Chesapeake Bright Retreat in The Villages provides amenities, such as golfing on-site and a garden. Guests can connect to in-room WiFi.
Entire home
2 bedrooms2 bathrooms
Popular amenities
Pool
Kitchen
Washing machine
Dryer
Pet-friendly
Air-conditioning
Add dates for prices
About this property
Entire place
You'll have the entire home to yourself and will only share it with other guests in your party.
Chesapeake Bright Retreat in The Villages
☀️ 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. No Smoking or Vaping on Premises ($200 to $500 penalty charged if house rule is ignored) No Cats ($500 to $1,000 penalty charged if house rule is ignored) Dog Friendly - Shedding Breeds will require an additional $150 cleaning fee to make the checkout cleaning a deep cleaning. 2 pets limit Pets upon approval
Property amenities
Pool/Spa
Pool
Internet
Available in the house: WiFi
Parking and transport
Onsite parking options include a garage
Kitchen
Coffee/tea maker
Cookware, dishware, and utensils
Dishwasher
Hob
Ice maker
Microwave
Oven
Refrigerator
Spices
Toaster
Dining
Dining table
Bedrooms
2 bedrooms
Bedsheets provided
Bathroom
2 bathrooms
Hair dryer
Towels provided
Living spaces
Dining table
Entertainment
TV
Outdoor areas
Garden
Laundry
Washing machine
Work spaces
Desk
Comfort
Air conditioning
Heating
Pets
Pet friendly
Suitability/Accessibility
Smoke-free property
Services and conveniences
Iron/ironing board
Location highlights
Near an outlet shopping centre
Things to do
Boat
Golf
Kayak
Optional golf privileges
Tennis
Basketball nearby
Cycling nearby
Fishing nearby
Horseback riding nearby
Hunting nearby
Kayaking nearby
Motor boating nearby
Swimming nearby
Safety features
Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
Smoke detector (host has indicated there is a smoke detector on the property)
You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools
Rules
No Smoking or Vaping on Premises ($200 to $500 penalty charged if house rule is ignored)
Pets
Pets are allowed
Service animals are welcome, and are exempt from fees
Children and extra beds
Children are welcome
Events
No events allowed
Smoking
Smoking is not permitted
Important information
You need to know
This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.
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
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with EU regulations about consumer rights, property booking services are not subject to the right of withdrawal.
Property is also known as
439432
About the area
St. James, a neighbourhood in The Villages, is home to this holiday home. Grand Oaks Resort and Carriage Musuem and The Orange Blossom Opry are cultural highlights, and some of the area's attractions include Uncle Donald's Farm and Leesburg Center for the Arts. Kayaking and power boating offer great chances to get out on the surrounding water, or you can seek out an adventure with hunting and horse riding nearby. Visit our The Villages travel guide
Does Chesapeake Bright Retreat in The Villages have a pool?
Yes, this property has a pool.
Is Chesapeake Bright Retreat in The Villages pet-friendly?
Yes, pets are allowed at this property.
How much is parking at Chesapeake Bright Retreat in The Villages?
On-site parking is available at the property.
What time is check-in at Chesapeake Bright Retreat in The Villages?
Check-in begins at 3:00 PM.
What time is check-out at Chesapeake Bright Retreat in The Villages?
Checkout is at 11:00 AM.
Where is Chesapeake Bright Retreat in The Villages located?
Located in St. James, this holiday home is 2.6 mi (4.2 km) from Cane Garden Country Club and within 6 miles (10 km) of Lake Deaton and Brownwood Paddock Square. The Villages Market Square and Lake Okahumpka Park are also within 6 miles (10 km).
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