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Siesta Bayside 3BR Villa: Rare Spacious Layout, Pickleball, Heated Pools, & Private Beach Access

Photo gallery for Siesta Bayside 3BR Villa: Rare Spacious Layout, Pickleball, Heated Pools, & Private Beach Access

Enjoy a glass of wine and some fruit in the afternoons on your private screened lanai. Open the sliding doors with screens for fresh air on cool days
The larger of two heated pools on the bay side. Resort style amenities will spoil you!
After a long day at the beach, there's no better place to relax than your private lanai looking at the Siesta skies!
Bring your tennis racquet and shoes to play a round or two everyday
If you like to fish then you're in luck! Like sunrises, like to walk in the evenings....you're in luck!

Reviews

10 out of 10
Exceptional
3 bedrooms2 bathroomsSleeps 81495 sq ft

Popular amenities

  • Pool
  • Kitchen
  • Washer
  • Dryer
  • Free WiFi
  • Air conditioning

Rooms & beds

3 bedrooms (sleeps 8)

Loft

2 Twin Beds

Main Level Master

1 King Bed

Upstairs

1 King Bed

Upstairs

2 Twin Beds

2 bathrooms

Hall

Toilet · Shower only

Upstairs

Bathtub or shower · Toilet

Spaces

Deck or patio
Kitchen
Balcony
Number of living rooms
Dining area

About this property

Siesta Bayside 3BR Villa: Rare Spacious Layout, Pickleball, Heated Pools, & Private Beach Access

Enjoy automatic discounts based on your stay length, no codes needed, and the price you see already includes your savings

Welcome to Siesta Bayside 3 Bedroom Condo!



This stunning second-story, 3-bedroom townhome in Siesta Bayside combines luxury, comfort, and convenience. Just a 10-minute walk from Siesta Key Beach via private access, it’s located in a gated resort-style community with heated pools, a fitness center, BBQ area, and tennis/pickleball courts. A short stroll to the intracoastal offers a fishing dock, boat slips, and beautiful sunrise views.



LOCATION HIGHLIGHTS:

- Just a 5-minute drive to Siesta Key Village with dining, shopping, and nightlife

- Nearby intracoastal bay access for fishing and boating

- Free shuttle service available to explore the area without driving

- Private beach access across the road

- Two heated community pools, Tennis courts

- Down the street from public beach



PROPERTY FEATURES:

- 3 Bedroom/ 2 bathroom townhouse condo (1495 sq ft)

- Second-story unit accessible by stairs (no elevators)

- Keyless entry and self check in

- Dedicated WIFI and cable

- Central A/C with ceiling fans

- Parking in the driveway

- Private washer and dryer

- Can accommodate up to 8 guests, but no more than 6 adults max



LIVING ROOM:

- Comfortable seating area with access to the private balcony

- Smart TV with cable and streaming capabilities

- Private balcony with outdoor furniture



KITCHEN AND DINING:

- Updated kitchen with walnut cabinets, stone countertops, and stainless steel appliances

- Plenty of cabinet and counter space

- Two dining tables with plenty of seating

- Seating for 4 at the breakfast bar



BEDROOMS AND BATHROOMS:

- Master bedroom (main floor): king bed , no cable but TV has streaming

- Guest bedroom #1 (upstairs): king bed, smart TV with cable and streaming capabilities

- Guest bedroom #2 (upstairs): two twin beds, smart TV with cable and streaming capabilities

- Loft area (upstairs): daybed with trundle

- Master ensuite bathroom (downstairs): large vanity room, walk-in shower

- Guest bathroom (upstairs): spacious vanity with tub/shower combo



EXTRA PERKS:

- Complimentary beach items: a couple of beach chairs, a beach umbrella, and beach towels



LOCAL FAVORITES:

- South end: - Clayton’s Grill, Miguel’s, Captain Curt’s, Anna’s Deli, Orange Octopus, Crescent Beach Grocery

- Village: Daquiri Deck, Siesta Key Oyster Bar, Another Broken Egg, Old Salty Dog, Siesta Market, Beach Club, Big Tiki Lounge



IMPORTANT INFO:

- Other than the beach access, no gulf side amenities (including their pool) are not available

- Garage is accessed weekly by staff to remove garbage

- Parking restrictions: no boats, motorcycle, trailers, jet skis, oversized or commercial vehicles allowed.

- Golf carts are allowed but must be stored in the garage or driveway

- Parking passes and onsite check in required



THIS TOWNHOME IS IDEAL FOR A FAMILY BEACH GETAWAY: OFFERING COMFORT, STYLE, AND EASY ACCESS TO ALL THAT SIESTA KEY HAS TO OFFER.

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.
Our prices include all fees. No hidden fees.

Add dates for prices

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House Rules

Check in after 3:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
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Children

Children allowed: ages 0-17
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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

Important information

You need to know

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
Onsite 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 there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadbolt lock

About the neighborhood

Siesta Key

Located in Siesta Key, this condo is in the city center 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 Stardust Event Center or Ed Smith Stadium. Discover the area's water adventures with jet skiing, snorkeling, and sailing nearby, or enjoy the great outdoors with cycling.
Map
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-Bradenton Intl. Airport (SRQ) - 30 min drive

Restaurants

  • ‪Siesta Beach Pavilion - ‬13 min walk
  • ‪Siesta Key Snack Bar - ‬13 min walk
  • ‪PDQ South Sarasota - ‬7 min drive
  • ‪Captain Curt's Crab & Oyster Bar - ‬3 min drive
  • ‪Dunkin' - ‬5 min drive

Frequently asked questions

Does Siesta Bayside 3BR Villa: Rare Spacious Layout, Pickleball, Heated Pools, & 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 3BR Villa: Rare Spacious Layout, Pickleball, Heated Pools, & Private Beach Access?

As of Apr 1, 2026, prices found for a 1-night stay for 2 adults at Siesta Bayside 3BR Villa: Rare Spacious Layout, Pickleball, Heated Pools, & Private Beach Access on May 12, 2026 start from $501, 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 3BR Villa: Rare Spacious Layout, Pickleball, Heated Pools, & Private Beach Access pet-friendly?

No, pets are not allowed at this property.

How much is parking?

Onsite parking is available at the property.

What time is check-in at Siesta Bayside 3BR Villa: Rare Spacious Layout, Pickleball, Heated Pools, & Private Beach Access?

Check-in begins at 3:00 PM.

What time is check-out at Siesta Bayside 3BR Villa: Rare Spacious Layout, Pickleball, Heated Pools, & Private Beach Access?

Check-out is at 10:00 AM.

Where is Siesta Bayside 3BR Villa: Rare Spacious Layout, Pickleball, Heated Pools, & 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 mi (3 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Learn moreOpens in a new window
Rating 10 - Excellent. 47 out of 49 reviews
Rating 8 - Good. 2 out of 49 reviews
Rating 6 - Okay. 0 out of 49 reviews
Rating 4 - Poor. 0 out of 49 reviews
Rating 2 - Terrible. 0 out of 49 reviews

10/10

Cleanliness

10/10

Amenities

10/10

Property conditions & facilities

10/10

Check-in

10/10

Communication

10/10

Location

9.8/10

Listing accuracy

Reviews

From a partner site

10/10 Excellent

Kathleen G.

Great Stay!

Condo was spacious and very clean! We enjoyed our time there very much!
Verified

10/10 Excellent

Don B.

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

Spring Break Fun!

Great place that is well appointed and close to everything on Siesta Key!
Stayed 5 nights in Mar 2025
Verified

10/10 Excellent

Terry S.

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

Great spot

Really enjoyed our week.
Stayed 7 nights in Feb 2025
Verified

10/10 Excellent

Kelly M.

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

Loved the property, perfect for our stay

Townhouse was very clean, stocked and homey ! We loved our stay here very much !
Stayed 7 nights in Jun 2023
From a partner site

10/10 Excellent

Ashley O.

Loved Our Stay

Things we loved: the balcony, the lanai lights, the bedrooms, the pool, the beach access, the TVs, the wagon, the fun beach toys, the games. We loved our stay.
Stayed 7 nights in Mar 2024
Verified

10/10 Excellent

Margaret S.

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

Wonderful stay

Our family had a wonderful week at this property! It was clean and comfortable, and a short walk across the street to the beach, which had perfect sand and water. The pool was great and our kids loved walking on a crushed-shell path around the property. We’d love to come back next year!
Stayed 7 nights in Feb 2025
Verified

10/10 Excellent

John W.

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

Great unit

Close to everything, relaxing and really nice property
Stayed 7 nights in Sep 2024
Verified

10/10 Excellent

Amber J.

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

Great place

Stocked with everything you could ever need. This place was an amazing home away from home. Conveniently located near everything.
Stayed 7 nights in Jun 2022
From a partner site

10/10 Excellent

Pamela M.

Clean and Relaxing

The accommodations were clean and spacious. The location was perfect. We had a great vacation. Very relaxing!
Stayed 6 nights in Apr 2024
Verified

10/10 Excellent

Sarah K.

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

Florida Beach Vacation

Overall, we had a wonderful stay at this location! Clean and well stocked! I will say, the cleanliness could have been slightly better had every nook and cranny been checked. However, overall, it was perfect for what we needed! Very great family stay!
Stayed 7 nights in Apr 2025
Verified

10/10 Excellent

Connie K.

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

Home away from home

Awesome location near beach and steps away from pool. Fully furnished living space with all of the amenities needed for a relaxing vacation.
Stayed 7 nights in Sep 2023
Verified

10/10 Excellent

Rosella M.

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

Great property

Had a wonderful week with our kids! Had plenty of space and everything we needed to enjoy our time at the beach!
Stayed 7 nights in Jun 2021
Verified

10/10 Excellent

Verified traveler

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

Time to get the siblings together.

Great place and location a very nice unit would stay again.
Stayed 7 nights in Aug 2022
Verified

10/10 Excellent

Jenny C.

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

July 2024

Great place to stay - close to the pool!
Stayed 14 nights in Jun 2024
Verified

10/10 Excellent

Amy B.

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

Very nice property and location

The condo was very clean and well stocked. The location was perfect! It is within walking distance to the beach and Siesta Key Village. Very nice to have access to the private beach. We would definitely stay in this unit again!
Stayed 7 nights in Feb 2024
Verified

10/10 Excellent

Susan S.

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

Great place

Place was great. We had an issue with AC unit and they had someone out to repair it quickly.
Stayed 7 nights in Apr 2023
From a partner site

10/10 Excellent

Jenny B.

Beautiful Winter Getaway

We enjoyed a beautiful condo in Siesta Key. The condo was clean, spacious, and well stocked. The property had all the amenities described and was a perfect location for getting to beaches, restaurants, pickleball courts, etc. The property management communicated clearly, was responsive, and provided info in the condo which made the stay hassle-free.
Verified

10/10 Excellent

Heidi M.

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

Nice

Very nice property. Appreciated the cleanliness
Stayed 7 nights in Mar 2024
From a partner site

10/10 Excellent

Sonja S.

Siesta Key Beach

we had a great time in this townhouse, enough room for 4 adults and 2 kids. We appreciated that beach chairs, wagon and beach towels were provided. We used the pool everyday, kids met some great friends. Johnny Free ride and Frogg Hop were great for rides to the village or south to Captain Curt’s…
Verified

10/10 Excellent

Scott R.

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

Great way to start the year!

The property was exactly as described and exactly what we were looking for! Our hosts were excellent communicators and checked in frequently to make sure we were happy. Can’t say enough good things about Gulf & Bay Club Bayside.
Stayed 7 nights in Dec 2022
Verified

10/10 Excellent

William

Liked: Cleanliness, amenities, property conditions & facilities, communication
Beautiful and spacious condo. Well stocked. Very comfortable furniture. Property is convenient to beaches, restaurants, and public pickleball courts. Onsite property is well maintained with nice swimming pools and courts. Excellent and responsive communication from management.
Stayed 7 nights in Jan 2025
Verified

10/10 Excellent

Matt W.

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

Despite Hurricane Ian....

Despite hurricane Ian forcing us off the key before the end of our week stay, we had a wonderful time. The condo is exactly as listed, and the property is well kept. We plan on going back soon!
Stayed 4 nights in Sep 2022
Verified

10/10 Excellent

Carol J.

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

Loved it!!

Property was beautiful. Great location to easily access pool and beach. Kitchen was nicely supplied. Furniture and beds were very comfortable. Easy communication with management company to resolve any issues. Would definitely rent again!
Stayed 7 nights in Apr 2024
Verified

10/10 Excellent

Kristine E.

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

Family Vacation

Beautiful property, plenty of room and very clean. We had 4 adults and 3 children. Pool was perfect. Need to shop for staples though, not much there. Beach towels were provided which is always a plus and beach wagon, sand toys, chair and umbrella were great for beach days. Totally enjoyed our stay!
Stayed 7 nights in May 2024
Verified

10/10 Excellent

Carol H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful vacation!! The condo was very clean and convenient to the main pool. Loved that we did not need to pack beach towels and beach items. They were provided by the owner. The kitchen was well stocked and there was plenty of room for 7 of us. The upstair’s shower doors need some work. We really enjoyed the lanai. Walk to the beach was long and hot. My husband has PD and it would have been nice to be able to drive him to the actual beach gate. The beach was beautiful! Loved our stay and are hoping to return!!!
Stayed 7 nights in Jul 2025

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