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Sand Dollar Cottage | Waterfront Home w/ Private Pool & Kayaks! Minutes to Siesta Key Beach!

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Exterior
Fridge, microwave, oven, stovetop

Reviews

9.6 out of 10
Exceptional

Entire home

3 bedrooms2 bathroomsSleeps 8175 sq m

Popular amenities

  • Parking available
  • Air conditioning
  • Dryer
  • Washer
  • Outdoor space
  • Pool

About this property

Entire place

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

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.

Property manager

The Cottages on the Key, Inc.

Languages

Dutch, English, French, German

Add dates for prices

Property amenities

Beach

  • Beach nearby

Pool/Spa

  • Heated pool
  • Private pool

Internet

  • Available in the house: Free WiFi

Parking and transport

  • Onsite parking options include a garage

Kitchen

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

Dining

  • Dining table

Bedrooms

  • 3 bedrooms
  • Bedsheets provided
  • Sofa bed

Bathroom

  • 2 bathrooms
  • Bathtub or shower
  • Hair dryer
  • Shampoo
  • Shower
  • Towels provided

Living spaces

  • Dining table
  • Living room
  • Separate dining area

Entertainment

  • Smart TV with cable/satellite channels

Outdoor areas

  • Balcony
  • Gas grill

Laundry

  • Laundry facilities
  • 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
  • In the city centre
  • 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
  • On the waterfront

Things to do

  • Heated pool
  • Kayak
  • Water park
  • Basketball nearby
  • Birdwatching nearby
  • Cycling nearby
  • Ecotours nearby
  • Fishing nearby
  • Golfing nearby
  • Jet skiing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Parasailing nearby
  • Sailing nearby
  • Scuba diving nearby
  • Snorkelling nearby
  • Swimming nearby
  • Wildlife walks nearby
  • Windsurfing 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
  • Deadbolt lock

General

  • Unit size: 1,883 square feet

Similar properties

Fridge, microwave, oven, stovetop

Waters Edge | Canal-Front, Heated Pool, Walk to Siesta Key Beach & Village

  • Pool
  • Kitchen
  • Washer
  • Dryer
Waters Edge | Canal-Front, Heated Pool, Walk to Siesta Key Beach & Village

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in and check-out are 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

Pets not 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
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
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
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with EU regulations about consumer rights, property booking services are not subject to the right of withdrawal.

Property is also known as

Sand Dollar Cottage One Cottages Key House Siesta Key
Sand Dollar Cottage One Cottages Key House
Sand Dollar Cottage One Cottages Key Siesta Key
Sand Dollar Cottage One Cottages Key
Sand Dollar Cottage One Cottages Key House Siesta Key
Sand Dollar Cottage One Cottages Key House
Sand Dollar Cottage One Cottages Key Siesta Key
Sand Dollar Cottage - One of The Cottages on the Key Siesta Key
Sand Dollar Cottage One Cottages Key
Sand Dollar Cottage One of The Cottages on the Key
Sand Dollar One Cottages Key
Sand Dollar Ask About 99 Down
Sand Dollar Cottage Only $99 Down
Sand Dollar Cottage One of The Cottages on the Key
Sand Dollar Cottage - Ask About $99 Down! Siesta Key
Sand Dollar Cottage - Ask About $99 Down! Private vacation home
503558

About the area

Map
Siesta Key, FL

What's nearby

  • Siesta Key Beach - 14 min walk - 1.2 km
  • Siesta Key Marina - 5 min drive - 3.8 km
  • Shell Beach - 5 min drive - 3.8 km
  • Crescent Beach - 6 min drive - 3.8 km
  • Lido Beach - 23 min drive - 18.4 km

Getting around

  • Sarasota, FL (SRQ-Sarasota-Bradenton Intl.) - 31 min drive

Restaurants

  • ‪Gilligan's Island Bar & Grill - ‬4 min drive
  • ‪Siesta Key Oyster Bar - ‬4 min drive
  • ‪Siesta Key Beach Pavilion - ‬15 min walk
  • ‪Phillippi Creek Oyster Bar - ‬8 min drive
  • ‪Starbucks - ‬9 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.

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).

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Sand Dollar Cottage | Waterfront Home w/ Private Pool & Kayaks! Minutes to Siesta Key Beach! Reviews

Reviews

9.6

Exceptional

Rating 10 - Excellent. 4 out of 5 reviews
Rating 8 - Good. 1 out of 5 reviews
Rating 6 - Okay. 0 out of 5 reviews
Rating 4 - Poor. 0 out of 5 reviews
Rating 2 - Terrible. 0 out of 5 reviews

9.0/10

Cleanliness

Reviews

10/10 Excellent

Gregory S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Excellent view of canals

Great house close to beach the management co was terrific
Stayed 14 nights in Apr 2025

10/10 Excellent

Arlene c.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing stay

perfect size and location. Love the canals
Stayed 11 nights in Dec 2021
This review was submitted before 2018 and has not been verified.

8/10 Good

Maxine M.

Lovely Home

Lovely home and great location. Just missed the pool not being caged.
Stayed 14 nights in Oct 2017

10/10 Excellent

Jaclyn S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Loved the experience!

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.
Stayed 20 nights in Nov 2022

10/10 Excellent

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Liked: Cleanliness, check-in, communication, location, listing accuracy

Great vacation home

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.
Stayed 7 nights in Dec 2020