Entire home
Chesapeake Bright Retreat in The Villages
Holiday home in The Villages with kitchen
Photo gallery for Chesapeake Bright Retreat in The Villages





2 bedrooms2 bathroomsSleeps 4
Popular amenities
Explore the area

The Villages, FL
- Place, Cane Garden Country Club5 min drive
- Place, Miona Lake Golf Club6 min drive
- Place, The Villages Market Square6 min drive
- Airport, Leesburg, FL (LEE-Leesburg Intl.)27 min drive
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
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
Add dates for prices
Amenities
Pool
Kitchen
Washing machine
Dryer
Pet-friendly
Air conditioning
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House Rules
Check in after 3:00 PM
Minimum age to rent: 30
Check out before 11:00 AM
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
Pets 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
On-site parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has indicated that there is a smoke detector on the property
Property # 4884599vb
About the area
The Villages
St. James, a neighbourhood in The Villages, is home to this holiday home. The area's natural beauty can be seen at Lake Griffin State Park and Carney Island Recreation and Conservation Area, while Paquette's Historical Farmall Museum and Grand Oaks Resort and Carriage Musuem are cultural highlights. 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.

The Villages, FL
What's nearby
- Cane Garden Country Club - 5 min drive - 3.4 km
- Brownwood Paddock Square - 5 min drive - 3.8 km
- Miona Lake Golf Club - 6 min drive - 4.5 km
- Lake Okahumpka Park - 6 min drive - 5.2 km
- The Villages Market Square - 6 min drive - 6.1 km
Getting around
Restaurants
- Panda Express - 6 min drive
- Starbucks - 5 min drive
- Culver's - 6 min drive
- Oakwood Smokehouse @ Grill Express - 8 min drive
- Outback - 5 min drive
Frequently asked questions
About the host
Hosted by Jessie | A&J Home Concierge
Languages:
English, German, Spanish
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