Condo

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

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

Partial Ocean and Beach Views
Rooftop Sundeck
Flat screen TV & Decorative Fireplace
Partial ocean views, ceiling fan, outdoor couch and dining area
Perfect for relaxing and taking in the ocean breeze

Reviews

10 out of 10
Exceptional
3 bedrooms2 bathroomsSleeps 10149 sq m

Popular amenities

  • Beach view
  • Parking available
  • Air conditioning
  • Dryer
  • Washer
  • Fireplace

Explore the area

Map
Siesta Key, FL
  • Siesta Key Beach
    ‪2 min walk‬
  • Crescent Beach
    ‪13 min drive‬
  • Lido Beach
    ‪34 min drive‬
  • Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)
    ‪34 min drive‬

Rooms & beds

3 bedrooms (sleeps 10)

Bedroom 1

1 King Bed

Bedroom 2

1 King Bed

Bedroom 3

2 Single Beds and 2 Single Bunk Beds

Common spaces

1 Single Bed

2 bathrooms

Bathroom 1

Bathroom 2

Spaces

Deck or patio
Kitchen
Balcony
Separate dining area
Dining area

About this property

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

Known for its quartz sand and crystal clear waters, the beaches of Siesta Keys are ranked No. 2 in the U.S. and No. 9 globally as one of the best travel destinations in 2024. Siesta Key, a barrier island in the Gulf of Mexico, is less than a 30 min drive from SRQ Airport. This vacation rental is one of a few hand-selected options brought to you by Siesta Key Dreams. With Beach and Village walkability, we are confident that this space will cultivate unforgettable memories.

The Siesta Key Dream’s flagship vacation rental features PRIVATE access to the beach via a gated private path, a lush and modern 3 bed, 2 bath layout, and a rooftop sundeck!

This rental is perfect for family and friend gatherings and can accommodate up to 10 guests(8 adults and 2 children). This large, spacious floor plan connects a welcoming living room, a dining room that seats 8, and a modernized kitchen featuring stainless steel appliances. Next to your living room, you’ll find a private, enclosed balcony with comfortable seating that is perfect for shaded, outdoor entertainment and includes partial ocean views. Your Main Bedroom has partial ocean views, contains a luxurious king size bed and has direct access to the enclosed balcony. In the spare bedroom, you’ll find a bunkbed that has three-twin size mattresses(one pulls out from under the frame) and a double-twin sized truffle-bed, perfect for families with children! The third bedroom has a king bed and looks out towards Beach Blvd. We also have a roll-away-twin-sized mattress/bed for the common area.

Outside on the roof-top, you’ll have a shared (with one other unit) sundeck and outdoor space that provides partial ocean and beach views – the best in Siesta Key Dream’s portfolio. Siesta Keys Dreams provides lounge chairs and tables, perfect for tanning and hanging out in the Florida sun. Our guests receive a beach-load-out, which includes beach towels, umbrella, chairs, blanket, cooler and a cart. If you’re looking to soak up the sun and clear waters, pack-up the cart, walk 20-steps, use the PRIVATE access point (key provided) and you are now in the 99% white quartz sand.

Want to get out of the sun, the enclosed balcony is a great choice or head downstairs to the front of the building, and hang-out on the front patio, fully shaded and great for people watching on Beach Road.

Siesta Key Dreams is happy to provide free, high-speed internet & Wi-Fi, HD Televisions equipped with live sports & extension channel options via free streaming services, and electric appliances so you will not miss a beat.

Siesta Key Dreams always shows our exact address in our listings, so our guests know exactly how close they truly are to the beach and village. Unplug and explore your surroundings, such as the Siesta Village which is less than a 5-minute walk away down Beach road! From cafes to fine dining, local shopping and entertainment, you will certainly find what you need.

In addition to the stunning, white quartz sand, the beaches of Siesta Keys offer picnic areas, concession stands, and volleyball courts. The shallow, crystal water and year-round lifeguard protection makes each beach a safe and relaxing escape. Having your property mere minutes away from the ocean means that you will certainly witness breathtaking sunsets. A 3-minute walk from the beach reveals Siesta Village, which offers a wide-range of dining and entertainment options from gourmet donuts, coffee, and seafood to award-winning steakhouses.

We recognize that parking can be difficult at times to locate, which is why this rental comes with TWO private, reserved spaces at no additional cost to you. Alternatively, we offer an exclusive upgrade which includes a golf cart rental for easy travel and access to all the top tourist spots around town. The Siesta Key Breeze Trolley also operates on the main roads outside your rental, which is free for all riders and operates 8 AM - 10 PM, seven days a week!

Siesta Key Dreams wishes to provide you with "Unreasonable Hospitality” – service at the highest caliber, well above your expectations. As soon as you secure your vacation rental, our team will provide you with clear expectations to help prepare for your stay. If you experience any issues upon arrival, a Guest Experience Manager who lives within the Siesta Keys area will be available at a moment’s notice to assist you. Siesta Key Dreams takes pride in providing professional and personalized services to ensure that your stay is unforgettable.

Included within your reservation and rental cost are complimentary bathroom toiletries (shampoo, conditioner, soap), coffee & a Keurig-pods, and your choice of either a bottle of sparkling wine or sparkling grape juice. To prep for the numerous beach trips, we provide you with towels, beach chairs, umbrella, blanket, cooler and a cart to transport your items easily! Traveling with your children? We offer complementary cribs, highchairs, toys, silverware, and baby-monitors available per request!

Shortly after you secure your vacation rental, you will receive a link where you can book local services experiences provided by vendors throughout the island. Siesta Key Dreams provides golf-carts to rent and mid-stay services such as cleanings, and linen changes.

When available, guests can request flexible booking with early check-in or late check out options. Siesta Key Dreams also offers baggage drop-off prior to your check-in time. You will be able to indicate your preferences in the link you will receive prior to check-in.

Guests will receive a Rental Agreement via email that provides common details about our terms and conditions, such as our no-smoking policy. Before you check-in, and just after booking, we require guest verification. You will receive information after booking and the process only takes a couple minutes. This allows us to provide a safe location for our guests, neighbors, and employees.

Looking for a larger space? 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 (1.5x Guest Occupancy): Require approval from Siesta Key Dreams (entire building rentals are available)
Pets: Pet Friendly & Non-Pet Units are designated during the reservation process. Pets are not allowed unless explicitly listed on the unit listing. Pet Friendly units require deposit or waiver and additional cleaning/pet charge.
Additional Details: See Vacation Rental Agreement for all details

Property manager

Kyle Gaffney
Premier Host

Languages

English

Add dates for prices

Amenities

Kitchen
Washer
Dryer
Free WiFi
Air conditioning
Outdoor space

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House Rules

Check in after 3:00 PM
Minimum age to rent: 18
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

No pets allowed
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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
This property uses eco-friendly cleaning products
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

We should mention

A car is not required for transport to and from this property

About the area

Siesta Key

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 Jim Neville Marine Preserve. Jet skiing and kayaking offer great chances to get out on the surrounding water, or you can seek out an adventure with hiking and cycling nearby.
Map
Siesta Key, FL

What's nearby

  • Siesta Key Beach - 2 min walk - 0.2 km
  • Point of Rocks - 7 min drive - 5.3 km
  • Shell Beach - 8 min drive - 3.2 km
  • Crescent Beach - 13 min drive - 4.3 km
  • Lido Beach - 34 min drive - 17.0 km

Getting around

  • Sarasota, FL (SRQ-Sarasota-Bradenton Intl.) - 34 min drive

Restaurants

  • ‪Gilligan's Island Bar & Grill - ‬3 min walk
  • ‪Siesta Key Oyster Bar - ‬4 min walk
  • ‪Siesta Key Beach Pavilion - ‬16 min walk
  • ‪Phillippi Creek Village Restaurant & Oyster Bar - ‬8 min drive
  • ‪The Old Salty Dog - ‬9 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.

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).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
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Rating 10 - Excellent. 7 out of 7 reviews
Rating 8 - Good. 0 out of 7 reviews
Rating 6 - Okay. 0 out of 7 reviews
Rating 4 - Poor. 0 out of 7 reviews
Rating 2 - Terrible. 0 out of 7 reviews

9.8/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

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

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

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

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

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

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

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

About the host

Hosted by Kyle Gaffney

Host profile image
Hello future guests!

I am pleased to share a portfolio of premium vacation rental properties in Iowa & Siesta Key, Florida. I've worked in the customer service sector for two decades and focus on providing excellence through people, product, and process. My vacation rental properties are specifically selected, to ensure that my guests have premium experiences at truly unique locations! I work remotely in Southern California and I handle all the electronic and phone communication with our guests. To provide localized support I have a great team, which includes a local Guest Experience Manager, operations, and cleaners. In addition, I spent time in all the properties and have stayed at the majority of them :)

A positive guest experience is a passion and I believe that our guests deserve to have great experiences that I hope will last a lifetime!

Why they chose this property

This Vacation Rental is in an area that is one of the most unique in all of Siesta Key. The access to the ocean is about a minute walk from this Vacation Rental, and the Siesta Key Village is only a couple minute walk. The neighborhood allows our guests to have a stress-free experience. The biggest decision our guests have to make is if they want to go to the beach or the restaurant :)

What makes this property unique

Location, location, location :) In addition to a truly unique location within Siesta Key, we provide a lot of extras and amenities that other vacation rentals charge for. When you stay with us, you receive a complimentary beverage, a beach-load-out, bathroom and care essentials, and high-end streaming service. Also, unique to Siesta Key Dreams, we have a Guest Experience Manager local to Siesta Key. Our goal is to provide "unreasonable hospitality," and we are here to do whatever it takes to ensure our guests have memories they can keep forever!

Languages:

English

Premier Host

They consistently provide great experiences for their guests