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) Dogs Friendly (less than 30pds), non-shedding, limit to one at a time. 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.
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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
We should mention
A car is not required for transport to and from this property
About the area
Center Hill
Located in Center Hill, this holiday home is near a water park. Shallow Creek Country Club and Continental Country Club are worth checking out if an activity is on the agenda, while those looking for area attractions can visit Leesburg Center for the Arts and The Florida International Teaching Zoo. Kayaking and fishing offer great chances to get out on the surrounding water, or you can seek out an adventure with mountain biking and rock climbing nearby.
The Villages Market Square - 21 min drive - 23.2 km
Nancy Lopez Legacy Golf & Country Club - 28 min drive - 32.4 km
Spanish Springs Town Square - 29 min drive - 28.6 km
Kelly Park - 54 min drive - 70.1 km
Getting around
Leesburg, FL (LEE-Leesburg Intl.) - 37 min drive
Restaurants
Dunkin' - 14 min drive
Victory Sports Grill - 5 min drive
Prime + Ember - 5 min drive
Reveille Cafe - 13 min drive
Sawgrass Tavern - 9 min drive
Frequently asked questions
Does Cheryl’s Happy Place at Villages of Shady Brook have a pool?
Yes, this property has a pool.
How much does it cost to stay at Cheryl’s Happy Place at Villages of Shady Brook?
As of 31 Mar 2026, prices found for a 1-night stay for 2 adults at Cheryl’s Happy Place at Villages of Shady Brook on 25 Apr 2026 start from AU$142, 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 Cheryl’s Happy Place at Villages of Shady Brook pet-friendly?
Yes, pets are allowed at this property.
How much is parking at Cheryl’s Happy Place at Villages of Shady Brook?
On-site parking is available at the property.
What time is check-in at Cheryl’s Happy Place at Villages of Shady Brook?
Check-in begins at 3:00 PM.
What time is check-out at Cheryl’s Happy Place at Villages of Shady Brook?
Checkout is at 11:00 AM.
Where is Cheryl’s Happy Place at Villages of Shady Brook located?
Situated in Center Hill, this holiday home is 1.6 mi (2.5 km) from Shallow Creek Country Club and 3 mi (4.7 km) from Lake Harlow Canine Park. Lake Deaton and Continental Country Club are also within 9 miles (15 km).