Siesta Bayside with Bay/Dock Views

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

3 BR
2 Baths
Sleeps 6

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.

1355 Siesta Bayside Dr Siesta Key, FL 34242

Sleeping Arrangements

Upstairs Master Suite King
Downstairs Guest King
Downstairs Guest Twin (2)

Bathroom Configuration

Downstairs: Combo Tub Shower, Toilet
Master En-suite: Shower, Toilet

Property Rules

Check In: After 3pm
Check Out: Before 10am
Smoking: Not Allowed

Amenities

Air Conditioning
BBQ Grill
Balcony
Basic Soaps
Bathtub
Bay
Bbq Area
Beach
Beach Chairs
Beach Towels
Beach access
Beach essentials
Bed linens
Big Screen TV
Blender
Cable
Children Welcome
Cleaning Disinfection
Clothes Dryer
Coffee Maker
Communal Pool
Conditioner
Cooking basics
Covered Patio
DVD
Deadbolt Lock
Desk
Desk chair
Dining Table
Dishes & Utensils
Dishes Utensils
Dishes and silverware
Dishwasher
Disinfected
Dryer
Dvd
Enhanced Cleaning
Enhanced Cleaning Practices
Essentials
Extra pillows and blankets
Family
Family Friendly
Fenced Pool
Fire Extinguisher
Fishing
Fishing Bay
Fitness Room
Free Wifi
Free parking on premises
Freezer
Full Kitchen
Garage
Hair Dryer
Hangers
Heated Pool
Hot water kettle
Ice Maker
Internet
Internet Access
Iron
Iron & Board
Iron Board
Iron and Board
Kettle
Kitchen
Lanai Gazebo Covered
Laundry
Linens
Linens High Temp Wash
Linens Provided
Living Room
Long term stays allowed
Long-Term Renters Welcome
Luggage dropoff allowed
Microwave
Minimum Age Limit
Near Ocean
Open Patio
Other Long Term Renters
Outdoor furniture
Oven
Paper Towels
Paper towels
Parking
Patio
Patio or balcony
Pets Not Allowed
Private entrance
Refrigerator
Room-darkening shades
Satellite or Cable
Screened Patio
Self Check-In
Self Checkin Checkout
Shampoo
Shopping
Shower gel
Smart TV
Smoke Detectors
Smoke alarm
Sun loungers
Swimming
TV
Television
Toaster
Toilet Paper
Towels
Towels Provided
Village
WIFI
Walk to Beach
Walk to beach
Washer
Washing Machine
Water Sports
Water View
Wifi
Wifi Speed 250
Wine glasses
Wireless Broadband
Wireless Internet
bathtub
beach
beach cart
beach chairs
beach umbrella
beach wagon
bed linens
club house
cooking basics
cycling
dining area
dishes and silverware
extra pillows and blankets
gated community
hangers
heating
hot water
lock on bedroom door
near Siesta Key
oven
private beach access
private entrance
private living room
shampoo
smoke detector
stove
tennis
walk to Siesta Beach
waterfront
Bird Watching
Boating
Cycling
Downtown
Golf
Golf Optional
Hospital
Jet Skiing
Kayaking
Laundromat
Marina
Museums
Snorkeling
Wildlife Viewing
Park
Pier Fishing
Point Of Interest
Sailing
Lodging
Enhanced cleaning practices
High-Touch Surfaces Disinfected

Map

Frequently Asked Questions

This property does not allow Emotional Support Animals in addition to their no pet policy. 
  • All guests agree to the Sarasota Vacation Rental, LLC. Rental Agreement and this supercedes any other agreement. Credit card verification is required for last minute bookings.  We are licensed under the Division of Hotels and you agree that breach of our rules may result in immediate eviction per FL DBRP.
  • Registered Guests must be 25 or older. Bookings by guests under 25 years of age will be cancelled without refund.  No business bookings or contractors without prior approval and additional deposit.  Card holder must be the guest.
  • If at any given time, the maximum occupancy is exceeded, the tenant will be in material breach of the lease and expedited eviction will apply in addition to a fine.
  • Many complexes do not allow boats, motocycles, trailers, jet skis, kayaks, golf carts, trucks or monster trucks. It is your responsibility to ask prior to booking. A 17' pickup truck may count as oversized, so ASK FIRST. We cannot guarantee additional parking. If the unit says you get 1 space, you get 1 space.
  • If the property says it is subject to HOA approval, there are additional restrictions. This is only applicable for longer stay properties of a month or more and the property description will say that an HOA application is required. Your booking is not complete until you return this form to us and you cannot be given access until you are approved. We do not control this process. Do not book a long term property for checkin shorter than the days the HOA notes they needed for approval or understand we may need to shift your days. Your rental is contingent on following HOA rules where applicable.   
  • Complexes have rules and the management of those complexes have the right to evict guests (under hotel rules) who do not follow their rules. Sarasota County and City Zoning requires outside quiet hours from 10PM until 8AM.  
  • AC is to be set no lower than 73 degrees. 
  • Renters are not authorized to make property repairs, 'improvements' or other property changes without written permission
  • No Smoking Permitted.  $500 fine. This includes vaping, cigarettes and other types of leaves.
  • Pets are only allowed in pet friendly properties and is only for one dog. Dogs are only allowed with express written permission in advance and with a $300 non-refundable pet security deposit. Always ask first as there may be size/weight/breed limits.  Aggressive breeds not allowed. Complaint(s) by neighbors of barking can result in eviction.  Please pick up after your dog.  If we have to remove dog poop from the yard, you will be charged both for professional removal plus $150. Some complexes do not allow emotional support animals. Per Florida law, a complex may restrict these for transient rentals. We are licensed to follow Florida Hotel rules not landlord/tenant rules. Ask before booking. A properly licensed service animal must always be allowed, however please note that a few of our owners are allergic to certain animals. Please communicate with us first if you have special requirements as we can direct you to a different property.  
  • There will be no refund for early departure unless authorities enact a mandatory hurricane evacuation for the location of your reserved property covering dates of your stay. Travel Insurance is recommended.  
  • Repairs, maintenance and renovations to buildings or other units are out of our control. These processes may involve noise and inconvenience during daylight hours. Refunds will not be made for noise and/or inconvenience caused by building repairs, maintenance and/or renovation work that we do not control.  
  • Things sometimes break. No refunds for appliance, electronic or pool issues. We will do our best to fix or replace as quickly as we can. If your pool heat isn't working and you paid separately for it, we will refund the pool heat, not your rent.
  • Properties that have private pools and heating is an option, there is a pool heat charge that ranges from $100-$150 per week plus processing and taxes. 
  • Dogs are not allowed in the pool. 
  • Departure Instructions: Professional cleaners clean after your stay. You don’t need to make the beds or do laundry. Please do your own dishes, start the dishwasher & remove your food & trash.
  • Early check ins may be available at an extra fee.They are typically $50-$75 plus taxes. Please reach out to us for more information. 

Reviews

iTrip Review
5/5 stars
5 stars!
- Marie
5 Star Vacation
5/5 stars
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
- Sarah
Incredible Siesta Key Condo!
5/5 stars
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.
- Karen
Just Listed on the Bay, Walk to SK Beach
5/5 stars
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!
- Whitney

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