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The Caddyshack

Golf vacation home in Oakland Hills

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Photo gallery for The Caddyshack

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Pool5 Sunset - Caddy Rd
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Reviews

10 out of 10
Exceptional

Entire home

3 bedrooms2 bathroomsSleeps 7163 sq m

Popular amenities

  • Pool
  • Kitchen
  • Washer
  • Dryer
  • Air conditioning
  • Barbecue grill

Explore the area

View in a map
Rotonda West, FL
  • Place, Lemon Bay
    ‪6 min drive‬
  • Place, Oyster Creek Golf Club
    ‪7 min drive‬
  • Place, Don Pedro Island State Park
    ‪8 min drive‬
  • Airport, Punta Gorda Airport (PGD)
    ‪48 min drive‬

Room options

About the area

Rotonda West

Seaside stay .Your stay at this Oakland Hills vacation home places you within 3 miles (5 km) of Lemon Bay and Lake Emily. Oyster Creek Golf Club and Little Gasparilla Island Beach are also within 6 miles (10 km).
View more Vacation homes in Rotonda WestOpens in a new window

What's nearby

  • Lake Emily - 6 min drive - 5.1 km
  • Lemon Bay - 6 min drive - 5.1 km
  • Oyster Creek Golf Club - 7 min drive - 5.8 km
  • Ann Dever Memorial Regional Park - 8 min drive - 6.5 km
  • Don Pedro Island State Park - 8 min drive - 6.8 km

Getting around

  • Punta Gorda Airport (PGD) - 41 min drive

Restaurants

  • ‪Starbucks - ‬11 min drive
  • ‪Nicola's Italian Kitchen - ‬8 min drive
  • ‪Burger King - ‬11 min drive
  • ‪Junior & Rosie’s Neighborhood Cafe & Grillr - ‬8 min drive
  • ‪Steamers Oyster Bar - ‬8 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.

The Caddyshack

Enjoy the spectacular view while unwinding at The Caddyshack.  Relax in the extra large lanai that includes a bar area, a heated swimming pool and even a swim-up bar! The lanai provides havens for both sun and shade, depending on your preference. 

The Caddyshack has an open floor plan and is fully updated inside and out. Gulf coast beaches and state parks, famous for their sunsets, sea shells, sharks teeth and turtle nests, are just minutes away!   

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  • Pool
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4.3 out of 5, Excellent, 1,173 reviews
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includes taxes & fees
Oct 26 - Oct 27
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Property amenities

Beach

  • Beach loungers
  • Beach towels

Pool/Spa

  • Heated pool

Internet

  • Available in the house: WiFi

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Microwave
  • Refrigerator
  • Spices
  • Stovetop
  • Toaster

Dining

  • A swim-up bar

Bedrooms

  • 3 bedrooms
  • Bedsheets provided

Bathroom

  • 2 bathrooms
  • Bathtub
  • Hair dryer
  • Shower
  • Shower/bathtub combination
  • Towels provided

Entertainment

  • Smart TV

Outdoor areas

  • Barbecue grill
  • Lanai

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

Location highlights

  • Near the sea
  • Next to a golf course
  • On the waterfront

Things to do

  • Bicycles
  • Heated pool

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)
  • Fire extinguisher

General

  • Bicycles
  • Unit size: 1,750 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

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
Safety features at this property include a fire extinguisher
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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a private host, not a professional engaged in trade or business. 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. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, and a smoke detector in each accommodation.

Property is also known as

It's View Breathtaking . . House Rotonda West
It's View Breathtaking . . Rotonda West
It's View Breathtaking . .
It's The View Breathtaking
It's the View! Breathtaking . .
It's the View! Breathtaking . . .
It's the View! Breathtaking . . . Rotonda West
It's the View! Breathtaking . . . Private vacation home

Frequently asked questions

How close is The Caddyshack to the airport?

This vacation home is 27.1 mi (41-min drive) away from the Punta Gorda Airport (PGD) airport, the closest popular airport to the property.

Does The Caddyshack have an airport shuttle?

Airport shuttle services are not available at this vacation home.

How close is The Caddyshack to the beach?

This vacation home is 9.7 mi (19-min drive) from Manasota Beach and 15.3 mi (25-min drive) from Venice Beach. Don't forget your sunscreen!

Does The Caddyshack offer free breakfast?

This vacation home does not offer free breakfast.

Is there a casino at The Caddyshack?

No, there is no casino at this vacation home.

What time is check-in at The Caddyshack?

Check-in begins at 4:00 PM.

Is there free parking at The Caddyshack?

Free parking is not available at this vacation home.

Does The Caddyshack have a pool?

Yes, there's a heated pool.

Does The Caddyshack have a spa?

There are no spa services available at this vacation home.

How close is The Caddyshack to downtown Rotonda West?

This vacation home is 0.6 mi away from Rotonda West.

The Caddyshack Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 72 out of 77 reviews
Rating 8 - Good. 4 out of 77 reviews
Rating 6 - Okay. 0 out of 77 reviews
Rating 4 - Poor. 1 out of 77 reviews
Rating 2 - Terrible. 0 out of 77 reviews

9.8/10

Cleanliness

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great place to stay.
Stayed 5 nights in Apr 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
House was a great size for our family. Close to the beaches and restaurants. House was clean and wet taken cared of.
Stayed 6 nights in Mar 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The beds were very comfortable, Pillows could stand to be updated but not a deal breaker! The pool was wonderful, they had beach things to utilize which is extremely helpful and appreciated. The house was clean, good wifi and smart tvs, lots of towels provided. The host very responsive and was able to get air fixed when we got there as wasn't working. I would DEFINATELY stay here again. Thank you for a wonderful stay.
Stayed 4 nights in May 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, listing accuracy
I would like to see more sunlight on the pool
Stayed 14 nights in Apr 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great villa. Had everything we needed and wonderful views. Fantastic hosts who would behind helpful and really personable - and went the extra mile for us. Great value for money. Highly recommend.
Stayed 16 nights in Oct 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Very nice home-had everything we needed and a few extras!
Stayed 6 nights in Jul 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The house is as advertised. I would definitely stay again. The pool was wonderful as well!
Stayed 6 nights in Jun 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Thanks for letting us stayed at your lovely home!!

The house was very clean, all the amenities that you need for a family vacations!!
Stayed 6 nights in May 2023
Verified review

8/10 Good

Liked: Check-in, communication, listing accuracy
Disliked: Cleanliness

Beautiful house, super pool gladly again

Quietly located house with beautiful pool. We had a great time there.
Stayed 17 nights in Jun 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Peaceful

So quiet here... its peaceful!
Stayed 8 nights in Jul 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

2022 vacation

Loved this home. Hope to stay again soon.
Stayed 6 nights in Jun 2022
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

10/10

We absolutely loved this home and it was perfect for our family vacation. My daughter loved the pool and the beds were so comfortable! All accommodations were amazing and check in was a breeze!
Stayed 7 nights in Jul 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Just a great place to stay

Everything was as advertised!! Needed some peace and quiet and this was it! Thanks from our family to yours and we will be coming back next year!
Stayed 7 nights in Jul 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Redone and fully stocked home

Our family had an amazing stay here, the house is stocked with everything you need for the beach (and there are so many good ones in the area!) With the golf course behind the home felt very private and has a beautiful view. Kitchen, Laundry and Bath were well stocked with many essential supplies.
Bikes available
Sunset at Siesta Key
Stayed 17 nights in Jun 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect Vacation Home for a Family

This home was perfect for our family. Our young adult sons loved both the pool and the golf course. Jack and Pat were the sweetest host and have everything you need to start your stay off right. The house is close to several beaches and restaurants. We will definitely recommend to friends and family!
Stayed 7 nights in Dec 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Nice getaway

I always enjoy staying in rotonda. This house was wonderful and perfectly accommodated all of us. Plenty of supplies and loved the pay it forward! We even got stuck during a tropical storm and felt safe and comfortable with amazing communication from the owners. Would absolutely stay again!
Stayed 7 nights in Sep 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fabulous Week Away

We were there for a week. The house and pool were amazing. Everything looks exactly as pictured. Highly recommend
Stayed 7 nights in Jul 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Anniversary & Labor Day weekend

Simply Beautiful ❤️
Stayed 4 nights in Aug 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Rotunda home

The property was recently rebuilt after hurricane Ian. Everything was lovely. Owners provided us with many extras like various supplies and were always helpful with our questions. Hope to stay there again.
Stayed 7 nights in May 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Even nicer than photos!

We stayed here six nights and it was perfect for us. We have 2 college age kids each got a room. The main living space had plenty of seating to each do our own thing or things together. The pool was perfect too! Location was between some amazing beaches and some fun restaurants. I'd book again
Stayed 6 nights in May 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Lovely Home

This was our second stay at this home. We love this house! I can’t say enough good things about it. The pool is perfect for the kids, nice updates throughout the house, fun view of the golf course! We will come back again soon!
Stayed 7 nights in Jun 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Lovely Pool

The house was just as the pictures and descriptions show. The house had everything we needed. The pool was my favorite place to hangout during the day. There are many good restaurants within 10 to 20 minutes drive from the house. I would definitely recommend this house and if I plan on coming back to this area I would definitely book this property again.
Stayed 6 nights in Apr 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

PERFECT HOME

This Home was awesome for my family. Close to all the beautiful beaches. The house was clean and with everything you need for your vacation getaway. Beds were super comfortable. The pool was clean and just the right size. Beautiful golf course in the backyard. The owner Pat was great. Thank you again.
Stayed 5 nights in Aug 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great place to relax and unwind

They have about everything you need to enjoy the area, especially the beach. Clothes washer so you can pack light. The host was very attentive and helpful. Nice view behind the house with a little wildlife. Even had a crane walk right up by the backyard one morning. Will go back.
Stayed 6 nights in Aug 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great vacation

Large, renovated house with spacious pool terrace facing south. Large garage with lots of beach gear. 3 bedrooms with comfortable beds, 2 nice bathrooms, master bathroom with rain shower and, really great, a hand shower. Well equipped kitchen with good appliances. Very nice counter table in the window overlooking the pooldeck with expansive views of the golf course, pond and wildlife, great for breakfast with 2 people. Good AC, several fans. The crystal clear pool is a good size and a welcome cool down under the Florida sun. Very nice contact with the host!
Stayed 13 nights in May 2025