Entire home
Home Steps from Siesta Key Beach and Village with Waterslide! On The Rocks
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Reviews
9.8 out of 10
Exceptional
5 bedrooms5 bathroomsSleeps 15220.2 sq m
Popular amenities
Explore the area

Siesta Key, FL
- Place, Siesta Key Beach3 min walk
- Place, Siesta Key Farmers Market3 min walk
- Place, Siesta Key Beach Playground2 min drive
- Airport, Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)28 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!
-
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.
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!
-
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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JUST One Block From Beach and One Block From Village – Island Time East
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- Pool
- Spa pool
- Kitchen
- Washing machine
9.6 out of 10, Exceptional, (49 reviews)
House Rules
Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
Pets allowed
Smoking
Smoking is not permitted
Important information
You need to know
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 Ed Smith Stadium or Longboat Key Public Tennis Center. Make sure you get close to the area's animals with activities such as game walks and birdwatching.

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
- Irma Beach - 2 min drive - 1.8 km
- St. Boniface Episcopal Church Labyrinth - 2 min drive - 2.0 km
- Siesta Key Beach Playground - 2 min drive - 1.7 km
Getting around
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
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 window9.8/10
Cleanliness
10/10
Check-in
9.6/10
Communication
10/10
Location
10/10
Listing accuracy
Reviews
Verified
25 January 2026
Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 3 nights in Jan 2026
Verified
10/10 Excellent
Nicole P.
17 December 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Nicole P.
Stayed 4 nights in Dec 2025
Verified
10/10 Excellent
Aleasha B.
22 January 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great place to stay
Aleasha B.
Stayed 4 nights in Jan 2025
Verified
10/10 Excellent
Karmin U.
17 March 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great Location!
Karmin U.
Stayed 7 nights in Mar 2025
Verified
10/10 Excellent
Bill & Jackie B.
28 July 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Spacious, Luxurious and Close to the Beach
Bill & Jackie B.
Stayed 5 nights in Jul 2025
Verified
10/10 Excellent
Michael T.
3 March 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great place
Michael T.
Stayed 2 nights in Feb 2025
Verified
10/10 Excellent
Colin D.
13 April 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great place!
Colin D.
Stayed 6 nights in Mar 2023
Verified
10/10 Excellent
Regina R.
31 May 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great stay
Regina R.
Stayed 7 nights in May 2022
Verified
10/10 Excellent
Lisa R.
27 December 2020
Liked: Cleanliness, check-in, communication, location, listing accuracy
Family Christmas trip
Lisa R.
Stayed 7 nights in Dec 2020
Verified
10/10 Excellent
Beyron Z.
9 September 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Girls Getaway in SK
Beyron Z.
Stayed 3 nights in Jul 2024
Verified
10/10 Excellent
Anita H.
8 January 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Excellent Family vacation
Anita H.
Stayed 7 nights in Dec 2022
Verified
10/10 Excellent
Jarad C.
2 July 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
perfect location
Jarad C.
Stayed 5 nights in Jun 2024
Verified
8/10 Good
Kourtney R.
12 March 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Mini Vacca
Kourtney R.
Stayed 4 nights in Feb 2025
Verified
10/10 Excellent
Anthony M.
29 April 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great Stay at Beautiful Home
Anthony M.
Stayed 3 nights in Apr 2024
Verified
10/10 Excellent
Jacklyn Y.
17 August 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Fun
Jacklyn Y.
Stayed 5 nights in Aug 2024
Verified
10/10 Excellent
Dan H.
23 January 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Amazing!!
Dan H.
Stayed 3 nights in Jan 2023
Verified
10/10 Excellent
Fiona H.
17 January 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Vacation
Fiona H.
Stayed 6 nights in Jan 2024
Verified
6/10 Okay
Gillian N.
30 November 2024
Liked: Check-in, listing accuracy
Bach party
Gillian N.
Stayed 3 nights in Nov 2024
Verified
10/10 Excellent
Ramon A.
7 August 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful
Ramon A.
Stayed 5 nights in Jul 2022
Verified
10/10 Excellent
Jason F.
11 July 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Close to everything
Jason F.
Stayed 4 nights in Jul 2024
Verified
10/10 Excellent
David K.
16 October 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Celebrate!!
David K.
Stayed 5 nights in Oct 2022
Verified
10/10 Excellent
DAVID K.
22 July 2020
Liked: Cleanliness, check-in, communication, location, listing accuracy
10 out of 10
DAVID K.
Stayed 4 nights in Jul 2020
Verified
10/10 Excellent
David C.
23 May 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
May 2022
David C.
Stayed 7 nights in May 2022
Verified
10/10 Excellent
Buffy S.
17 October 2020
Liked: Cleanliness, check-in, communication, location, listing accuracy
Siesta Key Vacation
Buffy S.
Stayed 4 nights in Sep 2020
Verified
10/10 Excellent
Patricia E.
25 April 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful home!!!
Patricia E.
Stayed 7 nights in Apr 2023
About the host
Hosted by Siesta Key Luxury Rental Properties
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
They consistently provide great experiences for their guests
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