Entire condo

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

Family-friendly stay near Siesta Key Beach

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

An aerial view of a beach with clear turquoise waters and a sandy shore.
A modern bedroom with a large bed, bedside tables, a TV, and a view of the city.
A spacious living room with a large sofa set, a fireplace, and a television.
A modern kitchen with blue cabinets, a central island, and a breakfast bar.
Unclassified image, 5 of 49, button

Reviews

10 out of 10
Exceptional

Entire condo

3 bedrooms2 bathroomsSleeps 101604 sq ft

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Free WiFi
  • Air conditioning
  • Outdoor Space

Explore the area

View in a map
Siesta Key, FL
  • Place, Siesta Key Beach
    ‪3 min walk‬
  • Place, Siesta Key Farmers Market
    ‪5 min walk‬
  • Place, Siesta Key Beach Playground
    ‪2 min drive‬
  • Airport, Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)
    ‪28 min drive‬

Room options

About the neighborhood

Siesta Key

Oceanside stay.At this Siesta Key Village condo, you'll be within a 5-minute walk of Siesta Key Beach and Siesta Key Farmers Market. Siesta Key Beach Playground and St. Boniface Episcopal Church Labyrinth are also within 2 miles (3 km).

What's nearby

  • Siesta Key Beach - 3 min walk - 0.2 miles
  • Siesta Key Farmers Market - 5 min walk - 0.3 miles
  • St. Boniface Episcopal Church Labyrinth - 2 min drive - 1.3 miles
  • Siesta Key Beach Playground - 2 min drive - 1.1 miles
  • Crescent Beach - 7 min drive - 3.4 miles

Getting around

  • Sarasota-Bradenton Intl. Airport (SRQ) - 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

About this property

Entire place

You'll have the entire condo to yourself and will only share it with other guests in your party.

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

Similar properties

Property amenities

Beach

  • Beach nearby
  • Beach loungers
  • Beach towels

Internet

  • Available in the condo: Free WiFi

Parking and transportation

  • Car not required
  • Parking on site

Kitchen

  • Blender
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Ice maker
  • Kitchen island
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Spices
  • Stovetop
  • 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 (32 inches high)
  • Tile flooring in public areas
  • Upper floors accessible by stairs only
  • Well-lit path to entrance
  • Smoking not allowed

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 center
  • Near the ocean
  • On the waterfront

Things to do

  • Bicycle parking
  • Bicycle storage
  • Cycling nearby
  • Fishing nearby
  • Hiking/biking trails nearby
  • Jet skiing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Parasailing nearby
  • Sailing nearby
  • Scuba diving nearby
  • Snorkeling 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)
  • Fire extinguisher

General

  • Bed sheets changed on request
  • Bicycle parking
  • Bicycle storage
  • Bulk dispensers for toiletries
  • Eco-friendly cleaning products used
  • Eco-friendly toiletries
  • Housekeeping (on request)
  • Recycling
  • Reusable cups
  • Reusable tableware
  • Some LED lighting used
  • Towels (changed on request)
  • Unit size: 1,604 square feet
  • Water-efficient showers
  • Water-efficient toilets

Policies

Check-in

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

Check-out

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

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

  • No pets 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
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher
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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, and a smoke detector in each accommodation.

Property is also known as

239734

Frequently asked questions

How close is Penthouse with Sundeck, Private Access to Beach & 500ft to the Village to the airport?

This condo is 10.3 mi (32-min drive) away from the Sarasota-Bradenton Intl. Airport (SRQ) airport, the closest popular airport to the property.

How much does it cost to stay at Penthouse with Sundeck, Private Access to Beach & 500ft to the Village?

As of Sep 22, 2026, prices found for a 1-night stay for 2 adults at Penthouse with Sundeck, Private Access to Beach & 500ft to the Village on Oct 20, 2026 start from $1,773, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

Does Penthouse with Sundeck, Private Access to Beach & 500ft to the Village have an airport shuttle?

Airport shuttle services are not available at this condo.

How close is Penthouse with Sundeck, Private Access to Beach & 500ft to the Village to the beach?

This condo is a short 2-minute walk from Siesta Key Beach and 10.5 mi (35-min drive) from Lido Beach. Don't forget your sunscreen!

Does Penthouse with Sundeck, Private Access to Beach & 500ft to the Village offer free breakfast?

This condo does not offer free breakfast.

Is there a casino at Penthouse with Sundeck, Private Access to Beach & 500ft to the Village?

No, there is no casino at this condo.

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

Check-in begins at 3:00 PM.

Is there free parking at Penthouse with Sundeck, Private Access to Beach & 500ft to the Village?

Free parking is not available at this condo.

Does Penthouse with Sundeck, Private Access to Beach & 500ft to the Village have a pool?

This condo does not have a pool.

Does Penthouse with Sundeck, Private Access to Beach & 500ft to the Village have a spa?

There are no spa services available at this condo.

How close is Penthouse with Sundeck, Private Access to Beach & 500ft to the Village to downtown Siesta Key?

This condo is 0.2 mi away from Siesta Key.

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

Reviews

10

Exceptional

Rating 10 - Excellent. 17 out of 18 reviews
Rating 8 - Good. 1 out of 18 reviews
Rating 6 - Okay. 0 out of 18 reviews
Rating 4 - Poor. 0 out of 18 reviews
Rating 2 - Terrible. 0 out of 18 reviews

9.8/10

Cleanliness

Reviews

Verified review

10/10 Excellent

rebecca g.

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

10/10 Excellent

Linda Z.

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

James H.

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

Tamara F.

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

Lyric D.

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

Leslye P.

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

Adeeb S.

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

Matt E.

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

Angie T.

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

Beth P.

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

Ryan S.

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

Lisa R.

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

Luis P.

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

Dan J.

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

Clint W.

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

10/10 Excellent

Zelda M.

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

Lance O.

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
Verified review

10/10 Excellent

Raj S.

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