Entire condo

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

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A coastal hotel with multiple buildings, a pool area, and a beach view. - Penthouse with Sundeck, Private Access to Beach & 500ft to the Village (Siesta Key)
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A modern kitchen with blue cabinets, a central island, and a breakfast bar. - Penthouse with Sundeck, Private Access to Beach & 500ft to the Village (Siesta Key)
A modern bedroom with a large bed, bedside tables, a TV, and a view of the city. - Penthouse with Sundeck, Private Access to Beach & 500ft to the Village (Siesta Key)
A spacious living room with a large sofa set, a fireplace, and a television. - Penthouse with Sundeck, Private Access to Beach & 500ft to the Village (Siesta Key)
Close to Siesta Key Beach, Penthouse with Sundeck, Private Access to Beach & 500ft to the Village provides amenities such as laundry facilities. This condo is a great place to bask in the sun with a beachfront location and sunloungers. Guests can connect to free in-room WiFi.

Reviews

10 out of 10
Exceptional

Entire condo

3 bedrooms2 bathroomsSleeps 10149 sq m

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi
  • Air-conditioning
  • Outdoor space

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About this property

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 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

Property amenities

Beach

  • On the beach
  • Beach loungers
  • Beach towels

Internet

  • Available in the condo: Free WiFi

Parking and transport

  • Car not required
  • Parking on site

Kitchen

  • Blender
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Hob
  • Ice maker
  • Kitchen island
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Spices
  • Toaster

Dining

  • Dining table

Bedrooms

  • 3 bedrooms
  • Bedsheets provided

Bathroom

  • 2 bathrooms
  • Hair dryer
  • Shampoo
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Fireplace
  • Living room
  • Separate dining area

Entertainment

  • Books
  • Games
  • Smart TV with cable/satellite channels
  • Stereo
  • Video library

Outdoor areas

  • Balcony
  • Barbecue grill
  • Outdoor furniture

Laundry

  • Laundry facilities
  • Washing machine

Work spaces

  • Desk

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • 32 steps to reach entrance
  • Area rugs in public areas
  • Handrails in stairways (81 centimetre high)
  • Tile flooring in public areas
  • Upper floors accessible by stairs only
  • Well-lit path to entrance
  • Smoke-free property

Services and conveniences

  • Change of bedsheets (on request)
  • Change of towels on request
  • Housekeeping on request
  • Iron/ironing board
  • Safe

Location highlights

  • In a village
  • In the city centre
  • Near the bay
  • Near the marina
  • Near the ocean
  • On the waterfront

Things to do

  • Bicycle parking
  • Bicycle storage
  • Cycling nearby
  • Fishing nearby
  • Golfing nearby
  • Hiking/biking trails nearby
  • Jet skiing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Parasailing nearby
  • Sailing nearby
  • Scuba diving nearby
  • Snorkelling nearby
  • Surfing/bodyboarding nearby
  • Swimming nearby
  • Water skiing nearby
  • Water tubing nearby
  • Wildlife walks nearby
  • Windsurfing nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • First aid kit
  • Fire extinguisher
  • Deadbolt lock

General

  • Bed sheets changed on request
  • Bicycle parking
  • Bicycle storage
  • Bulk dispensers for toiletries
  • Housekeeping (on request)
  • Recycling
  • Reusable cups
  • Reusable tableware
  • Some LED lighting used
  • Towels (changed on request)
  • Unit size: 1,602 square feet
  • Water-efficient showers
  • Water-efficient toilets

Similar properties

Policies

Check-in

Check-in time starts at 3:00 PM
Contactless check-in and check-out are available
Minimum check-in age - 18

Check-out

Check-out before 10:00 AM
Contactless check-out

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Rules

Check Out: 10AM Check In: 3PM Quiet Hours: 10PM- 7AM No smoking

Pets

Pets not allowed

Children and extra beds

Children are welcome

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

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 is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation

We should mention

This property does not have any lifts
A car is not required for transport to and from this property

About the area

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 and St. Boniface Episcopal Church Labyrinth. Jet skiing and kayaking offer great chances to get out on the surrounding water, or you can seek out an adventure with cycling and hiking nearby. Visit our Siesta Key travel guide
View more Condo rentals in Siesta Key
Map
Siesta Key, FL

What's nearby

  • A lifeguard tower with an American flag, a green flag, and a signboard on a beach with people sunbathing and umbrellas.
    Siesta Key Beach
    3 min walk - 0.3 km
  • A modern building with a glass facade, surrounded by well-maintained greenery and palm trees.
    St. Boniface Episcopal Church Labyrinth
    2 min drive - 2.0 km
  • A sunset over the ocean with silhouettes of people and tall grasses.
    Crescent Beach
    7 min drive - 5.5 km
  • Siesta Key Farmers Market
    5 min walk - 0.4 km
  • Siesta Key Beach Playground
    2 min drive - 1.7 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 Penthouse with Sundeck, Private Access to Beach & 500ft to the Village pet-friendly?

No, pets are not allowed at this property.

How much is parking at Penthouse with Sundeck, Private Access to Beach & 500ft to the Village?

On-site parking is available at the property.

What time is check-in at Penthouse with Sundeck, Private Access to Beach & 500ft to the Village?

Check-in begins at 3:00 PM.

What time is check-out at Penthouse with Sundeck, Private Access to Beach & 500ft to the Village?

Checkout is at 10:00 AM.

Where is Penthouse with Sundeck, 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).

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

Reviews

Exceptional

All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
More informationOpens in a new window
Rating 10 - Excellent. 18 out of 19 reviews
Rating 8 - Good. 1 out of 19 reviews
Rating 6 - Okay. 0 out of 19 reviews
Rating 4 - Poor. 0 out of 19 reviews
Rating 2 - Terrible. 0 out of 19 reviews

9.8

Cleanliness

10

Location

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect location for shopping, bar hopping and distance to beach.
Stayed 4 nights in Sep 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Host was quick to reply and very accommodating. Location is perfect for walkability to town and of course to the beach.
Stayed 3 nights in Jan 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
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.
Stayed 3 nights in Mar 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great, contemporary property! Loved the sun deck and lanai. Host was very responsive.
Stayed 3 nights in Dec 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family vaca

Great location, easy access to beach and resteraunts. Comfortable and clean.
Stayed 3 nights in May 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great stay!

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!
Stayed 4 nights in Mar 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
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.
Stayed 3 nights in Sep 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Weekend Getaway

We loved everything about our stay here! Close to the beach and village! Excellent amenities and will stay here again! 10/10
Stayed 2 nights in Sep 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing Stay!!

We had such a great time in this unit. Easy access to the beach close to restaurants and bars. The unit was super nice with all the supplies we needed to cook. I definitely recommend staying in this unit. We will definitely be coming back.
Stayed 3 nights in Jul 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Beach Vacay

The property is beautiful and so close to the beach. Had everything we needed or wanted - full kitchen, washer and dryer, extra blankets, tons of towels, clean, and plenty of seating. Comfortable beds! Very close to great restaurants and shops. Check-in process was super easy. Owner/manager communicated with us regularly! Would recommend 100%!
Stayed 4 nights in Jul 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Best location beautiful luxury unit.

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.
Stayed 5 nights in Mar 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Amazing location!
Stayed 3 nights in Mar 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location and communication with Kyle.
Stayed 3 nights in May 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
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.
Stayed 5 nights in May 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
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
Stayed 4 nights in Feb 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Our stay u SK

Penthouse was beautiful! Owner was very quick to respond and helpful!
Stayed 2 nights in Jul 2024
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy
All good.
Stayed 9 nights in Mar 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Arrival bumpy but Manager made up for it

We had a few minor issues when we arrived. The hot water was not hot enough and the bathrooms were minimally dirty. Kyle immediately jumped on it. Maintenance came out immediately. Kyle went above and beyond by bringing us some additional bowls and measuring items (we cook more than most while on vacation). Overall, a truly great experience. Will very likely rebook for next year.
Stayed 6 nights in Jul 2024