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Home Steps from Siesta Key Beach and Village with Waterslide! On The Rocks

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On The Rocks - Siesta Key Luxury Rental Properties
Private Pool and Spa
Covered Patio
You'll love this open style floor plan!
Relax after a long day in the living room

Reviews

9.8 out of 10, Loved by Guests
Top 10% of guest reviews in this area
5 bedrooms5 bathroomsSleeps 15

Popular amenities

  • Private pool
  • Spa pool on site
  • Onsite parking available
  • Pet-friendly
  • Kitchen
  • Washer/dryer

Explore the area

View map
Siesta Key, FL
  • Place, Siesta Key Beach
    ‪3 min walk‬
  • Place, Siesta Key Farmers Market
    ‪3 min walk‬
  • Place, Siesta Key Beach Playground
    ‪2 min drive‬
  • Airport, Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)
    ‪32 min drive‬

Rooms & beds

5 bedrooms (sleeps 15)

Bedroom 1

1 King Bed

Bedroom 2

1 King Bed

Bedroom 3

1 King Bed

Bedroom 4

1 King Bed

Bedroom 5

1 Single Bunk Bed

Common Room

1 Double Sofa Bed

5 bathrooms

Bathroom 1

Bathroom 2

Bathroom 3

Bathroom 4

Bathroom 5

Spaces

Deck or patio
Kitchen
Balcony

About this property

Home Steps from Siesta Key Beach and Village with Waterslide! On The Rocks

On The Rocks by Siesta Key Luxury Rental Properties

Siesta Key Luxury Rental Properties - The Best Homes, Location and Vacation Experience on Siesta Key!

Welcome to On The Rocks, your luxury vacation haven! This spectacular five-bedroom, five-bathroom retreat is just minutes from the world renowned Siesta Key Beach and a short block from the vibrant Siesta Key Village, offering an abundance of restaurants, bars, and shops. With incredible amenities including a private pool with a waterslide, a putting green, and an inviting private balcony, your unforgettable Siesta Key experience awaits!

Highlights
• Less than a 5-minute walk to Siesta beach
• 5 Bedrooms / 5 Bathrooms
• 4 Kings, 1 Full/Full Bunk with Twin Trundle, Queen sleeper sofa
• Private pool with waterslide, waterfall and in-ground spa
• Putting green and ping pong table
• BBQ grill
• Beach chairs and towels
• Pet friendly with host approval and pet fee
• Short walk to Siesta Key Village restaurants and boutiques
• Washer and dryer
• 5 Parking spaces

At On The Rocks, enjoy a luxurious backyard oasis where you can sunbathe by the premier pool with a sunshelf, slide down the waterslide, or unwind in the spa. For family friendly games, step over to the backyard with a putting green or ping pong table. The covered patio serves as the perfect spot to relax, complete with a cozy seating area, a TV, a BBQ grill, and an outdoor dining table for breezy meals after a day of fun.

Step into the vibrant living area adorned with dynamic shades of blue and beach inspired decor, instantly immersing you in the coastal atmosphere. The fully equipped kitchen boasts stainless steel appliances, custom cabinetry with ample storage, and a gorgeous dining table that comfortably seats all your guests. Adjacent to the seating area, with a sofa, side chairs, and TV, lies the deck overlooking the pool area, providing another fantastic space to gather.

Retreat to the luxurious primary bedroom on the second floor, featuring bright decor, access to the inviting upstairs deck, and an elegant ensuite bathroom with a walk-in shower. There are three additional guest rooms, each equipped with a plush king bed and their own ensuite bathrooms, also featuring walk-in showers. The whimsical fifth bedroom delights children with its Sea Life artwork and is outfitted with a bunk bed and a TV, perfect for sleepovers. There is also a conveniently located hall bathroom featuring a shower and tub combination, along with a laundry room that includes a washer and dryer for your convenience. The living room boasts a queen sleeper sofa for additional sleeping arrangements.

Room Details
• Primary Bedroom (2nd floor): King bed, balcony access, ensuite bathroom with walk-in shower
• Second Bedroom (2nd floor): King bed, ensuite bathroom with walk-in shower
• Third Bedroom (2nd floor): King bed, ensuite bathroom with walk-in shower
• Fourth Bedroom (2nd floor): King bed, ensuite bathroom with walk-in shower
• Fifth Bedroom (2nd floor): Full over full bunk bed with twin trundle
• Bonus (Living Room): Queen sleeper sofa

This home ensures comfort and convenience with a laundry room equipped with a washer and dryer, allowing you to pack light and enjoy extended stays.

Plan your dream escape to On The Rocks and experience the best of Siesta Key living! With its luxurious accommodations, prime location, and an array of fun amenities, this vacation rental promises to make your stay memorable. Don’t miss out on an unforgettable experience with Siesta Key Luxury Rental Properties, reserve your getaway today!


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This property is managed by Siesta Key Luxury Rental Properties.

This property participates in our Professional Linen Program. This ensures high quality linens and towels are Always included for your stay. These are professionally laundered at a commercial facility for every guest.

This property has an active Ring doorbell and additional video surveillance on the pool equipment only.

This property allows dogs with host approval prior to arrival. Please note there will be an additional pet fee associated, see our Siesta Key Luxury Rental Properties Rental Policies for full details.

Please see our Siesta Key Luxury Rental Properties Rental Policies for full details.

This home is managed by Siesta Key Luxury Rental Properties. We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age.

Please Remember: "You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property." *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

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House Rules

Check in after 4:00 PM

Minimum age to rent: 25

Check out before 10:00 AM

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Children

Children allowed: ages 0–17

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Events

No events allowed

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Pets

Pets allowed

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Smoking

Smoking is not permitted

Important information

You need to know

Property # 1919426vb
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher

About the area

Siesta Key

Located by the sea, this holiday home is in Siesta Key Village, a neighbourhood in Siesta Key. St. Armands Circle and Mall at University Town Center are worth checking out if shopping is on the agenda, while those wishing to experience the area's natural beauty can explore Siesta Key Beach and Crescent Beach. Looking to enjoy an event or a game while in town? See what's happening at Stardust Event Center or Ed Smith Stadium. Looking to get your feet wet? Jet skiing, kayaking and parasailing adventures can be found near the property.
Map
Siesta Key, FL

What's nearby

  • Siesta Key Beach - 3 min walk - 0.3 km
  • Siesta Key Farmers Market - 3 min walk - 0.3 km
  • St. Boniface Episcopal Church Labyrinth - 2 min drive - 2.0 km
  • Siesta Key Beach Playground - 2 min drive - 1.7 km
  • Irma Beach - 3 min drive - 2.1 km

Getting around

  • Sarasota, FL (SRQ-Sarasota-Bradenton Intl.) - 34 min drive

Restaurants

  • ‪Siesta Beach Pavilion - ‬17 min walk
  • ‪Siesta Key Snack Bar - ‬17 min walk
  • ‪Circle K - ‬7 min walk
  • ‪Gilligan's Island Bar & Grill - ‬5 min walk
  • ‪Sun Garden Cafe - ‬6 min walk

Frequently asked questions

Is Home Steps from Siesta Key Beach and Village with Waterslide! On The Rocks pet-friendly?

Yes, pets are allowed at this property.

How much does it cost to stay at Home Steps from Siesta Key Beach and Village with Waterslide! On The Rocks?

As of 13 May 2026, prices found for a 1-night stay for 2 adults at Home Steps from Siesta Key Beach and Village with Waterslide! On The Rocks on 20 June 2026 start from AU$1,852, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

How much is parking at Home Steps from Siesta Key Beach and Village with Waterslide! On The Rocks?

On-site parking is available at the property.

What time is check-in at Home Steps from Siesta Key Beach and Village with Waterslide! On The Rocks?

Check-in begins at 4:00 PM.

What time is check-out at Home Steps from Siesta Key Beach and Village with Waterslide! On The Rocks?

Checkout is at 10:00 AM.

Where is Home Steps from Siesta Key Beach and Village with Waterslide! On The Rocks located?

Located in Siesta Key Village, this holiday home is within 1 mi (2 km) of Siesta Key Farmers Market and Siesta Key Beach. Siesta Key Beach Playground and St. Boniface Episcopal Church Labyrinth are also within 2 miles (3 km).

Reviews

9.8

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 45 out of 50 reviews
Rating 8 - Good. 4 out of 50 reviews
Rating 6 - Okay. 1 out of 50 reviews
Rating 4 - Poor. 0 out of 50 reviews
Rating 2 - Terrible. 0 out of 50 reviews

9.8/10

Cleanliness

10/10

Check-in

9.6/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Adam B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Pool was great! Plenty of room for extended family.
Stayed 7 nights in Apr 2026
Response from VrboOwner on 15 Apr 2026
Love hearing that, Adam! On The Rocks is a great spot for gathering, and that pool really brings everyone together! So glad you had plenty of room for the whole family. Everyone at Siesta Key Luxury Rental Properties would love to welcome you back for another fun, easy island stay.
Verified

10/10 Excellent

Audrey K.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had the absolute best long weekend here! It is a lot bigger than even the pictures show and we had plenty of room for everyone - all rooms having their own bathrooms is a huge plus for a larger group! The pool and outdoor area were a highlight for us! Would 100/10 stay here again!! Walkable to beach and main area with shops and restaurants. Hosts were extremely communicative and helpful!
Stayed 4 nights in Apr 2026
Response from VrboOwner on 11 May 2026
So glad On The Rocks was such a hit for your long weekend, Audrey! Having plenty of space and bathrooms for every room really makes group trips so much easier and more relaxing. Sounds like the pool and outdoor area became the perfect hangout spot, too. And being able to walk to the beach, shops, and restaurants is always a big bonus. Thanks for the kind words about our team. Everyone at Siesta Key Luxury Rental Properties truly appreciates you staying with us, and we’d love to welcome you back for another island getaway.
Verified

10/10 Excellent

Verified traveller

Liked: Cleanliness, check-in, communication, location, listing accuracy
Close to restaurants, shopping & beach. Walked everywhere! It was great! The host was very good about taking care of any questions or needs. Very clean house.
Stayed 7 nights in Mar 2026
Verified

10/10 Excellent

Nicole P.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Host was very welcoming and we all had plenty of room to spend together!
Stayed 4 nights in Dec 2025
Response from VrboOwner on 19 Dec 2025
Hi, Nicole, thank you for staying with Siesta Key Luxury Rental Properties at On The Rocks! We’re so glad you felt welcomed and had plenty of space to gather and enjoy time together. That’s exactly what this home is perfect for. We’d love to host you again for another Siesta Key escape!!
Verified

10/10 Excellent

Timothy H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Overall, very impressed with the house and the host. The house and pool were beautiful. Hosts were very responsive and helpful.
Stayed 3 nights in Jan 2026
Response from VrboOwner on 26 Jan 2026
Hi, Timothy, thank you for the great review! We’re so happy you were impressed with On The Rocks and your experience with Siesta Key Luxury Rental Properties. That beautiful home and pool really make for a memorable stay, and we’re glad our local team was responsive and helpful along the way. We’d love to welcome you back for another Siesta Key getaway anytime!!!
Verified

10/10 Excellent

Aleasha B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great place to stay

Great house to stay with a large family. Close to the beach, shops, and restaurants.
Stayed 4 nights in Jan 2025
Verified

10/10 Excellent

Karmin U.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Location!

This house has the perfect location to everything you could want in Siesta Key!
Stayed 7 nights in Mar 2025
Verified

10/10 Excellent

Michael T.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great place

Clean, Luxurious, Comfortable, newer property.
Stayed 2 nights in Feb 2025
Response from VrboOwner on 6 Mar 2025
Thank you for your review of our property. We're delighted to hear that you found the accommodations clean, luxurious, and comfortable. As a newer property, we strive to provide a high-quality experience for all of our guests. Your feedback is valuable, and we appreciate you taking the time to share your thoughts. We hope you had an enjoyable stay and look forward to welcoming you back in the future.
Verified

10/10 Excellent

Bill & Jackie B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Spacious, Luxurious and Close to the Beach

This is a spectacular home with plenty of room and an amazing pool! We had 5 adults and two children and could have easily accomodated more. Everyone loved the outdoor space. Short walk to the beach and village.
Stayed 5 nights in Jul 2025
Response from VrboOwner on 6 Aug 2025
We’re thrilled to hear that the home provided plenty of space and that everyone—kids and adults alike—enjoyed the amazing pool and outdoor area. It’s great to know the location worked perfectly for you, with easy access to both the beach and the village. We truly appreciate your kind words and would love to welcome you back anytime!
Verified

10/10 Excellent

Colin D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great place!

Perfect spot for family with little kids. Pool and slide were great and very close to beach
Stayed 6 nights in Mar 2023
Response from VrboOwner on 29 July 2023
Thank you for taking the time to share your experience with us, Colin. We are glad your family enjoyed the home, pool, and convenient location. You were terrific guests, and we hope to host you all again soon!
Verified

10/10 Excellent

Regina R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great stay

Great experience from beginning to end! Walking distance to beach and the village.
Stayed 7 nights in May 2022
Response from VrboOwner on 29 July 2023
Regina, Thanks for the 5-star review, we're so glad you had an enjoyable stay with us! Please come back and see us again soon! Sincerely, Siesta Key Luxury Rental Properties
Verified

10/10 Excellent

Lisa R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family Christmas trip

Property is beautiful, and we had a great stay. Would recommend for large family gatherings.
Stayed 7 nights in Dec 2020
Response from VrboOwner on 29 July 2023
Lisa, Thank you so much for choosing our home for your Christmas vacation to Siesta Key! We are so glad that you enjoyed your time here with us, and that you had a great stay! We appreciate your review and feedback and we hope to have the privilege of hosting you again in the future. Sincerely, Siesta Key Luxury Rental Properties
Verified

10/10 Excellent

Anita H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Excellent Family vacation

Great location to both beach and village ! Loved bedrooms with their own bath. Would return again !!
Stayed 7 nights in Dec 2022
Response from VrboOwner on 29 July 2023
Anita, thank you for taking the time to share your experience with us. We are glad you enjoyed the home, bedrooms, and location. We hope to host you again sometime in the future!
Verified

10/10 Excellent

Beyron Z.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Girls Getaway in SK

Fabulous spacious house for our group of gals! Outside area was great, the pool was a necessity. Great location, extremely walkable to beach and town.
Stayed 3 nights in Jul 2024
Response from VrboOwner on 17 Sept 2024
Thank you so much for your wonderful review! We're thrilled to hear that the house was perfect for your group and that you enjoyed the spaciousness and the pool. It’s great to know that the location worked well for your beach and town outings. We’d love to host you all again anytime—here’s to many more fabulous getaways!
Verified

10/10 Excellent

Jarad C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

perfect location

this house was close to the beach and downtown, we rented a golf cart and it was ideal. the house was clean and well stocked with everything we needed. we will definitely return!
Stayed 5 nights in Jun 2024
Response from VrboOwner on 2 Aug 2024
Hello, Jarad. We're glad you enjoyed the beach and the convenience of the golf cart! 🚗💨 We’ll be ready to host you again when you return! 😊
Verified

10/10 Excellent

Anthony M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Stay at Beautiful Home

We loved our stay at this property in Siesta Key. We couldn’t get our kids out of the pool with the awesome slide long enough to even go to the beach. Very walkable to Siesta Key Village and all of the restaurants and entertainment there and very close to the beach.
Stayed 3 nights in Apr 2024
Response from VrboOwner on 13 May 2024
Anthony, it sounds like you had a fantastic time at the property in Siesta Key! We're delighted to hear that the kids loved the pool slide so much that they didn't want to leave. The fact that the property is very walkable to Siesta Key Village, with its restaurants and entertainment, and also very close to the beach, adds to the convenience and enjoyment of your stay. Thank you for sharing your experience with us! If you have any further comments or questions, or if there's anything else we can assist you with, please feel free to let us know.
Verified

10/10 Excellent

Jacklyn Y.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fun

It was wonderful. Fun for every family member. The pool was a great oasis.
Stayed 5 nights in Aug 2024
Response from VrboOwner on 17 Sept 2024
Thank you for your fantastic review! We’re delighted to hear that everyone in your family had a great time and that the pool was a favorite oasis. It’s wonderful to know that your stay was enjoyable for all. We hope to welcome you back for more fun in the future!
Verified

10/10 Excellent

Dan H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing!!

Absolutely amazing, The pictures look fantastic online, just what we were looking for. When we arrived we were very impressed. Great location for the beach and entertainment in town.
Stayed 3 nights in Jan 2023
Response from VrboOwner on 29 July 2023
Dan, thank you for taking the time to share your experience with us. We are glad you enjoyed the home and its convenient location. We hope to host you again sometime soon!
Verified

10/10 Excellent

Fiona H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Vacation

We had our family for nearly a week and everything was wonderful
Stayed 6 nights in Jan 2024
Response from VrboOwner on 25 Jan 2024
Thank you for taking the time to share your experience, Fiona. We are glad you enjoyed your stay and hope to welcome you back soon!
Verified

8/10 Good

Kourtney R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Mini Vacca

Our stay was great very limited necessities in the home. No salt/pepper or just common things you would use, just very bare. Very clean, very spacious and it was great for everyone to basically have their own bathrooms. The pool was amazing our kids loved it.
Stayed 4 nights in Feb 2025
Verified

10/10 Excellent

Ramon A.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful

Absolutely beautiful home. Very well managed. Very easy communication with the property manager. And less than a 5 minute walk from the beach
Stayed 5 nights in Jul 2022
Response from VrboOwner on 29 July 2023
Ramon, we are so happy to hear that you enjoyed your stay! We hope to host you again soon!
Verified

10/10 Excellent

David K.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Celebrate!!

Kiddos loved backyard rec area! Super!! Great family time!
Stayed 5 nights in Oct 2022
Response from VrboOwner on 29 July 2023
David, we are happy to hear you and your family enjoyed your vacation. We hope to host you again soon!
Verified

10/10 Excellent

Jason F.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Close to everything

Great family trip at On The Rocks! Perfect in town location with a quick walk to shops, restaurants and beach. The pool/slide in the back yard was a big hit with the kids! Thanks to the property management team for quick responses on check in and check out. We will definitely consider returning in the future.
Stayed 4 nights in Jul 2024
Response from VrboOwner on 2 Aug 2024
Yay! 🎊We're thrilled you had a fantastic family trip at On The Rocks! The pool and slide are definitely kid-approved—who doesn’t love a good splash? Can’t wait to welcome you back for round two!🎈
Verified

6/10 Okay

Gillian N.

Liked: Check-in, listing accuracy

Bach party

We LOVED our stay here. We were cancelled from another property 2 days prior to us leaving and Prime Vactions had the perfect house. The ONLY issue was that there were two men that came into the house 3 hours before we needed to leave, didn’t introduce themselves and quickly left.
Stayed 3 nights in Nov 2024
Verified

10/10 Excellent

DAVID K.

Liked: Cleanliness, check-in, communication, location, listing accuracy

10 out of 10

Great house! Had it all!
Stayed 4 nights in Jul 2020
Response from VrboOwner on 29 July 2023
David, Thank you so much for your kind review and feedback! We love reviews like this, and we really enjoyed hosting you. We are so happy to hear you enjoyed your stay and we hope that we can host you again soon. Sincerely, Siesta Key Luxury Rental Properties

About the host

Hosted by Siesta Key Luxury Rental Properties

Host profile image

We are an owner operated rental company on Siesta Key. We manage a 58+ unit resort and single family homes. All of our properties are within walking distance to the beach and the village. We have a high focus on customer service and our primary focus is ensuring our guests have a spectacular stay with us in paradise.

Why they chose this property

All of the shops, dining, entertainment is at your fingertips when you stay with us here. You are also close to a number of beach access points. Walking distance to everything, and the property itself is amazing and it offers numerous amenities that you’ll love!

What makes this property unique

Location. Location. Location. The ease of use is incredible. Walk Everywhere and Enjoy paradise with ease. You’ll love everything about this amazing rental property!

Languages:

English

Premier Host

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