Entire Building, Sundeck w/ Ocean view, 20ft to Beach Access, 500ft from Village

Famous for its 99% white quartz sand and crystal-clear waters, Siesta Key’s beaches are ranked No. 2 in the US and No. 9 globally as one of the best travel destinations in 2024. Siesta Key is a barrier island in the Gulf of Mexico, less than a 30-minute drive from SRQ Airport. This holiday rental is one of a few hand-selected options brought to you by Siesta Key Dreams. With walkability to both the beach and the village, we’re confident this space will help create unforgettable memories.

Siesta Key Dreams’ flagship holiday rental features TWO CONDOS in a single building, totaling 6 bedrooms, 14 beds, and 4 bathrooms. Ideal for family trips and friend gatherings, it accommodates up to 20 guests (16 adults and 4 children). With this reservation, you’ll have the ENTIRE building to yourselves—there are no other condos in the building besides the two included in this listing.

Both units offer large, spacious floor plans with welcoming living rooms, dining rooms that seat 8 or more, and modernised kitchens. Just off each living room is a private, enclosed balcony with partial ocean views and comfortable seating—perfect for shaded outdoor relaxation and entertaining.

Penthouse Condo bedrooms:
- Main bedroom: King bed, HDTV w/ DirecTV Stream, partial Gulf of Mexico view, ensuite bathroom, walk-in closet, and walk-out to the enclosed balcony
- Bedroom #2: King bed & HDTV w/ DirecTV Stream
- Bedroom #3: Bunk bed with two twin mattresses + one trundle bed that pulls out from under the bunk bed, queen-size futon, & HDTV w/ DirecTV Stream

2nd Level Condo bedrooms:
- Main bedroom: King bed, HDTV w/ DirecTV Stream, partial Gulf of Mexico view, ensuite bathroom, a closet, and walk-out to the enclosed balcony
- Bedroom #5 (2nd bedroom in condo): King bed
- Bedroom #6 (3rd bedroom in condo): Bunk bed with two twin mattresses + one trundle bed that pulls out from under the bunk bed, & a queen-size futon

There are also two roll-away twin-sized mattresses for the common spaces.

Siesta Key Dreams is happy to provide free high-speed WiFi, HDTVs equipped with live sports and extended channel options via DirecTV Stream, and electric appliances so you won’t miss a beat.

Head up to the rooftop for your PRIVATE sundeck and outdoor space with partial ocean and beach views—some of the best in Siesta Key Dreams’ portfolio! Enjoy the Florida sun with sun-loungers and a couch, ideal for tanning and spending time together outdoors.

We always display our exact address in our listings so you can see just how close you are to the beach and village. Unplug and explore—Siesta Village is less than a 3-minute walk away, offering everything from cafes to fine dining, local shopping, live music, and entertainment.

For beach days, you’ll have access via a private gated path just 20 steps behind the building. Slip on your sandals and stroll down the private beach entrance to experience the brilliant quartz sand and Gulf waters.

Note: During peak rain months (June to Aug) there is a chance the private path to the beach is flooded. The alternative is Beach Access #5, only a few feet away, and the total walk to the sand is the same.

Beyond the stunning sand, Siesta Key beaches feature picnic areas, concession stands, and volleyball courts. Shallow, crystal-clear water and year-round lifeguard protection make the beach a safe, relaxing escape—and being mere minutes from the shoreline means you’ll likely catch breathtaking sunsets. A short walk from the beach brings you back to Siesta Village, with dining and entertainment options ranging from live music to gourmet donuts, coffee, seafood, and award-winning steakhouses.

We know parking can be difficult, which is why your stay includes FIVE private reserved spaces at no additional cost (five-vehicle max).

The Siesta Key Breeze Trolley runs along Beach Road just outside your rental, is free for all riders, and operates 8AM–10PM, seven days a week.

Siesta Key Dreams aims to deliver “Unreasonable Hospitality”—service at the highest calibre, well above expectations. Once you book, our team will provide clear guidance to help you prepare for your stay. If anything comes up upon arrival, a Guest Experience Manager who lives within the Siesta Keys area is available at a moment’s notice. We take pride in professional, personalised service to help make your stay unforgettable.

Your reservation includes complimentary bathroom toiletries (shampoo, conditioner, body wash, soap), coffee & Keurig pods, and your choice of either a bottle of sparkling wine or sparkling grape juice. For your beach trips, we provide towels, beach chairs, umbrellas, blankets, coolers, and carts to transport items easily. Travelling with children? Complimentary cots, highchairs, toys, silverware, and baby monitors are available per request.

Shortly after booking, you’ll receive a link to reserve local services or experiences from vendors throughout the island.

When available, you may request flexible booking with early check-in or late check-out. Siesta Key Dreams also offers baggage drop-off prior to check-in. You’ll be able to share your preferences using the link sent prior to check-in.

In the lead-up to check-in, guests are supported via email and SMS.

Guests will receive an electronic Rental Agreement outlining key terms and conditions, including our no-smoking policy. Guest verification is required just after booking and before check-in. Details are provided after booking, and the process takes only a couple of minutes—helping us maintain a safe environment for our guests, neighbors, and employees.
Check Out: 10AM
Check In: 3PM
Smoking: No smoking
Quiet Hours: 12PM - 7AM
Parking: 5 reserved parking spaces (5 vehicle max)
Large Gatherings: Only guests associated with the reservation are allowed on-site
Pets: No Pets
See Holiday Rental Agreement for all details