Sand Dollar Cottage | Waterfront Home w/ Private Pool & Kayaks! Minutes to Siesta Key Beach!
🌴 Sand Dollar Cottage | Canal-Front Oasis + Private Heated Pool
💖 Why You'll Love This Home Float into coastal serenity at this canal-front escape on Siesta Key. Paddle from your private dock, dine in the screened lanai, or cool off in the private heated pool—all just a 15-minute walk to Siesta Key Beach. This home blends laid-back luxury with island charm.
👨👩👧 Perfect For Ideal for families, couples, or groups looking for a peaceful waterfront retreat near the beach and vibrant Siesta Key Village
🎞️ Imagine This You wake to the gentle shimmer of water just outside your window. Brew a cup from the Keurig, then sip it poolside as the sun rises over the canal. After breakfast in the screened lanai, grab a kayak and explore quiet mangrove-lined waterways. Back at home, rinse off in the outdoor shower, then stroll 0.7 miles to Siesta Key Beach for a sunny afternoon on the powdery sands. Return in time for sunset cocktails by the pool or grill up a fresh catch and gather around the dining table to recap the day's adventures. When night falls, settle into plush beds or stream a movie on one of four HDTVs—ready to do it all again tomorrow.
🛌 Where You'll Sleep Bedroom 1: King Bed, ensuite bath, ground floor, canal views, TV Bedroom 2: Queen Bed, shared bath, ground floor, TV Bedroom 3: Two Twin Beds, shared bath, ground floor, TV Additional: Two portable cots in bedroom closets (linens provided)
📍 Explore the Area • 0.7 miles to Siesta Key Beach • 1.4 miles to Siesta Key Village – restaurants, boutiques, live music • Easy walk or bike to shops, cafes, and island market • Nearby kayak routes, fishing spots, and island shuttle pick-up • Peaceful residential street with relaxed, coastal energy
📝 Don't wait—this home books fast. Your reservation includes peace of mind with our CottageClean™ program - a 6-hour deep clean and 35-point inspection.
✨ Need to Know: Starter packs of kitchen and toiletry essentials provided for a seamless first couple of nights. Free high-speed WiFi included. This pool is heated between November 15 - April 15. If any guest has difficulty with stairs, please contact us for alternative accommodations. Sarasota ordinance allows one rental per 30-day period—contact us with questions before booking.
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Amenities
Pool
Kitchen
Washing machine
Dryer
Free WiFi
Air conditioning
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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
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 has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
About the area
Siesta Key
Located in Siesta Key, this holiday home is in the city centre and on the waterfront. 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. Looking to enjoy an event or a game while in town? See what's happening at Stardust Event Center or Ed Smith Stadium. Jet skiing and kayaking offer great chances to get out on the surrounding water, or you can seek out an adventure with ecotours and cycling nearby.
St. Boniface Episcopal Church Labyrinth - 11 min walk - 0.9 km
Siesta Key Beach - 11 min walk - 0.9 km
Siesta Key Beach Playground - 11 min walk - 0.9 km
Siesta Key Farmers Market - 2 min drive - 1.7 km
Crescent Beach - 5 min drive - 4.1 km
Getting around
Sarasota, FL (SRQ-Sarasota-Bradenton Intl.) - 31 min drive
Restaurants
Siesta Beach Pavilion - 15 min walk
Siesta Key Snack Bar - 15 min walk
Circle K - 5 min drive
Gilligan's Island Bar & Grill - 4 min drive
Sun Garden Cafe - 5 min drive
Frequently asked questions
Is Sand Dollar Cottage | Waterfront Home w/ Private Pool & Kayaks! Minutes to Siesta Key Beach! pet-friendly?
No, pets are not allowed at this property.
How much does it cost to stay at Sand Dollar Cottage | Waterfront Home w/ Private Pool & Kayaks! Minutes to Siesta Key Beach!?
As of 1 Apr 2026, prices found for a 1-night stay for 2 adults at Sand Dollar Cottage | Waterfront Home w/ Private Pool & Kayaks! Minutes to Siesta Key Beach! on 18 July 2026 start from AU$1,119, 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.
How much is parking at Sand Dollar Cottage | Waterfront Home w/ Private Pool & Kayaks! Minutes to Siesta Key Beach!?
On-site parking is available at the property.
What time is check-in at Sand Dollar Cottage | Waterfront Home w/ Private Pool & Kayaks! Minutes to Siesta Key Beach!?
Check-in begins at 4:00 PM.
What time is check-out at Sand Dollar Cottage | Waterfront Home w/ Private Pool & Kayaks! Minutes to Siesta Key Beach!?
Checkout is at 10:00 AM.
Where is Sand Dollar Cottage | Waterfront Home w/ Private Pool & Kayaks! Minutes to Siesta Key Beach! located?
Located in the heart of Siesta Key, this holiday home is within 1 mi (2 km) of St. Boniface Episcopal Church Labyrinth and Siesta Key Beach. Siesta Key Beach Playground and Siesta Key Farmers Market are also within 2 miles (3 km).
Reviews
9.6
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Great house close to beach the management co was terrific
Gregory S.
Stayed 14 nights in Apr 2025
Response from VrboOwner on 28 Apr 2025
Hi Gregory,
Thank you for your kind review! We’re so glad you enjoyed the home and had a great experience with our team. We hope to host you again soon!
Regards,
The CottageCrew
Lovely home and great location. Just missed the pool not being caged.
Maxine M.
Stayed 14 nights in Oct 2017
Response from VrboOwner on 26 Mar 2020
Hi Maxine!
Thanks for the great review! We do have plenty of homes with pool cages, so the next time you stay with us, we'd love to get you in one of those homes! The view at Sand Dollar is absolutely stunning as it looks over the canal, so a pool cage would definitely hinder the view. However the owners did take into consideration that a screened lanai is a wonderful asset for any home, so that is why they left the screening around the expansive outdoor patio area. Our guests can still enjoy a nice summer's rain or a break from the heat under the covered patio, but if they are ready to sunbathe and splash about the pool, they have that option as well! It's all about preference! We hope you will come back to us and try another one of our homes with the amenities that would make your vacation absolutely perfect. We'd love to host your stay again soon! Until then, #CottageOn!
Love,
The Cottages Crew
This is a beautiful home! The management company was so kind. There was a plumbing issue on Thanksgiving and it was taken care of almost immediately. Also, they brought us a pie for Thanksgiving and left a bottle of wine and cupcakes in the fridge as they were aware we were celebrating an anniversary.
Jaclyn S.
Stayed 20 nights in Nov 2022
Response from VrboOwner on 28 Nov 2022
Hi Jaclyn,
Thank you so much for sharing your wonderful holiday vacation experience with us! We are thrilled we were able to make your vacation as seamless and relaxing as possible. We are also so happy to hear you enjoyed the goodies we left for you! The key lime pie is absolutely delicious. We hope to host your stay again soon. (:
With love,
The Cottage Crew
Verified
10/10 Excellent
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Great home on Siesta Key. Heated pool with plenty of lounging chairs, large frontage on canal for fishing, a nice lift for a boat or pontoon, and a large screened in lanai with an outdoor dining table and comfortable furniture for relaxing in the evenings. The house came with 4 bikes, bike locks & helmets, 2 kayaks, life jackets, lots of comfortable beach chairs, towels, sand toys, umbrella, cooler & wagon to haul it all. Everything you need for fun in the sun. The management was great, very helpful prior to and during our stay, and connected us with great local services for fishing trips, grocery delivery, paddle board rentals & pontoon rentals. The house & kitchen was well stocked and beds were comfortable with nice bedding. Exactly .75 miles to beach parking made for easy walking or biking to the amazing beach. Only downsides were that it could use a little updating in the bathrooms & kitchen, and it was far enough away from restaurants to require a short drive in the car, but all of the other points about this property far outweigh and we will return if we are ever back on Siesta Key.
AX40GE4AAACqAQICAHhRqf5uyCh4rhrpAEcd0Lr3O2ECPWffSl2fK29sG1pXlAF8muRf604gn1uK3wJEaw5zAAAAcDBuBgkqhkiG9w0BBwagYTBfAgEAMFoGCSqGSIb3DQEHATAeBglghkgBZQMEAS4wEQQMtS2YoKGUBwSK7icbAgEQgC1ncmVbdfiDna/BkrK7oNWy63mRmVB9cVYzeBDrx4xQRJmLcwNyT2aWpHVQP6uI+YdsFL65broXk62J8D79BE+huJNGwn2RniUzau9C/w A.
Stayed 7 nights in Dec 2020
Response from VrboOwner on 12 Jan 2021
Hi Jana,
Thank you so much for leaving this kind review of Sand Dollar Cottage! We are so happy to hear that you enjoyed your time on Siesta Key! Please let us know if there is anything we can do to further accommodate you during your next stay with us.
With Love,
The CottageCrew
About the host
Hosted by The Cottages on the Key, Inc.
What makes this property unique
Welcome to Sand Dollar Cottage, a private Siesta Key vacation rental home that offers a private heated pool and canal views located on world famous Siesta Beach! This home is ideal for families and small groups.
Languages:
English, French, German, Dutch
Premier Host
They consistently provide great experiences for their guests