Entire home·Private host

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

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

On the beach, sun-loungers, beach towels
Outdoor pool, a heated pool
Smart TV, DVD player, books
6 bedrooms, desk, iron/ironing board, travel cot
Smart TV, DVD player, books
Siesta Key's ultimate luxury retreat, 555 Beach Road is the epitome of sophistication and tranquility. Located just 90 feet from beach access, this stunning property boasts a resort pool area with lush landscaping and three dining areas.

Reviews

10 out of 10
Exceptional

Entire home

6 bedrooms5 bathroomsSleeps 14372 sq m

Popular amenities

  • Beach view
  • Parking available
  • Hot tub
  • Dryer

Add dates for prices

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

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.

Property amenities

Beach

  • On the beach
  • Beach loungers
  • Beach towels

Ski

  • Close to skiing

Pool/Spa

  • Heated pool
  • Hot tub
  • Outdoor pool
  • Private pool

Internet

  • Available in the house: Free WiFi

Parking and transport

  • Car recommended
  • Parking on site

Kitchen

  • Blender
  • Coffee grinder
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Electric kettle
  • Hob
  • Ice maker
  • Kitchen island
  • Kitchenette
  • Lobster/crab pot
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Spices
  • Toaster

Dining

  • Chef service
  • Dining table

Bedrooms

  • 6 bedrooms
  • Bedsheets provided

Bathroom

  • 5 bathrooms
  • Bathtub
  • Hair dryer
  • Outdoor shower
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Living room
  • Separate dining area

Entertainment

  • Books
  • DVD player
  • Games
  • Smart TV with cable/satellite channels

Outdoor areas

  • Balcony
  • Barbecue grill
  • Fenced yard
  • Garden
  • Outdoor furniture

Laundry

  • Laundry facilities
  • Washer/dryer

Work spaces

  • Desk
  • Desk chair

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoke-free property

Services and conveniences

  • Iron/ironing board
  • Meal delivery service
  • Phone

Location highlights

  • In a village
  • In the city centre
  • Near a health/beauty spa
  • Near a hospital
  • Near a zoo
  • Near an outlet shopping centre
  • Near the marina
  • Near the ocean
  • On the waterfront

Things to do

  • Boat
  • Golf
  • Heated pool
  • Kayak
  • Optional golf privileges
  • Tennis
  • Water park
  • Basketball nearby
  • Birdwatching nearby
  • Ecotours nearby
  • Fishing nearby
  • Golfing nearby
  • Hiking/biking trails nearby
  • Horseback riding nearby
  • Hunting nearby
  • Ice skating nearby
  • Jet skiing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Mountain biking nearby
  • Parasailing nearby
  • Rock climbing nearby
  • Sailing nearby
  • Scuba diving nearby
  • Snorkelling nearby
  • Surfing/bodyboarding nearby
  • Swimming nearby
  • Theme park nearby
  • Water skiing nearby
  • Water tubing nearby
  • Wildlife walks nearby
  • Windsurfing nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • First aid kit
  • Fire extinguisher
  • Deadbolt lock

General

  • Garden
  • Property located in a resort
  • Unit size: 4,000 square feet

Policies

Check-in

Check-in time starts at 4:00 PM
Minimum check-in age - 25

Check-out

Check-out before 9:30 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Rules

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

Pets

Pets not allowed

Children and extra beds

Children are welcome

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

This property is managed by a private host (a party not acting within their trade, business or profession). EU consumer law, including the right of withdrawal, will not apply to your booking. The cancellation policy set by the private host will cover your booking.
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
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation

We should mention

A car is recommended for transport to and from this property

About the area

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 - 5 min drive - 4.1 km
  • Shell Beach - 5 min drive - 3.8 km
  • Crescent Beach - 6 min drive - 4.1 km
  • Lido Beach - 23 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).

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Reviews

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

10

Exceptional

9.8

Cleanliness

9.8

Location
Rating 10 - Excellent. 132 out of 141 reviews
Rating 8 - Good. 7 out of 141 reviews
Rating 6 - Okay. 0 out of 141 reviews
Rating 4 - Poor. 2 out of 141 reviews
Rating 2 - Terrible. 0 out of 141 reviews

Reviews

10/10 Excellent

boris c.

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

Mr.

David is a great host. We enjoyed staying, will come back.
Stayed 4 nights in Apr 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

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

Gina B.

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

Great location

This place was perfect for a family vacation! The beach access was right across the street and it was easy to walk to downtown. The owner provided plenty of wagons, umbrellas, and plenty of towels for the beach. The heated pool was amazing, and the grilling area in the back was super cozy. House was comfortable and lots of room for everyone to have their own space.
Stayed 7 nights in Apr 2025

10/10 Excellent

joanne p.

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

fantastic property

We had 12 people in this location with plenty of room. The host was very attentive and quick to respond to text messages. The house itself is beautiful. The host has everything you need to make your stay perfect. The location is a very short walk to the beach and the village. I look forward to another vacation in this location in the future
Stayed 7 nights in May 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

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

Jason G.

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

nice place

all you need and 6 bedrooms is nice for a big group.
Stayed 4 nights in Sep 2022

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

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

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

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

Alfred F.

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

Great time

The right amount of space for all of us! Loved the pool and close access to the beach! Well stocked with beach accessories too! Great time ! Would come back!
Stayed 7 nights in Mar 2023

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

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

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

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

Paulo N.

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

Wonderful!

Everything was perfect! Owner communicated all through out the process, especially as we were concerned about the condition of everything after Hurricane. The house was beautiful and everything cleaned up well after the storm. The beaches were amazing and this house was perfectly located within walking distance. Would definitely stay here again!!
Stayed 4 nights in Oct 2022

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

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

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

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

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