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5 STAR SIESTA KEY, 80 STEPS to BEACH, RESORT POOL, 6 BEDROOMS, SPACIOUS LIVING

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Beautiful 555 Beach - 90 feet from Beach Access!!
Relax in our beautifully landscaped backyard, Heated Resort Pool, 2 dining areas
The perfect vacation home awaits.
Living area
Private kitchen

Reviews

10 out of 10
Exceptional
6 bedrooms5 bathroomsSleeps 14371.6 sq m

Popular amenities

  • Beach view
  • Parking available
  • Hot tub
  • Dryer
  • Washer

Explore the area

Map
Siesta Key, FL
  • Siesta Key Beach
    ‪1 min walk‬
  • Crescent Beach
    ‪5 min drive‬
  • Lido Beach
    ‪32 min drive‬
  • Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)
    ‪24 min drive‬

Rooms & beds

6 bedrooms (sleeps 14)

Bedroom 1

1 King Bed

Bedroom 2

2 Queen Beds

Bedroom 3

2 Single Beds

Bedroom 4

1 King Bed

Bedroom 5

1 King Bed

Bedroom 6

1 Queen Bed

5 bathrooms

Bathroom 1

Bathtub · Toilet · Shower only · Jetted bathtub

Bathroom 2

Bathtub · Toilet · Shower only

Bathroom 3

Bathtub · Toilet · Shower only

Bathroom 4

Toilet · Shower only

Bathroom 5

Toilet · Shower only

Bathroom 6

Outdoor shower

Spaces

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

About this property

5 STAR SIESTA KEY, 80 STEPS to BEACH, RESORT POOL, 6 BEDROOMS, SPACIOUS LIVING

For those seeking a truly amazing vacation experience! Come and experience the very BEST in hospitality on Siesta Key. Our property is a beautiful spacious retreat in the best location.

Our average length of stay requirements vary between 4-14 nights, and 7 nights during our high season. If the travel dates you are looking for do not meet our advertised minimum requirements, please contact me directly and I will see if we can accommodate your request.

Stunning and spacious 555 Beach Road. The home offers more than 3600 square feet of sophistication inside and a large private back yard oasis with resort pool area. Equally important - a truly amazing location 90 feet to beach access 10. Unlike other vacation rentals, you Avoid long walks and crowds - we are directly across from a more private section of the number beach in the entire US. Our guests walk back and forth throughout the day to Siesta Key Beach, the # 1 Beach in the US - and walk to Siesta Village and its great restaurants for meals.

We work hard to make this the perfect vacation home and check to make sure you are taken care of while you are here. Our Brand new fully stocked chef's kitchen with quartz countertops & white lacquer cabinetry makes for great entertain. The house comes with beach caddies, beach towels, beach umbrellas, beach toys, and more.

Please note that our vacation home consists of two units under one roof offering more privacy - with the ease to move back and forth. This listing is for both units, 6 bedrooms, 4.5 baths, plus two outdoor heated showers. The two units together create one of the most spacious 6-bedroom 5-baths on Siesta Key! Our home sleeps 14 very comfortably. If you need more flexibility with sleeping arrangements we have high-end air mattresses in each unit.

The two units under one roof work well together as the front doors to each unit face each other, so it's convenient to move back and forth. Inside the spacious front unit, enjoy wonderful light as you walk into an expansive living room and great open kitchen (with bar and a separate dining area), making this a perfect spot for entertaining. Continue the party - or simply relax and take in the sun - wall to wall sliding glass opens onto the outdoor balcony with dining area, relaxing sofa, and partial water views. Upstairs are 3 bedrooms, 2.5 baths, with balcony and partial water views. The Master bedroom has a King bed set, outdoor balcony, large walk-in closet, and ensuite bath with 2 sinks, jacuzzi tub, separate shower, and toilet. The 2nd bedroom has two queen beds, shared balcony, large walk-in closet and the third bedroom has two twin beds. The 2nd large bathroom upstairs has separate shower and separate tub. The main living level offers a 3rd - 1/2 bath, a separate washer/dryer room off the kitchen. The property also two showers outside.

The beautifully furnished 3 bedroom 2 bath pool facing unit is spacious with a dining, kitchen and living area. The living room has large sliding glass doors opening up to a balcony and dining area that overlooks the backyard, palm trees, and our stunning resort pool. The bedrooms are upstairs. Two bedrooms have king beds and the third bedroom has a queen. We provide high end linens, beach towels, beach caddies, umbrellas, beach toys, and more.

NEW RESORT POOL AREA & PRIVATE BACKYARD to play in. The lush and tropical landscaped backyard offers 3 dining areas, BBQ grill, and a new gorgeous 25-foot heated pool. Home fully equipped with new furnishings and all the upscale amenities, fully loaded for discerning travelers. Additional New features throughout: new Air Conditioning and new a/c duct work (great for anyone with allergies.)

We live on Siesta Key to make sure your stay is wonderful. It's worth noting: beach access is right across the street from our home - this a big plus. Some homes, even though they are on Beach Road are not close to beach access.

Our address is 555 Beach Road, right across from the beach and 1/2 mile walk to Siesta Village restaurants.
If you only need 3 bedrooms, each unit can also be rented separately (see property 977754.) The backyard deck (exclusive to the pool-facing unit) has an outdoor dining table overlooking the pool and backyard. The front-facing unit has a balcony with a dining table, lounge furniture, and partial views of the beach.

The property is located directly across the street from Siesta Key Beach, ranked the number one beach in the entire US.

Additional notes: Two bedrooms in the front unit offer large walk-in closets. Bathrooms are large and spacious. Please see pictures for more details. We offer high speed internet and have new high definition flat screens throughout. Please note: our published rates are subject to change. While we offer fewer than 7 day rentals during the Fall and some off season weeks, we require minimum 7 day stays during most holidays and during our busy seasons. Please email if you have any questions.

To understand more about our commitment to you and hospitality, please read our reviews.

Property manager

David
Premier Host

Languages

English, French, Spanish

Add dates for prices

Amenities

Pool
Hot tub
Kitchen
Washer
Dryer
Free WiFi

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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
A copy of driver’s license will be required after booking.

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, a first aid kit and a deadlock

We should mention

A car is recommended for transport to and from this property

About the area

Siesta Key

Located in Siesta Key, this holiday home is in the city centre 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. Travelling with kids? Consider Mote Marine Laboratory & Aquarium and Jim Neville Marine Preserve. Make sure you get close to the area's animals with activities such as game walks and birdwatching.
Map
Siesta Key, FL

What's nearby

  • Siesta Key Beach - 1 min walk - 0.1 km
  • Siesta Key Marina - 5 min drive - 3.7 km
  • Crescent Beach - 5 min drive - 3.6 km
  • Point of Rocks - 6 min drive - 4.6 km
  • Lido Beach - 32 min drive - 17.5 km

Getting around

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

Restaurants

  • ‪Gilligan's Island Bar & Grill - ‬10 min walk
  • ‪Siesta Key Oyster Bar - ‬11 min walk
  • ‪Siesta Key Beach Pavilion - ‬9 min walk
  • ‪Phillippi Creek Village Restaurant & Oyster Bar - ‬7 min drive
  • ‪Starbucks - ‬8 min drive

Frequently asked questions

Does 5 STAR SIESTA KEY, 80 STEPS to BEACH, RESORT POOL, 6 BEDROOMS, SPACIOUS LIVING have a pool?

Yes, this property has an outdoor pool. Pool types include heated pools.

Is 5 STAR SIESTA KEY, 80 STEPS to BEACH, RESORT POOL, 6 BEDROOMS, SPACIOUS LIVING pet-friendly?

No, pets are not allowed at this property.

What time is check-in at 5 STAR SIESTA KEY, 80 STEPS to BEACH, RESORT POOL, 6 BEDROOMS, SPACIOUS LIVING?

Check-in begins at 4:00 PM.

What time is check-out at 5 STAR SIESTA KEY, 80 STEPS to BEACH, RESORT POOL, 6 BEDROOMS, SPACIOUS LIVING?

Checkout is at 9:30 AM.

Where is 5 STAR SIESTA KEY, 80 STEPS to BEACH, RESORT POOL, 6 BEDROOMS, SPACIOUS LIVING located?

Located in Siesta Key, this beachfront holiday home is in the city centre and 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 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. 122 out of 131 reviews
Rating 8 - Good. 7 out of 131 reviews
Rating 6 - Okay. 0 out of 131 reviews
Rating 4 - Poor. 2 out of 131 reviews
Rating 2 - Terrible. 0 out of 131 reviews

9.8/10

Cleanliness

5.0/10

Amenities

10/10

Check-in

10/10

Communication

10/10

Location

9.8/10

Listing accuracy

Reviews

10/10 Excellent

Verified traveller

Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful week
This is a beautifully furnished and managed property. We stayed for a week with 7 adults and 4 small children, and we all had a great time.
Stayed 7 nights in Mar 2025

10/10 Excellent

Genna Y.

Liked: Cleanliness, check-in, communication, location, listing accuracy
10/10 for a girls weekend!
I can't count how many times my girlfriends said "this house is so perfect!"David was so helpful and communicative - and the listing was even better than described. So close to the beach and away from the busy condo section; 10 minute walk to downtown or a free trolley ride; perfect backyard oasis. Highly recommmend for a group of adults or families. It was our first time in Siesta and we already can't wait to go back!
Stayed 3 nights in Mar 2025

10/10 Excellent

Justine F.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Amazing girls weekend!
This property is exactly as advertised and better. Location is phenomenal. We walked everywhere. The kitchen was well stocked and the furniture very comfortable. The pool area is amazing.
Stayed 4 nights in Feb 2025

10/10 Excellent

Todd B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Easy walk to Siesta Village
Exactly what we expected. Plenty of room for 5 couples, spacious and sunny great room/kitchen area, nice pool area in back. Would definitely stay here again.
Stayed 5 nights in Jan 2025

10/10 Excellent

Andrea G.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great Location
Very close to the beach, a short walk to the village, and plenty of common space for family gathering.
Stayed 5 nights in Jan 2025

8/10 Good

Peggy T.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Easy walk to the beach
Had a great stay - plenty of space, the home was well stocked (towels, beach chairs, kitchen supplies,) We enjoyed the easy walk 12-15 min to dinner each night. The heated pool was great- the pool guy came twice during our visit! David was terrific to work with- checked in several times. (Our only negative was the noise from the cars/trucks as this home is right not the main road - so a challenge it you are a light sleeper). Otherwise - highly recommend.
Stayed 6 nights in Dec 2024

10/10 Excellent

Kristin A.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Family Thanksgiving and Wedding in siesta Key
David was the property owner and easy to communicate with! We used both sides of this house- each side had its own kitchen and laundry! 6 bedrooms and plenty of outside deck space and a backyard pool. The beach chairs and umbrellas were a big help. We had everything we needed here for our Thanksgiving and wedding gathering. Thanks! The Arnold’s from Pittsburgh PA
Stayed 6 nights in Nov 2024

10/10 Excellent

Juan R.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Amazing Stay
The property is excellent. Location is ideal for beach. It is an easy 10 min walk to the village and 100 feet from beach access stop. You don’t have to worry about parking at all. The house is loaded with everything you need for going to the beach. Owner David is outstanding. Very easy to reach and prompt responding to texts . Exceptional stay. Highly recommended
Stayed 3 nights in Aug 2024

10/10 Excellent

Don F.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 4 nights in May 2024

10/10 Excellent

Anna F.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Siesta Key
No complaints, would visit again.
Stayed 7 nights in Jul 2024

10/10 Excellent

Chris D.

Liked: Cleanliness, check-in, communication, location, listing accuracy
One of best vacations ever
The owner David is awesome! He returns messages promptly and was always making sure we had everything we needed. House was great, we had 12 people and completely comfortable. Lots of linens and so many beach towels, you never need to bring any! Had so many things for the beach, more than I’ve seen at any property I’ve stayed. This place really made it easy to not have to worry about going to buy extra things you need at a house when you fly for vacation. Highly recommend it and will stay again. Quick access to private beach area that wasn’t crowded at all!
Stayed 7 nights in Jun 2024

10/10 Excellent

Catherine W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Fantastic Place for Big Family
This was an ideal place for 10 adults, 2 children under 10, and 2 babies. We had both units and used the front unit as our gathering space. We were at the beach in the morning and made good use of the pool ( shaded and comfortable) in the afternoon. David kept checking in with us to be sure we had everything and were ok since there was extensive rain and flooding while we were there, which we appreciated. Not obtrusive, just kind. David was a superb host and went the extra mile for us when we mistakenly left a valuable item behind. We also had a private chef for one meal which was delicious and super easy for us. We highly recommend this place to anyone staying in Siesta Key with a large group.
Stayed 5 nights in Jun 2024

10/10 Excellent

Linda L.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great Stay on Siesta Key
Since we rented both units, the older grandchildren (20+) stayed in the larger unit and we stayed with the younger ones in the back unit by pool. The beach was fantastic and then getting back for a dip in the pool was perfect. We had Chef Steven (Chef Jeremy's sous chef) come in one evening to prepare dinner and it huge success. The short walk to the Village was fun for everyone. I would highly recommend staying at this VRBO. FYI, the front unit is much larger with a true master bedroom.
Stayed 4 nights in Jun 2024

10/10 Excellent

boris c.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Short stay at Siesta Key
Excellent vacation property right at the beautiful Siesta beach. We've rented both units, so we had the whole house and pool area all to ourselves. All details in the house are well though through, house is extremely clean and quiet. Large bedroms wth comfortable beds and plenty of common space in the front unit, smaller space in the back unit. Variety of food delivery options from restaurants in the area. The beach is short stroll away, my 82 yrs old mom was easily making the walk without her walker. All beach necessities are availble at the house. The host David, checked on us several times to make sure we were comfortable. Will definitely stay again.
Stayed 4 nights in Apr 2024

10/10 Excellent

Brenda G.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect reunion spot
A property manager dedicated to making sure a group of old friends had a delightful time, we can only say thank you for making our stay so comfortable. Hope to visit another time and most assuredly would highly recommend.
Stayed 4 nights in Apr 2024

10/10 Excellent

Tom N.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great place!
Very good choice for our kids and grandkids. Close to the beach access and walking distance to shops/restaurants. We had a traveling chef do one dinner and had plenty of room with 13 of us. We’d go back
Stayed 6 nights in Mar 2024

10/10 Excellent

M. G.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect family vaca
We had the best time. The house was perfect for our group of 10 (ages 4-74). And even better that it was 2 separate units. Th house was super clean and had everything we needed. Appreciated all the beach chairs and wagons to pull them in. The location was perfect. We could walk to town or even take the free trolley. And super short walk to the beach! And David was an excellent host. He was attentive prior to and during our trip. Highly recommend and would definitely go back.
Stayed 4 nights in Jan 2024

10/10 Excellent

Pamela C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect Place for the Perfect Stay
We had a wonderful time surprising my mom for her 80th birthday in Siesta Key! The place was an ideal floorplan and layout for our needs. The front unit had a very large and comfortable living and dining area where we could fit 10 people around the table for most of our meals as well as all hang out and visit or watch the NFL playoffs. The kitchen in the front unit was new and beautiful and very well equipped. We had a chef prepare a special dinner for us one of the nights and she remarked at what a great space the kitchen provided. David was a very gracious host to say the least, even stopping by with a bottle of Prosecco for the birthday girl...her favorite! He remained in contact, checking in via text from time to time to make sure everything was great. The back unit was smaller but functional and also provided a nice bit of privacy when looking for some quiet time. We utilized both the pool and grill in the beautiful and tropical backyard. Lastly, the location was perfect! An easy walk to the village and a very short walk to the beach. Thanks David!
Stayed 5 nights in Jan 2024

10/10 Excellent

Ruth J.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Owner very accommodating
This place was perfect for our family! Lots of space, great beds, excellent location! David was very accommodating and helpful. Really appreciated all the little extras that he had for us. Beach supplies: beach chairs, beach towels, cart, etc. Kitchen supplies: seasonings/spices, detergent, paper towels, etc. Tons of bathroom towels. Thanks for checking in with us and keeping the pool extra warm :-) Loved the wine, too. Thanks again!
Stayed 7 nights in Dec 2023

10/10 Excellent

Kelly S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect house for a beach getaway
We had 10 adults gather for a family birthday party! We rented both units and could not have asked for a better place! Both units were immaculate and comfortable! The larger front unit easily accommodated 10 for breakfast and dinner! The pool and back patio area were beautiful. Having the beach access across the street was perfect. The owner (David) had everything we needed including towels, chairs, umbrellas, coolers and beach caddies! David was accessible and checked in to make sure we had everything we needed which we did! It was a great place stay!
Stayed 4 nights in Oct 2023

10/10 Excellent

Nick H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great Stay
Working at 29 Palms and this house was perfect for what my coworkers and I needed for the week.
Stayed 7 nights in Jul 2023

10/10 Excellent

Justin D.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Large Family Trip
This Siesta Key Beach Home worked wonderfully for our extended family. Lots of space and amenities for us to gather or get some quiet time. The kids loved the pool and the proximity to the nearby village restaurants and shops. David was proactive in checking how things were going, and super responsive when we had questions. We would highly recommend his listing for an extended family trip.
Stayed 7 nights in Aug 2023

10/10 Excellent

Jeff R., Miami, USA

Liked: Cleanliness, check-in, communication, location, listing accuracy
Family Vacation
The property has two separate units and there is plenty of space. We rented both units as one. The pool area is very nice with a nice mixture of shade and sun. The kitchens were well supplied with the necessities and there were plenty of beach chairs, etc. supplied. While the property may be "close to the beach" to some people, that is relative. The entrance to the beach access is close, but from property to where you place your chairs on the beach is about 1/4 mile through very soft sand. Just something to be aware of. Overall a very nice place in a great location on Siesta Key.
Stayed 7 nights in Jul 2023

10/10 Excellent

Kevin T., Lenexa

Liked: Cleanliness, check-in, communication, location, listing accuracy
Best stay in Siesta Key
My family (wife and two boys) as well as my sisters family (husband and 3 teenagers) come down to siesta key every other year to visit my brother and his family (they stayed with us as well). This was by far the best experience we have had traveling down to siesta key. The house (we rented both units) was perfect for our group of 14. It was right across the street from the beach and 10 minute walk within the village to go shopping. To top off the great house and location, the owner David was fantastic to work with. He tried to get us in earlier then the check in time and was so accommodating the entire trip. My family and I were floored by the hospitality. This is a must stay for any families looking for a great place to stay for the week at siesta key. We will definitely book again
Stayed 4 nights in May 2023

10/10 Excellent

Van P.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great time was had by all
Excellent
Stayed 8 nights in Apr 2023

About the host

Hosted by David

Host profile image
I have a diverse background that includes a decade working in luxury travel, hotels, and a decade in journalism. I'm also an alumnus of Cornell's Hotel School, the top hospitality school in the world. Needless to say, 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

BEST BEACH LOCATION and LAID BACK SOPHISTICATION. This is one of the nicest homes on Siesta Key Beach and our location separates this property from the rest. We are on Beach Road - 90 steps from Beach access 10, 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 large spacious duplex home, allowing you to spread out and enjoy yourselves. Both spaces offer spacious and open living areas that are great for entertaining (very hard to find on Siesta Key - this is a truly exceptional aspect of this property - the living room is spacious!). Indoor and outdoor sophistication, with a brand new heated resort pool and private lush backyard. Backyard has 3 dining areas and 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

Premier Host

They consistently provide great experiences for their guests