes

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$376

Large Modernized Home a Short Walk to Beach

Siesta Key house

4 bedrooms / 4 bathrooms / sleeps 12

Responds fast! avg. 2 hours 30 minutes

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$405

Cape Aqua

Siesta Key house

3 bedrooms / 3 bathrooms / sleeps 6

“Great place, super location” We thoroughly enjoyed our stay at your home. It was very spacious, clean and inviting. We had everything we needed and the location is wonderful. Thanks and we would definitly recommend your home to others

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$147

Palm Oasis - Relax in Comfort - 1 rental per calendar month

Siesta Key house

4 bedrooms / 3 bathrooms / sleeps 10

“Beautiful home for a quiet -relaxing getaway!” Fantastic location! House had all you could ever need and the space was perfect! The only downside was not being able to maximize the outside into the evening. Our first full day it had rained but it was humid! We spent the entire day shopping and dining out. We returned around 10:30pm & the rain stopped so we took full advantage of the outside, which is just as lovely at night. There were only 4 of us, and at 11;30 it was just my sister N law and I, no music -just taking & laughing and thats when the neighbor directly behind us loudly announced for us to "keep it down and that we were in a residential area!" The other neighbor to the right didn't hear a thing! After a long, cold, Maine winter... being outside is the #1 goal, so that was unfortunate. Virginia was very pleasant to work with.

Responds fast! avg. 42 minutes

Travelers’ Choice award

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$426

Big Pass Hideaway

Siesta Key house

3 bedrooms / 2 bathrooms / sleeps 6

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$276

2 bedroom/1 bath Contemporary Beach Cottage

Siesta Key house

2 bedrooms / 1 bathroom / sleeps 6

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$359

Our Tropical Island Home

Siesta Key house

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 26 minutes

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$138

The Treehouse

Siesta Key house

4 bedrooms / 4 bathrooms / sleeps 8

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$453

New 6 Bedroom, Luxury Home in Gated Community

Siesta Key house

6 bedrooms / 5 bathrooms / sleeps 14

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$1,073

“Excellent Property” This was my second time staying with this property, it is wonderful. The location is great, near the beach, restaurants, shopping, ect. Very clean property and the pool in the back is nice.

Responds fast! avg. 3 hours 42 minutes

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$79

2BR/2BA House Just Steps to Siesta Village & Siesta Key Beach

Siesta Key house

2 bedrooms / 2 bathrooms / sleeps 6

“Great Location, Very Well Appointed” This house is perfectly located right in Siesta Key Village within an easy walk to shops and restaurants. It is also just a block from the beach. No parking hassles! The house is very well appointed. The owner has thoughtfully provided more than enough coffee for the Keurig, lots of towels, and all needed kitchen utensils, dishes, containers, and cooking supplies, in addition to a beach wagon and chairs. Although not luxurious, this is a very comfortable rental. We also liked the privacy of having our own house. The only negatives were the lack of towel racks in the bathrooms and the lack of hot water in the bathroom with the tub (it remained only warm, even after running for a very long time). The water in the other bathroom was fine.

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$319

Siesta Key Luxury Condo Across the Street

Siesta Key house

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 3 hours 31 minutes

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$157

Tiny House Siesta - Tiny House Amy

Siesta Key house

1 bedroom / 1 bathroom / sleeps 3

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$87

Fully renovated pool home directly across from Siesta Beach!!-Ocean Blue

Siesta Key house

3 bedrooms / 2 bathrooms / sleeps 8

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$543

Tiny House Siesta - Red Lifeguard Stand

Siesta Key house

2 bedrooms / 1 bathroom / sleeps 4

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$104

A Siesta Tropical Retreat - Island Pool Oasis -super close to Village & #1 beach

Siesta Key house

3 bedrooms / 2 bathrooms / sleeps 9

“Your best choice for location!” We stayed for 10 lovely days in this home and I have to say It was an even better location than I expected. Everything you could want to do is in walking distance or you can walk to the village (maybe a 3 minute walk)and hop in a free taxi . The house is well appointed and beds are very comfortable. We traveled with a 10 yr.old, 11yr. old , and 15 yr. old my 15 yr. old niece slept in the trundle bed and commented on how comfortable the bed was. In the kitchen you will find a drawer full of menus for the many nearby restaurants and information for water activities. I highly recommend parasailing while your there ! Considering how close everything is the street is very quiet and the owners were great to deal with. Thanks Kathi and Grant!

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$261

The Banyan on Siesta Key

Siesta Key house

3 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 1 hour 44 minutes

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$974

1 Block from Siesta Key Beach, Free Wifi w/ Private Optional Heated Pool, Near S

Siesta Key house

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 3 minutes

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$158

Our Beach House

Siesta Key house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 42 minutes

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$346

Phillippi Creek

Siesta Key house

2 bedrooms / 2 bathrooms / sleeps 6

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$83

Shell Beach Home

Siesta Key house

3 bedrooms / 3 bathrooms / sleeps 8

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$315

Beachfront Siesta Key Home directly on the white sands of Siesta Beach!!

Siesta Key house

3 bedrooms / 3 bathrooms / sleeps 8

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$538

Beach, Village, Dock, Private Heated Pool... Fantastic Location, No Car Needed!

Siesta Key house

2 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 1 hour 40 minutes

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$462

Siesta Summer

Siesta Key house

3 bedrooms / 2 bathrooms / sleeps 6

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$277

Relaxing 3 Bedroom/ 2 Bath Canal side Pool Home-"Dockside Delight"

Siesta Key house

3 bedrooms / 2 bathrooms / sleeps 6

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$346

Another Day in Paradise

Siesta Key house

3 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 3 hours 30 minutes

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$434

Cosy 4 bedms/2.5 bathms with pool close to Siesta Key

Siesta Key house

4 bedrooms / 3 bathrooms / sleeps 8

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$174

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