Located in Siesta Key, this holiday home is near theme parks and on the beach. 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. Ready for a night out? Consider Sarasota Fairgrounds & Robarts Arena and Sarasota Fairgrounds. Discover the area's water adventures with jet skiing and kayaking nearby, or enjoy the great outdoors with horse riding and mountain climbing.
Siesta Key Beach Playground - 13 min walk - 1.2 km
St. Boniface Episcopal Church Labyrinth - 19 min walk - 1.7 km
Crescent Beach - 6 min drive - 4.8 km
Getting around
Sarasota, FL (SRQ-Sarasota-Bradenton Intl.) - 24 min drive
Restaurants
Circle K - 15 min walk
Siesta Key Oyster Bar - 11 min walk
Gilligan's Island Bar & Grill - 10 min walk
Daiquiri Deck Siesta Key Village - 10 min walk
Siesta Beach Pavilion - 9 min walk
Frequently asked questions
Does 5 Star LUXURY RETREAT on BEACH ROAD, SIESTA KEY BEACH, New POOL have a pool?
Yes, this property has an outdoor pool. Pool types include heated pools.
How much does it cost to stay at 5 Star LUXURY RETREAT on BEACH ROAD, SIESTA KEY BEACH, New POOL?
As of 8 November 2026, prices found for a 1-night stay for 2 adults at 5 Star LUXURY RETREAT on BEACH ROAD, SIESTA KEY BEACH, New POOL on 16 November 2026 start from NZ$11,778, 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.
Is 5 Star LUXURY RETREAT on BEACH ROAD, SIESTA KEY BEACH, New POOL pet-friendly?
No, pets are not allowed at this property.
How much is parking at 5 Star LUXURY RETREAT on BEACH ROAD, SIESTA KEY BEACH, New POOL?
On-site parking is available at the property.
What time is check-in at 5 Star LUXURY RETREAT on BEACH ROAD, SIESTA KEY BEACH, New POOL?
Check-in begins at 4:00 PM.
What time is check-out at 5 Star LUXURY RETREAT on BEACH ROAD, SIESTA KEY BEACH, New POOL?
Checkout is at 9:30 AM.
Where is 5 Star LUXURY RETREAT on BEACH ROAD, SIESTA KEY BEACH, New POOL located?
Nestled on the beach, this Siesta Key holiday home is within 1 mi (2 km) of Siesta Key Beach Playground and Siesta Key Beach. Siesta Key Farmers Market and St. Boniface Episcopal Church Labyrinth are also within 1 mile (2 km).
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Great beach access and the beach chairs, umbrellas, and carts were great to have! Easy access to all the restaurants in town.
Stayed 5 nights in May 2026
Response from VrboOwner on 12 June 2026
Brian,
Thanks so much for being wonderful guests and the great review! I appreciate you mentioning our great location across from the beach and convenient walk to Siesta Village.
I hope to see you back on Siesta Key soon.
Warm regards,
David
The property is beautiful and easy access to the beach.
The property is beautiful and easy access to the beach. I don’t think there’s anything additional we could have needed or ask for! Dave is amazing and I most certainly recommend this property.
Stayed 1 night in Sep 2021
Response from VrboOwner on 9 September 2021
Dear Rhonda, Thanks so much for the 5 star review and being wonderful guests. I'm so glad you enjoyed your stay! Thank you also for pointing out our amazing beach location.
Warm regards, David
Our vacation was great. The house and pool are beautiful. The location is perfect. The owner's hospitality was exceptional. Everything is well within walking distance. I would highly recommend spending a week or more at this property.
Stayed 1 night in Sep 2021
Response from VrboOwner on 16 September 2021
Dear Todd, Thank you for this amazing 5 star review! Saying our hospitality was exceptional means the world to me - and I will pass along your feedback to my crew. It was a pleasure to have you with us and I hope to see you again soon.
Kind regards,
David
Wonderful, we really enjoyed ourselves. The house was perfect and we enjoyed the pool when it was too bad to go to the beach. The property had everything there to help accomodate our needs during our stay. David checked in on us almost everyday to ensure our stay was going good. This was one of the most impressive places we have stayed in all our travels. We definitely will be coming back real soon.
Stayed 6 nights in Aug 2021
Response from VrboOwner on 8 September 2021
Dear Robert and Sharon,
Thank you so much for such a great 5 star review and staying with us on your anniversary and birthday! You were an absolute pleasure to work with from start to finish. My only disappointment is that I didn't get a chance to meet you this trip. I hope to see you again one day soon.
Sincerely,
David.
We thoroughly enjoyed our visit to this property. The owner was very friendly and professional, and made getting in and getting out easy. The property itself was cheerful, clean and welcoming, and the location ideal with great beach access and proximity to restaurants etc. 5 stars!
The visit was great with easy communication with owner.
Stayed 3 nights in Feb 2020
Response from VrboOwner on 16 March 2020
Alan, thanks so much for your review! It was nice meeting most of your family and I hope to see you back again at 555 Beach! Kind regards, David
Verified review
10/10 Excellent
Catherine W.
7 March 2019
Fantastic unit, clean, beautiful beach great owner
Totally impressed with the beauty of the unit, wonderful town , clean beach and friendly service from the owner Dave. We are 5 star hotel kinda people and we were surprised and delighted! Everything was so modern, clean and comfortable! Dave went the extra mile to insure we had a wonderful time! He was very familiar with the town since he lives on the Island personally and made recommendation for our visit which were perfect. The privacy of the unit allows you an oasis yet a simple walk to everything the area has to offer. I can honestly say I have traveled the world and never seen a beach this clean and beautiful! We loved our time and feel like we have a new home away from home! Thank you Dave and team we look forward to coming back many more times! We feel so blessed to have found you and this little paradise!
Verified review
8/10 Good
Linden C.
5 October 2018
Comfortable, nice location
We spent a week here and enjoyed it. The location is convenient to the beach and town. Overall this is a clean and comfortable place. My only complaint is that I found a pair of dirty underpants under the bed (not mine) and the bathroom floor could have been a little cleaner. Other than that it was fine.
Stayed 6 nights in Sep 2018
Verified review
10/10 Excellent
Matthew S.
27 July 2018
Spectacular Vacation in a Beautiful Home
I have been going to Siesta Key for 25 years now and have had a wonderful experience every single time. This time was no different! I was blown away by how close the home was to the beach! The pool was large and clean, and David is an all around gentleman. We were greeted with kindness and hospitality and had no issues during the holiday weekend. Very spacious home with great outdoor space. We are very excited to plan our next stay in Siesta at this property again!!
Verified review
10/10 Excellent
mARY T.
7 May 2018
Great location, Great place, Great owner!
We had 8 ladies staying at this unit. We had everything we could want or need. Lovely rental, well stocked kitchen, nice open concept living dinning area. Very private well furnished pool area.
David, the owner was a gem to deal with on our visit. The location is so convenient to the beautiful beach and the downtown village shopping area. Will keep this one on the list to return!
Stayed 2 nights in May 2018
From a partner site
10/10 Excellent
Suzanne S.
4 May 2018
Beautiful house and perfect beach!
We love Siesta Key and the beach house was spacious, clean and relaxing! The pool was a perfect temperature for spending time after a day at the ocean. All the beach gear imaginable was provided! Welcome drinks were waiting for us upon arrival! I already want to go back :)
Stayed 2 nights in Apr 2018
Verified review
10/10 Excellent
DAVID C.
4 May 2018
PERFECT
Great Host and a perfect location on a beautiful beach.
Stayed 5 nights in Apr 2018
Archival
10/10 Excellent
John K.
7 April 2017
Spring Break 2017
6 adults (3 couples) on this SK visit, and a great time had by all! Perfect location, a short, 5- 10 minute walk to the "village"...or a 2 minute walk across the street to the beach!
Clean, roomy 3 bedroom (all upstairs) town-home style property (2 unit, front & back...we stayed front) with balconies 1st and 2nd floors perfect for morning coffee & evening nightcaps. Great kitchen/family room, big and inviting, plenty of style and conveniences. Very nice private backyard pool, a little cool a few days during our stay and the wind blocked so nothing but sun!
Plenty of "necessary" items for a beach stay so time spent relaxing and enjoying every minute and really no need to drive once you arrive if sun, sand, surf & a fantastic selection of places to eat & drink all within minutes walk is what you require!! Perfect, absolutely perfect...our host, Dave, was always accessible and responsive with any question or request, and a great "local" source of information and recommendations.
Definitely on the short list for places we'll stay on our future (been coming to SK for years) visits!
Response from VrboOwner on 6 March 2020
Dear John,
Thank you for the feedback! So glad that you enjoyed your time at 555 Beach Road! I really appreciate all the details in your review, especially regarding location, as it helps future guests understand how close we are to both the Beach and village. Thanks for pointing out the large and open kitchen/family room being a great feature.
It was truly a pleasure having you, and I look forward to seeing you back on Siesta Key soon! Warm regards to your family.
Dave