Siesta Bayside: Quiet Ground-Floor Villa with Private Beach Access, Heated Pools, Tennis, & Fishing!
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Welcome to Siesta Bayside - Your Quiet Coastal Retreat!
Experience the perfect island getaway in this spacious, ground-floor villa located in the prestigious gated community of Siesta Gulf & Bay Bayside. Offering the peace of no neighbors above you, this home is just a 5-minute stroll from your own private stretch of world-famous Siesta Key Beach.
RESORT-STYLE AMENITIES
- Private Beach Access: Walk just 5 minutes to the gated beach entrance across the street.
- Active Lifestyle: Take your pick of two heated community pools or enjoy a match on the tennis courts.
- Waterfront Fun: Nearby Intracoastal access for fishing, boating, and sunrise views.
- Easy Travel: Use the free Siesta Key Trolley or local shuttle to explore the Village without worrying about parking.
PROPERTY HIGHLIGHTS
- Quiet Ground-Floor Layout: No stairs and no upstairs neighbors for maximum privacy.
- Fresh Interiors: 1,200 sq. ft. featuring a modern kitchen with stainless appliances, breakfast bar, and a bright living area with floor-to-ceiling mirrors.
- Screened Lanai: The perfect spot to enjoy your morning coffee with fresh new cushions and a serene view.
- Modern Essentials: High-speed WiFi, cable TV in every room, and a private washer/dryer.
- 2026 Refresh: Newly updated with fresh paint, new lounge blinds, and high-efficiency Central AC to keep you perfectly cool.
BEDROOMS & BATHROOMS
- Master Suite: King-size comfort with a large vanity and a private walk-in shower.
- Guest Bedroom: Perfect for families with both a Queen and a Twin bed.
- Extra Sleeping: The living room features a sleeper sofa, allowing the villa to accommodate up to 6 guests comfortably.
EXTRA PERKS
- Beach Ready: Complimentary chairs, umbrella, and towels provided.
- Parking: Driveway parking included. Golf carts are welcome (must be stored in the garage or driveway).
IMPORTANT INFO
- Amenity Access: Guests have full access to all Bayside amenities (2 pools, tennis, fishing) and the Private Beach Access. Please note that Gulf-side amenities (including the Gulf-side pool) are restricted to residents only.
- On-Site Registration: Per association rules, on-site check-in and parking passes are required for all guests.
- Parking & Garage: Driveway parking is provided. The garage is accessed weekly by staff for essential trash removal.
- Vehicle Restrictions: No boats, motorcycles, trailers, jet skis, or commercial/oversized vehicles are permitted.
- Golf Carts: Street-legal golf carts are allowed but must be stored in the garage or on the driveway.
LOCAL FAVORITES
- The South End: Enjoy local staples like Clayton’s Grill, Miguel’s (for fine dining), Captain Curt’s (world-famous clam chowder), and the Orange Octopus for ice cream.
- The Village: Don't miss the Siesta Key Oyster Bar (SKOB), the Daiquiri Deck, or a classic breakfast at Another Broken Egg.
BOOK YOUR STAY TODAY AND LET THE BEACH LIFE BEGIN!
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.
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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Siesta Key
3 min. walk to Siesta Key Beach-NEWLY RENOVATED 1st floor 2BR/2B w/ heated pool
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 not indicated whether there is a 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
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. Looking to enjoy an event or a game while in town? See what's happening at Ed Smith Stadium or Longboat Key Public Tennis Center. Jet skiing, kayaking 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 - 8 min walk - 0.7 km
Siesta Key Beach - 9 min walk - 0.8 km
Siesta Key Beach Playground - 9 min walk - 0.8 km
Siesta Key Marina - 4 min drive - 2.8 km
Crescent Beach - 5 min drive - 3.1 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
Captain Curt's Crab & Oyster Bar - 3 min drive
PDQ South Sarasota - 7 min drive
Daiquiri Deck South Siesta Key - 3 min drive
Frequently asked questions
Does Siesta Bayside: Quiet Ground-Floor Villa with Private Beach Access, Heated Pools, Tennis, & Fishing! have a pool?
Yes, this property has a pool. Pool types include heated pools.
How much does it cost to stay at Siesta Bayside: Quiet Ground-Floor Villa with Private Beach Access, Heated Pools, Tennis, & Fishing!?
As of 14 May 2026, prices found for a 1-night stay for 2 adults at Siesta Bayside: Quiet Ground-Floor Villa with Private Beach Access, Heated Pools, Tennis, & Fishing! on 17 June 2026 start from AU$290, 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: Quiet Ground-Floor Villa with Private Beach Access, Heated Pools, Tennis, & Fishing! pet-friendly?
No, pets are not allowed at this property.
How much is parking at Siesta Bayside: Quiet Ground-Floor Villa with Private Beach Access, Heated Pools, Tennis, & Fishing!?
On-site parking is available at the property.
What time is check-in at Siesta Bayside: Quiet Ground-Floor Villa with Private Beach Access, Heated Pools, Tennis, & Fishing!?
Check-in begins at 3:00 PM.
What time is check-out at Siesta Bayside: Quiet Ground-Floor Villa with Private Beach Access, Heated Pools, Tennis, & Fishing!?
Checkout is at 10:00 AM.
Where is Siesta Bayside: Quiet Ground-Floor Villa with Private Beach Access, Heated Pools, Tennis, & Fishing! 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
8.8
Excellent
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
It’s clean and convenient to walk to the beach. Need more parking for guests
Daklak D.
Stayed 7 nights in Mar 2026
Response from VrboOwner on 10 Apr 2026
Thank you for your review! We’re glad you enjoyed the cleanliness and the easy walk to the beach.
We appreciate your feedback regarding parking. Guest parking can be limited at times, and we’ll be sure to share this with the community for consideration. We hope to host you again in the future!
iTrip Sarasota and Venice
The check-in and communication with ITrip was great, very accurate and easy to follow. Liked the combination on the front door (didn't have to worry about keys). The cleaning could have been better, previous visitors hair was in bathrooms and was disconcerting. Location was excellent, as we had access to both villages and gulf across the street. Community is quaint and secluded and office folks were friendly and helpful.
Carol C.
Stayed 14 nights in Feb 2026
Response from VrboOwner on 2 Apr 2026
Thank you for your detailed review! We’re glad you enjoyed the easy check-in, communication, and convenient location. It’s great to hear the community and staff made your stay even more pleasant.
We sincerely apologize for the cleaning oversight. That’s not the standard we strive for, and we’ll be addressing this with our team. We appreciate your feedback and hope to have the opportunity to host you again!
iTrip Sarasota and Venice
The property was clean and spacious. The condo development felt very safe and the 2 pools and tennis courts were clean and well maintained. We really enjoyed it and will consider coming back!
Verified traveller
Stayed 7 nights in Apr 2023
Response from VrboOwner on 25 May 2023
We appreciate your feedback!
Thank you,
Anh, iTrip Sarasota Beach Vacations
We love are place.Is was very clean ,pool was very clean and warm.Beach is beautiful. The restaurants had good food in the town and outside the town area.
sandy k.
Stayed 9 nights in Apr 2022
Response from VrboOwner on 26 May 2022
Thanks for the review!
Best,
Anh, iTrip Sarasota & Venice
it was nice ,just use some air fresheners and let people know they're going to need paper towel for the kitchen and laundry detergent and dishwasher detergent too ,but that is not a problem ,its a very nice place, we had so much fun we are coming back for sure.
JENNY D.
Stayed 5 nights in Jul 2023
Response from VrboOwner on 16 Aug 2023
Thank you for your review Jenny! We do leave just a starter kit and ask guests to get more if they use it all up. We are glad you enjoyed the stay and would love to host you again!
-Anh, iTrip Sarasota and Venice
Great location close to the beach with gym and swimming pools and tennis courts.
Could use adjustment of all fans except for the master bedroom.
Also new bed pillows would be great!
Kathy W.
Stayed 10 nights in Aug 2022
Response from VrboOwner on 12 Sept 2022
Thanks Kathy! I will relay the message to maintenance about the fans.
Best Regards,
Anh, iTrip Sarasota and Venice
Perfect location on the Key! Pool was right across from us. SKB right across the street. Our rental was clean and had everything we needed. The only suggestion would be to replace the Mr Coffee with a Keurig!
We had a great time!!
Ellen C.
Stayed 11 nights in Sep 2022
Response from VrboOwner on 9 Oct 2022
Thank you for choosing to stay with us and we hope to see you again!
Verified
2/10 Terrible
Mary R.
29 Mar 2025
Liked: Check-in, communication
Disliked: Cleanliness, listing accuracy
1990s
Neighborhood is niceLocation goodInterior is terribly outdatedOld carpet n furniture smelled of dustPoor attempt to decorate with thrift store clutter
Mary R.
Stayed 7 nights in Mar 2025
Response from VrboOwner on 15 Apr 2025
Dear Mary,
Thank you for your feedback. We're glad to hear you enjoyed the neighborhood and location, but we're truly sorry to hear the interior didn’t meet your expectations.
We understand that decor and style preferences can vary, and while the furnishings and design are as shown in our listing photos, we’re sorry to hear it wasn’t to your taste. We aim to provide a clean, comfortable space and will certainly review your comments with our team to ensure everything is in good condition and properly maintained.
We appreciate you taking the time to share your experience—it helps us improve and better serve future guests.
Best Regards,
Anh, iTrip Sarasota and Venice
Verified
6/10 Okay
MaryAnn M.
28 Feb 2024
Liked: Check-in, location, listing accuracy
Very nice complex, but.....
but condo has seen better days. a bit tired.....its up for sale so I don't think the owners are keeping up with it....but the complex is very nice and siesta key is a fun town and theres so much to do in Sarasota.
MaryAnn M.
Stayed 7 nights in Feb 2024
Response from VrboOwner on 14 Mar 2024
Thank you for your feedback MaryAnn. Since we have managed the unit, both we and the owner have replaced/upgraded some things. Whether the unit is up for sale or not, we do try to keep the property in good shape and rely alot on guest feedback. We are happy you liked the complex and the surrounding areas. There are so much to do on Siesta Key.
Thank you,
Anh, iTrip Sarasota and Venice
Hi Gerry, thank you for your feedback. Please feel free to reach out to us directly with any suggestions.
Best Regards,
Anh, iTrip Sarasota Beach Vacations
Verified
6/10 Okay
Sue s.
19 Feb 2023
Liked: Cleanliness, check-in
Disliked: Communication, listing accuracy
Siesta Key stay
Okay. Bed in 2nd room completely broken. Mattress slanted to floor. It's a good thing we also had a double in there Fan barely worked in second bedroom. Outside grounds of condo beautiful and well maintained. Beach is beautiful but is a long walk to get to it.
Sue s.
Stayed 7 nights in Feb 2023
From a partner site
10/10 Excellent
Tracy A.
10 July 2023
Awesome memories made in Siesta Key
Just returned from a week in Siesta Key and we will be back. This condo and complex was perfect for us. I traveled with my college aged kids and they loved it! Check in was super simple and condo was ready as promised. Best of both worlds as we were a short walk to private beach and had access to beautiful spot on the bay. My 23 yo son loves to fish and was thrilled to see 2 rods in the garage. He caught a variety of saltwater fish which was exciting as we are from WI. Pools were nice and not crowded…especially the small one which we used as it was close. Bathroom at pool was really nice and clean. Could go on and on…can’t wait to go back.
First , I want to Thank Ms Ann who managed my stay !!. Can’t say enough about her kindness and professionalism !!. She’s very welcoming and keen on helping with everything around the property and island. She’ll respond instantly to her phone calls or texts even at late Sunday night. She accommodates me kindly and professionally . Please promote her ASAP 🙏. Thanks Ms Ann and company for making my stay so easy and peaceful and Funnnn. God bless 🙏
She’s so Good that made me extending my stay for another 2 weeks as I felt home and definitely will continue coming back to their listings properties they Manage at Sarasota. Thanks again 🙏
Dr O. Hassan
My spouse and I stayed 10 days in this condo. Great location on Siesta Key. Close to everything. The condo had plenty of supplies in the kitchen that we needed and the washer/dryer in the condo was a plus. The landscaping around the condo complex is very well maintained. The free daily activities were VERY nice. We took advantage of those and the xplorie people were helpful and friendly. We knew from the photos on VRBO that the condo was a little outdated but someone should really do some deep cleaning in this unit. Not just a quick vacuum and wipe down. Also we had a hard time getting hot water anywhere in the condo except the guest bathroom. That's where we took our showers. All in all, I think we would stay here again.
Brad K.
Stayed 11 nights in Apr 2023
Response from VrboOwner on 8 May 2023
Thanks for your review Brad! Glad you enjoyed your stay. All of the properties we manage are required to have an annual deep cleaning, this unit included. In regards to the hot water, because the location of the water heater, we would advise guest to run the shower for a few minutes to give the hot water time to travel from the water heater.
Best Regards,
Anh, iTrip Sarasota Beach Vacations
Verified
4/10 Poor
james n.
8 July 2023
Liked: Check-in, listing accuracy
Disliked: Communication, location
Summer vacation week - July 3, 2023
Upon arrival, no towels and unpleasant odor. Could not have showers after long travel day. Had to purchase air fresheners. Daughter found used bandage in her bed. Overall appearance of furnishings and carpet very dated and worn. A/C stopped working on last night of stay, and fans in front bedroom and lounge could not compensate. Cabinets could not be used for our foodstuffs because owner had made off limits with tacky locks. Families staying a week could benefit from having a pantry. Bedroom closets overflowing with linens and junk, leaving little room to hang clothing. Very long walk to a beach that is not that nice. (We took a drive to Anna Marie Island, which is so much nicer.) On the plus side, it is nice that the community has gas grills, and we highly recommend the filet from Detwiler’s Farm Market.
james n.
Stayed 7 nights in Jul 2023
Response from VrboOwner on 25 July 2023
Hi James, we are very sorry about the mix up with the towels. We delivered a set the very next day. We are very surprised to hear about the band aid. We use a linen service for this property and they sheets are replaced with fresh ones every turnover. We will speak to our cleaners to make sure this doesn't happen again. As with many other properties, we utilize a locked closet to keep the items for turnovers. We are sorry about the AC. We called an AC company immediately after being reported that night and it has been repaired. We appreciate you staying with us!
Best Regards,
Anh, iTrip Sarasota and Venice
From a partner site
10/10 Excellent
Eric
5 Nov 2022
Clean, Relaxing, Quiet
Very nice rental unit. Clean, comfortable, and conveniently located. Including all amenities! Very relaxing and quiet
Eric
From a partner site
10/10 Excellent
Lesley D.
12 June 2022
Loved Our Stay
We loved our stay here - so clean & thoughtful with the "starter" kits - we enjoyed the space & proximity to everything we wanted to do! Great amenities & the host book was super helpful. Thank you so much!
Great location and loved the Gulf & Bay Bayside community. The unit we stayed in could use some updating and paint touch ups but was otherwise comfortable, clean and well equipped.
Bob H.
Stayed 14 nights in Jan 2022
Response from VrboOwner on 18 May 2022
Thanks for your review! We would love to hear your feedback on how we can improve.
From a partner site
10/10 Excellent
David
13 Jan 2022
Everything We Needed to Make Our Stay Wonderful
We had a great time! We came to visit our son who lives here & wanted to be near the beach. We spent lots of time on the beach enjoying time with family. The condo had everything we needed to make our stay wonderful.
David
From a partner site
10/10 Excellent
Brodie D.
27 Nov 2021
5 Stars
Some reviews stated this was the first unit inside gate as if it was an issue, but that is what we liked about it. First toward beach and easy to find for guest. Road noise was not a concern.
Brodie D.
Stayed 12 nights in Nov 2021
From a partner site
10/10 Excellent
Cami
6 Sept 2021
10/10 Would Come Back!
Great location, clean & good walk/drive to beach. 10/10 would come back! Thank you!
Cami
From a partner site
10/10 Excellent
Christa
18 Aug 2021
Nice and Quiet
It was nice and quiet. The room was comfortable and close to everything.
Christa
Verified
4/10 Poor
Lisa C.
8 July 2021
Liked: Check-in, location
Disliked: Cleanliness, listing accuracy
Nice Location, Unit Desperately Needs Updating and Good Cleaning
There were many issues with the property that made our stay less enjoyable:
The unit was dirty: the bathrooms had hair on the floor, the sofas were stained, there was old popcorn in the pull out bed, and the towels were stained.
Minimal amenities: limited very rundown beach stuff in garage, no starter coffee filters or laundry detergent, many cabinets in kitchen locked so limited storage for food.
Needs repairs and updates: unit is very dark, everything is very old including the mirrored walls and pink kitchen countertops, lighting in both bathrooms flickered terribly and many lightbulbs were out, master bath fan barely worked and very dirty, bedroom closet doors flimsy and don't shut, lanai dirty with bird(?) droppings all over, and master bathroom toilet ran.
Workout room: lock to workout room rusty and key barely worked.
Location: First unit as you come in so a bit difficult to maneuver a large SUV into the small driveway.
Communication: Property Management folder in unit is for another unit, location of where unit is located on property is not correct as listed on VRBO, no instructions for how to get to private beach access.
The location in Siesta Key itself is very nice and the pools on the property are great.
Having spent 21 days of 2021 in the hospital before April, I was more than ready to get outside, get my feet in the sand and enjoy warmth and sunshine. This rental made for the perfect place to land after days of beach combing, dolphin watching, kayaking, bike riding and more, and was the perfect way to work on health and healing. Especially since we discovered a fabulous spa, new to the area, that was a closer walk than the "private beach access." (More about that later.). Do yourself a favor and book the massage and body polish at Spa Experience!
The condo was pristinely clean and very well appointed. The owners seem to have thought of everything including some books and a deck of cards. The master bed was comfortable and the community was quiet. And there was a trolley stop just north of the driveway, which we took full advantage of. Such an easy way to get to the village.
A friend who lives just south joined me off and on during my 11 nights there, and my husband flew in for a long weekend.
As mentioned in a previous review, the countertops ARE pink. But pink is my favorite color. It was also the favorite color of the ants who, as ants do in every home at some point each year, also joined our vacation. There were ant traps present but I think they were old and therefore not effective. We purchased Terro Ant bait traps and put out just one and by the next morning there was not an ant in sight. We loved the big comfy couches and the lanai, as well as the easy access to the pool which we often had to ourselves. The walking path was an added bonus to the property with a gorgeous view of the canal.
Our only disappointment was the somewhat misleading description of the "private beach access." There was access, and it was private and I knew it was across the street and down a path. What I didn't anticipate was the distance to said private access. Or that you had to use a "key fob" to get through the gate of the property within which the gate is located. The key fob turned out to be a small plastic oval disk, which I wish had been described as such. And the instructions as to exactly how to navigate through the property to the beach access were unclear. BTW, the property security did not appreciate us two middle aged gals wandering around their grounds looking for the wizard behind the green curtain that would grant us entry to the soft, cool sand and beautiful beach.
I will be back and I hope this condo is available when I come.
Cristen S.
Stayed 11 nights in Apr 2021
About the host
Hosted by Owner / Property Manager
Languages:
English
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