Welcome to Gulf & Bay Club Bayside Unit 1344 on Siesta Key, proudly managed by Gulf Coast Vacation Rentals. This inviting two-bedroom condo is designed to make your stay memorable and relaxing. The spacious primary bedroom features a plush king bed, while the guest room is furnished with a comfortable queen bed—making it perfect for families or couples traveling together.
You'll love the open-concept living area, which leads to a beautiful tiled lanai surrounded by sliding windows and doors. Whether you want to bask in the morning sunlight over breakfast or enjoy the evening breeze with a glass of wine, this space offers flexibility to enjoy the outdoors however you like.
This fully furnished condo provides all the comforts of home, including a washer and dryer, a fully stocked kitchen, and even a private garage for your convenience. Step outside and you're just a short walk to the beach access, where the world-famous white sands of Siesta Key and the sparkling Gulf of Mexico await.
As a guest at Gulf & Bay Club Bayside, you'll also have access to two heated pools—perfect for a relaxing swim any time of year—and pickleball courts for a bit of friendly competition. The resort-style amenities don't stop there: there's a fitness center, tennis courts, and a fishing dock for you to enjoy during your stay.
Plus, you're just a short distance from the vibrant Siesta Key Village, where you'll find a fantastic selection of shops, local restaurants, and cafes to explore. Whether you're in the mood for fresh seafood, unique boutiques, or a lively beachside atmosphere, it's all close by.
Book your stay at Gulf & Bay Club Bayside Unit 1344 and experience the perfect blend of comfort, convenience, and the coastal lifestyle that makes Siesta Key such a beloved destination. Let Gulf Coast Vacation Rentals make your getaway easy, relaxing, and unforgettable.
House Rules: No Motorcycles, golf carts, RVs, boats, or trailers allowed. No smoking. No burning candles inside of lodging. No parties. No Pets.
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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 near the beach. 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 happening at Ed Smith Stadium or Longboat Key Public Tennis Center. Jet skiing and kayaking offer great chances to get out on the surrounding water, or you can seek out an adventure with horse riding and ecotours nearby.
Siesta Key, FL
What's nearby
Siesta Key Beach - 8 min walk - 0.7 km
St. Boniface Episcopal Church Labyrinth - 9 min walk - 0.8 km
Siesta Key Beach Playground - 10 min walk - 0.9 km
Siesta Key Marina - 4 min drive - 2.8 km
Crescent Beach - 5 min drive - 3.1 km
Getting around
Sarasota, FL (SRQ-Sarasota-Bradenton Intl.) - 28 min drive
Restaurants
McDonald's - 4 min drive
Siesta Beach Pavilion - 18 min walk
Siesta Key Snack Bar - 18 min walk
Captain Curt's Crab & Oyster Bar - 3 min drive
Daiquiri Deck South Siesta Key - 3 min drive
Frequently asked questions
Does Relaxing Siesta Key condo - pickleball - 2 heated pools - beach access - GBB 1344 have a pool?
Yes, this property has a pool. Pool types include heated pools.
How much does it cost to stay at Relaxing Siesta Key condo - pickleball - 2 heated pools - beach access - GBB 1344?
As of 18 June 2026, prices found for a 1-night stay for 2 adults at Relaxing Siesta Key condo - pickleball - 2 heated pools - beach access - GBB 1344 on 27 September 2026 start from NZ$805, 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.
How much is parking at Relaxing Siesta Key condo - pickleball - 2 heated pools - beach access - GBB 1344?
On-site parking is available at the property.
What time is check-in at Relaxing Siesta Key condo - pickleball - 2 heated pools - beach access - GBB 1344?
Check-in begins at 4:00 PM.
What time is check-out at Relaxing Siesta Key condo - pickleball - 2 heated pools - beach access - GBB 1344?
Checkout is at 10:00 AM.
Where is Relaxing Siesta Key condo - pickleball - 2 heated pools - beach access - GBB 1344 located?
Situated by the sea, this condo building is within 1 mi (2 km) of St. Boniface Episcopal Church Labyrinth and Siesta Key Beach. Crescent Beach is 1.7 mi (2.7 km) away.
Reviews
8.0
Very good
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Other than the check in process, we had a wondful stay.
Steve N.
Stayed 7 nights in Apr 2025
Response from VrboOwner on 6 May 2025
Hi Steve! Thank you for the 5-star rating!
We’re pleased to hear that you had an enjoyable stay overall. We’re always looking for ways to improve the guest experience, and we would sincerely appreciate any specific suggestions you may have regarding the check-in process. Please feel free to contact us at your convenience—we’d be happy to hear from you. We can't wait to welcome you back in the future.
From a partner site
6/10 Okay
Tonya S.
11 July 2025
NiceArea
The condo was in great condition. We did have an issue with the television not working in the living room. We stayed 10 days and the issue was never resolved before we left and there was no television in the second bedroom. The walk to the fishing dock was further than described, but was still a very nice place to fish in the afternoons. It's a very long walk to the beach! The pool area was really nice and well maintained.
Tonya S.
About the host
Hosted by Gulf Coast Vacation Rentals
Languages:
English
Premier Host
They consistently provide great experiences for their guests