Siesta Bayside Villa: Water Views, Pickleball, Pools, & Short Walk to Private Beach Access

Top rated by guests
Enjoy a glass of wine out on the screened lanai with stackable sliders....let the fresh breezes awaken your senses.
Living room is open, light and bright.  Enjoy breakfast at the breakfast bar or out on the lanai....
Back view of the breakfast bar.  Chat it up with the cook in the family and make plans for the day.
Lovely stainless kitchen with granite counters and highend appliances.   Soft close drawers and lots of counter space.
Beautiful solid stone stainless kitchen with quality appliances.  Everything you need for cooking meals at home.
review stars
9.8Outstanding
(59 Ratings)
"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 a..."
Heather M.
Don't miss out! Price and availability may change
9.8 / 10
Outstanding(59 Ratings)

Apartment in Siesta Beach

6 guests · 2 bedrooms · 2 baths

Reasons to book

Guests love it hereGuests give this property a top rating
High-end valueWell priced for this area
Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental

About this apartment rental

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.



Bathrooms

-Primary en-suite: Spacious vanity, walk-in shower

-Guest bath: Tub/shower combo



Resort Amenities

-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.

Amenities at Siesta Bayside Villa: Water Views, Pickleball, Pools, & Short Walk to Private Beach Access

Non-smoking
No pets allowed
Family friendly

Map of Siesta Beach


Ratings and reviews

9.8 / 10
Outstanding(59 Ratings)
10 / 10Outstanding·Apr 2026
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!
8 / 10Excellent·Mar 2026
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.
10 / 10Outstanding·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!
6 / 10Average·Mar 2025
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.

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FAQs

Is parking included with this apartment?

Parking is not specified as an available amenity at Siesta Bayside Villa: Water Views, Pickleball, Pools, & Short Walk to Private Beach Access. For more information, we encourage you to contact the property about where to park.

Is there a pool at this apartment?

We didn’t find pool listed as an amenity for this apartment. It may be worth double checking if a pool is important for your stay.

Is Siesta Bayside Villa: Water Views, Pickleball, Pools, & Short Walk to Private Beach Access pet friendly?

Unfortunately, this apartment is not pet-friendly. Try searching again and filter for "Pets Allowed"

What amenities are available at Siesta Bayside Villa: Water Views, Pickleball, Pools, & Short Walk to Private Beach Access?

We found 3 amenities for this rental. This includes non-smoking, no pets allowed, and family friendly.