Title: Beautiful Condo, Waterfront, Dock Views, Walk to Private Beach, Heated Pools, Tennis, Pickleball Reviews, Deals & Photos 2026 - Expedia [See all properties](http://www.expedia.com/Hotel-Search?regionId=6881&destination=Siesta+Key%2C+Florida%2C+United+States+of+America&selected=103081478&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire condo # 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 ![A heated pool - Beautiful Condo, Waterfront, Dock Views, Walk to Private Beach, Heated Pools, Tennis, Pickleball (Siesta Key)](https://images.trvl-media.com/lodging/104000000/103090000/103081500/103081478/ecf7339c.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Smart TV, DVD player - Beautiful Condo, Waterfront, Dock Views, Walk to Private Beach, Heated Pools, Tennis, Pickleball (Siesta Key)](https://images.trvl-media.com/lodging/104000000/103090000/103081500/103081478/935bf6e4.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Smart TV, DVD player - Beautiful Condo, Waterfront, Dock Views, Walk to Private Beach, Heated Pools, Tennis, Pickleball (Siesta Key)](https://images.trvl-media.com/lodging/104000000/103090000/103081500/103081478/8da36a02.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Interior - Beautiful Condo, Waterfront, Dock Views, Walk to Private Beach, Heated Pools, Tennis, Pickleball (Siesta Key)](https://images.trvl-media.com/lodging/104000000/103090000/103081500/103081478/88ecd710.jpg?impolicy=resizecrop&rw=297&ra=fit) ![3 bedrooms, desk, iron/ironing board, free WiFi - Beautiful Condo, Waterfront, Dock Views, Walk to Private Beach, Heated Pools, Tennis, Pickleball (Siesta Key)](https://images.trvl-media.com/lodging/104000000/103090000/103081500/103081478/w2880h1916x0y0-6da0e997.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Location - Amenities - Policies 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. ## Reviews 9.4 Exceptional ### Entire condo 3 bedrooms2 bathroomsSleeps 62185 sq ft ## Popular amenities - Pool - Kitchen - Washer - Dryer - Free WiFi - Air conditioning ## Add dates for prices Check-in Check-out Travelers ## 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. 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. ## Property amenities ### Beach - Beach nearby - Beach loungers - Beach towels ### Pool/Spa - Communal pool - Heated pool ### Internet - Available in the condo: Free WiFi ### Parking and transportation - Parking on site ### Kitchen - Blender - Coffee/tea maker - Cookware, dishware, and utensils - Dishwasher - Ice maker - Microwave - Oven - Paper towels - Refrigerator - Stovetop - 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 - Smoking not allowed ### Services and conveniences - Iron/ironing board ### Location highlights - In a village - In the city center - Near a hospital - Near the bay - Near the marina - On the waterfront ### Things to do - Birdwatching - Fishing - Golf - Gym - Heated pool - Kayaking - Motor boating - Optional golf privileges - Shopping - Tennis - Wildlife walks - Cycling nearby - Golfing nearby - Jet skiing nearby - Sailing nearby - Snorkeling 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 ## Similar properties ![On the beach, white sand, sun loungers, beach umbrellas](https://images.trvl-media.com/lodging/124000000/123480000/123471600/123471528/3f0a51ef.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Azul Resort Siesta Key South Village - Pool - Pet friendly - Parking included - Free WiFi 9.0 Wonderful 87 reviews $362 nightly $409 total Apr 26 - Apr 27 Total with taxes and fees [](https://www.expedia.com/Hotel-Search?startDate=2026-04-26&endDate=2026-04-27&selected=123471528&PinnedHotelID=123471528&HadPinnedHotel=true®ionId=-1&adults=2) ![Exterior](https://images.trvl-media.com/lodging/2000000/1170000/1163600/1163507/3d46ab53.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Captiva Beach Resort South Village - Pool - Kitchen - Parking included - Free WiFi 9.0 Wonderful 1,219 reviews $283 nightly $318 total Apr 12 - Apr 13 Total with taxes and fees [](https://www.expedia.com/Hotel-Search?startDate=2026-04-12&endDate=2026-04-13&selected=1163507&PinnedHotelID=1163507&HadPinnedHotel=true®ionId=-1&adults=2) ![Oceanfront Pool View 2 Queen Island Room | Terrace/patio](https://images.trvl-media.com/lodging/74000000/73260000/73251000/73250924/1ab72d21.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Anna Maria Beach Resort Holmes Beach - On private beach - Pool - Hot tub - Parking included 9.4 Exceptional 325 reviews $753 nightly $851 total Apr 11 - Apr 12 Total with taxes and fees [](https://www.expedia.com/Hotel-Search?startDate=2026-04-11&endDate=2026-04-12&selected=73250924&PinnedHotelID=73250924&HadPinnedHotel=true®ionId=-1&adults=2) ![Property amenity](https://images.trvl-media.com/lodging/1000000/10000/5500/5487/6b2968af.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### The St. Regis Longboat Key Resort Longboat Key - On private beach - Pool - Hot tub - Spa 9.8 Exceptional 65 reviews $1,434 nightly $1,620 total Apr 6 - Apr 7 Total with taxes and fees [](https://www.expedia.com/Hotel-Search?startDate=2026-04-06&endDate=2026-04-07&selected=5487&PinnedHotelID=5487&HadPinnedHotel=true®ionId=-1&adults=2) ![On the beach, sun loungers](https://images.trvl-media.com/lodging/61000000/60380000/60376100/60376040/3522d825.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### It's about location! 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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 neighborhood Located in Siesta Key, this condo is in the city center 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, snorkeling, and sailing offer great chances to get out on the surrounding water, or you can seek out an adventure with cycling nearby. [Visit our Siesta Key travel guide](https://www.expedia.com/Siesta-Key.dx6881) [View more Condo Rentals in Siesta Key](https://www.expedia.com/Siesta-Key-Condos.d6881-aaCondos.Travel-Guide-Accommodation) ![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6&zoom=13&markers=icon:https%3A%2F%2Fa.travel-assets.com%2Ftravel-assets-manager%2Feg-maps%2Fproperty.png%7C27.26750%2C-82.54209&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=vuwroIwyTzi5vgDCbYV7DdI_D8E=) Siesta Key, FL ### What's nearby - ![SiestaKey_StBonifaceEpiscopalChurchLabyrinth_6295832-2](https://images.trvl-media.com/place/6295832/0234e27f-680b-4700-9ba6-49f2b268f067.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) St. Boniface Episcopal Church Labyrinth 9 min walk \- 0.5 miles - ![Siesta Key Beach](https://images.trvl-media.com/place/6066003/ad6a01c6-1eea-49fa-a977-77719bf71f3d.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Siesta Key Beach 10 min walk \- 0.6 miles - ![SiestaKey_SiestaKeyMarina_6295966-4](https://images.trvl-media.com/place/6295966/f3cc8ba3-b51d-4cff-b4c4-894d1c04236e.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Siesta Key Marina 3 min drive \- 1.5 miles - ![USA, Florida, Crescent Beach, Siesta Key, Sarasota, Seascape, Orange Sunset](https://images.trvl-media.com/place/553248621532652551/4a53536a-a503-47c2-8adc-e2d5c2b47074.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Crescent Beach 3 min drive \- 1.8 miles - Siesta Key Beach Playground 10 min walk \- 0.6 miles ### Getting around - Sarasota-Bradenton Intl. Airport (SRQ) 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? ### Is Beautiful Condo, Waterfront, Dock Views, Walk to Private Beach, Heated Pools, Tennis, Pickleball pet-friendly? ### How much is parking? ### What time is check-in at Beautiful Condo, Waterfront, Dock Views, Walk to Private Beach, Heated Pools, Tennis, Pickleball? ### What time is check-out at Beautiful Condo, Waterfront, Dock Views, Walk to Private Beach, Heated Pools, Tennis, Pickleball? ### Where is Beautiful Condo, Waterfront, Dock Views, Walk to Private Beach, Heated Pools, Tennis, Pickleball located? ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## Beautiful Condo, Waterfront, Dock Views, Walk to Private Beach, Heated Pools, Tennis, Pickleball Reviews ## Reviews ### Exceptional All reviews shown are from real guest experiences. Only travelers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative. [More information](https://www.expedia.com/lp/b/content-guidelines) 10 - Excellent 10 8 - Good 2 6 - Okay 1 4 - Poor 0 2 - Terrible 0 ### 8.8 Cleanliness ### 9.8 Location ## Reviews Verified ### 10/10 Excellent #### Diane D. Oct 5, 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! ##### Diane D. Stayed 7 nights in Sep 2024 Verified ### 10/10 Excellent #### Cheri and Eugene Y. Feb 10, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Beautiful home Beautiful and comfortable! Loved access to all the beach toys ##### Cheri and Eugene Y. Stayed 7 nights in Jan 2025 From a partner site ### 10/10 Excellent #### Whitney Apr 3, 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! ##### Whitney From a partner site ### 10/10 Excellent #### Sarah H. Sep 19, 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 ##### Sarah H. Stayed 7 nights in Aug 2024 Verified ### 10/10 Excellent #### Minnie W. Nov 10, 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. ##### Minnie W. Stayed 7 nights in Nov 2024 From a partner site ### 10/10 Excellent #### karen w. Apr 13, 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. ##### karen w. Verified ### 10/10 Excellent #### Richard H. May 10, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Excellent The location and the property were wonderful! ##### Richard H. Stayed 9 nights in May 2025 Verified ### 10/10 Excellent #### Dan H. Jul 30, 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. ##### Dan H. Stayed 7 nights in Jul 2025 Verified ### 8/10 Good #### Renee O. Jun 5, 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. ##### Renee O. Stayed 7 nights in May 2025 Verified ### 10/10 Excellent #### Fran E. Jul 2, 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! ![The incredible views ](https://a.travel-assets.com/ugc/hotel-reviews/f3078532-ac9b-4a31-9adb-d488ee0c6339-1751486435555.jpg?impolicy=resizecrop&rw=204&ra=fit&q=high) ![Beautiful sunset at the fishing area](https://a.travel-assets.com/ugc/hotel-reviews/a822d0b1-1faf-4dc7-928d-68dd0d26c2dc-1751486435863.jpg?impolicy=resizecrop&rw=204&ra=fit&q=high) ![Great fishing area](https://a.travel-assets.com/ugc/hotel-reviews/9a9e2bd4-524e-4756-9eea-5b73dadb2ee3-1751486431619.jpg?impolicy=resizecrop&rw=204&ra=fit&q=high) ![Garage area](https://a.travel-assets.com/ugc/hotel-reviews/1b92c95d-d12f-4317-9b59-5736df92dc8d-1751486767410.jpg?impolicy=resizecrop&rw=204&ra=fit&q=high) ##### Fran E. Stayed 8 nights in Jun 2025 Verified ### 8/10 Good #### Karen W. Jul 10, 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. ##### Karen W. Stayed 7 nights in Jun 2025 Verified ### 10/10 Excellent #### Emily p. May 3, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy ##### Emily p. 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