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Cheryl’s Happy Place at Villages of Shady Brook

House in Sumterville, FL

4 guests·2 bedrooms·2 bathrooms
4.7 · 7 reviews

Why you'll love this stay

Outdoor Living

Outdoor Living

Golf cart included for effortless exploration of nearby pools and venues.

Entertainment & Amenities

Entertainment & Amenities

Thoughtful amenities and a fully stocked kitchen ensure effortless stays.

Location & Accessibility

Location & Accessibility

Walkable pools and nearby recreation centers put fun within reach.

Property details

🌴 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 🏡 General House Rules 🚭 No Smoking or Vaping Smoking or vaping of any kind is strictly prohibited inside the home, garage, lanai, or anywhere on the premises. Failure to comply with this rule may result in: Additional cleaning and deodorizing charges A penalty fee between $200 and $500 Potential immediate termination of the reservation without refund . 🐱 No Cats Allowed Cats are not permitted in any of our properties under any circumstance unless explicitly authorized in writing prior to arrival. Unauthorized cats in the property may result in: Deep cleaning charges Allergen remediation charges Penalty fees between $500 and $1,000 Additional charges for damages, odors, or excessive cleaning requirements 🐶 Dog Policy (Pet-Friendly Homes Only) Some homes may be designated as dog-friendly. Approval is required prior to booking or arrival. Dog Requirements: One dog maximum unless otherwise approved Less than 30 lbs preferred Non-shedding breeds preferred Must be house-trained and well-behaved Guests must contact the host prior to arrival with: Breed Weight/size Age Temperament/personality details Whether the dog is potty trained and accustomed to indoor environments Approval must be confirmed through the booking platform messaging system or in writing. Additional Cleaning Fees If excessive pet hair, odors, stains, waste, or damages are found after checkout: Additional deep cleaning charges may apply A minimum additional fee of $200 may be charged Additional damages beyond cleaning may also be billed separately 👶 Children & Infant Safety Families with children and infants are welcome; however, guests acknowledge that homes are not childproofed unless specifically stated otherwise. Guests are fully responsible for: Supervising children at all times Safety around pools, lanais, golf carts, kitchens, and furniture Bringing any baby-specific items needed for safety or comfort The property owner and management company assume no responsibility for accidents or injuries related to inadequate supervision. 🚐 No RVs, Boats, Trailers, or Commercial Vehicles Due to community deed restrictions within The Villages: The following are not permitted to be parked overnight or stored at the property: RVs Boats Trailers Commercial vehicles Large work vans or utility vehicles Guests may need to arrange off-site storage accommodations for these vehicles during their stay. Failure to comply may result in towing, fines, HOA violations, or additional charges passed through to the guest. 🎉 Respectful Use of the Property Please treat the home and neighbors with care and respect. No parties or events unless approved in writing Quiet hours should be respected Excessive noise or disruptive behavior may result in immediate termination of the stay without refund 🔑 Guest Responsibility The registered guest making the reservation is responsible for: All occupants and visitors Compliance with house rules Any damages, missing items, excessive cleaning, or violations occurring during the stay Please note: The Villages spans several postal zones, so addresses may appear as Wildwood, Okahumpka, Sumterville, or Lady Lake. All homes are fully located within The Villages® community with access to its lifestyle and amenities. MAIL & AMAZON PACKAGES The property’s mailbox key is not provided to guests. Please do not arrange mail delivery or mail forwarding to the rental address. Amazon packages may be delivered by USPS and placed in a locked mailbox or postal parcel locker rather than at the home. For this reason, please select an Amazon Locker or approved pickup location when ordering. Local Amazon Locker options to check: • Lady Lake / Spanish Springs area: Amazon Locker “Concita” at Wawa, 13535 US Highway 441, Lady Lake, FL 32159. • Central Villages / Colony Plaza area: Amazon Locker “Kersen” at 7-Eleven, 260 Colony Boulevard, FL 32162. • Wildwood / Brownwood surrounding area: Amazon Locker “Allergist” at Save A Lot, 360 Shopping Center Drive, Wildwood, FL 34785. How to select a locker: At Amazon checkout, choose a pickup location and search using your rental address or ZIP code. Select the locker through Amazon—do not simply type its street address as your delivery address. Availability depends on the item and available locker space. Follow the pickup deadline in your delivery notification. Need to receive regular mail or other packages? You may arrange a private mailbox rental directly with one of these providers: • Village Pack & Ship Plus: 1080 Bichara Boulevard, The Villages, FL 32159. • The UPS Store, northern Villages: 1576 Bella Cruz Drive, The Villages, FL 32159. • The UPS Store, Brownwood area: 2518 Burnsed Boulevard, The Villages, FL 32163. • The UPS Store, southern Villages: 3427 Warm Springs Avenue, The Villages, FL 32163. Contact the provider before sending anything to confirm availability, rental fees, minimum rental periods, identification requirements, and package acceptance. A mailbox or receiving arrangement must be established first. Guests are responsible for arranging delivery and collecting their mail and packages. AJ Home Rentals and the homeowner do not provide mail or package retrieval, storage, or forwarding services and are not responsible for lost, delayed, misdelivered, or inaccessible deliveries.

Sleeping arrangements

Bedroom 1

1 Queen Bed

Bedroom 2

1 Queen Bed

What’s included

  • Parking

    Parking

  • Washer

    Washer

  • Dryer

    Dryer

  • Air conditioning

    Air conditioning

  • Heating

    Heating

  • Pets allowed

    Pets allowed

  • Kitchen

    Kitchen

  • Wi-Fi

    Wi-Fi

Guest reviews

Star icon 4.7 | 7 reviews
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Stephen Scoggin

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June 2026

Great spot!

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Isabella

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June 2026

So cozy and very homey, the place was so clean and in a great location close to everything you need.

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Gerhard

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April 2026

Great stay, clean and tidy. Having a golf cart is convenient for the distances.

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Nancy

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February 2026

Every last detail was thought of. Plenty of towels plus beach towels. Dish & clothes washer detergent, Qtips, cotton balls, tissues - every amenity. The beds, bedding and fans made the rooms perfectly comfortable to sleep in. Easy golf cart drive to all the places we wanted to go in the Villages and close to 2 of the best adult pools. We used the reclining couch before bed each night. Definitely worth staying here if visiting the Villages

Know before you go

House rules

Check-in: 3:00pm

Checkout: 11:00am

Pets allowed

No smoking

No parties

Have a question about this property?

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