Chesapeake Bright Retreat in The Villages

The Villages, Florida
$142 avg/night Minimum Stay 5 Nights
Bed 2

Bed

Bath 2

Bath

Home Private Vacation Home

Property Type

Sleep 4

Max Sleeps

Night 5 nights

Min Stay

☀️ Chesapeake Bright Retreat in The Villages ☀️

Welcome to Chesapeake Bright Retreat, a beautifully maintained 2-bedroom, 2-bath villa perfectly situated in the Village of St. James — a central and vibrant location that gives you easy access to the best of The Villages lifestyle. This home offers a warm, bright atmosphere with an open-concept layout, extended enclosed lanai, and plenty of natural light that makes every morning feel like a Florida vacation.

Home Highlights

Two Bedrooms, Two Bathrooms: Each room features a comfortable queen bed, ample closet space, and inviting décor designed for rest and relaxation.

Spacious Kitchen: A large, fully equipped kitchen with everything you need — cookware, dishes, utensils, coffee maker, toaster, and more. Perfect for preparing meals or entertaining friends.

Enclosed Lanai & Outdoor Seating: The extended lanai is a guest favorite — ideal for enjoying your morning coffee or relaxing with an afternoon cocktail. The additional outdoor seating area makes it perfect for hosting friends or soaking in the Florida sunshine.

Living Area: Open and comfortable with plenty of seating and a bright, welcoming feel that makes it easy to unwind after a day out exploring.

Laundry: Washer and dryer included for convenience.

Getting Around

This home includes a two-seater golf cart, making it easy to explore The Villages in true local style! Take a short ride to golf courses, pools, shopping, restaurants, and entertainment.

Location – Village of Liberty Park

Liberty Park is one of the most central and desirable areas in The Villages — perfectly positioned between Lake Sumter Landing and Brownwood Paddock Square.

Lake Sumter Landing (about 10 minutes away): Enjoy nightly live music, waterfront dining, and boutique shopping. Top spots include RJ Gator’s, City Fire, Lighthouse Point Bar & Grill, and the Old Mill Playhouse movie theater.

Brownwood Paddock Square (about 12 minutes away): Home to Bluefin Grill, Gator’s Dockside, and World of Beer, plus outdoor concerts and weekly markets.

Colony Plaza (less than 10 minutes away): Convenient shopping at Publix, Walgreens, Chase Bank, Red Sauce, Bonifay Country Club, and other restaurants and services.

Recreation & Golf

You’ll have quick access to some of The Villages’ most popular recreation centers and golf courses:

Seabreeze Regional Recreation Center – offers pickleball, tennis, bocce, shuffleboard, fitness classes, and arts & crafts studios.

Colony Cottage Regional Recreation Center – features indoor and outdoor activities, pool tables, and a resort-style family pool.

Golf – Within minutes of Bonifay, Havana, and Mallory Hill Country Clubs, plus dozens of executive courses included with your guest ID.

Temporary Resident IDs

With your Temporary Resident ID ($50 paid directly to The Villages), you’ll have full access to:

40+ executive golf courses (free with the ID)

Championship golf courses (small fee applies)

All community pools, sports courts, and recreation centers

Fitness clubs, pickleball, tennis, bocce, and shuffleboard

Live music and entertainment at all three town squares nightly

Policies

Dog allowed upon approval (pet fee may apply)

No cats allowed

No smoking or vaping anywhere on the premises

Why Guests Love Chesapeake Bright Retreat

Bright, cheerful home filled with natural light

Extended enclosed lanai for relaxing or entertaining

Two cozy queen bedrooms for couples or friends traveling together

Large kitchen and open living space for comfort and ease

Perfect location between Lake Sumter Landing and Brownwood Square

Clean, well-cared-for home with a welcoming feel

Come experience The Villages lifestyle from your very own Chesapeake Bright Retreat — where comfort, convenience, and community come together for the perfect Florida stay.
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.

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  • Feature Features
  • Map Map
  • School District Rates & Availability

Feature Features

  • PETS

    Pet Friendly
  • DINING

    Dining Table
  • SAFETY

    Carbon Monoxide Detector Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) Fire Extinguisher Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    2 Bedrooms Bed Sheets Provided
  • KITCHEN

    Coffee/tea Maker Cookware/dishes/utensils Dishwasher Ice Maker Microwave Oven Refrigerator Stovetop Toaster
  • LAUNDRY

    Washing Machine And Dryer
  • PARKING

    Car Not Required Onsite Parking Onsite Parking Options Include A Garage
  • INTERNET

    WiFi Available
  • OUTDOORS

    Garden
  • POOL/SPA

    Pool
  • BATHROOMS

    2 Bathrooms Hair Dryer Towels Provided
  • WORKSPACES

    Desk
  • LANGS SPOKEN

    English German Spanish
  • THINGS TO DO

    Basketball Nearby Boat On Site Cycling Nearby Fishing Nearby Golf Privileges Golfing On Site Horse Riding Nearby Hunting Nearby Kayak On Site Kayaking Nearby Power Boating Nearby Swimming Nearby Tennis On Site
  • ENTERTAINMENT

    TV
  • CLIMATE CONTROL

    Air Conditioning Heating
  • LOCATION HIGHLIGHTS

    Near Outlet Shopping
  • SERVICES AND CONVENIENCES

    Iron/ironing Board
  • SUITABILITY/ACCESSIBILITY

    Smoke-free Property

CheckIn Check-in : 03:00 PM CheckOut Check-out : 11:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 4

Map Map

School District Rates & Availability

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Total

Includes taxes and fees
$142+
View details