Siesta Bayside Villa: Water Views, Pickleball, Pools, & Short Walk to Private Beach Access
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Welcome to Siesta Bayside Fountain-View Villa!
Discover a peaceful waterfront retreat in this spacious, ground-floor condo at the prestigious Siesta Gulf & Bay Bayside. Offering the rare quiet of no neighbors above you and a scenic private lanai overlooking a lush fountain pond, this home is your perfect base for island living. Enjoy gated, private beach access to the world-famous sands of Siesta Key just an 8-minute stroll away.
RESORT-STYLE AMENITIES
- Private Beach Access: Exclusive gated entry to the beach across the street.
- Active Lifestyle: Two heated community pools and courts for both Tennis and Pickleball.
- Waterfront Serenity: Private fishing pier and boardwalks along the Intracoastal Waterway.
- Outdoor Dining: Community grilling stations perfect for a sunset BBQ.
- Easy Travel: Hop on the free Siesta Key Trolley right outside to explore the Village or south-end shops.
PROPERTY HIGHLIGHTS
- Quiet Corner: Ground-floor layout with no upstairs neighbors ensures a restful stay.
- Water Views: Screened lanai overlooks a tranquil fountain pond and manicured tropical landscaping.
- Modern Kitchen: Fully equipped with granite countertops, stainless steel appliances, and a breakfast bar seating four.
- Comfort First: 1,260 sq. ft. of living space, including a Gel Sleeper Sofa for extra-comfortable guest accommodations.
- Essentials: Central AC, ceiling fans, private washer/dryer, and high-speed WiFi/Cable.
BEDROOMS & BATHROOMS
- Master Suite: King bed, private lanai access, and an ensuite bath with a spacious vanity and walk-in shower.
- Guest Bedroom: Features two Twin beds and a dedicated TV—ideal for kids or friends.
- Guest Bath: Large, bright bathroom with a tub/shower combo.
EXTRA PERKS
- Beach Ready: We provide chairs, an umbrella, and towels for your beach days.
- Parking: Driveway parking included; golf carts are welcome (must be stored in the garage or driveway).
IMPORTANT INFO
- Amenity Access: Guests enjoy full Bayside perks (pools, tennis, pickleball, pier) and private beach access. Gulf-side amenities (Gulf-side pools) are restricted to residents only.
- Registration: Per association rules, on-site check-in and parking passes are required.
- Staff Access: The garage is accessed weekly by staff for essential trash removal.
- Restrictions: No boats, motorcycles, trailers, or oversized vehicles.
LOCAL FAVORITES
- South End: Clayton’s Grill, Miguel’s, and the world-famous clam chowder at Captain Curt’s.
- The Village: Siesta Key Oyster Bar (SKOB), Daiquiri Deck, and local boutiques.
BOOK YOUR FOUNTAIN-VIEW RETREAT TODAY!
We help make the most of your vacation by providing Xplorie's Free Admission to some of the area’s top attractions each and every day including a choice of a free bike rental, kayak rental, a dolphin cruise tour, or admission to the Ringling Museum ! Round-trip airport transportation provided for up to 3 passengers from SRQ or TPA with advance reservation. The fare is free but please tip the driver. Limited to one activity for just one person each day (other members of the group can partake but will need to pay). Create exciting memories, have more fun, and truly experience the Beaches of Sarasota! Book now for an amazing vacation experience! Activities are subject to change and based on availability; non-cumulative and non-transferrable.
Feel free to book for a month or longer but Xplorie is not available for booking 25 days or longer.
This property does not allow Emotional Support Animals in addition to their no pet policy.
IMPORTANT: The min age to rent is 25 years old. No parties, large gatherings. Please reach out if you have any questions.
Parking passes: 1 parking pass is provided. There is a fee for extra parking passes.
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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 no carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher 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 condo is in the city centre and near the beach. 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. Mote Marine Laboratory & Aquarium and St. Boniface Episcopal Church Labyrinth are also worth visiting. Jet skiing, snorkelling and sailing offer great chances to get out on the surrounding water, or you can seek out an adventure with cycling nearby.
Siesta Key, FL
What's nearby
St. Boniface Episcopal Church Labyrinth - 6 min walk - 0.6 km
Siesta Key Beach - 9 min walk - 0.8 km
Siesta Key Beach Playground - 9 min walk - 0.8 km
Siesta Key Marina - 2 min drive - 2.4 km
Crescent Beach - 3 min drive - 2.8 km
Getting around
Sarasota, FL (SRQ-Sarasota-Bradenton Intl.) - 30 min drive
Restaurants
Siesta Beach Pavilion - 13 min walk
Siesta Key Snack Bar - 13 min walk
PDQ South Sarasota - 7 min drive
Dunkin' - 5 min drive
Captain Curt's Crab & Oyster Bar - 3 min drive
Frequently asked questions
Does Siesta Bayside Villa: Water Views, Pickleball, Pools, & Short Walk to Private Beach Access have a pool?
Yes, this property has a pool. Pool types include heated pools.
How much does it cost to stay at Siesta Bayside Villa: Water Views, Pickleball, Pools, & Short Walk to Private Beach Access?
As of 5 April 2026, prices found for a 1-night stay for 2 adults at Siesta Bayside Villa: Water Views, Pickleball, Pools, & Short Walk to Private Beach Access on 28 July 2026 start from NZ$445, 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 Siesta Bayside Villa: Water Views, Pickleball, Pools, & Short Walk to Private Beach Access pet-friendly?
No, pets are not allowed at this property.
How much is parking at Siesta Bayside Villa: Water Views, Pickleball, Pools, & Short Walk to Private Beach Access?
On-site parking is available at the property.
What time is check-in at Siesta Bayside Villa: Water Views, Pickleball, Pools, & Short Walk to Private Beach Access?
Check-in begins at 3:00 PM.
What time is check-out at Siesta Bayside Villa: Water Views, Pickleball, Pools, & Short Walk to Private Beach Access?
Checkout is at 10:00 AM.
Where is Siesta Bayside Villa: Water Views, Pickleball, Pools, & Short Walk to Private Beach Access located?
Located in the heart of Siesta Key, this condo building is within a 15-minute walk of St. Boniface Episcopal Church Labyrinth and Siesta Key Beach. Siesta Key Beach Playground and Crescent Beach are also within 2 miles (3 km).
Reviews
9.8
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
The host was very communicative before and during the stay. The condo was fine, clean and well appointed. A Keurig would be nice to add. Our only complaints are low quality paper products, no facial tissues, broken window blinds, and a missing pole for the beach umbrella.
Brian S.
Stayed 7 nights in Feb 2026
Response from VrboOwner on 25 March 2026
Thank you for your kind review and for highlighting our communication before and during your stay. We’re glad to hear you found the condo clean and well appointed.
We also appreciate your feedback regarding the paper products, window blinds, beach umbrella pole, and suggestion for a Keurig. These items have been noted and shared with our team for review and improvement.
We hope to have the opportunity to host you again in the future!
From a partner site
10/10 Excellent
Kristi B.
10 August 2025
Cozy perfection
We have stayed at this property twice now and it never disappoints. Perfect location, well maintained, Gorgeously redone bathrooms. Well stocked for a fantastic beach day. Highly recommend for a cozy Siesta stay!
Kristi B.
From a partner site
10/10 Excellent
Irene D.
19 October 2025
⭐️⭐️⭐️⭐️⭐️
We had a wonderful stay! The place was clean, comfortable, and exactly as described. It’s in a perfect location—just a short walk to the beach and close to restaurants and shops. The home is very family-friendly, with great amenities including access to beautiful pools and tons of beach gear—chairs, umbrellas, toys, and more. Everything was so convenient and well thought out. The owners were incredibly attentive and quick to respond to any questions, which made our stay even better. We would definitely stay here again and highly recommend it to anyone visiting the area!
Irene D.
Response from VrboOwner on 6 December 2025
Thank you for the fantastic review! We’re so glad you found the home clean, comfortable, and perfectly located. It’s great to hear the amenities and beach gear made your stay easy and enjoyable, and we truly appreciate your kind words about our team. We’d love to welcome you back anytime!
Enjoyed everything about this place. Location was perfect and everything we might if needed close by.
Made us remember why we love coming to Siesta Key!
Judy d.
Stayed 7 nights in Apr 2024
Response from VrboOwner on 13 May 2024
What a lovely review! We are very happy to hear you enjoyed your stay. Please come back again!
Thank you,
Anh, iTrip Sarasota and Venice
We had a lovely stay , the property was well equipped and in a great location,easy access to beach and village.The swimming pool was good and enjoyed by all.
The property was exactly what we needed to have our memorable vacation at Siesta Key Beach. Minutes from the beach, great pools and a beautiful condo--the perfect combination!
Willis R.
Stayed 7 nights in Aug 2022
Response from VrboOwner on 17 September 2023
It was a pleasure hosting you!
Best Regards,
Anh, iTrip Sarasota and Venice
From a partner site
10/10 Excellent
Rick F.
16 April 2022
Great stay
Wow we had a great family vacation on SK.
The apartment was nice and facilities where great.
The location could not be much better.
Great time.
Rick F.
Stayed 7 nights in Apr 2022
From a partner site
10/10 Excellent
Tracey
3 January 2024
Short walk to Private Access Beach
beautiful condo, quiet, well equipped with kitchen items, beach items, very nice beds and pull out couch
Tracey
From a partner site
10/10 Excellent
lorena m.
30 July 2023
Sarasota Vacation
It was a very clean and neat enviroment, the house had everything we needed and everything was amazing! Thank you so much for making ou vacation worthwhile!
lorena m.
Stayed 6 nights in Jul 2023
Response from VrboOwner on 17 September 2023
It was a pleasure to host you!
Thank you,
Anh, iTrip Sarasota and Venice
From a partner site
10/10 Excellent
Imee D.
15 February 2025
Wonderful & Comfortable Stay with all the Amenities!
My family and I had the best time staying at the Bayside condo. Itrip made it feel like we were staying at a resort hotel but also felt like home because we had all the equipment/ amenities we needed for a beach house. The home came with games for our family, beach cruiser bikes, wagons, pool toys, etc. The home was fully up to date with stainless steel appliances and nice furniture. We are definitely coming back to stay here on our next SK trip!
Imee D.
From a partner site
10/10 Excellent
Michele R.
11 July 2022
Wonderful, Beautiful Home
Wonderful, beautiful home. Love staying here, close to everything. We had a great time. Thank you so much. We will be back.
Cozy home away from home! Well equipped for an extended stay. Short walk to beach, or intercoastal to watch boats and fish. Loved the little pond right off the lanai to watch ducks, turtles, herons and various other birds. Host was very responsive! Highly recommend !
Jean M.
Stayed 21 nights in Feb 2024
Response from VrboOwner on 8 March 2024
You are a 5 star guest! It was a pleasure to host you. Please reach out to us if you wish to come back next year.
Thank you,
Anh, iTrip Sarasota and Venice
Great location, close to beach and Siesta Key Village.
Very clean. Convenient to beach, restaurants, and stores. Kitchen well stocked with amenities. Lanai is wonderful. Garage has plenty of beach chairs, coolers, boogie boards, noodles, and carts to transport all.
Kim B.
Stayed 7 nights in Mar 2022
Response from VrboOwner on 17 September 2023
Thank you for your wonderful review! We loved hosting you!
Best,
Anh, iTrip Vacations Sarasota and Venice
There were 4 of us all over 60 and this unit was perfect. Ground floor, no stairs drive right up to your door - no parking lots, no elevators, no stairs, you just walk right in! I was very pretty, clean, spacious, had a washer and dryer, and a lanai looking out at a beautiful pond. The pools were open late, and the grounds were well kept and walking paths along the intercoastal with a big bench to enjoy watching the boats. The aesthetics of the buildings were very nice and everyone was friendly. We would definitely stay there again!
Chris W.
Stayed 14 nights in Apr 2025
From a partner site
10/10 Excellent
Rich
18 September 2023
Relaxing Vaca
Fantastic vacation, very relaxing, enjoyed it throughly. Special thank you to Anh for her outstanding customer service. You made our vacation stress free and memorable. Thank you for caring. We’ll be back. Loved our vacation home
Rich
Verified
8/10 Good
Joseph C.
29 April 2023
Liked: Cleanliness, location, listing accuracy
Siesta Key 2023
Overall very good location, condo well kept with up to date
amenities. Little bit of a walk to the beach but close enough. We had everything and needed and book
on thing to do places to see was helpful.
Close to inter costal for good morning and evening walks.
Joseph C.
Stayed 7 nights in Apr 2023
Response from VrboOwner on 17 September 2023
We are glad you enjoyed your stay!
Thank you,
Anh, iTrip Sarasota Beach Vacations
This two bedroom unit had everything we needed…good kitchen with all the utensils you need. Nice, peaceful view from the lanai onto a small pond. Good tennis court and two pickleball courts that were usually empty. Well located on the island and about a 10 minute easy walk to the beach. Would definitely recommend.
Carol R.
Stayed 10 nights in Jan 2024
Response from VrboOwner on 12 February 2024
Thank you for staying with us! Please don't hesitate to reach out to us to rebook!
- Anh, iTrip Sarasota and Venice
This was our second stay at this location and on the Key.
Just as wonderful as the previous year!
Booking was easy, property management was accommodating and caring.
The unit offered everything that the description promised!
We especially enjoyed our walks on the beach.
Simply wonderful with many more memories made.
We will keep coming back!
Michael B.
Stayed 7 nights in Dec 2023
Response from VrboOwner on 1 January 2024
We would love to host you again!
Thank you,
Anh, iTrip Sarasota and Venice
The condo was wonderful. The garage was stocked with chairs and wagons. We loved the small pool in front. The residents weren’t pleased about visitors at the larger pool. 🤷♀️ The only downfall was that the dryer broke and couldn’t be fixed during our stay. Overall, highly recommend!
Sissy C.
Stayed 7 nights in Mar 2022
Response from VrboOwner on 17 September 2023
Hi Sissy! Thanks for staying with us! Sorry about the dryer. They had to order a part so we were just waiting on that. We loved hosting you and would love to do it again!
Best,
Anh, iTrip Vacations Sarasota and Venice
This stay was exactly as described. Everything that a couple could possibly ask for and more!
Close enough to beach and village, yet far enough for peace and quiet.
A solid five stars! (Could’ve been 10/10 if the ratings allowed such a score).
Bravo!!
Michael B.
Stayed 5 nights in Dec 2022
Response from VrboOwner on 17 September 2023
Thanks so much Michael! We appreciate your kinds words tremendously!
Best Regards,
Anh, iTrip Sarasota and Venice
About the host
Hosted by Owner / Property Manager
Languages:
English
Premier Host
They consistently provide great experiences for their guests