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

Beach holiday home with water park and outdoor pool

Photo gallery for 5 STAR SIESTA KEY, 80 STEPS to BEACH, LUXURY POOL, 6 BEDROOMS, SPACIOUS LIVING

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

Explore the area

View map
  • Place, Siesta Key Beach
  • Place, Crescent Beach
  • Place, Lido Beach
  • Airport, Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)

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, LUXURY 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.

Add dates for prices

Amenities

Pool
Hot tub
Kitchen
Washing machine
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 Jim Neville Marine Preserve and Coconuts Family Entertainment Center. 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 - 0.2 km
  • Siesta Key Marina - 4 min drive - 4.1 km
  • Shell Beach - 4 min drive - 3.8 km
  • Crescent Beach - 5 min drive - 4.1 km
  • Lido Beach - 21 min drive - 18.4 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
  • ‪Siesta Key Oyster Bar - ‬11 min walk

Frequently asked questions

Does 5 STAR SIESTA KEY, 80 STEPS to BEACH, LUXURY 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, LUXURY 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, LUXURY 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, LUXURY POOL, 6 BEDROOMS, SPACIOUS LIVING?

Checkout is at 9:30 AM.

Where is 5 STAR SIESTA KEY, 80 STEPS to BEACH, LUXURY 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

9.8/10

Cleanliness

5.0/10

Amenities

10/10

Check-in

10/10

Communication

10/10

Location

9.8/10

Listing accuracy
Rating 10 - Excellent. 133 out of 142 reviews
Rating 8 - Good. 7 out of 142 reviews
Rating 6 - Okay. 0 out of 142 reviews
Rating 4 - Poor. 2 out of 142 reviews
Rating 2 - Terrible. 0 out of 142 reviews

Reviews

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

10/10 Excellent

Bradley F.

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

Fantastic place to stay

Highly recommend!!
Stayed 6 nights in Feb 2023

10/10 Excellent

Mark B.

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

Amazing place

We’ve stayed in Siesta key several times and this place was incredible. The beds were all extremely comfortable. The location is perfect, just steps from the beach and the town. The pool and patios were also terrific too. This place is worth every penny!
Stayed 4 nights in Oct 2021

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

10/10 Excellent

Clare B.

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

Lovely house in prime location

Great host who gave good recommendations for activities and restaurants. Location is great for a relatively quiet part of a beautiful beach and easy walking to a choice of restaurants. Lovely garden which is shaded for much of the day.
Stayed 7 nights in Feb 2023

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

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

Brian V.

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

Great house in a great location

This was the perfect house in the perfect location. Located on the Northern side of the beach makes this a perfect location away from the heavy populated areas to the south. A short walk to the downtown shops and restaurants. House and pool were very clean and well kept. Would recommend for groups of 8 or more....
Stayed 4 nights in Mar 2021

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

Dawn S.

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

Great week

We came down to this property and rented both sides of the house. It was a perfect location for anything we wanted to do. The space was perfect for 14 people plus an infant. The owners were so helpful and nice and the property had everything we needed for the week. We will be back to rent this property again.
Stayed 7 nights in Jul 2021

10/10 Excellent

Judy & Eric B.

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

Family reunion/great get-away!

We really loved the property and the attention to all the extra details that made our stay so enjoyable. We made many memories and some of the best things about this place are David's attentiveness, and also the location to a beautiful beach within a few steps. Would highly recommend this to others. Thanks so much David! Judy & Eric and family
Stayed 7 nights in Feb 2020

10/10 Excellent

Verified traveller

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

Spectacular Siesta Stay

My family came to celebrate Father’s Day, my husband’s and my 36 wedding anniversary, and our daughter’s 30th birthday. It was a great vacay and the house was a major part of why that is. The units were perfect for us. The house was big enough and very comfortable. Due to the excessive heat and humidity, the pool was a great addition! The location of this house was phenomenal. Just a walk across the street was the beach. The beach was beautiful with its white silky sand and its crystal clear water. We were able to find many shells and took some treasures home. The house location was near the town and we were able to walk to it. Also, it was a few miles from Sarasota where we had some delicious meals. The house was also located by a road where if you’re a runner, you would appreciate it! You could run one way for up to 8 miles back and forth. The owner, David, was very easy to get in touch with and was very attentive to our needs. The residence was fully equipped with all the essentials one would need to cook and to celebrate. I would go back to 555 if we decide to visit Siesta Key again. Thanks, David, (and Lane) for a memorable trip!
Stayed 6 nights in Jun 2025

10/10 Excellent

Amy C.

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

PERFECTION BY THE BEACH!!!

This home was beautiful and perfect! We had nine people from three generations. It was big, clean, stocked and extremely functional to move from one unit to the other. The pool and outdoor dining areas were wonderful! The walk to the beach couldn’t be easier. The walk to the Village was lovely and just under a half mile. Everything you need is right there. No need to leave the area. This house is PERFECTION BY THE BEACH!!!
Stayed 7 nights in Mar 2023

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

Beverly J.

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

Best beach trip ever 2021!

Owner very personable and was available at anytime. If there was problem he immediately would repair it. This duplex is short walk to beach which was great with 5 kids!! House worked perfect for the 3 families. Kids loved pool on day we were unable to enjoy the beach due to red algae. Short walk to village which we took advantage of couple nights! Owner was great to offer recommendations on places to eat and anything to make our trip more enjoyable!! Hopefully we will stay at this house again real soon!!
Stayed 6 nights in Jul 2021

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

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

4/10 Poor

Candice D.

Liked: Check-in, communication, location
Disliked: Cleanliness

Siesta

Siesta key was great. House not for us. It was very dirty, the owner stopped by intrusively everyday. If my husband hadn’t been with us I would have been even more uncomfortable. On the day of check out the owners father and the cleaning crew showed up before our check out time. It was all just very strange. The location is great. I would not stay here ever again.
Stayed 4 nights in May 2022

10/10 Excellent

Helen B.

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

Best Siesta Key accomodations

Our family spent 4 nights at this awesome VRBO and could not have enjoyed ourselves more. This was, by far, the most well equipped vacation rental we've ever stayed in. Check in was so easy and the place was spotless upon arrival. The location was perfect..an easy walk into Siesta Key Village. We rented the entire compound so our family traveling with a 2 year old stayed in the smaller unit and the rest of us stayed in the larger unit. The washer and dryers in each unit were excellent. The A/C and fans throughout worked perfectly and kept us nice and cool. There are a lot of large screen TVs that had all the premium channels (Netflix, Prime etc) and were easy to operate. The pool was lovely and surrounded by nice landscaping that allowed us to enjoy it even during the heat of the day. Night swimming was also great. The host has thought of everything you'd need for your beach visit (beach access practically in front of the house)...there were wagons to load up the stuff, beach towels, beach chairs, sand toys, and umbrellas. The host was great about communication in advance, checking in on us and was extremely responsive when I texted him. 10/10 would stay here again and highly recommend.
Stayed 4 nights in May 2023

10/10 Excellent

CATHY P.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This is a beautiful property! I love the layout ! If two families are traveling together you have two separate spaces but a large gathering place in one of the spaces! The beach is an easy walk from the property! The owner has buggies and chairs , everything needed for a fun day at the beach! The owner was very hospitable and helpful! We were very pleased !
Stayed 7 nights in Oct 2025

10/10 Excellent

Steven C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We came down to celebrate our daughter's 16th birthday with friends and family. All of us had a wonderful time. David was great about all aspects of the rental. Thank you!
Stayed 6 nights in Jul 2025

10/10 Excellent

Raquel A.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Amazing stay with family! David was a fantastic host and gave us tips for 4th of a July weekend. This house has EVERYTHING you need. It was perfect!!
Stayed 4 nights in Jul 2025

10/10 Excellent

Rob R.

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

Beautiful Home and even better location

Perfect set-up for our family vacation. Children with kids stayed in one unit, while Wife and I and other Children without kids stayed in the other unit. Main unit is perfect for family meals, conversations, relaxation together. Pool was a very nice daily break and the village and beach were closer than advertised!
Stayed 4 nights in Jun 2025

10/10 Excellent

SUNRISEx x.

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

One of our best vacations!

This property is amazing. So clean, plenty of space for everyone, great pool area and an abundant amount of beach toys and supplies. The kitchen is stocked with everything you need to prepare and store meals. Plenty of beach and house towels. David, the owner, has gone above and beyond having the property ready for your group to have a fabulous time. Would definitely recommend!!
Stayed 6 nights in Jun 2025

10/10 Excellent

Marjorie B.

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

Family approved!

This property was perfect for our family gathering. Enough space to sit and talk and the pool was wonderful. Plenty of beach chairs, toys, towels and beach buggies to enjoy a day at the beach.
Stayed 7 nights in Apr 2025

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