Entire home

Cheryl’s Happy Place at Villages of Shady Brook

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Exterior
Property grounds
Living area
Living area
Private kitchen
2 bedrooms2 bathroomsSleeps 4

Popular amenities

  • Pool
  • Kitchen
  • Washing machine
  • Dryer
  • Pet-friendly
  • Air-conditioning

Rooms & beds

2 bedrooms (sleeps 4)

Bedroom 1

1 Queen Bed

Bedroom 2

1 Queen Bed

2 bathrooms

Bathroom 1

Bathroom 2

Spaces

Kitchen
Garden
Dining area

About this property

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)
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.

Add dates for prices

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House Rules

Check in after 3:00 PM
Minimum age to rent: 30
Check out before 11:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

Pets allowed
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Smoking

Smoking is not permitted
No Smoking or Vaping on Premises ($200 to $500 penalty charged if house rule is ignored)

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.
Map
Sumterville, FL

What's nearby

  • Shallow Creek Country Club - 3 min drive - 3.8 km
  • 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 March 2026, prices found for a 1-night stay for 2 adults at Cheryl’s Happy Place at Villages of Shady Brook on 25 April 2026 start from NZ$170, 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).

About the host

Hosted by Jessie | A&J Home Concierge

Host profile image

Languages:

English, German, Spanish
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