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NEW! Bayside Endless Summer | Walk to Siesta Key Beach, Community Pool, & Tennis Court

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Resort style community pool with plenty of seating, perfect for unwinding at the end of the day.
Enjoy access to community tennis courts and a refreshing pool. The perfect amenities for staying active or relaxing during your stay.
The community pool, accompanied by sun loungers.
Situated in a beautiful but quiet community, close to the beach, restaurants, and shops.
Your unit, with parking spaces and garage available.

Reviews

10 out of 10
Exceptional
2 bedrooms2 bathroomsSleeps 6118.9 sq m

Popular amenities

  • Pool
  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi
  • Air-conditioning

Explore the area

View map
Siesta Key, FL
  • Place, St. Boniface Episcopal Church Labyrinth
    ‪6 min walk‬
  • Place, Siesta Key Beach
    ‪9 min walk‬
  • Place, Siesta Key Beach Playground
    ‪9 min walk‬
  • Airport, Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)
    ‪29 min drive‬

Rooms & beds

2 bedrooms (sleeps 6)

Bedroom 1

1 King Bed

2 bathrooms

Bathroom 1

Toilet · Shower only

Bathroom 2

Toilet · Shower only

Spaces

Kitchen
Separate dining area
Dining area

About this property

NEW! Bayside Endless Summer | Walk to Siesta Key Beach, Community Pool, & Tennis Court

NEW! Bayside Endless Summer | Walk to Siesta Key Beach, Community Pool, & Tennis Court
Be the First to Stay!

🫶 Why You'll Love This Home
Just a short walk to the world-renowned Siesta Key Beach, Bayside Endless Summer offers a contemporary island retreat within the amenity rich Gulf & Bay Bayside community. Start your mornings on the screened lanai, then head out for a beach walk or a relaxing dip in the community pool. Spend your afternoons exploring Siesta Key Village, or staying active on the community tennis and pickleball courts.

⭐️ Perfect For
Families, couples, and smaller groups seeking close beach access, and a comfortable home base near Siesta Key's loved attractions.

☀️ Imagine This
Wake and get started in the open kitchen and dining space. Flip some pancakes or eggs in the well stocked kitchen. After breakfast, grab the provided beach gear and head just 0.6 miles to Siesta Key Beach, where powdery sand and clear teal waters set the tone for a perfect day.

In the afternoon, return home to relax in the comfortable living space or on the furnished lanai. If you're feeling energized, take some laps in the community pool or play a match on the tennis courts. Later, head to South Siesta Key Village to explore shops, live music, and a variety of dining options from Captain Curt's to Lenny's Island Grill. As night falls, retreat to the primary suite and expansive bathroom, settle into soft linens, and end the night knowing another beach day awaits.

🛏️ Where You'll Sleep
• Bedroom 1: King Bed, Ensuite Bath with Walk-In Shower, TV
• Bedroom 2: Two Full Beds, Hall Bath with Walk-In Shower, TV

🏖️ Explore The Area
• 0.6 Miles (13-Minute Walk) to Siesta Key Beach
• 1.0 Miles to Crescent Beach
• 1.3 Miles to Captain Curt's Crab & Oyster Bar
• 1.7 Miles to Siesta Key Village - Dining, Shopping, and Nightlife
• 11.5 Miles to Sarasota-Bradenton International Airport (SRQ)

Don't Wait: This neighborhood is in an incredible location on Siesta Key and provides tranquility and privacy. Book your dream stay today. Your reservation includes peace of mind with our CottageClean™ program, featuring a six-hour deep clean and a 35-point inspection before every stay—ensuring your home feels fresh, safe, and truly vacation-ready upon arrival.

Need To Know: This condo is located in the Gulf & Bay Bayside community. This allows guests staying at this unit to utilize the included community amenities. The community pool is seasonally heated. Starter packs of kitchen and toiletry essentials are provided for a seamless first couple of nights. Free high-speed WiFi is included.

Add dates for prices

Amenities

Pool
Kitchen
Washing machine
Dryer
Free WiFi
Air conditioning

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House Rules

Check in after 4:00 PM
Minimum age to rent: 26
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

No pets allowed
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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 indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock

About the area

Siesta Key

Located in Siesta Key, this holiday home is 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 Stardust Event Center or Ed Smith Stadium. Discover the area's water adventures with jet skiing and kayaking nearby, or enjoy the great outdoors with ecotours and cycling.
Map
Siesta Key, FL

What's nearby

  • St. Boniface Episcopal Church Labyrinth - 6 min walk - 0.6 km
  • Siesta Key Beach - 9 min walk - 0.8 km
  • Siesta Key Beach Playground - 9 min walk - 0.8 km
  • Siesta Key Marina - 2 min drive - 2.4 km
  • Crescent Beach - 3 min drive - 2.8 km

Getting around

  • Sarasota, FL (SRQ-Sarasota-Bradenton Intl.) - 30 min drive

Restaurants

  • ‪Siesta Beach Pavilion - ‬13 min walk
  • ‪Siesta Key Snack Bar - ‬13 min walk
  • ‪Captain Curt's Crab & Oyster Bar - ‬3 min drive
  • ‪PDQ South Sarasota - ‬7 min drive
  • ‪Dunkin' - ‬5 min drive

Frequently asked questions

Does NEW! Bayside Endless Summer | Walk to Siesta Key Beach, Community Pool, & Tennis Court have a pool?

Yes, this property has a pool. Pool types include heated pools.

How much does it cost to stay at NEW! Bayside Endless Summer | Walk to Siesta Key Beach, Community Pool, & Tennis Court?

As of 20 Apr 2026, prices found for a 1-night stay for 2 adults at NEW! Bayside Endless Summer | Walk to Siesta Key Beach, Community Pool, & Tennis Court on 27 May 2026 start from AU$475, 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 NEW! Bayside Endless Summer | Walk to Siesta Key Beach, Community Pool, & Tennis Court pet-friendly?

No, pets are not allowed at this property.

How much is parking at NEW! Bayside Endless Summer | Walk to Siesta Key Beach, Community Pool, & Tennis Court?

On-site parking is available at the property.

What time is check-in at NEW! Bayside Endless Summer | Walk to Siesta Key Beach, Community Pool, & Tennis Court?

Check-in begins at 4:00 PM.

What time is check-out at NEW! Bayside Endless Summer | Walk to Siesta Key Beach, Community Pool, & Tennis Court?

Checkout is at 10:00 AM.

Where is NEW! Bayside Endless Summer | Walk to Siesta Key Beach, Community Pool, & Tennis Court located?

Situated by the sea, this holiday home 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.
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Rating 10 - Excellent. 1 out of 1 reviews
Rating 8 - Good. 0 out of 1 reviews
Rating 6 - Okay. 0 out of 1 reviews
Rating 4 - Poor. 0 out of 1 reviews
Rating 2 - Terrible. 0 out of 1 reviews

Reviews

Verified

10/10 Excellent

Catherine B.

Stayed 5 nights in Mar 2026

About the host

Hosted by The Cottages on the Key, Inc.

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