Entire condo

Gulf & Bay Club Bayside | Walk to Beach, Enjoy Pools, Tennis & More

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A residential area with multiple two-story houses, a large body of water, and a distant view of a city skyline.
A resort with a central pool surrounded by villas, a marina, and a view of the water.
A spacious kitchen with a large island, dark countertops, and wooden cabinets.
A modern kitchen with a stone backsplash, a built-in dishwasher, and a large island with a sink.
An aerial view of a beach with multiple buildings in the background, a sandy shore, and clear turquoise water.

Reviews

10 out of 10
Exceptional

Entire condo

1 bedroom2 bathrooms89 sq m

Popular amenities

  • Pool
  • Kitchen
  • Free Wi-Fi
  • Air-conditioning
  • Laundry room
  • Parking available

Explore the area

View in a map
Siesta Key, FL
  • Place, Siesta Key Beach
    ‪7 min walk‬
  • Place, Siesta Key Beach Playground
    ‪7 min walk‬
  • Place, Crescent Beach
    ‪4 min drive‬
  • Airport, Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)
    ‪30 min drive‬

Room options

Similar properties

About this property

Entire place

You'll have the entire condo to yourself and will only share it with other guests in your party.

Gulf & Bay Club Bayside | Walk to Beach, Enjoy Pools, Tennis & More

Enjoy the ultimate Siesta Key getaway with top-notch amenities, a prime location, and a beautifully furnished condo designed for comfort and relaxation! Directly across the street to Crescent Beach on Siesta Key, this lovely condo also offers tennis and pickleball courts, heated pools and a fitness center.

Resort-Style Amenities:
• Prime location in Gulf and Bay Club Bayside, one of Siesta Key’s most popular vacation communities.
• Two heated swimming pools surrounded by tropical landscaping, perfect for relaxation.
• Fully equipped fitness center.
• Tennis and pickleball courts for fun and competitive matches.
• Private beach access to world-famous Siesta Key Beach, just a short walk across the street through the Gulf and Bay Club Condominiums.
• Free Siesta Key trolley stops nearby, offering easy transportation to Siesta Key Village, where you’ll find an array of shops, restaurants, and nightlife.
• Lush, well-manicured grounds with walking paths, a fishing dock, and scenic water views.
• Gated community with secure parking and additional guest parking.

Condo Interior and Features:
• Beautifully furnished with a beachy vibe, featuring tropical hues of turquoise and light green.
• Spacious open living area with plush seating, a flat-screen TV, and glass sliders leading to the screened-in lanai.
• Lanai with outdoor dining table and chairs, perfect for morning coffee or sunset meals.
• Large, fully equipped kitchen with granite countertops, stainless steel appliances, and ample cabinet space.
• Primary bedroom suite with a king bed, flat-screen TV, and a private ensuite bathroom.
• Primary bathroom with a walk-in glass shower, large vanity, and plush towels.
• Additional sleeping spaces:
-Queen sleeper sofa in the living room for extra guests.
-Small sleeping nook with two twin beds and an accordion door for privacy—perfect for small children.
• Guest bathroom with a tub/shower combination, vanity, and a stacked full-size washer and dryer.
• Pack light – we’ve got you covered with beach chairs, towels, and an umbrella for your seaside adventures.

Gulf and Bay Club Bayside
Gulf and Bay Club Bayside is a premier vacation community on Siesta Key, offering resort-style amenities in a lush tropical setting. Guests enjoy two heated pools, tennis and pickleball courts, and a fully equipped fitness center. The community provides direct access to the Intracoastal Waterway, perfect for fishing and wildlife watching. BBQ areas offer a great spot for outdoor dining. A short walk across Midnight Pass Road leads to private beach access on world-famous Siesta Key Beach. With stunning scenery and top-notch amenities, Gulf and Bay Club Bayside is the ideal destination for a relaxing and memorable beach getaway.

The Beauty of Siesta Key
Siesta Key is a barrier island positioned between the Gulf of Mexico and intracoastal waterway. The powdery white sandy beaches are world renown and stretch over 8 miles along the southwest coast of Florida. Siesta Key is a water-lovers paradise offering crystal clear turquoise water, sailing, fishing, swimming and so much more. Play in the gentle waves and shallow waters, gather unique seashells, or build a sandcastle with your kids or grandkids.

The Siesta Key Village offers a wide selection of shops, cafes, top restaurants, and live music for both its residents and guests. From local oyster bars to waterside dining, Siesta Key has something for every palate. Trolley transportation is available around the island and throughout Sarasota.

PLEASE NOTE
----------------------------
• Prior to arrival Guest needs to complete the Bayside HOA Online Registration. SkyRun will send you a text and/or email with additional information.
During your stay at this condo building, you're just a quick walk from Siesta Key Beach. You'll find features like concierge services and laundry facilities. Free WiFi and a kitchen are available in the condo.
  • Air-conditioned condo with kitchen, 2 bathrooms, and balcony
  • Free WiFi (speed: 500+ Mbps (good for 6+ people or 10+ devices))
  • Services include a concierge
  • Onsite recreation includes tennis courts
  • Just a 1-minute drive from Siesta Key Beach and 8 minutes from Crescent Beach
As a guest of this condo, you'll find barbecue grills, concierge services, and laundry facilities. The front desk is open around the clock.

This Siesta Key condo is smoke free.


Property amenities

Beach

  • Beach nearby

Pool/Spa

  • Communal pool
  • Heated pool

Internet

  • Available in the condo: Free WiFi

Parking and transport

  • Car not required
  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Hob
  • Microwave
  • Oven
  • Refrigerator
  • Toaster

Dining

  • Dining table

Bedrooms

  • Bedroom
  • Bedsheets provided

Bathroom

  • 2 bathrooms
  • Bathtub or shower
  • Hair dryer
  • Shower
  • Towels provided

Living spaces

  • Dining table
  • Living room

Entertainment

  • Smart TV

Outdoor areas

  • Balcony
  • Barbecue grill

Laundry

  • Laundry facilities

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoke-free property

Services and conveniences

  • Concierge services
  • Iron/ironing board

Location highlights

  • In a village
  • 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

Things to do

  • Golf
  • Heated pool
  • Tennis
  • Birdwatching nearby
  • Cycling nearby
  • Ecotours nearby
  • Fishing nearby
  • Horseback riding nearby
  • Jet skiing nearby
  • Motor boating nearby
  • Parasailing nearby
  • Sailing nearby
  • Snorkelling nearby
  • Swimming nearby
  • Wildlife walks nearby
  • Windsurfing nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • Fire extinguisher
  • Deadbolt lock

General

  • Unit size: 959 square feet

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in available
Minimum check-in age: 25

Check-out

Check-out before 10:00 AM

Special check-in instructions

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

  • No pets allowed

Children and extra beds

  • Children are welcome.

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

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
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadbolt lock
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
You will receive an email from the host with check-in and check-out instructions. You will also receive an email from Vrbo with a link to a Vrbo account which will enable you to manage your booking.
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with EU regulations about consumer rights, property booking services are not subject to the right of withdrawal.

Property is also known as

63

Gulf & Bay Club Bayside | Walk to Beach, Enjoy Pools, Tennis & More Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 2 out of 2 reviews
Rating 8 - Good. 0 out of 2 reviews
Rating 6 - Okay. 0 out of 2 reviews
Rating 4 - Poor. 0 out of 2 reviews
Rating 2 - Terrible. 0 out of 2 reviews

10/10

Cleanliness

Reviews

Verified review

10/10 Excellent

Shannon A.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Close to my family and friends. Nice property. Lots of amenities included for the beach and pool.
Stayed 7 nights in Mar 2026
Verified review

10/10 Excellent

Chas H.

Stayed 21 nights in Feb 2026