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Holiday Sunshine Savings: Luxurious Waterfront Retreat minutes from beach

Photo gallery for Holiday Sunshine Savings: Luxurious Waterfront Retreat minutes from beach

Waterview side
Dock and view of bay and city
Master bedroom and terrace
Poolside
Chef's Kitchen

Reviews

10 out of 10
Exceptional
4 bedrooms5+ bathroomsSleeps 8

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi
  • Air-conditioning

Explore the area

View map
Siesta Key, FL
  • Place, Shell Beach
    ‪11 min walk‬
  • Place, Irma Beach
    ‪3 min drive‬
  • Place, Lido Beach
    ‪17 min drive‬
  • Airport, Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)
    ‪24 min drive‬

Rooms & beds

4 bedrooms (sleeps 8)

Bedroom 1

1 King Bed

Bedroom 2

1 Queen Bed

Bedroom 3

1 King Bed

Bedroom 4

1 Double Sofa Bed and 1 Queen Bed

5 bathrooms, 1 half bathroom

Bathroom 1

Soap · Towels provided · Bathtub or shower · Toilet · Jetted bathtub · Shampoo · Hair dryer

Bathroom 2

Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer

Bathroom 3

Soap · Towels provided · Bathtub or shower · Toilet · Shampoo · Hair dryer

Bathroom 4

Soap · Towels provided · Bathtub or shower · Toilet · Shampoo · Hair dryer

Bathroom 5

Toilet · Shower only

Bathroom 6

Toilet · Shower only

Spaces

Deck or patio
Porch or lanai
Kitchen
Balcony
Garden
Dining area

About this property

Holiday Sunshine Savings: Luxurious Waterfront Retreat minutes from beach

Villa Siesta sits poetically in a walled, gated garden on deep, azure-colored Hansen Bayou with views of Sarasota Bay & City skyline. This architecturally unique 5400 sf villa is built around a spacious tower with winding 3 story staircase opening to each living level.

The romantic residence is located just a few blocks from Shell Beach, less than 3 mi from award-winning Siesta Beach & short distance (less than 4 mi) to downtown Sarasota where restaurants, shops & cultural activities abound.

Villa Siesta is registered with the City of Sarasota under vacation rental certificate registration #VR22-00060.

The villa opens to outdoor living areas with terraces on each level for enjoying the beautiful environs. Recently renovated and professionally-decorated, Villa Siesta offers exquisite living spaces featuring 4/5 bedrooms, 5 and a half baths, a bright open floor plan on second floor with chef's kitchen with eat-in island, dining area overlooking canal, bar with lounge seating and large family room area also overlooking canal. Want to dine al fresco? Open the French doors and enjoy the additional outdoor terraced dining area overlooking bay and city views. You won't want to leave this enchanting property with the added graciousness of a spacious living room with fireplace, library and master bedroom suite on third floor, all with open views of bay and city. Bedrooms boast private baths to add to privacy and relaxation. A three stop elevator allows for easy access to any of the many spaces and features including bumper pool/poker table and ping pong table on first floor.


The private dock offers some of the finest boating water in the entire area: very deep and protected, clear and clean due to the proximity to Sarasota Bay, Big Pass and Gulf of Mexico. Dolphins play at the water's edge. Heated pool, multiple outdoor areas for sun worshippers, and lush gardens (including private garden with swing) will complete your most memorable holiday experience.

Enjoy a first time-offered 10% discount for the Holiday Season 2024. Luxury and savings- what could be better!

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 11:00 AM
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Children

Children allowed: ages 3–17
We do not recommend for children 2 and under.
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted
Please note that house is not child-proofed. Pool, canal and stairwell may be safety concern for young children, particularly children 2 and under.
No shoes in home. No Parties No Events. Please take out trash, put outside gate on Monday evening. Pool heating should not exceed 4 hours daily.
Please respect house as it is yours. In accordance with Section II-304B1 of Sarasota Zoning Code, rentals must be longer than one week.

Important information

You need to know

Property Registration Number VR22-00060.
Property # 4816959
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 first aid kit

About the area

Siesta Key

Located on the waterfront, this holiday home is in Bay Isle, a neighbourhood in Siesta Key. 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. Travelling with kids? Consider Mote Marine Laboratory & Aquarium and Coconuts Family Entertainment Center. Discover the area's water adventures with water tubing, windsurfing and power boating nearby, or enjoy the great outdoors with ecotours.
View more Holiday homes in Siesta KeyOpens in a new window
Map
Siesta Key, FL

What's nearby

  • Shell Beach - 11 min walk - 0.9 km
  • Irma Beach - 3 min drive - 2.4 km
  • St. Armands Circle - 17 min drive - 11.9 km
  • Lido Beach - 17 min drive - 12.2 km
  • Mote Marine Laboratory & Aquarium - 20 min drive - 14.3 km

Getting around

  • Sarasota, FL (SRQ-Sarasota-Bradenton Intl.) - 19 min drive

Restaurants

  • ‪McDonald's - ‬4 min drive
  • ‪CinéBistro - ‬4 min drive
  • ‪Connors - ‬4 min drive
  • ‪Drift Kitchen & Bar - Lido Beach Resort - ‬14 min drive
  • ‪Sonny's BBQ - ‬4 min drive

Frequently asked questions

Does Holiday Sunshine Savings: Luxurious Waterfront Retreat minutes from beach have a pool?

Yes, this property has an outdoor pool. Pool types include heated pools.

How much does it cost to stay at Holiday Sunshine Savings: Luxurious Waterfront Retreat minutes from beach?

As of 10 May 2026, prices found for a 1-night stay for 2 adults at Holiday Sunshine Savings: Luxurious Waterfront Retreat minutes from beach on 18 July 2026 start from NZ$1,659, 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.

Is Holiday Sunshine Savings: Luxurious Waterfront Retreat minutes from beach pet-friendly?

No, pets are not allowed at this property.

How much is parking at Holiday Sunshine Savings: Luxurious Waterfront Retreat minutes from beach?

On-site parking is available at the property.

What time is check-in at Holiday Sunshine Savings: Luxurious Waterfront Retreat minutes from beach?

Check-in begins at 4:00 PM.

What time is check-out at Holiday Sunshine Savings: Luxurious Waterfront Retreat minutes from beach?

Checkout is at 11:00 AM.

Where is Holiday Sunshine Savings: Luxurious Waterfront Retreat minutes from beach located?

This family-friendly Siesta Key holiday home is located on the waterfront, within 1 mi (2 km) of Shell Beach and Irma Beach. Siesta Key Beach is 2.3 mi (3.7 km) away.

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 54 out of 56 reviews
Rating 8 - Good. 2 out of 56 reviews
Rating 6 - Okay. 0 out of 56 reviews
Rating 4 - Poor. 0 out of 56 reviews
Rating 2 - Terrible. 0 out of 56 reviews

9.8/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Kris A.

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

Amazing Villa Siesta!

Absolutely beautiful home in a wonderful location! Stunning both inside and out! I can’t thank our hosts enough for sharing this amazing gem with our family. We hope to make this an annual tradition and can’t wait to return!
Stayed 8 nights in Mar 2025
Response from VrboOwner on 13 June 2025
Thank you for your complimentary comments. You were delightful guests and we would be thrilled to have you return back for another memory feast!
Verified

10/10 Excellent

Tom L.

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

Family time

Location was perfect water view looking out to Sarasota. Lots of birds, dolphins and manatees in our water way.Pool was a huge hit for whole family. Owner was very responsive on some minor needs. Will definitely do this again.
Stayed 7 nights in Jun 2025
Verified

10/10 Excellent

Brett P.

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

Great Property!

We have enjoyed our stay here many times! Wonderful location, beautiful house and owner is always responsive. Thank you for another enjoyable stay!
Stayed 10 nights in May 2024
Response from VrboOwner on 23 June 2024
Brett and his family are terrific guests. They are very communicative and responsive. We have welcomed them to our property multiple times and they are always welcomed back.
Verified

10/10 Excellent

Bill C.

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

We were very pleased to stay in this beautiful home. The location was perfect for our family!

We rented this home for 7 days. What a wonderful time our family had!!
Stayed 7 nights in Oct 2021
Response from VrboOwner on 20 October 2021
Thanks Bill. We are so pleased that you and your family enjoyed our villa! And are so happy to have heard you look forward to returning back!
Verified

10/10 Excellent

Victoria N.

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

Great vacation!

This house and location was amazing! It’s located about 2 miles from the main Siesta Key beach which was easy to get with the golf cart we rented. The pool and outdoor living areas were perfect for our friends and family.
Stayed 7 nights in Jul 2023
Verified

10/10 Excellent

Jan E.

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

Siesta Heaven

This was one of the best rentals we have ever booked. Great location, great home, great time. The dolphin sightings right near the house was the highlight of our trip.
Stayed 7 nights in Jun 2023
Response from VrboOwner on 13 July 2023
Thank you so much, Jan. We enjoyed hosting you and your family! Love to hear we have made the Top Rental list. The dolphins deserve some thanks too! Happy to welcome you back soon!
Verified

10/10 Excellent

Kelli A.

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

Perfect Vacation

This was a vacation we will always remember and love. The house and location was perfect. The owner really makes you feel special and very attentive. Will definitely be back!
Stayed 7 nights in Jul 2022
Response from VrboOwner on 30 July 2022
Thanks so much Kelli. We loved hosting you and your family! Your care and respect of our home combined with terrific communication was well above a 5+ star rating. We would be thrilled to host you again. Many thanks! MJ
Verified

10/10 Excellent

Rui S.

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

Beautiful Home for Family Vacation

Beautiful waterfront home! My family and I truly enjoyed our vacation here. Amazing views of the Sarasota Bay and the house has everything you could possibly need. MJ was a great host and addressed all of our needs during our stay.
Stayed 7 nights in Jul 2022
Response from VrboOwner on 24 July 2022
So pleased you and your family enjoyed your stay. Thank you for your kind words. You were terrific guests and we appreciate the care you took while staying at our property. We would love to host your family again! MJ
Verified

10/10 Excellent

Brett P.

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

Beautiful House with Great Views

Beautiful home in a perfect location. Owner and property manager very helpful. Highly recommend!
Stayed 8 nights in Jun 2021
Response from VrboOwner on 25 July 2021
Thank you Brett. We enjoyed having you!
Verified

10/10 Excellent

Brett P.

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

Beautiful home!

We have stayed in this home a few times and have always had a great experience. The home is beautiful and the location is perfect. The property owner is attentive and has always been great to work with. You won’t be disappointed staying here!
Stayed 14 nights in May 2023
Response from VrboOwner on 21 June 2023
Thanks so much for your kind words on our property. We are always delighted to host you and your family. And understand the dolphins were thrilled to see you return!
Verified

10/10 Excellent

Gerald F.

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

Stunning Home

It was a magnificent property, great amenities, outstanding views and dolphins swimming in the canal
Stayed 7 nights in Aug 2023
Response from VrboOwner on 7 September 2023
Thank you Getty! We appreciate all your enthusiasm and positive remarks. We so pleased you enjoyed your birthday celebration at Villa Siesta!! MJ
Verified

10/10 Excellent

Jenni B.

Fabulous!

Not only was this a wonderful location but the house is stunning! From the beautiful decor to the view this house has it all. I highly recommend staying here and will be booking again soon!
Stayed 7 nights in Jun 2018
Response from VrboOwner on 17 March 2020
Thanks so much, Jenni. You and your family were fabulous guests- very communicative, respectful of our home and just all-around terrific guests. We would be delighted to welcome you back to our Villa Siesta!
Verified

10/10 Excellent

Carsten J.

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

Relaxing Getaway

The house is located close to beaches, shopping and downtown Sarasota. We enjoyed the very clean and well equipped house. We even saw dolphins in the canal from the house. The pool and garden is awesome! We had a great stay and will come back.
Stayed 8 nights in Aug 2021
Response from VrboOwner on 12 September 2021
We enjoyed hosting you and your family. You were terrific guests and we very much appreciate the care you took in respecting our property. So delighted the dolphins provided entertainment. They make Villa Siesta that much more special. Hope you can visit us again! MJ
Verified

10/10 Excellent

Chris C.

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

Beautiful home and awesome hosts

Beautiful home with unbelievable views of Sarasota Bay and Dolphins playing everyday and Manatees. Home owners are extremely accommodating and helpful!
Stayed 7 nights in May 2022
Response from VrboOwner on 3 June 2022
What a delight to host your family. We look forward to hosting you again. Thank you for caring for our home as it was yours. MJ
Verified

10/10 Excellent

Mitch J.

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

Beautiful House & Great Location

We've stayed at many Siesta Key properties over the years and this was our favorite house out of all of them. We watched dolphins and manatees swim by. We rented a motor boat and kayaks which made a huge impact. The house was well stocked with cooking items and the host was very accommodating.
Stayed 7 nights in Jun 2024
Response from VrboOwner on 12 July 2024
Thank you Mitch for your enthusiastic review. We share your view that Villa Siesta is unlike other rental properties. It’s design, interior luxury spaces, location, city views and, (of course) dolphin and manatee visits makes it quite special. You were delightful guests to host from the start. Great communication and we thank you for caring for the house as if it were your own. We welcome you back happily. Warm regards, MJ
Verified

10/10 Excellent

Shelly N.

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

Family Thanksgiving Trip

Gorgeous waterfront home! We enjoyed a wonderful family vacation here. The house has everything you could possibly need and MJ was in constant communication with us. We rented a boat and the location was perfect for docking and ease onto the bay. Highly recommend!!
Stayed 7 nights in Nov 2021
Response from VrboOwner on 1 December 2021
So pleased you enjoyed all that Villa Siesta offers. You were wonderful guests and we look forward to hosting your lovely family again!
Verified

10/10 Excellent

Teesha M.

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

A Little Piece of Paradise

This is our second time staying in this beautiful home and we just love it! The house is fantastic, the location is ideal and MJ is so wonderful to work with. We saw daily dolphins and enjoyed fishing off the dock and swimming in the pool. This has been our favorite vacation rental and we plan to book again next summer!
Stayed 7 nights in Jul 2022
Response from VrboOwner on 3 August 2022
So nice to greet and host you again. We delight in having you back as our repeat guests and very much appreciate that Villa Siesta is your home away from home. Thanks for taking such good care of the property. So pleased the dolphins gave you a daily show too! MJ
Verified

10/10 Excellent

lisa k.

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

Greatest vacation

MJ was incredible and the house was absolutely gorgeous!!! We needed nothing more and hope to go back again. The house was peaceful and we all had the most wonderful time. It is the perfect home !!!!
Stayed 7 nights in Jul 2021
Response from VrboOwner on 10 August 2021
Thank you for your kind words. We very much enjoyed hosting your lovely family and look forward to your return visit anytime!
Verified

10/10 Excellent

Bob M.

Simply wonderful!

A beautiful home in an excellent location. Very convenient to both Siesta Key beach and downtown Sarasota. Loved the daily view of the dolphins swimming by and the Sarasota city lights across the bay! The owners are awesome and we’re very responsive when needed. Simply wonderful!
Stayed 42 nights in Jan 2019
Response from VrboOwner on 17 March 2020
Thanks Bob and Kim. We very much enjoyed hosting you at Villa Siesta. You were terrific guests and I suspect the dolphins will miss you!
Verified

10/10 Excellent

Kenny W.

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

Fabulous time with my family.

Wonderful location with dolphins and manatees right outside the house. We enjoyed our family and the home. Very unique fabulous Italian style home. Great communication with owner and willing to help with any questions. We would absolutely stay there again.
Stayed 7 nights in May 2022
Response from VrboOwner on 2 June 2022
We are very proud of our unique property and appreciate sharing it with such terrific guests. Thank you for taking such good care of the home. We welcome you back at anytime! MJ
Verified

10/10 Excellent

lisa k.

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

BEST EXPERIENCE/ PLACE to STAY

MJ, is on top of everything. This was our second time staying at this gorgeous home, and it didn’t disappoint one bit. The location is perfect and quiet and allows for the perfect getaway from reality. Thank you again MJ for sharing your home with us.
Stayed 7 nights in Jul 2022
Response from VrboOwner on 10 August 2022
Thank you so much for your return and very kind words. We take our hosting very seriously and were delighted to hear we assisted in your experience being so enjoyable. It is so nice to have your lovely family show such care and appreciation of our home! Love to see you all once again next year! Kind regards, MJ
Verified

10/10 Excellent

Kathleen C.

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

Perfect week, highly recommend!

We had a splendid week in this outstanding home. The setting is gorgeous and peaceful, the views outstanding, the home gorgeous and perfectly set up, surrounded by lush landscaping and oodles of places to sit and chill. The host was warm and gracious in every way. Highly recommend.
Stayed 7 nights in Feb 2023
Response from VrboOwner on 6 March 2023
Kathleen, Thank you for being such outstanding guests! We are delighted that you enjoyed your stay and it was a truly restorative home for you. We so appreciated the care you took in leaving the property in terrific order. Know we would be thrilled to host you and your family again in the near future! Kind regards, MJ
Verified

10/10 Excellent

Teesha M.

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

Amazing Property

This is our 3rd year at this beautiful home and we just love it! MJ is so great to work with and very responsive and the house, pool and property is stunning. We saw dolphins and manatees right from the dock, rented kayaks and kayaked to the sandbar for sunset every night and fished off the dock daily. It was just perfect!
Stayed 7 nights in Jul 2023
Response from VrboOwner on 25 July 2023
Thanks so much, Teesha. It was so nice to welcome you back for your 3rd year. We love our repeat guests. And so appreciate the care you take in treating the home as if is your own. Thrilled to hear the dolphins and manatee were welcoming too! Look forward to future visits! Warm regards, MJ
Verified

10/10 Excellent

Mike O.

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

A+ Experience

The Villa exceeded our expectations. We are grateful to MJ for being so gracious and accommodating. Our daughter particularly enjoyed paddle boarding with the dolphins.
Stayed 7 nights in Apr 2021
Response from VrboOwner on 10 April 2021
We enjoyed having Mike and his family at our property. They were great communicators and lovely all around. We would recommend them as future guests.
Verified

10/10 Excellent

Mike M.

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

The BEST

If you’re looking for an amazing house in Siesta Key you can stop here. Absolutely beautiful property that you won’t want to leave. MJ is a fantastic host that made sure we had everything we needed. We watched dolphins from the dock everyday, the sunsets were spectacular, and our families had plenty of room to spread out and relax. This property is perfectly located close enough to the beaches but far enough for a peaceful retreat. Stay here. You will love it.
Stayed 7 nights in Jun 2023
Response from VrboOwner on 11 July 2023
Thank you, Mike. We are so pleased you enjoyed our villa retreat. You were perfect guests! We agree that our location and house size and layout really make for a relaxing vacation. And certainly the dolphins and sunsets add to its specialness! Thanks again for caring for the property and we hope to welcome you back soon! MJ

About the host

Hosted by MJ Cohen

Host profile image

Languages:

English
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