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

Siesta Key, Florida
$1819 avg/night
Minimum Stay 3 Nights
Bed 6

Bed

Bath 5

Bath

Home Private Vacation Home

Property Type

Sleep 14

Max Sleeps

Night 3 nights

Min Stay

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

Stunning and spacious 555 Beach Road offers more than 3600 square feet of sophistication inside as well as a large private back yard oasis with resort pool area. Equally important, it offers 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 beach. Our guests walk back and forth throughout the day to Siesta Key Beach, the # 1 Beach in the US - and also walk to Siesta Village and its great restaurants for coffee, meals, live music, and more.

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 chef's kitchen with quartz countertops & white lacquer cabinetry is equipped with everything you need to easily 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 privacy with the ease to move back and forth. This listing is for both units combined: 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 comfortably. If you need more flexibility with sleeping arrangements, we also have high-end air mattresses in each unit.

The two units under one roof work well together - with the front doors to each unit facing each other, making it 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, making this a perfect spot for entertaining (note that this is rare for Siesta Key, where living rooms are often minimized to accommodate more bedrooms). Continue the party outside or simply relax and take in the sun - sliding glass doors open onto the outdoor balcony with dining area, relaxed seating, 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 third 1/2 bath, and a separate washer/dryer room off the kitchen. The property also has 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.

BEAUTIFUL PRIVATE 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 is fully equipped with furnishings and upscale amenities for discerning travelers. Additional features include new Air Conditioning and new a/c duct work (great for anyone with allergies).

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 when renting each unit separately) 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.

Additional notes:
- Beach access is right across the street from our home - this is a big plus. Some homes, even though they are on Beach Road, are not close to a beach access.
- Two of the three 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 high definition flat screen TVs throughout.

Kindly note that our published rates are subject to change. Our average length of stay requirements vary by season, with a minimum of 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. Please also email me if you have any questions.

We live on Siesta Key, allowing us to make sure your stay is wonderful.

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

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  • Feature Features
  • Map Map
  • School District Availability
  • Review Review

Feature Features

  • SKI

    Close To Skiing
  • PETS

    No Pets Allowed
  • BEACH

    Beach Sun Loungers Beach Towels On The Beach
  • DINING

    Dining Table
  • SAFETY

    Carbon Monoxide Detector Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) Deadbolt Lock Fire Extinguisher First Aid Kit Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    6 Bedrooms Bed Sheets Provided
  • GENERAL

    Unit Size: 4000 Sq Ft (372 Sq M)
  • KITCHEN

    Blender Coffee/tea Maker Dishwasher Microwave Oven Paper Towels Refrigerator Stovetop Toaster
  • LAUNDRY

    Laundry Facilities Near Laundromat Washing Machine And Dryer
  • PARKING

    Car Recommended Onsite Parking Wheelchair-accessible Parking Available
  • INTERNET

    Free WiFi
  • OUTDOORS

    Balcony Barbecue Grill Fenced Yard Garden Outdoor Furniture
  • POOL/SPA

    Fence Around The Pool Heated Pool Outdoor Pool Private Pool
  • BATHROOMS

    5 Bathrooms Hair Dryer Jetted Bathtub Outdoor Shower Shower Soap Toilet Paper Towels Provided
  • WORKSPACES

    Desk Desk Chair
  • LANGS SPOKEN

    English French Spanish
  • THINGS TO DO

    Basketball Nearby Cycling Nearby Fitness Center Fitness Facilities Nearby Golf Privileges Hiking/biking Trails Nearby Horse Riding Nearby Hunting Nearby Parasailing Nearby Sailing Nearby Snorkeling Nearby Water Park Nearby
  • ENTERTAINMENT

    Books DVD Player Games Smart TV With Cable/satellite Service
  • LIVING SPACES

    Dining Room Living Room
  • CLIMATE CONTROL

    Air Conditioning Heating
  • FAMILY FRIENDLY

    Beach Toys Children's Dinnerware Children's Games Children's Toys Playground Stair Gate Travel Crib
  • LOCATION HIGHLIGHTS

    In The City Center Near A Health Or Beauty Spa Near A Hospital Near A Zoo Near Outlet Shopping Near The Ocean Near The Sea On The Waterfront
  • SERVICES AND CONVENIENCES

    Chef Iron/ironing Board Local Meal Delivery Service Phone
  • SUITABILITY/ACCESSIBILITY

    2 On-site Accessible Parking Spaces If You Have Requests For Specific Accessibility Needs, Please Contact The Property Using The Information On The Reservation Confirmation Received After Booking. No Elevator (single Level Property) Smoke-free Property Wheelchair Accessible Wheelchair-accessible Parking

CheckIn Check-in : 04:00 PM CheckOut Check-out : 09:30 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 14

Map Map

School District Availability

Review Review

  • Submitted Aug 20, 2020

    Stayed Aug 2, 2020

    Part of home. Pic is deceiving. Lot of fixtures need fixing and updated.

  • Yania

    Submitted Aug 19, 2020

    Stayed Aug 14, 2020

    Great Location and beautiful beach. Super clean house with everything that we need.

  • Beth W.

    Submitted Jun 14, 2026

    Stayed Jun 9, 2026

    Great proximity to the beach and town center!

  • Sherry F.

    Submitted Apr 12, 2026

    Stayed Apr 4, 2026

    This house was amazing. 12 family members had their own space and a huge kitchen, dining and living room to all gather and eat, play games and just chill. So close to the beach with all the beach chairs, towels, toys etc you could possibly need. David was very gracious and helpful. His suggestion for catering was top notch. I highly recommend 555 Beech Rd Siesta Key for your family memories vacation!

  • Tom C.

    Submitted Apr 5, 2026

    Stayed Mar 29, 2026

    David was a great host, and the house was everything we expected it to be! We rented it for a family vacation with our kids and grandkids and the 6 bedrooms, and 4.5 baths allowed privacy while the large great room and kitchen were perfect for meals and family time. The house well stocked with plenty of linens and beach towels and an abundance of beach toys, chairs and umbrellas, plus two wagons to haul everything on the short two-minute walk to one of the nicest beaches we've experienced. The pool and back patio were also well used as we grilled dinner a few nights during our stay. Our host stopped by to say hi and checked in via text a couple of times to make sure everything was okay. We had one minor maintenance issue, and he had it taken care of that same day. David also provided a bottle of his favorite wine for us to enjoy. We were there during spring break, so we didn't go to the Village much with 6 smaller children and the long waits at restaurants, although it looks worthy of exploration on a future visit. We did rent Kayaks at Turtle Beach from Sarasota Kayak Rentals and had an amazing day, seeing dolphins and sea shelling at the Midnight Pass. We also ventured up to Lido Beach and spent a fun day on the sandbar.If you are looking for a great location and a great house for a family vacation, this is the one and David is your host!

  • tom k.

    Submitted Feb 28, 2026

    Stayed Feb 18, 2026

    Our host was very welcoming and accommodating. We really enjoyed the heated pool and the short walk to town and the beach.

  • shannon c.

    Submitted Feb 16, 2026

    Stayed Feb 11, 2026

    Everything was great. David was a wonderful host

  • CATHY P.

    Submitted Oct 11, 2025

    Stayed Oct 3, 2025

    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 !

  • Steven C.

    Submitted Aug 5, 2025

    Stayed Jul 30, 2025

    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!

  • Raquel A.

    Submitted Jul 17, 2025

    Stayed Jul 2, 2025

    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!!

  • Rob R.

    Submitted Jul 11, 2025

    Stayed Jun 25, 2025

    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!

  • Submitted Jun 22, 2025

    Stayed Jun 15, 2025

    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!

  • SUNRISEx x.

    Submitted Jun 7, 2025

    Stayed Jun 1, 2025

    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!!

  • Marjorie B.

    Submitted May 14, 2025

    Stayed Apr 26, 2025

    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.

  • joanne p.

    Submitted May 12, 2025

    Stayed May 3, 2025

    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

  • boris c.

    Submitted May 2, 2025

    Stayed Apr 4, 2025

    David is a great host. We enjoyed staying, will come back.

  • Gina B.

    Submitted Apr 20, 2025

    Stayed Apr 12, 2025

    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.

  • Submitted Mar 31, 2025

    Stayed Mar 22, 2025

    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.

  • Genna Y.

    Submitted Mar 18, 2025

    Stayed Mar 13, 2025

    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!

  • Justine F.

    Submitted Feb 10, 2025

    Stayed Feb 6, 2025

    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.

  • Todd B.

    Submitted Feb 4, 2025

    Stayed Jan 29, 2025

    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.

  • Andrea G.

    Submitted Jan 12, 2025

    Stayed Jan 2, 2025

    Very close to the beach, a short walk to the village, and plenty of common space for family gathering.

  • Peggy T.

    Submitted Jan 2, 2025

    Stayed Dec 26, 2024

    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.

  • Kristin A.

    Submitted Dec 3, 2024

    Stayed Nov 27, 2024

    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

Your dates are Available!

Total

Includes taxes and fees
$1,819+
View details