Entire home

Heated Pool, 4 seater golf cart, Life Style ID's

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Exterior
An indoor swimming pool with a curved edge, surrounded by a covered patio area with lounge chairs and a view of a residential building in the background.
Coffee/tea maker, fridge, microwave, oven
A modern living room with a brown sofa, a coffee table, and a dining area with a table and chairs. There is a kitchen with a refrigerator and a ceiling fan.
A modern kitchen with stainless steel appliances, a dining area with a wooden table and white chairs, and a view of the outdoors through large glass doors.

Reviews

9.2 out of 10
Wonderful

Entire home

3 bedrooms2 bathrooms167 sq m

Popular amenities

  • Pool
  • Kitchen
  • Washing machine
  • Dryer
  • Air-conditioning
  • Outdoor space

Explore the area

View in a map
The Villages, FL
  • Place, Lake Sumter
    ‪5 min drive‬
  • Place, Glenview Champions Country Club
    ‪5 min drive‬
  • Place, The Villages Market Square
    ‪7 min drive‬
  • Airport, Leesburg, FL (LEE-Leesburg Intl.)
    ‪36 min drive‬

Room options

Similar properties

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Heated Pool, 4 seater golf cart, Life Style ID's

Summary:

Welcome to The Caddy Shack, where the fun never stops! Whether you are here to play some golf or just kick back and relax, our 3 bedroom, 2 bathroom getaway is designed for pure entertainment. We’ve included a 4 seater golf cart for your use, making it a breeze to cruise around The Villages, and get to your favorite golf courses. Need to work on your short game? We have a practice putting mat ready for you on the porch. After a long day of golf nothing feels better than jumping in a pool!



The Space:

Bedrooms:



Master Bedroom: The master suite comes with a king bed. You'll also enjoy having access to your own bathroom and walk in closet.



Bedroom 2 & 3: Offers very comfortable queen beds, and sport their own smart tvs.



Bathrooms:



Bathroom 1: En-suite in master bedroom. Has a double sink area so both can set up their toiletries without worrying about running out of space. You will also enjoy a beautifully tiled walk in shower!



Bathroom 2: Sits between bedroom 2 & 3. It offers a shower and bathtub combo to fit your preference, along with giving you enough space to get ready for an evening out on the square!



Guest Access:

Guests of The Caddy Shack will have full access to the entire house. Enjoy the private heated pool, perfect for a refreshing swim any time of day. The included 4 seater golf cart is at your disposal, offering convenient transportation around The Villages and to nearby golf courses and town squares. You'll also have access to the driveway for parking and the backyard for relaxation. Inside, you'll find all the amenities needed for a comfortable stay, including a fully equipped kitchen.



The Neighborhood:

Nestled in the heart of The Villages, The Caddy Shack offers unparalleled access to the vibrant lifestyle this community is known for. A short golf cart ride will take you to numerous championship golf courses, perfect for a morning tee time. Explore the charming town squares, each with its unique atmosphere, offering live music, dining, and shopping experiences. You'll find a variety of restaurants, from casual eateries to fine dining establishments, all within easy reach. Enjoy the convenience of nearby grocery stores and retail shops for all your needs. The Villages also boasts numerous recreational facilities, including swimming pools, recreation centers, and walking trails, all easily accessible from the property. Experience the friendly community spirit and the countless activities that make The Villages a premier destination for a memorable getaway.



Getting Around:

Being located in the northern part of The Villages gives you quick and easy access to a plethora of amenities. Below is a list of some that are only a 5 minute drive away:



Schools/ Sports:



The Villages Charter School - Intermediate Center

The Villages High School Tennis Court

The Villages Charter Elementary School - Primary Center

Villages Public Library at Belvedere



Misc/shopping:



The Villages Hospital

Spanish Springs Square

Sharon L. Morse Performing Arts Center

Sumter Landing Square



Golf Courses:



Hacienda Hills Golf Club

Pimlico Executive Golf Course

Pelican & Heron Golf Courses

Roosevelt Executive Golf Course

Arnold Palmer Legends Country Club

Southern Star Executive Golf Course





Parks:



Black Lake Walking Path

Live Oaks Park in The Villages

Lake Miona Park

The Veterans Memorial Park of the Villages

Boone Park in The Villages

Lake Mira Mar

Sunset Park

Golfview Lake Park in The Villages

Wilkerson Creek Park & Children's Playground



Other Things to Note:

Priority Services:



Priority Check In:

Kick off your vacation a little sooner! Want to get settled and start relaxing early? We offer a Priority Early Check In at 2:00 PM (two hours before our standard 4:00 PM time) for a small fee of $20.



This goes directly toward coordinating an expedited turnover with our cleaning and maintenance teams to ensure the home is sparkling and ready for your arrival. Just let us know if you'd like to add this to your stay!



Priority Check Out:

Not a morning person? We get it! Skip the rushed packing and enjoy one last slow breakfast. We offer a Late Check Out at 12:00 PM (standard is 10:00 AM) for just $20.



This fee allows us to bring in a larger cleaning team to ensure the home is still perfectly prepped for our next guests on a tighter timeline. Treat yourself to those extra two hours of relaxation!



Construction vehicles are not permitted to stay overnight in The Villages.



Interaction with Guests:

We are available to assist you throughout your stay at The Caddy Shack! You can reach us via the messaging system. We typically respond within 5 minutes to answer any questions about the house, need recommendations for things to do in The Villages, or require any assistance, please don't hesitate to reach out. I want to ensure you have a fantastic experience!
During your stay at this vacation home, you'll be close to The Villages Market Square. A private pool and a kitchen are available in the vacation home.
  • Air-conditioned home with private pool, kitchen, and washing machine
  • 7 minutes by car from The Villages Market Square and 6 minutes from Lake Sumter
This vacation home offers its guests a garden. The front desk is open around the clock.

Property amenities

Pool/Spa

  • Communal pool
  • Private 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
  • Toaster

Dining

  • Dining table

Bedrooms

  • 3 bedrooms
  • Bedsheets provided

Bathroom

  • 2 bathrooms
  • Hair dryer
  • Shampoo
  • Shower
  • Towels provided

Living spaces

  • Dining table

Entertainment

  • TV

Outdoor areas

  • Balcony
  • Garden

Laundry

  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoke-free property

Services and conveniences

  • Iron/ironing board

Location highlights

  • In a village

Things to do

  • Billiards/pool table
  • Optional golf privileges

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
  • Unit size: 1,800 square feet

Policies

Check-in

Check-in time starts at 4:00 PM
Minimum check-in age: 18

Check-out

Check-out before 10:00 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

Pets

  • No pets allowed

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
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 has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
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
You will receive an email from the host with check-in and check-out instructions. You will also receive an email from Vrbo with a link to a Vrbo account which will enable you to manage your booking.
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

692f10c22393c40011f5e254

Heated Pool, 4 seater golf cart, Life Style ID's Reviews

Reviews

9.2

Wonderful

Rating 10 - Excellent. 3 out of 5 reviews
Rating 8 - Good. 2 out of 5 reviews
Rating 6 - Okay. 0 out of 5 reviews
Rating 4 - Poor. 0 out of 5 reviews
Rating 2 - Terrible. 0 out of 5 reviews

9.6/10

Cleanliness

Reviews

Verified review

10/10 Excellent

Denise

Liked: Cleanliness, check-in, communication, listing accuracy
Was a perfect stay for my family visiting my parents in The Villages.
Stayed 3 nights in May 2026
Verified review

10/10 Excellent

Aimee W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Everything was very clean. There were things there for all ages to enjoy from toddler up. Great stay, will stay here again
Stayed 3 nights in Mar 2026
Verified review

8/10 Good

Steve M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Positives: We enjoyed our stay at Caddyshack while visiting relatives in The Villages. The location was perfect for us as we wanted to be close to Fort Sumter Landing. Communications with Zach were responded to quickly. Golf cart was a plus.Room to improve: Property can use a deep clean, under the beds was dirty. The house can use some insulated drinking mugs like Tervis so guests don’t need to use glassware around the pool. A strange smell turned out to be coming from the kitchen sink drain, which was partially clogged and caused the sink to fill when using the garbage disposal. I was able to clear the blockage carefully with a plunger, but a lot of black gunk was in the drain; was happy to get that issue resolved without bothering Zach. Regular cleaning needed to avoid future problems. The front door code provided was incorrect but that was correctly quickly. The juke box ate a CD and wouldn’t play it or eject it, frustrating. Despite a few challenges we would rent Caddyshack again.
Stayed 4 nights in Mar 2026