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

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A resort with a marina, palm trees, and high-rise buildings in the background.
A balcony with a wicker chair, large windows, and a view of a marina with boats and a pool.
A spacious living area with a wooden dining table, white chairs, and a blue sofa.
A bedroom with a large bed, a desk, a chair, and a balcony with a view of the ocean.
A resort with multiple blue-roofed buildings, a central swimming pool, and a view of a body of water.

Reviews

9.6 out of 10
Exceptional

Entire condo

3 bedrooms2 bathroomsSleeps 6203 sq m

Popular amenities

  • Pool
  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi
  • Air-conditioning

Explore the area

View 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

Room options

About the area

Siesta Key

This condo puts you in the centre of Siesta Key, 1.1 km (0.7 mi) from Siesta Key Beach and 2.4 km (1.5 mi) from Crescent Beach. .You can enjoy Smart televisions with a DVD player, and condo features a washing machine, free WiFi and 2 bathrooms. In-room dining is easy with a kitchen that comes equipped with a fridge, a microwave and a stovetop. A balcony, a living room and a TV are also available. .Enjoy the gym along with access to motor boating and snorkelling. Plus you'll find laundry facilities and barbecues.
View more Condo rentals in Siesta KeyOpens in a new window

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
  • ‪Starbucks - ‬7 min drive
  • ‪Daiquiri Deck South Siesta Key - ‬3 min drive
  • ‪PDQ South Sarasota - ‬7 min drive

About this property

Entire place

You'll have the entire condo to yourself and will only share it with other guests in your party.

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

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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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

  • 3 bedrooms
  • Bedsheets provided

Bathroom

  • 2 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

  • Balcony
  • Barbecue grill
  • Outdoor furniture

Laundry

  • Laundry facilities
  • Washing machine

Work spaces

  • Desk
  • Desk chair

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoke-free property

Services and conveniences

  • Iron/ironing board

Location highlights

  • In a village
  • In the city centre
  • Near a hospital
  • Near the bay
  • Near the marina
  • On the waterfront

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

  • Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • Fire extinguisher
  • Deadbolt lock

General

  • Unit size: 2,185 square feet

Policies

Check-in

Check-in time starts at 3:00 PM
Contactless check-in and check-out are available
Minimum check-in age - 25

Check-out

Check-out before 10:00 AM

Special check-in instructions

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

  • No pets allowed

Children and extra beds

  • Children are welcome.

Events

No events allowed

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
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
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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business or profession. On-site parties or group events are strictly prohibited. For guests' safety, the property includes a fire extinguisher, a smoke detector and a deadbolt lock in all accommodation.

Property is also known as

14361

Frequently asked questions

Are there any beaches close to Beautiful Condo, Waterfront, Dock Views, Walk to Private Beach, Heated Pools, Tennis, Pickleball?

Yep, Beautiful Condo, Waterfront, Dock Views, Walk to Private Beach, Heated Pools, Tennis, Pickleball is a short 13-minute walk from Siesta Key Beach. Fun beach activities include jet skiing, snorkelling and kayaking. You can also find motor boats.

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

Take your pick from a heated pool, a pool and a communal pool.

Is there a free airport shuttle available at Beautiful Condo, Waterfront, Dock Views, Walk to Private Beach, Heated Pools, Tennis, Pickleball?

No, Beautiful Condo, Waterfront, Dock Views, Walk to Private Beach, Heated Pools, Tennis, Pickleball does not offer an airport shuttle service.

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

Check-in begins at 3:00 PM. Check-out time is 10:00 AM.

Are pets allowed at Beautiful Condo, Waterfront, Dock Views, Walk to Private Beach, Heated Pools, Tennis, Pickleball?

No, pets are not allowed.

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

Reviews

9.6

Exceptional

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

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

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

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

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
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
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
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