Near Siesta Key Beach, Siesta Bayside Villa: Water Views, Pickleball, Pools, & Short Walk to Private Beach Access provides golfing on-site, laundry facilities and a gym. Active travellers can enjoy snorkelling, birdwatching and motor boating at this condo. Stay connected with free in-room WiFi.
Reviews
9.89.8 out of 10
Exceptional
Entire condo
2 bedrooms2 bathroomsSleeps 6117 sq m
Popular amenities
Pool
Kitchen
Washing machine
Dryer
Free Wi-Fi
Air-conditioning
Add dates for prices
About this property
Siesta Bayside Villa: Water Views, Pickleball, Pools, & Short Walk to Private Beach Access
Discover a peaceful waterfront retreat at this ground-floor condo in the gated Siesta Gulf & Bay Bayside community, located on Siesta Key. No neighbors above you, a private screened lanai overlooking a fountain pond and tropical landscaping, and gated private access to Siesta Key Beach, just an 8-minute walk away. Every day of your stay also includes a free activity and round-trip airport transportation through our Xplorie program (details below). This is island living at a slower pace.
Sleeps 6:
-Master Suite: King bed, private lanai access, en-suite bath with walk-in shower
-Guest Bedroom: Two twin beds, dedicated TV
-Living Room: Queen sleeper sofa
1,260 sq ft. Ground-floor unit, no stairs, no upstairs neighbors.
Kitchen, Living and Dining
Fully equipped kitchen with granite countertops and stainless steel appliances. Breakfast bar seats 4. Central AC, ceiling fans, private washer/dryer, high-speed WiFi and cable.
-Gated private access to Siesta Key Beach, 8-minute walk
-Two heated community pools
-Tennis and pickleball courts
-Private fishing pier and boardwalks along the Intracoastal Waterway
-Community grilling stations
-Free Siesta Key Trolley stop nearby for the Village or south-end shops
Ideal for:
-Small families, especially during summer and spring break, with the king plus twin bedroom setup
-Guests who want resort amenities (pools, tennis, pickleball, fishing pier) in a gated community
-Beach-goers who want walkable, gated access to Siesta Key Beach
-Longer-stay guests who value in-unit laundry and a full kitchen
Extra Perks
-Beach chairs, umbrella, and towels provided
-Driveway parking included (1 parking pass provided; additional passes available for a fee)
-Golf carts welcome (must be stored in garage or driveway)
Good to Know
-No pets allowed, including emotional support animals
-Primary guest must be 25 or older; bookings made by guests under 25 will be cancelled without refund
-On-site check-in and parking passes required per association rules
-Bayside amenities (pools, tennis, pickleball, pier) and private beach access are included.
-Garage is accessed weekly by staff for trash removal
-No boats, motorcycles, trailers, or oversized vehicles
-Xplorie activities and airport transportation are not available for stays of 25 nights or longer
Location
South End:
-Clayton's Grill
-Miguel's
-Captain Curt's
The Village:
-Siesta Key Oyster Bar (SKOB)
-Daiquiri Deck
-Local boutiques and shops
FAQs
Is this property on Siesta Key?
Yes. The condo is located on Siesta Key. Gated private access to Siesta Key Beach is an 8-minute walk from the unit.
Is this a ground-floor unit?
Yes. No stairs and no upstairs neighbors, which makes for a quieter stay.
How many guests does it sleep?
Up to 6: a king bed in the primary, two twin beds in the guest room, and a queen sleeper sofa in the living room.
What pools and amenities can guests use?
Guests have full access to Bayside amenities, including two heated pools, tennis and pickleball courts, and the private fishing pier. Gulf-side pools in the complex are reserved for residents only.
Is there parking?
Yes. One parking pass is included with driveway parking. Additional passes are available for a fee. Golf carts are welcome and must be stored in the garage or driveway.
Are pets allowed?
No. This property does not allow pets, including emotional support animals.
Is there a minimum age to book?
Yes. The primary guest must be 25 or older. Bookings made by guests under 25 will be cancelled without refund.
Does this property include free activities and airport transportation?
Yes, through our Xplorie program. See details below for activity options and terms.
What's nearby?
Clayton's Grill, Miguel's, and Captain Curt's are all on the south end. The Village has Siesta Key Oyster Bar, Daiquiri Deck, and local boutiques, all reachable via the free Siesta Key Trolley.
Xplorie Activities and Airport Transportation
-One complimentary activity per day: bike rental, kayak rental, dolphin cruise tour, or Ringling Museum admission
-Limited to one person per day; additional guests can join for a fee
-Round-trip airport transportation included for up to 3 passengers from SRQ or TPA with advance reservation (driver tip appreciated)
-Activities subject to availability and change; non-cumulative and non-transferable
-Not available for stays of 25 nights 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.
Property amenities
Beach
Beach nearby
Beach loungers
Beach towels
Pool/Spa
Communal pool
Heated pool
Internet
Available in the condo: Free WiFi
Parking and transport
Parking on site
Kitchen
Blender
Coffee/tea maker
Cookware, dishware, and utensils
Dishwasher
Hob
Ice maker
Microwave
Oven
Paper towels
Refrigerator
Toaster
Dining
Dining table
Bedrooms
2 bedrooms
Bedsheets provided
Sofa bed
Bathroom
2 private bathrooms
Bathtub or shower
Hair dryer
Shampoo
Shower
Toilet paper
Towels provided
Living spaces
Dining table
Living room
Entertainment
DVD player
Smart TV with cable/satellite channels
Outdoor areas
Barbecue grill
Dock
Lanai
Outdoor furniture
Laundry
Laundry facilities
Washer/dryer
Work spaces
Desk
Desk chair
Comfort
Air conditioning
Heating
Pets
No pets allowed
Suitability/Accessibility
Smoke-free property
Services and conveniences
Iron/ironing board
Tour and ticket assistance
Location highlights
In a village
In the city centre
Near a hospital
Near the bay
Near the marina
Things to do
Birdwatching
Golf
Gym
Heated pool
Motor boating
Optional golf privileges
Snorkelling
Tennis
Wildlife walks
Cycling nearby
Fishing nearby
Golfing nearby
Jet skiing nearby
Kayaking nearby
Sailing nearby
Swimming nearby
Safety features
No carbon monoxide detector (host has indicated there is no carbon monoxide detector on the property; consider bringing a portable detector)
Smoke detector (host has indicated there is a smoke detector on the property)
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 not allowed
Children and extra beds
Children are welcome
Events
No events allowed
Smoking
Smoking is not permitted
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 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
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.
About the area
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 Science Education Aquarium and St. Boniface Episcopal Church Labyrinth are also worth visiting. 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. Visit our Siesta Key travel guide
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.
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).
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Reviews
Siesta Bayside Villa: Water Views, Pickleball, Pools, & Short Walk to Private Beach Access Reviews
9.8
Exceptional
All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.More informationOpens in a new window
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!
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.
Stayed 8 nights in Aug 2024
From a partner site
10/10 Excellent
Jaquelin
27 Aug 2024
Beach Access
The private beach access trail was the best!
From a partner site
10/10 Excellent
Tracey
3 Jan 2024
Short walk to Private Access Beach
beautiful condo, quiet, well equipped with kitchen items, beach items, very nice beds and pull out couch
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 !
Stayed 21 nights in Feb 2024
From a partner site
10/10 Excellent
Rich
18 Sept 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
From a partner site
10/10 Excellent
Imee D.
15 Feb 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!
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.
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!
This place was beautiful!! Great location! The property was able to get us checked in super quick, we had a bad experience at a Vrbo we arrived at and wanted to change quickly and they made it happen. They saved our vacation and we had a blast! My boys enjoyed fishing at the dock we saw dolphins every evening we fished, even a manatee on our last day.
They had every thing we needed for the beach and the pool was wonderful!
We definitely recommend! Everyone staying at the surrounding condos were so nice, we will be back!
Stayed 6 nights in Jul 2023
Verified review
6/10 Okay
Susan A.
8 Mar 2025
Liked: Check-in, communication, location
Great neighborhood, unit needs work
The neighborhood is great! Both pools easy to access. Trolley stop is close, & beach access convenient, although a bit of a walk to the sand. Unfortunately, the unit needs some work. Upon arrival for our 2-week stay, we noticed the lanai was filthy, the cushions old & faded, mold on walls & sliders, broken screens, stained placemats on table, & a rug in tatters. iTrip did send someone to re-clean that area, but it still felt dirty. Pics are outdated. Beds & living space were clean, plenty of closet space; the bathrooms are great. The kitchen has a few warped pans, & one back burner on stove doesn't work. Most of the in- & under-cabinet lights are burned out. Most of the window shutters are broken. The placemats on kitchen table are also torn. The walls are pretty beat up, especially 2nd bedroom & kitchen. The dryer probably needs the vent cleaned, as it took awhile to dry anything. Bring your own dishtowels, as there was only 1. Overall, we enjoyed our stay, but didn't use the porch or kitchen as much as we would've liked. I'd recommend another unit in Gulf & Bay before this one.
The condo was very nice, the pool area and beach access were wonderful. We had a terrific time
Stayed 7 nights in Mar 2023
From a partner site
10/10 Excellent
Kristi B.
10 Aug 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!
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.
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!
Fantastic week there, unit was generously sized with a well-equipped kitchen. The lanai was wonderful and our tween spent hours just hanging out there. Our son fished the pond and looked for turtles and at the birds, also spent hours on the IC dock. Great spot for coffee or wine while he fished! The unit was very clean and the neighborhood as well. The amenities were great- grills that we used multiple times, nice pools and pickle ball courts, I wish they had a set to use at the house though. The beach items in the garage were very helpful too- especially the carts. The walk over to the beach is pleasant and certainly easier than parking!
Stayed 7 nights in Mar 2026
From a partner site
10/10 Excellent
Rick F.
16 Apr 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.
Stayed 7 nights in Apr 2022
From a partner site
10/10 Excellent
lorena m.
30 Jul 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!
Stayed 6 nights in Jul 2023
From a partner site
10/10 Excellent
Irene D.
19 Oct 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!
From a partner site
10/10 Excellent
Michele R.
11 Jul 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.
The unit was clean, easily accessible and in a lovely community. Everything we needed to relax and enjoy this wonderful area was provided. Thank you!
Stayed 7 nights in May 2022
Verified review
8/10 Good
Joseph C.
29 Apr 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.
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!