Penthouse with Sundeck, Private Access to Beach & 500ft to the Village

Siesta Key, Florida
$1679 avg/night
Minimum Stay 1 Nights
Bed 3

Bed

Bath 2

Bath

Home Condo

Property Type

Sleep 10

Max Sleeps

Night 1 nights

Min Stay

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 Gulf of Mexico barrier island 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 walkability to both the Beach and the Village, we’re confident this stay will help create unforgettable memories.

Siesta Key Dreams’ flagship vacation rental offers PRIVATE beach access via a gated, private path, a lush and modern 3 bed, 2 bath layout, and a rooftop sundeck!

Ideal for family and friend gatherings, the home accommodates up to 10 guests (8 adults and 2 children). The large, spacious floor plan flows from a welcoming living room to a dining area that seats 8, plus a modernized kitchen with stainless steel appliances. Just off the living room is a private, enclosed balcony with comfortable seating—perfect for shaded outdoor relaxing—with partial ocean views. The Main Bedroom also features partial ocean views, a luxurious king-size bed, and direct access to the enclosed balcony. The second bedroom has a king bed and looks out toward Beach Blvd. The third bedroom is designed with families in mind, offering a bunkbed with three twin-size mattresses (one pulls out from under the frame) and a queen-sized futon. There’s also a roll-away twin-sized mattress/bed for the common area.

Head up to the rooftop for a shared (with one other unit) sundeck and outdoor space with partial ocean and beach views—some of the best in Siesta Key Dreams’ portfolio. Siesta Key Dreams provides sun loungers and an outdoor couch, perfect for tanning and enjoying the Florida sun. Guests also receive beach essentials, including beach towels, umbrella, chairs, blanket, cooler, and a cart. When you’re ready for the water, pack up the cart, walk 20 steps, use the PRIVATE access point (key provided), and you’re on the 99% white quartz sand.

Need a break from the sun Relax on the enclosed balcony, or head downstairs to the fully shaded front patio—great for people watching along Beach Road.

Stay connected with free high-speed WiFi, HD televisions equipped with live sports & extension channel options via DirecTV Stream, and electric appliances to keep your trip easy and comfortable.

Siesta Key Dreams always displays 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 from the Penthouse, with everything from cafes to fine dining, local shopping, and entertainment.

Beyond the stunning white quartz sand, Siesta Key beaches offer picnic areas, concession stands, and volleyball courts. Shallow, crystal waters plus year-round lifeguard protection make for a safe, relaxing escape, and being mere minutes from the ocean means you won’t miss those breathtaking sunsets. Just a 3-minute walk from the Penthouse brings you back to Siesta Village, where you’ll find dining and entertainment ranging from gourmet donuts, coffee, and seafood to award-winning steakhouses.

Parking can be tough to find, which is why this rental includes TWO private, reserved spaces at no additional cost (two vehicle max). The free Siesta Key Breeze Trolley also runs on the main roads outside your rental, operating 8 AM–10 PM, seven days a week.

Siesta Key Dreams strives to deliver “Unreasonable Hospitality”—service at the highest caliber, well above expectations. After you secure your vacation rental, our team will share clear expectations to help you prepare. 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 providing professional, personalized service to help make your stay truly unforgettable.

Included in your reservation are complimentary bathroom toiletries (shampoo, conditioner, soap), coffee & Keurig pods, and your choice of either a bottle of sparkling wine or sparkling grape juice. For beach days, we provide beach towels, beach chairs, umbrella, blanket, cooler, and a cart for easy transport. 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 from vendors throughout the island.

When available, guests may request flexible booking options such as early check-in or late check-out. Siesta Key Dreams also offers baggage drop-off prior to check-in. You’ll be able to indicate your preferences in the link you’ll receive before check-in.

Guests will receive an electronic Rental Agreement with key terms and conditions, including our no-smoking policy. Guest verification is required just after booking and before check-in; you’ll receive the information after booking, and the process takes only a couple of minutes. This helps us maintain a safe environment for guests, neighbors, and employees.

Need more room Siesta Key Dreams can rent you the entire building, which adds the second 3-bedroom condo.
Check Out: 10AM
Check In: 3PM
Quiet Hours: 10PM- 7AM
No smoking
Large Gatherings: Only guests associated with the reservation are allowed in the building and unit
Pets: No pets
Additional Details: See Vacation Rental Agreement for all details
Parking: 2 vehicle maximum

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

    3 Bedrooms Bed Sheets Provided
  • GENERAL

    Bulk Dispenser For Toiletries Recycling Reusable Cups Only Reusable Tableware Only Unit Size: 1602 Sq Ft (149 Sq M) Uses Some LED Lighting
  • KITCHEN

    Coffee/tea Maker Dishwasher Kitchen Island Microwave Oven Paper Towels Refrigerator Stovetop Toaster
  • 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 Outdoor Furniture
  • BATHROOMS

    2 Bathrooms Hair Dryer Shampoo Shower Soap Toilet Paper Towels Provided
  • WORKSPACES

    Desk
  • LANGS SPOKEN

    English
  • THINGS TO DO

    Fishing Nearby Fitness Facilities Nearby Golf Nearby Hiking Nearby Hiking/biking Trails Nearby Marina Nearby Power Boating Nearby Snorkeling Nearby Swimming Nearby Water Tubing Nearby
  • ENTERTAINMENT

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

    Dining Room Fireplace Living Room
  • 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 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 : 10

Map Map

School District Availability

Review Review

  • James H.

    Submitted May 19, 2026

    Stayed May 6, 2026

    The condo was in great shape. Family really enjoyed the thoughtfulness of the host providing a selection of coffees and snacks. The convenient location to Siesta Key Village was very nice. Beach was gorgeous.

  • Linda Z.

    Submitted May 17, 2026

    Stayed May 11, 2026

    Great location and communication with Kyle.

  • Leslye P.

    Submitted Mar 30, 2026

    Stayed Mar 26, 2026

    This property was perfect for our girls weekend. It was very modern and had all modern conveniences. We love the sun deck up on the top, a nice feature for evening drinks and conversation. Highly recommend.

  • Clint W.

    Submitted Mar 27, 2026

    Stayed Mar 17, 2026

    All good.

  • rebecca g.

    Submitted Mar 8, 2026

    Stayed Mar 5, 2026

    Amazing location!

  • Adeeb S.

    Submitted Feb 20, 2026

    Stayed Feb 16, 2026

    Great location - balances being close to beach and village all being walkable View of the ocean between houses a nice plus that we didn’t think we would like so much. Sitting on the porch being able to see the ocean was great for mornings or just taking break from everything / everyone

  • Lyric D.

    Submitted Jan 16, 2026

    Stayed Jan 13, 2026

    Host was quick to reply and very accommodating. Location is perfect for walkability to town and of course to the beach.

  • Matt E.

    Submitted Dec 8, 2025

    Stayed Dec 3, 2025

    Great, contemporary property! Loved the sun deck and lanai. Host was very responsive.

  • Tamara F.

    Submitted Sep 22, 2025

    Stayed Sep 18, 2025

    Perfect location for shopping, bar hopping and distance to beach.

  • Ryan S.

    Submitted Sep 7, 2025

    Stayed Sep 4, 2025

    Fantastic property. Easy walk to beach with private walkway to beach. Everything in siesta key village is walkable. Unit is upgraded and has everything needed to for a great stay. I will be coming back for another stay.

  • Angie T.

    Submitted Jun 1, 2025

    Stayed May 29, 2025

    Great location, easy access to beach and resteraunts. Comfortable and clean.

  • Beth P.

    Submitted Apr 2, 2025

    Stayed Mar 26, 2025

    Great stay with my 2 adult children and 2 teens. Easy walk to the beach with sufficient equipment provided. So close to the village which made it great for easy shopping, eating etc!

  • Raj S.

    Submitted Mar 14, 2025

    Stayed Mar 6, 2025

    Location was amazing. Very Short walk to less hectic area of Siesta Beach. Very short walk to all the restaurants and shops of Siesta Village. Beautiful updated unit with high end kitchen, bathrooms and family room. Great patio and rooftop views. Quiet. Property Manger Kyle was amazing. Warned us about a potential issue with one of the bathrooms prior to the visit. Mid trip the issue resurfaced and he was on top of it despite the arduous task of finding someone to fix it months after a hurricane. Not only did he fix and address the problem but also reduced the rental fee due to the inconvenience to us. Would definitely stay here again. Great unit. Great location. Great owners and property management.

  • Lisa R.

    Submitted Sep 18, 2024

    Stayed Sep 13, 2024

    We loved everything about our stay here! Close to the beach and village! Excellent amenities and will stay here again! 10/10

Your dates are Available!

Total

Includes taxes and fees
$1,745+
View details