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

Siesta Key, Florida
$3861 avg/night
Minimum Stay 1 Nights
Bed 6

Bed

Bath 4

Bath

Home Private Vacation Home

Property Type

Sleep 20

Max Sleeps

Night 1 nights

Min Stay

Famous for its 99% white 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. Siesta Key is a barrier island in the Gulf of Mexico, 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. With walkability to both the beach and the village, we’re confident this space will help create unforgettablememories.

Siesta Key Dreams’ flagship vacation 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 modernized 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 caliber, 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, personalized 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. Traveling with children Complimentary cribs, 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 onsite
Pets: No Pets
See Vacation Rental Agreement for all details

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

Feature Features

  • 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 Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    6 Bedrooms Bed Sheets Provided
  • GENERAL

    Bulk Dispenser For Toiletries No Plastic Drinking Straws No Plastic Soda Bottles Recycling Unit Size: 1602 Sq Ft (149 Sq M) Uses Some LED Lighting
  • KITCHEN

    Coffee/tea Maker Cookware/dishes/utensils Dishwasher Microwave Oven Paper Towels Refrigerator Spices Stovetop
  • LAUNDRY

    Laundry Facilities Washing Machine And Dryer
  • PARKING

    Car Not Required Onsite Parking
  • INTERNET

    Free WiFi, With Speed Of 100+ Mbps (good For 1–2 People Or Up To 6 Devices)
  • OUTDOORS

    Balcony Barbecue Grill Garden Outdoor Furniture
  • BATHROOMS

    4 Bathrooms Bathtub Or Shower Hair Dryer Shampoo Soap Toilet Paper Towels Provided
  • WORKSPACES

    Desk
  • LANGS SPOKEN

    English
  • THINGS TO DO

    Fishing Nearby Fitness Facilities Nearby Hiking/biking Trails Nearby Jet Skiing Nearby Kayaking Nearby Power Boating Nearby Surfing/body Boarding Nearby Water Skiing Nearby Wildlife And Game Walks Nearby Windsurfing Nearby
  • ENTERTAINMENT

    Books Games Stereo Video Library Smart TV With Cable/satellite Service
  • LIVING SPACES

    Dining Room Fireplace
  • CLIMATE CONTROL

    Air Conditioning Heating
  • FAMILY FRIENDLY

    Baby Monitor Children's Books Children's Dinnerware Children's Games Children's Toys Highchair Stair Gate Travel Crib
  • LOCATION HIGHLIGHTS

    In A Village In The City Center Near The Bay Near The Ocean Near The Sea On The Waterfront
  • SERVICES AND CONVENIENCES

    Change Of Bedsheets (on Request) Change Of Towels (on Request) Iron/ironing Board Limited Housekeeping Safe
  • SUITABILITY/ACCESSIBILITY

    32 Stairs To Reach Property Area Rugs In Public Areas Handrails In Stairways If You Have Requests For Specific Accessibility Needs, Please Contact The Property Using The Information On The Reservation Confirmation Received After Booking. No Elevators Smoke-free Property Smooth Flooring In Public Areas Stairway Handrail Height (inches): 32 Tile Flooring In Public Areas Upper Floors Accessible By Stairs Only Well-lit Path To Entrance

CheckIn Check-in : 03:00 PM CheckOut Check-out : 10:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 20

Map Map

School District Availability

Review Review

  • Nick B.

    Submitted May 21, 2026

    Stayed May 14, 2026

    The place is great and the location is great! We rented both floors and had a wonderful time at the beach and in the village.

Your dates are Available!

Total

Includes taxes and fees
$5,003+
View details