Immerse yourself in the peaceful charm of Siesta Key at this beautifully appointed vacation rental in Gulf & Bay Club Bayside, professionally manage by Gulf Coast Vacation 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 lanai, 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 harbor and surrounding tropical landscape. The fully equipped kitchen provides everything needed for your stay, and the in-unit washer and dryer add extra convenience.
Both bedrooms are generously sized, providing ample space for families or couples traveling 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 center, 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 vacation 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 trailers allowed. No smoking. No burning candles inside of lodging. No parties. No Pets.
Our prices include all fees. No hidden fees.
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Charming Siesta Key condo with beach access - GBB 1346
Siesta Key
Charming Siesta Key condo with beach access - GBB 1346
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with UK consumer law, property booking services are not subject to the right of withdrawal.
This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.
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
About the area
Siesta Key
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 Stardust Event Center, or consider a night out at Tarpon Bay Grill and Tiki Bar. Discover the area's water adventures with jet skiing and kayaking nearby, or enjoy the great outdoors with horse riding and cycling.
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 - 9 min walk - 0.8 km
Safe Harbor Siesta Key - 4 min drive - 2.8 km
Crescent Beach - 4 min drive - 3.1 km
Getting around
Sarasota, FL (SRQ-Sarasota-Bradenton Intl.) - 30 min drive
Restaurants
McDonald's - 4 min drive
Gilligan's Island Bar & Grill - 3 min drive
Daiquiri Deck Siesta Key Village - 4 min drive
Captain Curt's Crab & Oyster Bar - 3 min drive
Hooters - 5 min drive
Frequently asked questions
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.
How much does it cost to stay at Relaxing 2BR Siesta Key condo with beach access - GBB 1365?
As of 14 Aug 2026, prices found for a 1-night stay for 2 adults at Relaxing 2BR Siesta Key condo with beach access - GBB 1365 on 7 Jun 2027 start from £1,858, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
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 St. Boniface Episcopal Church Labyrinth and Siesta Key Beach. Siesta Key Beach Playground and Crescent Beach are also within 2 miles (3 km).
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Hi there! Thank you for stopping in at Gulf & Bay 1365! Thank you so much for your wonderful review, and the 10/10 score rating! We're delighted to hear that you found the property to be exceptional. Your kind words truly mean a great deal to us. Thank you for choosing to stay with us. We truly appreciate your feedback and look forward to welcoming you back for another exceptional stay!
From a partner site
10/10 Excellent
Francis B.
15 Jul 2026
Excellent
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.
Francis B.
From a partner site
10/10 Excellent
Cindy L.
15 Jul 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!
Cindy L.
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!
Leon H.
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!
Leon H.
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.
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!
Mersedeh S.
Stayed 7 nights in Jul 2024
Response from VrboOwner on 17 Jul 2024
Thank you for your 5 Star Review! We are delighted that you enjoyed your stay. We hope you will visit us again very soon.
From a partner site
10/10 Excellent
Maryann M.
1 Jul 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!
Maryann M.
From a partner site
10/10 Excellent
Richard H.
15 Jun 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!
Richard H.
From a partner site
10/10 Excellent
Ivan O.
15 Jun 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.
Ivan O.
About the host
Hosted by Gulf Coast Vacation Rentals
Languages:
English
Premier Host
They consistently provide great experiences for their guests