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Beautiful Condo, Waterfront, Dock Views, Walk to Private Beach, Heated Pools, Tennis, Pickleball

Photo gallery for Beautiful Condo, Waterfront, Dock Views, Walk to Private Beach, Heated Pools, Tennis, Pickleball

Living area
Spectacular view of the intracoastal waterway from the second level main bedroom.
Room
The complex has 2 large swimming pools for your pleasure!
Living area

Reviews

9.6 out of 10
Exceptional
3 bedrooms2 bathroomsSleeps 6

Popular amenities

  • Heated pool
  • Onsite parking available
  • Kitchen
  • Washing machine
  • Air-conditioning
  • Barbecue grill

Explore the area

View in a map
Siesta Key, FL
  • Place, Siesta Key Beach
    ‪10 min walk‬
  • Place, Siesta Key Beach Playground
    ‪10 min walk‬
  • Place, Crescent Beach
    ‪5 min drive‬
  • Airport, Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)
    ‪35 min drive‬

Rooms & beds

3 bedrooms (sleeps 6)

Downstairs Guest

1 King Bed

Downstairs Guest

2 Single Beds

Upstairs Master Suite

1 King Bed

2 bathrooms

Downstairs

Bathtub or shower · Toilet

Master En-suite

Toilet · Shower only

Spaces

Deck or patio
Kitchen
Balcony
Dining area

About this property

Beautiful Condo, Waterfront, Dock Views, Walk to Private Beach, Heated Pools, Tennis, Pickleball

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

Welcome to Siesta Bayside with Bay/Dock Views!



Welcome to your perfect getaway in Siesta Bayside on the Bay, a beautiful 3-bedroom, 2-bathroom townhome offering stunning bay views and a short walk to Siesta Key Beach via private access. This updated, two-story residence features modern decor and resort-style amenities, making it ideal for a luxurious beach vacation.



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 (2185 sq ft)

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

- Dock/water views

- Keyless entry and self check in

- Dedicated WIFI and cable

- Central A/C with ceiling fans

- Parking in the driveway

- Private washer and dryer



LIVING ROOM:

- Comfortable seating with bay views

- Big screen smart TV with cable

- Access to private balcony for enjoying fresh bay breezes



KITCHEN AND DINING:

- Large stainless steel kitchen with solid stone countertops

- Breakfast bar and dining table for 6

- Fully equipped with cookware, dishes, and essentials



BEDROOMS AND BATHROOMS:

- Master Bedroom (upstairs): King bed, Smart TV, walk-in closet, ensuite bathrooms, access to enclosed balcony, view of the water

- Guest Bedroom 1 (downstairs): King bed, Smart TV with cable, walk-in closet

- Guest Bedroom 2 (downstairs): Two twin beds, walk-in closet, smart TV with streaming capabilities

- Master bathroom (upstairs): renovated, corner to corner vanity, walk-in shower with rain showerhead

- Guest bathroom (downstairs): 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



FROM SUNRISE ON THE BAY TO SUNSETS ON THE GULF, YOUR PERFECT DAY AWAITS!

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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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

Property # 9937595
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 on the waterfront. 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, kayaking and sailing offer great chances to get out on the surrounding water, or you can seek out an adventure with cycling nearby.
Map
Siesta Key, FL

What's nearby

  • St. Boniface Episcopal Church Labyrinth - 9 min walk - 0.8 km
  • Siesta Key Beach - 10 min walk - 0.9 km
  • Siesta Key Beach Playground - 10 min walk - 0.9 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.) - 33 min drive

Restaurants

  • ‪Siesta Beach Pavilion - ‬15 min walk
  • ‪Siesta Key Snack Bar - ‬15 min walk
  • ‪Origin Craft Beer & Pizza Cafe The Landing - ‬7 min drive
  • ‪Starbucks - ‬7 min drive
  • ‪PDQ South Sarasota - ‬7 min drive

Frequently asked questions

Does Beautiful Condo, Waterfront, Dock Views, Walk to Private Beach, Heated Pools, Tennis, Pickleball have a pool?

Yes, this property has a pool. Pool types include heated pools.

How much does it cost to stay at Beautiful Condo, Waterfront, Dock Views, Walk to Private Beach, Heated Pools, Tennis, Pickleball?

As of 1 Jun, 2026, prices found for a 1-night stay for 2 adults at Beautiful Condo, Waterfront, Dock Views, Walk to Private Beach, Heated Pools, Tennis, Pickleball on 21 Sept, 2026 start from S$340, 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 Beautiful Condo, Waterfront, Dock Views, Walk to Private Beach, Heated Pools, Tennis, Pickleball pet-friendly?

No, pets are not allowed at this property.

How much is parking at Beautiful Condo, Waterfront, Dock Views, Walk to Private Beach, Heated Pools, Tennis, Pickleball?

On-site parking is available at the property.

What time is check-in at Beautiful Condo, Waterfront, Dock Views, Walk to Private Beach, Heated Pools, Tennis, Pickleball?

Check-in begins at 3:00 PM.

What time is check-out at Beautiful Condo, Waterfront, Dock Views, Walk to Private Beach, Heated Pools, Tennis, Pickleball?

Checkout is at 10:00 AM.

Where is Beautiful Condo, Waterfront, Dock Views, Walk to Private Beach, Heated Pools, Tennis, Pickleball 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

9.6

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 11 out of 14 reviews
Rating 8 - Good. 2 out of 14 reviews
Rating 6 - Okay. 1 out of 14 reviews
Rating 4 - Poor. 0 out of 14 reviews
Rating 2 - Terrible. 0 out of 14 reviews

8.8/10

Cleanliness

10/10

Check-in

10/10

Communication

9.8/10

Location

9.6/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Richard H.

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

Excellent

The location and the property were wonderful!
Stayed 9 nights in May 2025
Verified

6/10 Okay

David W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Everything was in good shape, but there was not much there in terms of supplies. A very small 3 ounce bottle of dish detergent and four rolls of toilet paper for two bathrooms over a week. The kitchen faucet was loose and there were not feminine beach/ pool towels. The price I thought the place would’ve been better provisioned as it was with the previous owners of this unit. Other than that, the suite was clean and as picture.
Stayed 7 nights in Feb 2026
Verified

10/10 Excellent

Diane D.

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

Perfect Location

Loved the location to the water and the view. Close to stores and restaurants!
Stayed 7 nights in Sep 2024
Verified

10/10 Excellent

Cheri and Eugene Y.

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

Beautiful home

Beautiful and comfortable! Loved access to all the beach toys
Stayed 7 nights in Jan 2025
From a partner site

10/10 Excellent

Whitney

Just Listed on the Bay, Walk to SK Beach

Absolutely loved this stay! Plenty of room for 4 kids and adults. Safe neighborhood, 2 pools and super close walk to beach/food/shopping. We will be back!
From a partner site

10/10 Excellent

Sarah H.

5 Star Vacation

Things we loved: -Very responsive & attentive management company. -Clean home w/ beach/pool amenities. -Restaurants - Summer House and Another Broken Egg. -Proximity to town & trolley stop! -Proximity to St. Armand's Circle- great shopping
Stayed 7 nights in Aug 2024
Verified

10/10 Excellent

Minnie W.

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

It was great!

We love Gulfside, and this unit did not disappoint. The accommodations were excellent and the views were amazing. The property management company was great, probably the best we have ever dealt with. Very responsive. A couple of minor issues were resolved quickly. Looking forward to a return trip.
Stayed 7 nights in Nov 2024
Verified

10/10 Excellent

Dan H.

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

Great property

Great condo and complex. Lots of room for everyone and I loved all the beach equipment in the garage. Master bedroom is huge! The views from the master and the sitting room are spectacular. Both have sliding glass doors so you can be both inside and outside at the same time. The only knock I have on the property is the walk to the beach is farther than I had thought. Not bad on a nice day but can be a bit painful when it is extremely hot out. If you have a car you may want to consider a short drive to the public beach for a shorter walk.
Stayed 7 nights in Jul 2025
Response from VrboOwner on 13 Aug, 2025
Thank you so much for your wonderful review! We’re thrilled you enjoyed the spacious condo, beautiful views, and all the beach gear. The location near the bay and intracoastal offers such peaceful scenery, and the beach is just about a few minutes walk away, perfect for soaking in the neighborhood’s charm. For extra convenience on especially warm days, guests can also opt for a quick drive to the nearby public beach access. We hope to welcome you back for another relaxing getaway soon!
Verified

8/10 Good

Renee O.

Liked: Cleanliness, check-in, communication, location
The condo was a great size and had a great layout. We experienced an issue with the AC going out. The rental company addressed as quickly as possible. Also came across some insects which rental company will be addressing. The walk to the beach was a bit farther than indicated especially when transporting beach gear. The pool was nice and convenient to this condo. Rental company did give a small reimbursement due to inconveniences.
Stayed 7 nights in May 2025
Response from VrboOwner on 2 Jul, 2025
Thank you for your feedback and for staying with us! We're so glad you enjoyed the condo’s layout and appreciated the convenient pool access. We’re sorry again for the inconvenience with the AC and truly appreciate your patience while we worked to get it resolved as quickly as possible. We’re also addressing the pest issue to ensure it doesn’t impact future guests. We hope to have the opportunity to welcome you back for a smoother and even more enjoyable stay next time!
From a partner site

10/10 Excellent

karen w.

Incredible Siesta Key Condo!

We were so happy we found this place🥳 3 bedroom units are so hard to find and this one has it all. Not only is it 3 BR, it's spacious enough that after a long day on the beach, we could chill at home and not feel on top of each other. It's really big, it's very clean, the development is quiet, the view of the harbor and inter-coastal is serene and it has everything you could possibly need. The kitchen is well appointed. There's a full size washer and dryer which is amazing in a beach rental. The living area is huge with a very large screen smart TV, bonus! The "parents" bedroom is upstairs so plenty of privacy if you want it but close enough that the kids know you're there. The beds are comfy. There's a garage so you can drop off beach toys and they have some there. Oh and did i mention the beach😥the only thing we didn't like was leaving. The beach is stunning and a short walk from the condo. Kids really enjoyed the pool which is just steps away. This really was an amazing place for my family to stay. We are so grateful for the rental. It was a family vacation we will never forget.
Verified

10/10 Excellent

Fran E.

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

Incredible views!

We absolutely loved our time here.This condo was clean & had lots of additional items that would make your load traveling down lighter.There were beach chairs, a beach umbrella, beach towels, a beach cart (which was worth its weight in gold), fishing poles, bikes, lots of pool noodles, a cooler, etc. so many wonderful things that you do not have to travel with of your own.The kitchen was well stocked with most anything that you could imagine. My favorite part was the sitting area with the incredible bay/dock views! I sat there and enjoyed my coffee every morning.The glass area opens up to where you can enjoy the outdoors. The main bedroom & en suite are upstairs. Both were a wonderful size & were beautiful. The mattress slept amazing. Our 20 year-old daughter and one of her friends joined us. They each had their own room on the main floor, which was nice. The living room and dining area were decorated beautifully. The walk to the beach was a little longer since our unit was in the back end of the community. We opted to drive the short 3 minute drive each day down to the free public parking area. During the evenings when it was cooler, we would make the walk to go out and enjoy the incredible sunsets. The walk is very doable, but for us during the heat of the day we opted to drive instead. We would most definitely stay here again! The property management company was always timely in their responses and very helpful. We had a lovely trip!
The incredible views
Beautiful sunset at the fishing area
Great fishing area
Garage area
Stayed 8 nights in Jun 2025
Verified

8/10 Good

Karen W.

Liked: Check-in, communication, location, listing accuracy

Sunny Dayz

The location and property was lovely. However, when we arrived we were greeted with a note on the door informing us of painting of the property. An inconvenience due to the fact of us having to shuffle vehicles to park in visitor areas and all the painting equipment stored on the driveway for this endeavor. This was not the fault of the workers, but whenever we needed to leave and load up everyone, including 2 nine month old twins it was a bit challenging for all of us. This leads me to the cleanliness of the property, I probably would not have found this to be a large ding on the number for review for cleanliness but we had 2 babies who were siting, crawling and rolling over so I had a firsthand view of dirt on the floor and under the couches. I laid a blanket down to compensate and to keep them safe. I understand its a quick turnaround but cleanliness is important for the next guest when they come in. We also found a pak and play which would of been good for one baby but it was disgusting and filthy. One of the highchairs was missing a tray. Fortunately, my father in law lives in the area and i had sent 2 pak and plays to his house. Also my daughter had brought 2 portable chairs for the twins and we used thoose as high chairs. I only noted thoose 2 items as they need to be replaced or thrown away. Overall the property worked out for the needs of my family and location and the bay made up for the imperfections.
Stayed 7 nights in Jun 2025
Response from VrboOwner on 25 Jul, 2025
Thank you for sharing your experience. We're so glad the property and location worked well for your family, especially with little ones. We apologize for the inconvenience caused by the exterior painting and parking challenges—we truly appreciate your patience. Your feedback on cleanliness and the baby gear is extremely helpful. We've flagged the items and are working with our team to ensure better attention to detail, particularly for families with young children. We appreciate your thoughtful review and hope to welcome you back for an even smoother stay.
Verified

10/10 Excellent

r s.

Stayed 14 nights in Jan 2026
Verified

10/10 Excellent

Emily p.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 7 nights in Apr 2025

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