Cheryl’s Happy Place at Villages of Shady Brook

Cheryl’s Happy Place at Villages of Shady Brook

2BR/2BA Cozy Villa • Golf Cart Included • Walk to Pools & Rec Centers

Welcome to Cheryl’s Happy Place, your cheerful escape in the heart of the Villages of Shady Brook — where every day feels like vacation and every ride in the golf cart leads to something fun.

This beautifully furnished two-bedroom, two-bathroom villa is cozy, comfortable, and stocked with everything you need — from fluffy pool towels to a perfectly set-up kitchen and living space. Whether you’re here to relax, explore, or dive headfirst into The Villages lifestyle, this is your happy home base.

🏡 The Space
🌟 Bedrooms & Baths

Primary Suite

Queen size (Electronic Adjustable Bed)

Large walk-in closet

Private ensuite with walk-in shower

Guest Bedroom

Queen size (Electronic Adjustable Bed)

Comfortable and welcoming for friends or family

Guest Bathroom

Full bath with tub/shower combo

🍽️ Living Spaces You’ll Love

Bright, open layout with cozy seating

Fully furnished — down to the last square-inch pool towel

Inviting living room for movie nights and relaxing evenings

Recliner sofa

Open kitchen with center island — perfect for morning coffee or happy hour

Everything you need for a carefree stay

🚗 Golf Cart Included = Instant Fun

Enjoy exploring like a local with your two-seater golf cart, fully equipped with:

Weather curtains (perfect for breezy days or light rain)

Cooler for drinks

Space for golf clubs

Cruise to pools, dining, shopping, and nightly entertainment with ease.

Recreation Centers Nearby — Endless Ways to Have Fun

You’re surrounded by some of the most exciting recreation options in the southern Villages area.

🏊 Shady Brook Community Pool (walkable!)

Pool, social space, and easy access for quick swims and afternoon breaks

🌴 Everglades Recreation Center

Known for its lively atmosphere

Pickleball courts, fitness areas, swimming pools, and daily activities

A favorite spot for staying active and meeting new friends

🐾 Saluki Recreation Center

A great hub for clubs, classes, indoor games, and social events

Perfect for mixing fitness with fun and community vibes

Across these centers, you’ll enjoy access to:

Pickleball & court sports

Fitness rooms & group classes

Family and sports pools

Social clubs, games, and daily activities

Squares, Dining & Live Music — Your Nightly Lineup

One of the biggest perks of staying here is how easy it is to enjoy The Villages nightlife.

🎶 Sawgrass Grove

A vibrant destination with restaurants, outdoor seating, and live music most afternoons and early evenings

Home of Boozy Bingo on Monday nights — a guest favorite!

Coffee shops, ice cream stops, and plenty of spots to linger

🌟 Eastport

The newest entertainment hotspot — full of energy with events, dining, and live performances

This area is buzzing and only getting better

💃 Brownwood Paddock Square

A Villages favorite for bigger crowds, larger stages, and nightly entertainment

Great mix of dining, dancing, and classic square fun

From casual bites to lively nights out, you’re perfectly placed to enjoy it all.

Downtown Middleton — Small-Town Charm Meets Big-Time Fun

Just about 13 minutes by golf cart, Downtown Middleton adds even more flavor to your stay:

Unique local restaurants and cafés

Boutique shopping

A relaxed, charming atmosphere perfect for afternoon strolls or evening dinners

A great change of pace from the larger squares — and a hidden gem many guests love discovering

⛳ Golf Lover’s Paradise

You’ll be surrounded by:

Multiple executive golf courses

Established and new championship courses
Whether you play daily or just once or twice, this location puts you right in the middle of it all.

🎬 The Villages Lifestyle — What You Get

With your Temporary Resident ID, you’ll enjoy access to everything that makes The Villages legendary:

70+ pools (family-friendly and adult-only)

40+ executive golf courses

Championship courses at resident rates

Hundreds of daily activities

Recreation centers with fitness classes, crafts, clubs, and social events

Movie theaters, live music, and nightly entertainment

You’re not just booking a villa — you’re unlocking a lifestyle.

💛 Why Guests Love Cheryl’s Happy Place

Cozy, clean, and thoughtfully furnished

Golf cart included — explore without ever needing a car

Walkable pools and rec centers

Prime location near Sawgrass, Eastport, Brownwood, and Magnolia Plaza

A warm, welcoming space that truly feels like home
No Smoking or Vaping on Premises ($200 to $500 penalty charged if house rule is ignored) Cats not allowed ($500 to $1,000 penalty charged if house rule is ignored) Dog Upon Approval. Please send details about the dog before booking. Limit in size and how many. If there is excessive amount of hair, an additional fee of $200 will be taken from the Security Deposit to cover for a deep cleaning. 🔔 IMPORTANT – High Season Booking Policy (January–April) During the peak season of January through April, full-month rentals are prioritized. For partial-month stays, the following rules apply: We will only accept reservations that begin on the 1st of the month, or end on the last day of the month, or seamlessly connect with an existing reservation already on the calendar. We cannot accept bookings that fall in the middle of the month when the beginning and/or end of the month remain vacant. This policy ensures fairness, availability, and smooth scheduling for all seasonal guests. Pet & Service Animal Policy • Service dogs are always welcome at no extra charge. • Emotional support or other pets may incur an additional $150 cleaning fee if their stay requires specialized cleaning (e.g., heavy shedding from a Labrador). • Any damages caused by animals—including service dogs—will be billed separately via Airbnb’s resolution process.