Sundeck with Ocean View, Private Access to Beach & 500ft to the Village
Famous for its quartz sand and crystal-clear waters, Siesta Key’s beaches are ranked No. 2 in the U.S. and No. 9 globally as one of the best travel destinations in 2024. This barrier island in the Gulf of Mexico is less than a 30-minute drive from SRQ Airport. This vacation rental is one of a few hand-selected options brought to you by Siesta Key Dreams—and with beach and village walkability, we’re confident this stay will help create unforgettable memories.
Enjoy some of the best views in Siesta Key Dreams’ portfolio plus PRIVATE beach access via a gated key. Inside, you’ll find a crisp, airy 3 bed, 2 bath layout that’s ideal for family and friend gatherings. The condo accommodates up to 10 guests (8 adults and 2 children) with a total of 7 beds. A large, open floor plan connects a welcoming living room, a dining room that can accommodate well more than 8, and a full kitchen. Just off the living room is a private, enclosed balcony with partial ocean views and comfortable seating—perfect for shaded outdoor relaxation and entertainment. The enclosed balcony is also accessible through one of the main bedrooms, which enjoys similar partial ocean views. The third bedroom features two bunk beds, one trundle bed, and a queen-sized futon—great for families with children. One additional roll-a-way bed is available in the unit as well.
Siesta Key Dreams is happy to provide free WiFi with high-speed internet, plus HDTVs equipped with live sports and an extended channel list via DirecTV Stream.
Step outside to a shared rooftop sundeck with partial ocean and beach views. The sun loungers and couch are ideal for tanning or simply enjoying the Florida sun.
Siesta Key Dreams always shows our exact address in our listings so guests know exactly how close they truly are to the beach and village. Unplug and explore Siesta Village, less than a 3-minute walk away, where you’ll find everything from cafes to fine dining, local shopping, and entertainment.
For sun and surf, you’ll have PRIVATE access to a direct path to the beach starting only about 30 feet behind your condo. Slip on your sandals and stroll down the private beach entrance to experience the brilliant 99% white quartz sand.
Beyond the stunning sand, Siesta Key beaches offer picnic areas, concession stands, and volleyball courts. Shallow, crystal water and year-round lifeguard protection make the beach a safe, relaxing escape. Being mere minutes from the ocean also means you’re perfectly positioned for breathtaking sunsets. And just a 3-minute walk from the beach brings you back to Siesta Village, with a wide range of dining and entertainment—from gourmet donuts, coffee, and seafood to award-winning steakhouses.
Parking can be difficult to find at times, which is why this rental includes TWO private-reserved spaces at no additional cost (two vehicle max).
The free Siesta Key Breeze Trolley runs on the main roads outside your rental and operates 8 AM–10 PM, seven days a week.
Siesta Key Dreams aims to deliver “Unreasonable Hospitality”—service at the highest caliber, well above expectations. After you secure your vacation rental, our team will provide clear expectations to help you prepare for your stay. If any issues arise upon arrival, a Guest Experience Manager who lives within the Siesta Keys area will be available at a moment’s notice. We take pride in providing professional, personalized service to help make your stay unforgettable.
Included with your reservation are complimentary bathroom toiletries (shampoo, conditioner, soap), coffee and Keurig pods, and your choice of either a bottle of sparkling wine or sparkling grape juice. For beach days, we provide towels, beach chairs, an umbrella, blanket, cooler, and a cart to transport items easily. Traveling with children? Complimentary cribs, highchairs, toys, silverware, and baby-monitors are available per request.
Shortly after booking, you’ll receive a link to book local services and experiences provided by vendors throughout the island.
When available, guests may request flexible booking with early check-in or late check-out options. Siesta Key Dreams also offers baggage drop-off prior to check-in. You’ll be able to indicate your preferences via the link you’ll receive prior to check-in.
Guests will receive a Rental Agreement via email with common terms and conditions, including our no-smoking policy. We require guest verification just after booking and before check-in; details are provided after booking and the process takes only a couple minutes.
Need more space? Siesta Key Dreams can rent the entire building, which includes the Penthouse in the building. Check Out: 10AM Check In: 3PM Quiet Hours: 10PM - 7AM No smoking Large Gatherings: Not allowed, staying guests are only allowed in building and condo Pets: No Pets Parking: 2 assigned parking spaces, two vehicle max Additional Details: See Vacation Rental Agreement for all details
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Penthouse with Sundeck, Private Access to Beach & 500ft to the Village
Siesta Key Village
Penthouse with Sundeck, Private Access to Beach & 500ft to the Village
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
Long-term renters welcome
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 has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
About the area
Siesta Key
Located on the beach, this condo is in Siesta Key Village, a neighbourhood in Siesta Key. 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, or check out an event or a game at Robarts Sports ARENA. Discover the area's water adventures with jet skiing and kayaking nearby, or enjoy the great outdoors with hiking and cycling.
Siesta Key, FL
What's nearby
Siesta Key Beach - 3 min walk - 0.3 km
Siesta Key Farmers Market - 5 min walk - 0.4 km
St. Boniface Episcopal Church Labyrinth - 2 min drive - 2.0 km
Siesta Key Beach Playground - 2 min drive - 1.7 km
Crescent Beach - 7 min drive - 5.5 km
Getting around
Sarasota, FL (SRQ-Sarasota-Bradenton Intl.) - 32 min drive
Restaurants
Circle K - 8 min walk
Gilligan's Island Bar & Grill - 3 min walk
Siesta Beach Pavilion - 16 min walk
Siesta Key Oyster Bar - 4 min walk
Daiquiri Deck Siesta Key Village - 3 min walk
Frequently asked questions
Is Sundeck with Ocean View, Private Access to Beach & 500ft to the Village pet-friendly?
No, pets are not allowed at this property.
How much does it cost to stay at Sundeck with Ocean View, Private Access to Beach & 500ft to the Village?
As of 19 Sept 2026, prices found for a 1-night stay for 2 adults at Sundeck with Ocean View, Private Access to Beach & 500ft to the Village on 20 Sept 2026 start from AU$1,972, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
How much is parking at Sundeck with Ocean View, Private Access to Beach & 500ft to the Village?
On-site parking is available at the property.
What time is check-in at Sundeck with Ocean View, Private Access to Beach & 500ft to the Village?
Check-in begins at 3:00 PM.
What time is check-out at Sundeck with Ocean View, Private Access to Beach & 500ft to the Village?
Checkout is at 10:00 AM.
Where is Sundeck with Ocean View, Private Access to Beach & 500ft to the Village located?
Located in Siesta Key Village, this beachfront condo building is in the city centre and within 1 mi (2 km) of Siesta Key Farmers Market and Siesta Key Beach. Irma Beach and Siesta Key Beach Playground are also within 2 miles (3 km).
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
This was a phenomenal place to stay in Siesta Key. It was an easy and quick walk to the beach through a private entrance, and only steps from Siesta Key Village as well. Everything was walkable. The place was exactly as described and the hosts were very responsive to all questions. Would stay here again!
Stayed 4 nights in May 2026
Response from VrboOwner on 9 May 2026
Brooke, thank you for this review. I am happy everything went well and I hope that we see you again 😎⛱️
Such a wonderful stay for our family of 5 and 2 grandparents! :)The host was super responsive, and the private beach access was a huge plus going into a family vacation with 3 kids ages 6 and under! We had everything we needed and more! Big benefits - private beach access, beach cart for chairs, toys, etc., and proximity to the shopping area in Siesta Key!
Stayed 5 nights in Mar 2026
Response from VrboOwner on 27 Mar 2026
Haley, thank you for the detailed review. I am super pleased everything went well and I hope we see you all again 😁
Yeah, the condo was absolutely perfect to help celebrate our 14-year-old daughters birthday communication with the property manager was excellent. Love you and our overall experience was amazing.
Stayed 3 nights in Jul 2024
Response from VrboOwner on 6 Sept 2024
Thank you so much for this review, I am pleased you all enjoyed your time :)
We rented a golf cart instead of a car, easier to get around . The light outside the door was not working , needed to be fixed. We liked the condo and felt safe in the area.
Stayed 5 nights in Aug 2024
Response from VrboOwner on 24 Aug 2024
Hi Carol, thank you for the review and I appreciate the feedback you provided. Take care!
We came jusr after two hurricanes. Our rental suffered no damage but there was a lot of rubble along the streets. Yet businesses were reopening and every day the key looked better. Great location right near the village and private beach access. Well equipped kitchen and laundry. Perfect for oyr group of 7.
Stayed 6 nights in Oct 2024
Response from VrboOwner on 31 Oct 2024
Dan, thank you for being such a understanding and kind guest. You all are welcome back anytime!
Primo location, walk to beach walk to town. And a short walk!Only time we needed a car was to golf 3 times.This condo was fully stocked with all our needs.Very comfortable and surprisingly quiet being so close to all the bars and restaurants.We went to Clearwater Beach at the end of our stay and no comparison, Siesta is the best. The two King beds was awesome for our two couples. A plus!
Stayed 7 nights in Jun 2026
Response from VrboOwner on 22 June 2026
James, thank you for the detailed review. I hope we can host you again!
Ted, I am happy everything went well. You are welcome to book again!
About the host
Hosted by Kyle Gaffney
Hello future guests!
I am pleased to share a portfolio of premium vacation rental properties in Iowa & Siesta Key, Florida. I've worked in the customer service sector for two decades and focus on providing excellence through people, product, and process. My vacation rental properties are specifically selected, to ensure that my guests have premium experiences at truly unique locations! I work remotely in Southern California and I handle all the electronic and phone communication with our guests. To provide localized support I have a great team, which includes a local Guest Experience Manager, operations, and cleaners. In addition, I spent time in all the properties and have stayed at the majority of them :)
A positive guest experience is a passion and I believe that our guests deserve to have great experiences that I hope will last a lifetime!
Why they chose this property
This Vacation Rental is in an area that is one of the most unique in all of Siesta Key. The access to the ocean is about a minute walk from this Vacation Rental, and the Siesta Key Village is only a couple minute walk. The neighborhood allows our guests to have a stress-free experience. The biggest decision our guests have to make is if they want to go to the beach or the restaurant :)
What makes this property unique
Location, location, location :) In addition to a truly unique location within Siesta Key, we provide a lot of extras and amenities that other vacation rentals charge for. When you stay with us, you receive a complimentary beverage, a beach-load-out, bathroom and care essentials, and high-end streaming service. Also, unique to Siesta Key Dreams, we have a Guest Experience Manager local to Siesta Key. Our goal is to provide "unreasonable hospitality," and we are here to do whatever it takes to ensure our guests have memories they can keep forever!
Languages:
English
Premier Host
They consistently provide great experiences for their guests