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Sunnyside Up Cottage - Walk to Siesta Beach, Waterfront Home by The Bay & Key Collection

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Fridge, microwave, oven, stovetop
Smart TV
Property grounds
Fridge, microwave, oven, stovetop
Terrace/patio

Reviews

9.8 out of 10
Exceptional

Entire home

3 bedrooms3 bathrooms161 sq m

Popular amenities

  • Ocean view
  • Pool
  • Kitchen
  • Washing machine
  • Dryer
  • Pet-friendly

Explore the area

View map
Siesta Key, FL
  • Place, Siesta Key Farmers Market
    ‪6 min walk‬
  • Place, Siesta Key Beach
    ‪9 min walk‬
  • Place, Irma Beach
    ‪2 min drive‬
  • Airport, Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)
    ‪31 min drive‬

Room options

About the area

Siesta Key

At this holiday home you'll be within just a 15-minute stroll of Siesta Key Beach and Siesta Key Farmers Market. Highlights at this holiday home include a kitchen, a private pool and a washing machine. .Home features free WiFi, 3 bathrooms and a fenced private garden. In-room dining is easy with a kitchen that comes equipped with a fridge, a microwave and a stovetop. A Smart TV, a coffee/tea maker and a hairdryer are also available. .This pet-friendly holiday home offers a garden and barbecues. Additionally, you'll find laundry facilities. .Attractions within a 15-minute drive of this Siesta Key Village holiday home include Sarasota Memorial Hospital and Crescent Beach.
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What's nearby

  • Siesta Key Farmers Market - 6 min walk - 0.6 km
  • Siesta Key Beach - 9 min walk - 0.8 km
  • Irma Beach - 2 min drive - 1.7 km
  • Siesta Key Beach Playground - 4 min drive - 2.7 km
  • Crescent Beach - 9 min drive - 6.5 km

Getting around

  • Sarasota, FL (SRQ-Sarasota-Bradenton Intl.) - 32 min drive

Restaurants

  • ‪Siesta Beach Pavilion - ‬4 min drive
  • ‪Siesta Key Snack Bar - ‬4 min drive
  • ‪Circle K - ‬4 min walk
  • ‪Gilligan's Island Bar & Grill - ‬9 min walk
  • ‪Sun Garden Cafe - ‬6 min walk

About this property

Entire place

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

Sunnyside Up Cottage - Walk to Siesta Beach, Waterfront Home by The Bay & Key Collection

**The property is a monthly rental, but please check with us for availability, as we can accommodate shorter stays if the rest of the month is not booked**
This lovely, fully updated CANAL front pool home is a 3-bedroom, 3-bathroom property that sleeps six. Located on a quiet cul-de-sac just one block from the Siesta Key Village and the best beach in the country! Access to the private pool is just off the living area and the primary bedroom.

Similar properties

Property grounds
Tropical Beach Resorts
South Village
  • Pool
  • Kitchen
  • Washing machine
  • Dryer
4.7 out of 5, Exceptional, 5,494 reviews
The price is AU$289
includes taxes & fees
20 May - 21 May
Tropical Beach Resorts

Property amenities

Beach

  • Beach nearby

Pool/Spa

  • Heated pool
  • Private pool

Internet

  • Available in the house: Free WiFi

Parking and transport

  • Parking on site

Kitchen

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

Dining

  • Dining table

Bedrooms

  • 3 bedrooms
  • Bedsheets provided

Bathroom

  • 3 bathrooms
  • Hair dryer
  • Shower/bathtub combination
  • Towels provided

Living spaces

  • Dining table

Entertainment

  • Smart TV

Outdoor areas

  • Barbecue grill
  • Fenced yard
  • Garden

Laundry

  • Laundry facilities
  • Washing machine

Work spaces

  • Desk

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly

Suitability/Accessibility

  • Smoke-free property

Services and conveniences

  • Iron/ironing board

Location highlights

  • In a village
  • Near the sea
  • On the waterfront

Things to do

  • Heated pool

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

  • Garden
  • Unit size: 1,735 square feet

Policies

Check-in

Check-in time starts at 4:00 PM

Contactless check-in and check-out are available

Minimum check-in age - 25

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

Information provided by the property may be translated using automated translation tools

Pets

  • Pets are welcome
    • Service animals are exempt from fees.

Children and extra beds

  • Children are welcome.

Events

No events allowed

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
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 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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business or profession. On-site parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, a smoke detector, a first aid kit and a deadbolt lock in all accommodation.

Property is also known as

9c622d29-9997-41c3-bc2e-8669449a905f

Frequently asked questions

Are there any beaches close to Sunnyside Up Cottage - Walk to Siesta Beach, Waterfront Home by The Bay & Key Collection?

Yep, Sunnyside Up Cottage - Walk to Siesta Beach, Waterfront Home by The Bay & Key Collection is a short 11-minute walk from Siesta Key Beach.

Does Sunnyside Up Cottage - Walk to Siesta Beach, Waterfront Home by The Bay & Key Collection have a pool?

Sunnyside Up Cottage - Walk to Siesta Beach, Waterfront Home by The Bay & Key Collection has a heated pool and a pool.

Is there a private hot tub at Sunnyside Up Cottage - Walk to Siesta Beach, Waterfront Home by The Bay & Key Collection?

No, but there is a private pool.

Is there a free airport shuttle available at Sunnyside Up Cottage - Walk to Siesta Beach, Waterfront Home by The Bay & Key Collection?

No, Sunnyside Up Cottage - Walk to Siesta Beach, Waterfront Home by The Bay & Key Collection does not offer an airport shuttle service.

What time are check-in & check-out at Sunnyside Up Cottage - Walk to Siesta Beach, Waterfront Home by The Bay & Key Collection?

Check-in begins at 4:00 PM. Check-out time is 10:00 AM.

Sunnyside Up Cottage - Walk to Siesta Beach, Waterfront Home by The Bay & Key Collection Reviews

Reviews

9.8

Exceptional

Rating 10 - Excellent. 55 out of 65 reviews
Rating 8 - Good. 8 out of 65 reviews
Rating 6 - Okay. 2 out of 65 reviews
Rating 4 - Poor. 0 out of 65 reviews
Rating 2 - Terrible. 0 out of 65 reviews

9.6/10

Cleanliness

Reviews

10/10 Excellent

Lisa H.

Liked: Cleanliness
Stayed 7 nights in Aug 2025

10/10 Excellent

Daniel C.

Liked: Cleanliness
We loved this house and location! It was so clean when we arrived and we even had a little goodie basket to welcome us. So nice! We can’t wait to spent many more vacations in this home.
Stayed 12 nights in Aug 2025

10/10 Excellent

Suzanne P.

Liked: Cleanliness

paradise

the house was spotless upon arrival! the neighborhood was so quiet and peaceful. the owner was great at responding to questions that I had. Id defiantly stay again!
Stayed 7 nights in Apr 2025

10/10 Excellent

John T.

Liked: Cleanliness

Wonderful time

The house was very clean and east access to village and beach.
Stayed 56 nights in Dec 2023

10/10 Excellent

Mary R.

Liked: Cleanliness

Perfect spot!

Within walking distance to beach, shops and restaurants. Everything is very clean and updated.
Stayed 7 nights in Oct 2023

10/10 Excellent

Carrie R.

Liked: Cleanliness

Always a great stay!

This was our third stay and every time it’s fantastic! Great location, beautiful home and all the amenities we need for the week.
Stayed 8 nights in Aug 2023

10/10 Excellent

Valerie R.

Liked: Cleanliness

Family vacation

We love staying at thia location because it is cloae to the village so everything is walkable. This hone is well equipped with everything you need to have a wonderful stay. Our kids had plenty of space to spread out and the rest of our family stayed a few streets over so we could walk back and forth. We would love to stay here again!
Stayed 7 nights in Jul 2023

10/10 Excellent

Taryn S., Grosse Pointe Park, Michigan

Liked: Cleanliness

Great location

Home was very clean and perfectly located. The shed offered many toys and beach accessories and the home was well stocked with everything we needed. We would definitely return!
Stayed 7 nights in Sep 2022

10/10 Excellent

Penny W.

Liked: Cleanliness

Great place

We have stayed at this property in the past and it is always a great time. We were surprised on Thursday with an 8 am ring of the doorbell as there was a crew there to install an irrigation system in the front yard. It was a large crew with several vehicles that took up the road and driveway. Luckily we all were able to shower before the water was shut off and we had already planned on a ride share that day so we didn't have to get the car out of the driveway. They were polite and didn't give any trouble other than starting early and taking up space. We would have liked to know that they were coming. That was the only hitch. We would stay again.
Stayed 7 nights in May 2023

10/10 Excellent

jeff l.

Liked: Cleanliness

Second time and third trip planning

Awesone place with kids , incredible location, house has lots of needed items from everyone leaving things behind for others to use. Fishing in canal out back a hoyse is spotless with separate bath and master bedroom for Grandpa--me. Highly Rec.
Stayed 9 nights in Apr 2023

10/10 Excellent

Willard A., Chicago IL

Liked: Cleanliness

Great place for families

The location and home are fantastic. Check in and out was easy. Enclosed pool was enjoyed by everyone. Would have been nice to have had one kayak to use on canals as we had to rent and fool with pickup and drop off. The house really only handles easily five people or six if one of the persons is say under 5. The one sofa is useless. We just put cushions on floor for our sixed. Definitely recommend for families.
Stayed 7 nights in Apr 2023

10/10 Excellent

Jim B., Vermont

Liked: Cleanliness

Siesta Key Bliss

We greatly enjoyed our stay at this property, which was our 7th stay in Siesta Key. The house is on a very quiet residential street, and on one of the Siesta Key canals. The house was very clean and well maintained. Nice, comfortable furniture and beds. The outdoor eating, sitting and pool areas were great places to hang out and enjoy meals. All of the essentials were at the house and available for use. Appreciated the fact that the house had bikes and beach toys and items available for use. The artwork on the walls and other personal effects made the house feel quite homey. We greatly appreciated the fact that the house is on one level, which made it easy to watch the kids while they used the pool, which is screened in, an added benefit. The house’s proximity to the Village was a definite plus. We hope to be back again in the future.
Stayed 7 nights in Apr 2023

10/10 Excellent

Andrew and Jennifer L.

Liked: Cleanliness

Spring Break 2023

We had the best time! The house is so nice. Easy walks to many places: shops, restaurants, grocery, beaches, yet also a really quiet, peaceful neighborhood. Loved having our own pool as well. Would most definitely stay here again.
Stayed 5 nights in Mar 2023

8/10 Good

Cindy L., Cape Coral

Liked: Cleanliness

Beach Getaway With Good Friends

Enjoyed Siesta Key and all it had to offer. A wonderful time was had by all. ❤️
Stayed 7 nights in Mar 2023

10/10 Excellent

Chris S.

Liked: Cleanliness

Awesome

Can't wait to go back
Stayed 8 nights in Sep 2022

10/10 Excellent

Lyudmila B.

Liked: Cleanliness

Wonderful property! Great location!

Beautiful peaceful location! My family loved the area. Spacious house had everything we needed. Pool was amazing! Good time had by all! Thank you! Mila
Stayed 9 nights in Oct 2022

10/10 Excellent

Michael C.

Liked: Cleanliness

Great House

We stayed right after Hurricane Ian. Owner was very responsive as was the property manager. House is great and location was spectacular. Private yet very convenient.
Stayed 7 nights in Oct 2022

6/10 Okay

Verified traveller

Liked: Cleanliness

Nice location - could def use some upgrades

We recently stayed with two couples and a 1 yr old. The house has a sunken living room that made us all trip several times. Baby included. There’s no markings around the sunken floor to make you aware. The pool/patio area is very run down. The patio furniture is terrible. The box is filled with moldy/musty toys & such. There’s two gravity chairs but they were so old and seats completely ripped we couldn’t sit on them. There’s also only one lounger -that was plastic & uncomfortable - and the patio table & 4 chairs had the powder coating peeling off every time we sat in them & onto us. For us we wanted to be outside the most - the outdoor area just lacked everything. It was not comfortable at all. The pics made it look so much better. There’s also no pool alarms on the sliding doors and no child/baby gate by pool so our daughter couldn’t be out with us. (She’s walking now). We didn’t trust it. We thought this was a vacation home rule that needed to be followed everywhere. Location was close to the village. We walked most nights to dinner & for coffee in the mornings. The house could def use some upgrades. We felt the pics are from years prior. For the price, location, etc it just was lacking to us. Plus lacking some important safety features.
Stayed 7 nights in Aug 2022

10/10 Excellent

Antonios K.

Liked: Cleanliness

Great place for family!

The house was very nicely updated. Plenty of room and a great location. Walking distance to anything you’d want to do in siesta key. Siesta key beach was also one of the nicest beaches our family has visited. We would return and would love to stay at the house again!!! Thanks
Stayed 7 nights in Aug 2022

10/10 Excellent

Kelly C.

Liked: Cleanliness

Best location! Amazing house!

The house was perfect; had everything a family could need (traveled with our 3 & 5 year old). We walked to downtown and the beach everyday. We can’t wait to return!!
Stayed 7 nights in Apr 2022

10/10 Excellent

Karen T., Baltimore

Liked: Cleanliness

Nice

Everything you need!
Stayed 10 nights in Jun 2022

10/10 Excellent

Katie D.

Liked: Cleanliness

Family Vacation

My parents, husband, and two five year olds had a wonderful week at this property. The house is beautiful, in a perfect location, and my boys couldn't get enough of the pool. This was my first time back to Siesta Key in many years and I look forward to making it a tradition for my children as it was for me growing up. We would love to stay here again!
Stayed 7 nights in Jun 2022

10/10 Excellent

Bill W., Charlotte NC

Liked: Cleanliness

A place with great spaces

The private pool, the outdoor seating area, comfortable living room, dock for fishing, proximity to village, easy walk to beach access 2/3, space to relax. The house has all amenities listed and in two weeks we did not need to contact owner but Stephanie is very receptive. 3 adults 2 teens had a great visit at this house!
Stayed 14 nights in Jun 2022

8/10 Good

Laureen P.

Liked: Cleanliness

Perfect location

Perfect location to walk to the beach and village. Very nice pool in a screened in lani. A dock right on the water worked out great to rent a boat for a few days. The home has upgrades in the right places, such as the bathrooms and kitchen. Thoroughly enjoyed our stay.
Stayed 7 nights in May 2022

8/10 Good

alyssa d.

Liked: Cleanliness

Wonderful stay!

We had such a wonderful week staying at this property! It’s perfect walking distance to the beach/restaurants but also far enough away from the crowds and not hear anything!
Stayed 7 nights in May 2022