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5 Star LUXURY RETREAT on BEACH ROAD, SIESTA KEY BEACH, New POOL

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Interior
Exterior
Exterior
Exterior
Pool

Reviews

10 out of 10
Exceptional
3 bedrooms2+ bathroomsSleeps 8185.8 sq m

Popular amenities

  • Ocean view
  • Pool
  • Spa pool
  • Kitchen
  • Washing machine
  • Dryer

Explore the area

View map
Siesta Key, FL
  • Place, Siesta Key Beach
    ‪1 min walk‬
  • Place, Siesta Key Farmers Market
    ‪11 min walk‬
  • Place, Siesta Key Beach Playground
    ‪13 min walk‬
  • Airport, Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)
    ‪29 min drive‬

Rooms & beds

3 bedrooms (sleeps 8)

Bedroom 1

1 King Bed

Bedroom 1

1 Single Bunk Bed and 2 Single Beds

Bedroom 1

2 Queen Beds

2 bathrooms, 1 half bathroom

Bathroom 1

Toilet

Bathroom 1

Bathtub · Toilet · Shower only · Jetted bathtub

Bathroom 2

Toilet · Shower only

Bathroom 4

Outdoor shower

Bathroom 5

Outdoor shower

Spaces

Deck or patio
Porch or lanai
Outdoor shower
Kitchen
Balcony
Separate dining area
Outdoor play area
Garden
Dining area

About this property

5 Star LUXURY RETREAT on BEACH ROAD, SIESTA KEY BEACH, New POOL

One of the nicest homes on Siesta Key Beach with two units. Please note This listing's pricing is to rent one 3-bedroom unit. Both units are beautifully furnished. We have the highest 5 star rating on Siesta Key. See Vrbo 802548 for more reviews of this home. Stunning and spacious on Beach Road right across the street from Beach Access 10 (ranked number one Beach in US.)

The front-facing unit (pictures 1, 7 - 14) offers a spacious Open-Concept Kitchen & Living Area with Sunset Lanai. It has 3 beautiful bedrooms and 2.5 baths. It sleeps 8. Two spacious bedrooms also offer large walk-in closets. The bathrooms are also spacious.

When you enter this unit, you step into a bright, open living space where clean design and everyday comfort come together. At the center is a modern white kitchen with sleek lacquer cabinetry, quartz countertops, and everything you need for easy cooking and entertaining. The kitchen flows into a spacious living and dining area, perfect for relaxing or hosting guests.

Glass doors open to a private lanai with comfortable seating—just the place to enjoy a quiet evening and watch the sunset or continue the party - with partial water and beach views. The balcony has a dining table and beautiful upscale outdoors furniture.

The rear unit, See pictures (15 - 18.) 555B has 3 beautiful bedrooms and 2 baths and an outdoor balcony and dining table that overlooks the resort pool area. All three bedrooms are similar in size. Two of the bedrooms have king beds and the third offers a queen. Sleeps 6 in beds. We also have new air mattresses. Inside on the main floor is a lovely living, dining, and kitchen area with a new appliances and a new 50" Flat Screen Hi Def TV. New ceiling fans throughout.

The units can also be rented together as one large property with 6 bedrooms and 4.5 baths. Our stunning home comes with all the amenities: beach chairs, beach caddies, umbrellas, beach toys, fine linens, beach towels, and so much more.

555 Beach is the perfect vacation home. It's larger, more spacious, and offers more room for entertaining than the majority of homes on Siesta Key. The backyard and private pool area are new with new outdoor decor and dining areas. The heated 25-foot pool and paver brick back yard satisfy the discerning traveler.

Both units also have new washer/dryers and high def TVs throughout.

As mentioned, the two units also work well together, and when available, create one of the most spacious 6-bedroom 5-baths on Siesta Key! Please see pictures for more details. We offer high speed internet and have new high definition flat screens throughout. BBQ Grill in a brand new paver brick pool area. We also have two heated outdoor showers.

The property is located right across the street from Siesta Key Beach Access 10. This is a major benefit. There are many homes on Beach Road that don't offer such convenient beach access.

I'm also a graduate of Cornell's School of Hotel Administration. To understand more about our commitment to you and hospitality, please see more reviews. See VRBO Listing #802548 Most often we rent both units together.

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 9:30 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

No pets allowed
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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
This property uses eco-friendly cleaning products
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 and a deadlock

About the area

Siesta Key

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. Mote Marine Laboratory & Aquarium and St. Boniface Episcopal Church Labyrinth are also worth visiting. Discover the area's water adventures with jet skiing and kayaking nearby, or enjoy the great outdoors with mountain climbing and hunting.
View more Holiday homes in Siesta KeyOpens in a new window
Map
Siesta Key, FL

What's nearby

  • Siesta Key Beach - 1 min walk - 0.2 km
  • Siesta Key Farmers Market - 11 min walk - 0.9 km
  • Siesta Key Beach Playground - 13 min walk - 1.2 km
  • St. Boniface Episcopal Church Labyrinth - 19 min walk - 1.7 km
  • Crescent Beach - 5 min drive - 4.4 km

Getting around

  • Sarasota, FL (SRQ-Sarasota-Bradenton Intl.) - 24 min drive

Restaurants

  • ‪Siesta Beach Pavilion - ‬9 min walk
  • ‪Siesta Key Snack Bar - ‬9 min walk
  • ‪Circle K - ‬15 min walk
  • ‪Gilligan's Island Bar & Grill - ‬10 min walk
  • ‪Sun Garden Cafe - ‬14 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 2 May 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 14 May 2026 start from NZ$1,829, 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.
Learn moreOpens in a new window
Rating 10 - Excellent. 12 out of 13 reviews
Rating 8 - Good. 1 out of 13 reviews
Rating 6 - Okay. 0 out of 13 reviews
Rating 4 - Poor. 0 out of 13 reviews
Rating 2 - Terrible. 0 out of 13 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

RHONDA S.

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

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
Archival

10/10 Excellent

John K.

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!
Verified

10/10 Excellent

Todd M.

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

Siesta Key Vacation

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
Verified

10/10 Excellent

Robert S.

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

Great location, great house, and great Host.

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
Verified

10/10 Excellent

Andrew M.

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

555 Beach St

This home is located very close to the beach and Siesta Key Village. Our whole family enjoyed our vacation. The pool is also great! Thank you David.
Stayed 1 night in Jun 2020
Verified

10/10 Excellent

Charles P.

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

Nice visit to Siesta Key

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!
Stayed 4 nights in Jun 2020
Verified

10/10 Excellent

Alan F.

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

Great house

The visit was great with easy communication with owner.
Stayed 3 nights in Feb 2020
Verified

10/10 Excellent

Catherine W.

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

8/10 Good

Linden C.

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

10/10 Excellent

Matthew S.

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

10/10 Excellent

mARY T.

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.

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

10/10 Excellent

DAVID C.

PERFECT

Great Host and a perfect location on a beautiful beach.
Stayed 5 nights in Apr 2018

About the host

Hosted by David

Host profile image
I have a diverse background that includes a decade working in luxury travel, hotels, and journalism. I'm also an alumnus of Cornell's Hotel School, the top hospitality school in the world. We live and breathe hospitality and work hard to make sure your stay is wonderful. My wife and I live on the Key and raise our family here. We look forward to meeting you!

Why they chose this property

LOCATION AND LUXURY: This is one of the nicest homes on Siesta Key Beach. We are on Beach Road - across from a more private portion of the best beach in the world! Walk back and forth to the beach throughout the day. This is also a duplex home, allowing you to rent either one unit or both, depending on your needs. Both units offer spacious and open living areas that are great for entertaining (very hard to find on Siesta Key). Nice combination of indoor and outdoor space, with a brand new heated pool and private backyard. Backyard BBQ, too! All new High Def Flat screen smart 4K TVs.

What makes this property unique

Walk back and forth to the beach all day! Walk the beach right into the village. Beautiful New Backyard includes brand new 25- foot heated pool surrounded by paver bricks and 3 dining tables/BBQ and beautifully landscaped backyard. Home comes with beach chairs, beach towels, and don't hesitate to ask for a chef. We can put you in touch with a great chef if needed!

Languages:

English, French, Spanish
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