Penthouse with Sundeck, 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 space will help create unforgettable memories.

Siesta Key Dream’s flagship vacation rental features 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, open floor plan connects a welcoming living room, a dining room that seats 8, and a modernized kitchen with stainless steel appliances.

Just off the living room, enjoy a private, enclosed balcony with comfortable seating—perfect for shaded outdoor time—with partial ocean views. The Main Bedroom also offers partial ocean views, a luxurious king-size bed, and direct access to the enclosed balcony. The second bedroom includes a king bed and looks out toward Beach Blvd. In the third bedroom, you’ll find a bunkbed with three twin-size mattresses (one pulls out from under the frame) plus a queen-size futon—great for families with children. There is also one roll-away twin-sized mattress/bed for the common area.

Up on the roof, you’ll have access to a shared (with one other unit) sundeck and outdoor space with partial ocean and beach views—the best in Siesta Key Dream’s portfolio. Siesta Keys Dreams provides lounge chairs and tables for relaxing, tanning, and enjoying the Florida sun. Guests receive beach essentials including beach towels, an umbrella, chairs, a blanket, a cooler, and a cart. Ready for the water? Pack the cart, walk 20 steps, use the PRIVATE access point (key provided), and you’re on 99% white quartz sand.

Need a break from the sun? Relax on the enclosed balcony, or head downstairs to the front of the building and enjoy the fully shaded front patio—perfect for people watching on Beach Road.

Stay connected with free high-speed internet & Wi‑Fi, plus HD televisions equipped with live sports and extension channel options via DirecTV Stream, along with electric appliances so you won’t miss a beat.

Siesta Key Dreams always includes our exact address in our listings so you know exactly how close you truly are to the beach and village. Unplug and explore Siesta Village just a 3-minute walk away, 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 water and year-round lifeguard protection help make each beach a safe, relaxing escape. Being mere minutes from the ocean means you’ll be perfectly positioned to catch breathtaking sunsets. A 3-minute walk from the Penthouse brings you to Siesta Village, featuring a wide range of dining and entertainment—from gourmet donuts, coffee, and seafood to award-winning steakhouses.

Parking can be tough to find on the island, which is why this rental includes TWO private, reserved spaces at no additional cost (two vehicle max). Another local perk: the Siesta Key Breeze Trolley runs on Beach Road just outside your vacation rental—free for all riders, operating 8 AM–10 PM, seven days a week.

Siesta Key Dreams is committed to providing “Unreasonable Hospitality”—service at the highest caliber, above expectations. Once 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 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, 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, an umbrella, a blanket, a cooler, and a cart to make transporting items easy. 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 across the island. When available, guests may request flexible booking with early check-in or late check-out options, and Siesta Key Dreams also offers baggage drop-off prior to check-in. You’ll indicate your preferences through the link sent prior to check-in.

Guests will electronically receive a Rental Agreement with common terms and conditions, including our no-smoking policy. Guest verification is required just after booking and before check-in (details provided after booking; the process takes only a couple minutes). You’ll also choose between a $26 damage waiver or a $500 damage deposit (details provided after booking).

Need more room? Siesta Key Dreams can rent the entire building, adding the second 3-bedroom condo.

Siesta Key Dreams is dedicated to delivering “Unreasonable Hospitality”—service at the highest caliber, designed to exceed your expectations. Once you secure your vacation rental, our team will share clear expectations to help you prepare for your stay. If any issues come up upon arrival, a Guest Experience Manager who lives within the Siesta Keys area is available at a moment’s notice to assist. We take pride in providing professional, personalized service to help make your stay truly unforgettable.

Your reservation includes complimentary bathroom toiletries (shampoo, conditioner, soap), coffee & Keurig pods, and your choice of either a bottle of sparkling wine or sparkling grape juice. For your beach days, we also provide beach towels, beach chairs, an umbrella, a blanket, a cooler, and a cart to easily transport your items.

Traveling with children? Complimentary cribs, highchairs, toys, silverware, and baby monitors are available per request.

Shortly after booking, you’ll receive a link where you can reserve local services and experiences offered by vendors throughout the island.

When available, guests may request flexible booking options, including 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 through the link you’ll receive prior to check-in.

Guests will receive an electronic Rental Agreement outlining common terms and conditions, including our no-smoking policy. An electronic signature prior to your stay allows for contactless check-in and check-out.

Beyond the stunning white quartz sand, Siesta Key’s beaches feature picnic areas, concession stands, and volleyball courts. With shallow, crystal-clear water and year-round lifeguard protection, each beach offers a safe, relaxing escape. Staying just minutes from the ocean means you’ll be perfectly positioned to catch breathtaking sunsets. Just a 3-minute walk from the Penthouse, Siesta Village awaits with a wide range of dining and entertainment options—everything from gourmet donuts, coffee, and seafood to award-winning steakhouses.

We know parking can be hard to find, which is why this rental includes TWO private, reserved parking spaces at no additional cost (two vehicle max). Plus, the free Siesta Key Breeze Trolley runs along the main roads just outside your rental, operating 8 AM–10 PM, seven days a week.

Enjoy complete privacy in this 3-bedroom, 2-bath condo with your own private balcony. The sundeck and ground-floor patio are shared with just one other condo in the building. You’ll also have two private, reserved parking spaces located in the rear of the building. Beach access is gated, and guests will be provided a special key for entry. A dedicated washer and dryer are included for your use and are located in the lower lobby area of the building, next to the patio.

Siesta Key Dream’s 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, this home accommodates up to 10 guests (8 adults and 2 children). Enjoy a large, spacious floor plan that flows from a welcoming living room to a dining room seating 8, and into a modernized kitchen with stainless steel appliances. Just off the living room, a private enclosed balcony with comfortable seating creates the perfect shaded spot for outdoor entertaining, 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 includes a king bed and overlooks Beach Blvd. The third bedroom is set up with families in mind, featuring a bunkbed with three twin size mattresses (one pulls out from under the frame) plus a queen sized futon. There is also a roll-away twin sized mattress/bed available for the common area.

Head up to the roof-top to enjoy a shared (with one other unit) sundeck and outdoor space with partial ocean and beach views—the best in Siesta Key Dream’s portfolio. Siesta Keys Dreams provides sun loungers and a outdoor-couch, perfect for tanning and relaxing in the Florida sun. Guests also receive beach essentials, including beach towels, umbrella, chairs, blankets, a 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’ll be on the 99% white quartz sand.

If you’d rather take a break from the sun, the enclosed balcony is a great option, or head downstairs to the front of the building and hang out on the fully shaded front patio—great for people watching on Beach Road.

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

We always show 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 5-minute walk away down Beach Road. From cafes to fine dining, local shopping, and entertainment, you’ll find everything you need.

Need more room? Siesta Key Dreams can rent you the entire building, adding the second 3-bedroom condo.

Getting around Siesta Key is easy with convenient public transit and complimentary shuttle services available on the island. This unit also comes with two dedicated parking spots for up to two vehicles (maximum two vehicles).