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Chesapeake Bright Retreat in The Villages
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Entire home
Popular amenities
- Pool
- Kitchen
- Washer
- Dryer
- Pet friendly
- Air conditioning
Explore the area

The Villages, FL
- Cane Garden Country ClubPlace, Cane Garden Country Club5 min drive
- Brownwood Paddock SquarePlace, Brownwood Paddock Square5 min drive
- The Villages Market SquarePlace, The Villages Market Square6 min drive
- Leesburg, FL (LEE-Leesburg Intl.)Airport, Leesburg, FL (LEE-Leesburg Intl.)27 min drive
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About the neighborhood
The Villages
With a stay at this vacation home in The Villages (St. James), you'll be within a 10-minute drive of Cane Garden Country Club and Brownwood Paddock Square. .This vacation home is 4 mi (6.4 km) from Lake Deaton and 4.4 mi (7.1 km) from The Villages Market Square.
What's nearby
- Cane Garden Country Club - 5 min drive - 2.1 miles
- Brownwood Paddock Square - 5 min drive - 2.4 miles
- Lake Deaton - 6 min drive - 3.0 miles
- Lake Okahumpka Park - 6 min drive - 3.2 miles
- The Villages Market Square - 6 min drive - 3.8 miles
Getting around
- Leesburg, FL (LEE-Leesburg Intl.) - 33 min drive
Restaurants
- Panda Express - 6 min drive
- Starbucks - 5 min drive
- Culver's - 6 min drive
- Oakwood Smokehouse @ Grill Express - 8 min drive
- Dunkin' - 9 min drive
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
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
Make yourself comfortable in this air-conditioned vacation home, featuring a kitchen with a refrigerator and an oven. Conveniences include a desk and a microwave.
Take in the views from a garden.
Guests will find features like onsite parking.
Property amenities
Pool/Spa
- Pool
Internet
- Available in the house: WiFi
Parking and transportation
- Onsite parking options include a garage
Kitchen
- Coffee/tea maker
- Cookware, dishware, and utensils
- Dishwasher
- Ice maker
- Microwave
- Oven
- Refrigerator
- Spices
- Stovetop
- 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
- Smoking not allowed
Services and conveniences
- Iron/ironing board
Location highlights
- Near an outlet shopping mall
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)
General
- Garden
Policies
Check-in
Check-in time starts at 3:00 PM
Minimum check-in age: 30
Check-out
Check-out before 11:00 AM
Special check-in instructions
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 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
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
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated 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
Property is also known as
439432