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

3350 ft² House


4 bedrooms
12 guests max.
3350 ft²
4 bathrooms
No pets


Shared pool
Washing machine
Air conditioning
No pets
No smoking
Coffee machine
Beach view
Suitable for events
King-size bed
Beach access
Water view
Fire extinguisher
Smoke alarm
Carbon monoxide detector
Bed linen
Heated pool

Safety and hygiene measures

Contactless check-in/-out
Disinfected between stays
Use of highly effective cleaning agents to sanitize surfaces

What's nearby

250 yd to water
2 bedrooms
1 king size bed
1 couch
2 bedrooms
1 king size bed
Additional rooms
4 bathrooms
Other bedrooms
1 couch

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.

For added convenience the home features a private elevator, granting easy access to all floors.

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!

Property policy: the primary guest must be at least 26 years old

House rules
Pets not allowed
Smoking not allowed
The offer is provided by a professional host. This host has committed to providing products or services that comply with the applicable rules of Union law.

1025 Crescent St

34242 Siesta Key, FL, United States

"Beautiful house, perfect location. This house has everything you could possibly need and some...things you would never imagine. Just perfect!"
Reviewed on 05/27/2024
"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."
Reviewed on 03/21/2024
"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."
Reviewed on 08/19/2023
"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!"
Reviewed on 07/21/2023
Ricardo T.
"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!"
Reviewed on 07/15/2023
"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."
Reviewed on 06/19/2023
"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!"
Reviewed on 05/31/2023
"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!"
Reviewed on 02/20/2023
Luanne J.
"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!"
Reviewed on 01/30/2023
"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."
Reviewed on 08/02/2022
"Great property with a short walk to the beach."
Reviewed on 05/27/2022
Joseph J.
"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."
Reviewed on 04/09/2022
"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!"
Reviewed on 07/16/2021
Brenda J.
"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."
Reviewed on 04/26/2021
"Beautiful home. Spacious"
Reviewed on 04/03/2021
"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."
Reviewed on 03/27/2021
"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."
Reviewed on 06/06/2020
"The Cottages On the Key is a great property management company. The properties we have stayed in are top notch, spotless, and the team is very responsive in addressing any question or issue that arises. They also provide concierge services should you need them."
Reviewed on 02/29/2020
"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."
Reviewed on 01/28/2020
"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!"
Reviewed on 01/22/2020
"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."
Reviewed on 01/14/2020
"Great property with lots of extras. The elevator was a plus for my 90 year old mother. Property manager was very responsive. Would highly recommend the Cottages."
Reviewed on 09/12/2019
"Spent Labor day weekend here... Very spacious and clean. Truly enjoyed the location and home."
Reviewed on 09/12/2019
"Had a fantastic time and this property is worthy of a 5 Star rating. First, the place is huge, everything from all living and dining areas to the closets and bathrooms are very large. Has every amenity from seeing the bicycles when you first drive in the garage to having your own pool with its own cabana. (2 bathrooms, kitchen with dining table) The best part for us, my wife uses a walker and the elevator could get her to all 3 levels with no problems. The staff was spot on, checking in to make sure all was good. Of course the wonderful cupcakes sitting in the fridge made our arrival extra special. Entrance to beach is only a few houses away, no need to drive anywhere. If we come back to town, for sure we would stay there again. I cannot think of one negative I could even say."
Reviewed on 05/07/2019
"Our stay was great. 4 adults and 3 littles under 5 had plenty of room. The 4 bedrooms are all large with bathrooms connected. Pool was steps away with a gate with was perfect for kids. Beach was a couple min walk with amazing sand and all the beach supplies are provided. We ordered food from walmart for pickup about 10-15 mins away, which worked out great. Plenty of grocery or convenient stores near by as well. Kitchen was large and had pretty much everything we needed including spices. I would recommend bringing extra garbage bags as only a few were provided. We really enjoyed our stay and the house only made it better."
Reviewed on 04/14/2019
Very good
"We had a great week in this lovely, open, spacious house. Only two things kept it from being a 5 star. One, the two "single beds" were "pull-out chairs"--they worked fine but I thought the description a bit misleading. Two, the dishwasher never worked the whole time we were there. I will admit y'all tried but just never got it fixed. You did supply a drainer, towels, soap, etc., and gave us a small compensation for our inconvenience (there were ten of us eating-in so there dishes aplenty)."
Reviewed on 09/04/2018
"Beautiful, spacious house! Loved the cupcakes at check-in - a great, personal touch! We came from Raleigh and Savannah and would definitely stay again on next trip to Siesta Key!"
Reviewed on 08/27/2018
"Our family of 9 recently stayed in your condo 1025. We were beyond thrilled to discover how beautiful and spacious our accommodations were! Having our own private pool and being walking distance to the beach made the stay especially enjoyable for our young granddaughters. Our 5 year old granddaughter cried when we left, stating she wanted to stay at our new vacation home!"
Reviewed on 05/05/2018
Very good
"We thoroughly enjoyed our stay at Topsail Cottage. Even though our numbers ebbed and flowed, at one point reaching eleven people, we never felt crowded as the house is huge. The beach, restaurants and stores are close enough to walk easily. The pool area was wonderful. Having the cabana with bathrooms and a shower right by the pool was amazing. Very usual especially when you have young children spending hours in the pool. The elevator was great when unloading suitcases and groceries. We did have a few issues but they were resolved so quickly and painlessly that you hardly knew anything was amiss. All the people we delt with were polite and helpful. Especially Chris when he came over to hand deliver a bottle of wine! Thanks again for a lovely two weeks."
Reviewed on 04/15/2018
"This newly built home will be the perfect place for your family or friends to gather for a great vacation. It is such a luxurious space that will welcome you back every time you walk through the door. It is very open and bright. You simply can't beat the accessibility to the beach. It's a very short walk, or bike ride (which is provided in the garage) to go for a morning jog, spending all day playing in the waves or an evening stroll. It's nice to not have to fight for parking at the main beach area. It's a prime location away from condo central and in a quiet neighborhood. The rooms all have very comfortable beds and come with large closets and attached bathrooms. Perfect for friends gatherings or in our case a large family with 5 kids. The pool was very warm and comfortable. This beautiful home will not disappoint you."
Reviewed on 08/26/2017
"This was the best vacation Home we ever rented! It was so beautiful & perfect for us! This property was amazing! It offered everything you could possibly want in a vacation home! The open floor plan of the kitchen, Dining area, and family room area allows for a wonder gathering place with tons of room for all guests to enjoy. The 4 masters were all beautiful and well equipped the many balcony areas and outdoor cooking space was awesome! The Short walk to the beach made this a perfect location for all of us. Plus there was a pool right in our backyard to enjoy. We felt like we were at a resort and highly recommend this fabulous property!"
Reviewed on 07/29/2017
Sarasota, Sarasota County, United States
Sarasota, Florida