Entire home

Topsail Cottage | Luxury Home on Siesta Key w/ Heated Pool & Rooftop View of Gulf, Walk to Beach!

Choose dates to view prices

Photo gallery for Topsail Cottage | Luxury Home on Siesta Key w/ Heated Pool & Rooftop View of Gulf, Walk to Beach!

Fridge, microwave, oven, stovetop
TV
Property grounds
Interior
Exterior

Reviews

9.8 out of 10
Exceptional

Entire home

4 bedrooms4 bathroomsSleeps 12311 sq m

Popular amenities

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

Explore the area

Map
Sarasota, FL
  • Point of Rocks
    ‪3 min walk‬
  • Crescent Beach
    ‪4 min walk‬
  • Siesta Key Beach
    ‪3 min drive‬
  • Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)
    ‪20 min drive‬

Room options

About this property

Entire place

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

Topsail Cottage | Luxury Home on Siesta Key w/ Heated Pool & Rooftop View of Gulf, Walk to Beach!

Welcome to Topsail Cottage, a luxurious condo located on the southern end of Siesta Key. This exquisite 4-bedroom, 4-bathroom home offers an unforgettable vacation experience with its stunning features and prime location.

Step inside and immerse yourself in the bright and airy interior, designed with a coastal feel that instantly puts you in a relaxed state of mind. The spacious kitchen, dining area, and living room seamlessly flow together, creating the perfect space for gathering and entertaining. Prepare delicious meals in the fully equipped kitchen, complete with modern appliances, and enjoy your culinary creations in the adjacent dining area. The living room provides a comfortable and inviting atmosphere, where you can unwind on the plush furniture and watch your favorite shows on the HDTV.

Just off of the kitchen area is a spacious balcony with an outdoor dining table, offering a seamless transition between indoor and outdoor living. This balcony area also features a kitchenette with a mini fridge, grill, and sink, providing a convenient space for outdoor cooking and dining.

Ascend to new heights and experience the awe-inspiring panoramic views from the rooftop crow's nest at Topsail Cottage. This elevated vantage point provides a breathtaking view of the Gulf, allowing you to immerse yourself in the natural beauty that surrounds you.

Whether you're traveling with family or friends, the 4 master bedrooms provide ultimate comfort and privacy. Each bedroom is tastefully decorated and equipped with a luxurious king bed, ensuring a restful night's sleep. For additional sleeping arrangements, there are 2 twin chair sofa sleepers and 1 queen sofa sleeper available. With linens provided, all you need to do is unwind and recharge.

As our guest at Topsail Cottage, you'll have access to free WiFi and multiple HDTVs throughout the home, keeping you connected and entertained during your stay. The private garage offers parking, while beach towels, chairs, a cooler, and a caddy are provided for your beach outings.

Just outside the home, dive into the sparkling shared heated pool, which you'll find refreshing after a long beach day. The pool area offers ample seating where you can bask in the warm Florida sun and unwind in style.
​​​​​​​
The location of Topsail Cottage is ideal, just a short drive to both Siesta Key Village and Siesta Key Beach. If you prefer, Crescent Beach is only a quick 2-minute walk away, offering a serene and less crowded beach experience.

For those looking for a more exciting adventure, embrace the coastal lifestyle and explore the charming South village with its shops, dining options, and entertainment venues just down the street!

Book your stay now and experience life as a local at Topsail Cottage.

Exclusive Amenities Include:
• Semi Private, HOA maintained Heated Pool
• Breathtaking Gulf Views on Rooftop Crows Nest
• Just a short drive to Siesta Key Village & Siesta Key Beach
• A quick 2 minute walk to Crescent Beach
• 4 Bedrooms, 4 Full Baths (4 Master Bedrooms)
• 4 King Beds, 2 Twin Chair Sofa Sleepers, 1 Queen Sofa Sleeper (Sleeps 12) with linens provided
• 3 Spacious Balconies
• Outdoor Kitchenette Area With Mini Fridge, Grill, and Sink
• 3 Story Private Elevator with Access to Floors 1, 2, & 3
• Free WiFi & 5 HDTV's
• Private Garage
• Outdoor Dining & Lounging Spaces
• Regular & Keurig Coffee Maker, Dishwasher, Washer & Dryer, and Kitchen Essentials Provided
• Starter Pack of Toiletry Essentials Included - Shampoo, Conditioner, Hand / Face Soap, Body Lotion, & Makeup Wipes
• Starter Pack of Home Essentials Included - Dish Soap, Dish Sponge, Dishwasher Tablets, Laundry Tablets, & Cleaning Wipes
• Beach Towels, Chairs, Cooler, & Caddy Provided
• Gas Grill
• Enhanced cleaning protocols provided by our CottageClean Team
• Island Shuttle Transportation Available

Topsail Cottage can accommodate up to 12 guests with a bedding configuration as follows:

• Bedroom # 1: King Bed (1) - Sleeps: 2 + Twin Sofa (1) - Sleeps: 1
• Bedroom # 2: King Bed (1) - Sleeps: 2
• Bedroom # 3: King Bed (1) - Sleeps: 2
• Bedroom # 4: King Bed (1) - Sleeps: 2 + Twin Sofa (1) - Sleeps: 1
• Living Room: Queen Sleeper Sofa (1) - Sleeps: 2

We go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol within our CottageClean Program. After our six hour in-depth cleaning of your home, we complete a 35 point property inspection to ensure that you feel tremendously safe and happy with this amazing home. This allows you to vacation worry free regarding the cleanliness of your home and truly relax as soon as you arrive. Our goal is to have you feel like you are walking into a brand new vacation home that no one has ever stayed at before!

PLEASE NOTE: This pool is heated from November 15th to April 15th.

This home has stairs. If any member of your party has difficulty with stairs, please contact us to discuss alternative accommodations.
During your stay at this vacation home, you're just a quick walk from Crescent Beach. You'll find features like a water park and a rooftop terrace. A kitchen and a washer/dryer are available in the vacation home.
  • Air-conditioned home with kitchen, washer/dryer, and 4 bathrooms
  • Splash around at the water park
  • Amenities include a rooftop deck
  • Just a 4-minute walk from Crescent Beach and a 3-minute drive from Siesta Key Beach
This vacation home offers its guests a water park. A rooftop terrace and barbecue grills are also featured at this vacation home.

Property manager

The Cottages on the Key, Inc.

Languages

Dutch, English, French, German

Property amenities

Beach

  • Beach nearby

Pool/Spa

  • Communal pool
  • Heated pool

Internet

  • Available in the house: WiFi

Parking and transport

  • Onsite parking options include a garage

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Hob
  • Kitchenette
  • Microwave
  • Oven
  • Refrigerator
  • Toaster

Dining

  • Dining table

Bedrooms

  • 4 bedrooms
  • Bedsheets provided
  • Sofa bed

Bathroom

  • 4 bathrooms
  • Bathtub
  • Hair dryer
  • Shampoo
  • Shower
  • Towels provided

Living spaces

  • Dining table
  • Living room
  • Separate dining area

Entertainment

  • TV with cable/satellite channels

Outdoor areas

  • Balcony
  • Gas grill
  • Rooftop terrace

Laundry

  • Coin laundry
  • Washer/dryer

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoke-free property

Services and conveniences

  • Iron/ironing board

Location highlights

  • In a village
  • Near a health/beauty spa
  • Near a hospital
  • Near a zoo
  • Near an outlet shopping centre
  • Near the bay
  • Near the marina
  • Near the sea

Things to do

  • Heated pool
  • Water park
  • Basketball nearby
  • Birdwatching nearby
  • Cycling nearby
  • Ecotours nearby
  • Fishing nearby
  • Golfing nearby
  • Horseback riding nearby
  • Jet skiing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Parasailing nearby
  • Sailing nearby
  • Scuba diving nearby
  • Snorkelling nearby
  • Swimming nearby
  • Wildlife walks nearby
  • Winery tours 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

General

  • Unit size: 3,349 square feet

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in available
Minimum check-in age: 26

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Pets

  • No pets allowed

Children and extra beds

  • Children are welcome.

Important information

You need to know

This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
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 and a first aid kit
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
You will receive an email from the host with check-in and check-out instructions. You will also receive an email from Vrbo with a link to a Vrbo account which will enable you to manage your booking.

Property is also known as

Topsail Cottage One Cottages Key House Sarasota
Topsail Cottage One Cottages Key House Sarasota
Topsail Cottage One Cottages Key House
Topsail Cottage One Cottages Key Sarasota
Topsail Cottage One of The Cottages on the Key
Topsail Cottage - One of The Cottages on the Key Sarasota
Topsail Cottage One Cottages Key
Topsail Cottage - One of The Cottages on the Key Siesta Key
Topsail Cottage One of The Cottages on the Key
Topsail Ask About 99 Down
Topsail Cottage Only $99 Down
Topsail Cottage Ask About $99 Down!
Topsail Cottage One of The Cottages on the Key
Topsail Cottage - Ask About $99 Down! Siesta Key
Topsail Cottage - Ask About $99 Down! Private vacation home
503545

Topsail Cottage | Luxury Home on Siesta Key w/ Heated Pool & Rooftop View of Gulf, Walk to Beach! Reviews

Reviews

9.8

Exceptional

Rating 10 - Excellent. 33 out of 38 reviews
Rating 8 - Good. 4 out of 38 reviews
Rating 6 - Okay. 0 out of 38 reviews
Rating 4 - Poor. 1 out of 38 reviews
Rating 2 - Terrible. 0 out of 38 reviews

9.6/10

Cleanliness

Reviews

10/10 Excellent

Patricia K.

Liked: Cleanliness
Perfect location for a family beach vacation!
This property was perfect for our multi-generational family gathering of 9! Easy walk over to Cresent Beach with no busy roads to cross. The kitchen was large with plenty of dishes, silverware and cooking/baking equipment.
Stayed 7 nights in Dec 2024

10/10 Excellent

Rosemarie C.

Liked: Cleanliness
Paradise
Beautiful house, perfect location. This house has everything you could possibly need and some...things you would never imagine. Just perfect!
Stayed 5 nights in May 2024

10/10 Excellent

JoAnne P.

Liked: Cleanliness
Perfect privacy
Plenty of sleeping spaces. Fully equipped kitchen, great beach and beach accessories. Great location for walking to nearby establishments. Only negative was the bbq grill not having even heat. Would definitely consider this property again.
Stayed 7 nights in Feb 2024

10/10 Excellent

Verified traveller

Liked: Cleanliness
Topsail cottage
Beautiful home. Great location. We came to the area for a high school baseball tournament and so glad we chose to stay at Siesta Key. The beach was amazing. The home had everything we needed for the beach. The kids also enjoyed the pool.
Stayed 8 nights in Jul 2023

10/10 Excellent

Ricardo T.

Liked: Cleanliness
Great property!!!
The property is as great as pictures described! Very close to beach access (3-5min walk) and the sea is AMAZING!! Warm, calm and clear water!! I don’t know how busy the swing pool can get but we had it for ourselves only for almost all the time just met 3 ppl there one day. Elevator was super helpful for elderly and to move bags up and down, otherwise we didn’t mind using the stairs! Overall a super nice experience and a super nice property!!! Just be aware that the beach access closest to the house you can’t park but the house is close enough to walk back after dropping your cooler/beach stuff! We rented a golf cart and used for this purpose but someone would drive it back to the house because couldn’t park it, which was not even an inconvenience for us! 5stars all the way!!
Stayed 6 nights in Jun 2023

10/10 Excellent

Kami S.

Liked: Cleanliness
Such a great stay
This VRBO was amazing! The house was beautiful, the supplies toiletries were great, and they even had a treat for us upon arrival. This house is so beautiful and close to the beach, shops, and restaurants. We also had the pool to ourselves through the week which was nice. The beach wagon/buggy that was supplied was also so helpful.
Stayed 7 nights in Jun 2023

10/10 Excellent

Debra W.

Liked: Cleanliness
Highly recommend!!!
Great property, location, this house has it all. 9 of us and we were all so very comfortable. The pool was awesome and the house was super clean. We enjoyed every minute. The Beach is just a short walk away with a beautiful sunset. Would definitely return!!!
Stayed 6 nights in May 2023

10/10 Excellent

Mary H.

Liked: Cleanliness
Beautiful Home - Great for Families / Groups!
Our group of 7 loved this house. All bedrooms have walk-in closets & full baths, so everyone had plenty of space. The kitchen is large and well stocked. The covered porch w/ outdoor kitchen is amazing - we spent lots of time there!! The pool is small but nice, and the ocean is about a 5 minute walk. We loved it!
Stayed 21 nights in Jan 2023

10/10 Excellent

Luanne J.

Liked: Cleanliness
1025 Crescent was very nice!
Great property and great location. Thanks for the custom cupcakes upon arrival! The only glitch was that the prior renters took the pool gate key/garage door openers with them, so we didn't get to use the pool as much as we would have liked. Otherwise, it was a wonderful stay!
Stayed 7 nights in Jan 2023

10/10 Excellent

Nestor M., Brooklyn

Liked: Cleanliness
Home Away from Home
Coming to the Cottages for a much needed family get away before the school season and this was the escape we needed. The sheer size and amount of space to "live" in for the week was overwhelming. Truly a welcome experience. All the bedrooms had a private bathroom, the pool was essentially ours for the week, and the beach was right around the corner. I had such a chill time, I never made it to the downtown area, except to go the the market. Highly recommend a stay. Bonus fact: we needed an air fryer and we received an air fryer. Simply magic.
Stayed 8 nights in Jul 2022

10/10 Excellent

DAVID A.

Liked: Cleanliness
Siesta Key
Great property with a short walk to the beach.
Stayed 7 nights in Apr 2022

10/10 Excellent

Joseph J.

Liked: Cleanliness
Great House for large group
The house was great and accurately fit the description and photos. It was awesome that each bedroom had it's own full bathroom and large walk in closet. Pool area in back was very convenient and the beach is a short couple minute walk.
Stayed 7 nights in Apr 2022

10/10 Excellent

AMANDA N.

Liked: Cleanliness
Amazing Vacation Home
We absolutely loved our stay here! Everything was clean and the house was well stocked. The beds were extremely comfortable. The beach was a short walk and they provided beach towels, chairs, cooler, caddy, and umbrella. We had the best time! They left cupcakes for our family bc we were celebrating a birthday while we were there. Best service! Highly recommend staying here.
Stayed 7 nights in Mar 2022

8/10 Good

Chris B.

Attention to detail is missing
Location was good. The shared pool was ok but the pool house was off limits to guests. Would have been nice to know
Stayed 7 nights in Mar 2022

10/10 Excellent

Rose M.

Liked: Cleanliness
Beautiful property
There were 4 adults and 4 adult children. This property accommodated us perfectly. There was enough seating for all of us when we were all exhausted from a day of fun! We didn’t use the outside patio as much as I thought due to the humidity. We did use the pool everyday. Basically 1 block to the beach. I highly recommend Topsail 5!
Stayed 8 nights in Sep 2021

10/10 Excellent

Whitney M.

Liked: Cleanliness
Fantastic!
We loved this property and all the amenities that came with it! The house is beautiful and the elevator came in handy way more than we anticipated. Would love to come back and stay again!
Stayed 7 nights in Aug 2021

4/10 Poor

JILL P.

Disliked: Cleanliness
July stay 2021
Nice spacious, house but floors were filthy and so were walls, windows and some of the leather furniture. The washing machine was also dirty. The kitchen is missing dishware and lacked large serving bowls and had a lot of mis matched aged dishes, containers, silverware and glasses. The pool was a huge let down it seems older than it is, small, dirty and not inviting.
Stayed 7 nights in Jul 2021

10/10 Excellent

Jan S.

Liked: Cleanliness
Family vacation before 2 high school graduates go off to college!!
This was the perfect house for a family vacation with adults & 5 teenagers! They enjoyed walking or biking to nearby shops & restaurants! Unfortunately there wasn’t a whole lot of beach space!
Stayed 7 nights in Jun 2021

10/10 Excellent

Brenda J C.

Liked: Cleanliness
Siesta Key 2021
We have stayed in several houses on the Key and other locations. This house was by far the nicest. There was plenty of room for the nine of us. The property and pool were well maintained. The kitchen had everything we needed and there was plenty of linens. A great house-thank you so much.
Stayed 7 nights in Apr 2021

10/10 Excellent

David C.

Liked: Cleanliness
Fantastic Property
TopSail exceeded our expectations! I don't think the online pictures do it justice. House was beautiful and well laid out. It was extremely spacious and enabled our family of 8 to spread out. Great kitchen / dining area. Loved the semi-private pool and short walk to the beach. Felt very safe allowing our youngest (9) to walk back to the house from the beach. We used just about all of the 'extras' in the garage - bikes, beach chairs, coolers, etc. The 'rooftop' balcony is a little difficult to access up the narrow spiral staircase, but the view is worth the effort. I would highly recommend this property.
Stayed 7 nights in Mar 2021

10/10 Excellent

Nancy S.

Liked: Cleanliness
Spring Break Vacation at Topsail
Beautiful home. Spacious
Stayed 7 nights in Mar 2021

10/10 Excellent

Jessica P.

Liked: Cleanliness
Extremely clean and close to the beach.
Excellent rental service. The Cottages went above and beyond to make our stay wonderful. The home was well cleaned, large rooms to accommodate our family of 12, and just a short walk to the beautiful, clear water. When returning to Siesta Key, we will definitely consider staying with The Cottages At the Key.
Stayed 7 nights in May 2020

10/10 Excellent

Anne M., Saint Helena, California USA

Liked: Cleanliness
perfect place for a reunion of HS friends
We had a great time in Siesta key. The property is a five minute walk to the beach; house is huge and immaculate; The Cottages team is very friendly and professional; many good restaurants very close by.

10/10 Excellent

Verified traveller

Liked: Cleanliness
Amazing vacation
We have never been to Siesta Keys before and renting Topsail Cottage was the best choice. Working with Cottages on the Keys was a breeze! They were responsive, friendly and answered all my questions and were able to point us in the direction of anything we needed. The house was beautiful and spacious and ideal for traveling with young children and our extended family. We loved the area to go for walks and it was so close to the beach. We enjoyed our time at the pool and the neighbors that we chatted with were also very friendly. We were greated at the house with delicious cupcakes and said Farwell with wine. Cant get much better. We all had a wonderful vacation and hope to come back to Siesta Key and stay at Topsail again!!

10/10 Excellent

Sandy B.

Liked: Cleanliness
Excellent rental! Would definitely rent this property again!
We loved the house, and all the amenities that came with it. The house was magnificent and exactly like the pictures they have on-line. When we arrived the house was very clean and they had cupcakes waiting for us, which we really enjoyed. Very close to the best beach. We enjoyed the bikes and the pool that came with the rental. We loved the area and would love to come back again very soon.
Stayed 4 nights in Jan 2020