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Chesapeake Bright Retreat in The Villages

Holiday home in The Villages with kitchen

Photo gallery for Chesapeake Bright Retreat in The Villages

Exterior
Living area
Dining
Living area
Living area
2 bathroomsSleeps 4

Popular amenities

  • Dryer
  • Washer
  • Parking available
  • Kitchen
  • Outdoor space
  • Pool

Explore the area

View map
The Villages, FL
  • Place, The Villages Market Square
    ‪6 min drive‬
  • Place, Spanish Springs Town Square
    ‪13 min drive‬
  • Place, Nancy Lopez Legacy Golf & Country Club
    ‪15 min drive‬
  • Airport, Leesburg, FL (LEE-Leesburg Intl.)
    ‪27 min drive‬

Rooms & beds

0 bedrooms (sleeps 4)

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 Liberty Park — 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.

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
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

Pets allowed
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Smoking

Smoking is not permitted
No Smoking or Vaping on Premises ($200 to $500 penalty charged if house rule is ignored) Cats not allowed ($500 to $1,000 penalty charged if house rul

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 not indicated whether there is a smoke detector on the property

About the area

The Villages

St. James, a neighbourhood in The Villages, is home to this holiday home. Cane Garden Country Club and Miona Lake Golf Club are worth checking out if an activity is on the agenda, while those wishing to experience the area's natural beauty can explore Lake Griffin State Park and Carney Island Recreation and Conservation Area. Kayaking and power boating offer great chances to get out on the surrounding water, or you can seek out an adventure with hunting and cycling nearby.
Map
The Villages, FL

What's nearby

  • Cane Garden Country Club - 4 min drive - 3.4 km
  • The Villages Market Square - 6 min drive - 6.1 km
  • Lake Okahumpka Park - 6 min drive - 5.2 km
  • Spanish Springs Town Square - 13 min drive - 11.8 km
  • Nancy Lopez Legacy Golf & Country Club - 15 min drive - 15.6 km

Getting around

  • Leesburg, FL (LEE-Leesburg Intl.) - 33 min drive

Restaurants

  • ‪Starbucks - ‬5 min drive
  • ‪Panda Express - ‬6 min drive
  • ‪Culver's - ‬6 min drive
  • ‪Outback - ‬5 min drive
  • ‪Oakwood Smokehouse @ Grill Express - ‬8 min drive

Frequently asked questions

Does Chesapeake Bright Retreat in The Villages have a pool?

Yes, this property has a pool.

How much does it cost to stay at Chesapeake Bright Retreat in The Villages?

As of 5 November 2025, prices found for a 1-night stay for 2 adults at Chesapeake Bright Retreat in The Villages on 1 December 2025 start from NZ$627.13, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

Is Chesapeake Bright Retreat in The Villages pet-friendly?

Yes, pets are allowed at this 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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About the host

Hosted by Jessie | A&J Home Concierge

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