Located close to Siesta Key Beach, Relaxing 2BR Siesta Key condo with beach access - GBB 1365 provides golfing on-site, laundry facilities and a gym. Stay connected with free in-room WiFi.
Immerse yourself in the peaceful charm of Siesta Key at this beautifully appointed holiday rental in Gulf & Bay Club Bayside, professionally manage by Gulf Coast Holiday Rentals. Situated directly along the intercoastal waterway, this spacious two-bedroom, two-bath residence offers a front-row seat to the natural beauty of Florida's Gulf Coast. From the comfort of your private veranda, you can relax as dolphins glide by and manatees surface in the calm waters—an unforgettable experience that captures the essence of island living.
Inside, the home is newly furnished and thoughtfully designed for both comfort and style. Large windows fill the open-concept living and dining areas with natural light, while offering sweeping views of the harbour and surrounding tropical landscape. The fully equipped kitchen provides everything needed for your stay, and the in-unit washing machine and dryer add extra convenience.
Both bedrooms are generously sized, providing ample space for families or couples travelling together. The primary suite features a comfortable king bed and an en-suite bath, while the second bedroom offers flexible sleeping arrangements and access to a full guest bathroom. A private garage is included for secure parking and easy storage of your beach gear.
Located in the sought-after Gulf & Bay Club Bayside community, this property offers access to resort-style amenities including two heated pools, tennis and pickleball courts, a fitness centre, and beach access just a short walk away. Enjoy a stroll through the gated, tropically landscaped grounds or head over to nearby Siesta Key Village for shopping, dining, and live entertainment.
Whether you're seeking a quiet retreat or an active beachside getaway, this holiday home provides the perfect blend of privacy, comfort, and convenience on one of Florida's most beautiful barrier islands.
House Rules: No Motorcycles, golf carts, RVs, boats, or caravans allowed. No smoking. No burning candles inside of lodging. No parties. No Pets.
Located in Siesta Key, this condo is near theme parks 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. Looking to enjoy an event or a game while in town? See what's going on at Robarts Sports ARENA, or consider a night out at Sarasota Fairgrounds & Robarts Arena. Discover the area's water adventures with jet skiing and kayaking nearby, or enjoy the great outdoors with horse riding and cycling. Visit our Siesta Key travel guide
Does Relaxing 2BR Siesta Key condo with beach access - GBB 1365 have a pool?
Yes, this property has a pool. Pool types include heated pools.
Is Relaxing 2BR Siesta Key condo with beach access - GBB 1365 pet-friendly?
No, pets are not allowed at this property.
How much is parking at Relaxing 2BR Siesta Key condo with beach access - GBB 1365?
On-site parking is available at the property.
What time is check-in at Relaxing 2BR Siesta Key condo with beach access - GBB 1365?
Check-in begins at 4:00 PM.
What time is check-out at Relaxing 2BR Siesta Key condo with beach access - GBB 1365?
Checkout is at 10:00 AM.
Where is Relaxing 2BR Siesta Key condo with beach access - GBB 1365 located?
Situated on the waterfront, this condo building is within a 15-minute walk of Gulf Intracoastal Waterway and Siesta Key Beach. St. Boniface Episcopal Church Labyrinth and Siesta Key Beach Playground are also within 15 minutes.
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Rating 10 - Excellent. 9 out of 9 reviews
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Reviews
From a partner site
10/10 Excellent
Leon H.
4 Feb 2026
Florida vacation
Nice and quiet, friendly neighbors, clean and well kept, we had a lovely time!
We were able to have such a wonderful time in Siesta Key thanks to the perfect location of this home! Kids fished in the bay as we watched from the screened in porch, the pool was right across the front door and the beach was an easy walk away. We did rent a golf cart from Zoom Around for the whole week and that gave us perfect access to the downtown area as well as the main beach for our entire stay.
The garage had fishing poles, beach chairs, umbrellas and pool toys available for use which made it that much better. Communication from the property manager was always very quick as well. There were a few things that did not go well, but nonetheless we had an amazing time.
- The bikes in the garage all had flats and need new inner tubes.
- The home is dated and the furniture very uncomfortable. The master bedroom mattress was so firm we had to take turns sleeping on the couch each night.
We were at the home just long enough to sleep and shower and we were out and about again, so if location is your goal I would definitely recommend!
We enjoyed our stay so much last year in a different unit that we decided to return, and once again it did not disappoint. The property is well cared for, the pool is always inviting, and the location makes it simple to enjoy both quiet time and nearby activities. It's wonderful to know we can count on this place for another great vacation.
From a partner site
10/10 Excellent
Cindy L.
15 July 2026
Excellent
This was our second time staying here, and it felt just as special as the first. Coming back felt like returning to a favorite getaway spot where everything is familiar and comfortable. We will come back again!
From a partner site
10/10 Excellent
Ellen M.
10 Feb 2025
Wonderful, Calming View
This was our first trip to Siesta Key. We were very happy with the condo complex. It's near the beach, as well as, the Trolley stop.
We had a great week.
From a partner site
10/10 Excellent
Maryann M.
1 July 2026
The property location was amazing.
The view from the lanai is peaceful and relaxing. The property is within walking distance to Siesta Key Beach and a very quick ride. The Siesta Key Village stores and restaurants are also close and can be reached by free transportation. Great location!
The kitchen and bathrooms need an upgrade. The refrigerator was leaking and received a repair during our stay. The stove is older and one of the coil burners was not working. Also, there is a sign to keep the thermostat at 75 or the air conditioner will break. It was very warm at night!
From a partner site
10/10 Excellent
Richard H.
15 June 2026
Excellent
This was exactly the kind of place we needed to recharge and reconnect! We will come back and recommend this to our friends!
From a partner site
10/10 Excellent
Ivan O.
15 June 2026
Excellent
Traveling with our family was a joy here. The property gave us plenty of space to relax together, and the atmosphere was calm enough that even the kids felt at ease. We loved being close to the beach and pool, which made every day feel like a new adventure. It was the kind of place where everyone found something to enjoy, and it made our trip truly memorable.