Entire condo

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

Waterfront condo with kitchen and balcony

Fridge, microwave, oven, stovetop - Beautiful Condo, Waterfront, Dock Views, Walk to Private Beach, Heated Pools, Tennis, Pickleball (Siesta Key)

Interior - Beautiful Condo, Waterfront, Dock Views, Walk to Private Beach, Heated Pools, Tennis, Pickleball (Siesta Key)

Property grounds - Beautiful Condo, Waterfront, Dock Views, Walk to Private Beach, Heated Pools, Tennis, Pickleball (Siesta Key)

Marina - Beautiful Condo, Waterfront, Dock Views, Walk to Private Beach, Heated Pools, Tennis, Pickleball (Siesta Key)

Escape to your perfect Siesta Bayside on the Bay retreat, with modern decor and resort-style amenities. Take a 10-12 minute stroll to Siesta Key Beach via private access, enjoy two heated pools, tennis courts and a fitness center. Unwind in the large kitchen or relax on the private balcony.

Exceptional

Entire condo

3 bedrooms2 bathroomsSleeps 6203 sq m

Popular amenities

Parking available
Dryer
Gym
Washer
Air conditioning
Pool

Add dates for prices

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

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.
ROADWORK RESEALING:
The complex is resealing the main road throughout the property. Work is scheduled for Sept 22-25, 2026 (weather permitting). One side of the road will be done at a time. Each side will take 2 days to dry. Parking and accessibility will be affected.

Parking passes: 1 parking pass is provided. There is a fee for extra parking passes.

Property amenities

Beach

Beach nearby

Pool/Spa

Communal pool
Heated pool

Internet

Available in the condo: Free WiFi

Parking and transport

Onsite parking options include a garage

Kitchen

Coffee/tea maker
Cookware, dishware, and utensils
Dishwasher
Hob
Ice maker
Microwave
Oven
Refrigerator
Toaster

Dining

Dining table

Bedrooms

3 bedrooms
Bedsheets provided

Bathroom

2 bathrooms
Bathtub or shower
Hair dryer
Shower
Towels provided

Living spaces

Dining table
Living room
Separate dining area

Entertainment

DVD player
Smart TV with cable/satellite channels

Outdoor areas

Balcony
Barbecue grill

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
Near the sea
On the waterfront

Things to do

Golf
Gym
Heated pool
Optional golf privileges
Tennis
Birdwatching nearby
Cycling nearby
Fishing nearby
Golfing nearby
Jet skiing nearby
Kayaking nearby
Motor boating nearby
Sailing nearby
Snorkelling nearby
Swimming nearby
Wildlife walks 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

Similar properties

Pool
Kitchen
Washer
Dryer

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

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

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

Property is also known as

14361

About the area

Siesta Key, FL

What's nearby

St. Boniface Episcopal Church Labyrinth - 8 min walk - 0.7 km
Siesta Key Beach - 9 min walk - 0.8 km
Siesta Key Beach Playground - 10 min walk - 0.9 km
Siesta Key Marina - 3 min drive - 2.4 km
Crescent Beach - 4 min drive - 2.8 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
‪Phillippi Creek Oyster Bar - ‬6 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.

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).

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

9.8

Exceptional

9.0/10

Cleanliness

10/10 Excellent

Richard H.

10 May 2025

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

Excellent

The location and the property were wonderful!

Stayed 9 nights in May 2025

10/10 Excellent

Cheri and Eugene Y.

10 Feb 2025

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

10/10 Excellent

Dan H.

30 Jul 2025

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

10/10 Excellent

Diane D.

5 Oct 2024

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

This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Whitney

3 Apr 2024

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!

This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Sarah H.

19 Sept 2024

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

8/10 Good

Renee O.

5 Jun 2025

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

10/10 Excellent

Minnie W.

10 Nov 2024

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

10/10 Excellent

Fran E.

2 Jul 2025

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!

Stayed 8 nights in Jun 2025

8/10 Good

Karen W.

10 Jul 2025

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

This review comes from a trusted partner site and has not been verified.

10/10 Excellent

karen w.

13 Apr 2024

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.