Gulf and Bay Bayside offers a serene retreat with spacious living spaces, perfect for relaxation. From the lanai, watch dolphins and manatees in the intercoastal waterway while enjoying newly furnished interiors and easy access to Siesta Key beach via private deeded access.
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.
Property amenities
Beach
Beach nearby
Pool/Spa
Communal pool
Heated pool
Internet
Available in the condo: Free WiFi
Parking and transport
Onsite parking options include a garage
Kitchen
Coffee/tea maker
Cookware, dishware, and utensils
Dishwasher
Hob
Microwave
Oven
Refrigerator
Toaster
Dining
Dining table
Bedrooms
2 bedrooms
Bedsheets provided
Bathroom
2 bathrooms
Bathtub or shower
Hair dryer
Shower
Towels provided
Living spaces
Dining table
Living room
Entertainment
TV with cable/satellite channels
Outdoor areas
Barbecue grill
Porch/lanai
Laundry
Laundry facilities
Washing machine
Comfort
Air conditioning
Heating
Pets
No pets allowed
Suitability/Accessibility
Smoke-free property
Services and conveniences
Iron/ironing board
Location highlights
Near a health/beauty spa
Near a hospital
Near a zoo
Near an outlet shopping centre
Near the bay
Near the marina
Near the sea
On the waterfront
Things to do
Golf
Gym
Heated pool
Optional golf privileges
Tennis
Basketball nearby
Birdwatching nearby
Casino nearby
Cycling nearby
Ecotours nearby
Fishing nearby
Golfing nearby
Horseback riding nearby
Jet skiing nearby
Kayaking nearby
Motor boating nearby
Parasailing nearby
Sailing nearby
Scuba diving nearby
Snorkelling nearby
Swimming nearby
Theme park nearby
Water skiing nearby
Water tubing nearby
Whale watching nearby
Wildlife walks nearby
Winery tours 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)
You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools
Pets
Pets not allowed
Children and extra beds
Children are welcome
Events
No events allowed
Smoking
Smoking is not permitted
Important information
You need to know
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
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
About the area
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 happening at Ed Smith Stadium or Longboat Key Public Tennis Center. 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 St. Boniface Episcopal Church Labyrinth and Siesta Key Beach. Siesta Key Beach Playground and Crescent Beach are also within 2 miles (3 km).
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All reviews shown are from real guest experiences. Only travellers 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.
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
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.