Entire home

Anna’s Coastal Cottage Retreat at Oak Hollow

Photo gallery for Anna’s Coastal Cottage Retreat at Oak Hollow

Exterior
Private kitchen
Private kitchen
Private kitchen
Living area

Reviews

10 out of 10
Exceptional
3 bedrooms2 bathroomsSleeps 5

Popular amenities

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

Explore the area

View in a map
Sumterville, FL
  • Place, Shallow Creek Country Club
    ‪7 min drive‬
  • Place, Brownwood Paddock Square
    ‪9 min drive‬
  • Place, Lake Okahumpka Park
    ‪10 min drive‬
  • Airport, Leesburg, FL (LEE-Leesburg Intl.)
    ‪36 min drive‬

Rooms & beds

3 bedrooms (sleeps 5)

Bedroom 1

1 King Bed

Bedroom 2

1 Queen Bed

Bedroom 3

1 Single Bed

2 bathrooms

Bathroom 1

Bathroom 2

Spaces

Kitchen
Separate dining area
Garden
Dining area

About this property

Anna’s Coastal Cottage Retreat at Oak Hollow

Anna’s Coastal Cottage Retreat at Villages of Oak Hollow at The Villages, Florida

Modern • Fresh • Professionally Decorated • Golf Cart Included

Welcome to Anna’s Coastal Cottage Retreat, a beautifully designed three-bedroom, two-bathroom cottage home located in the highly desirable Villages of Oak Hollow. This modern, professionally decorated home offers a fresh coastal feel from the moment you walk in—bright, inviting, and thoughtfully furnished for comfort and relaxation.

✨ Home Layout & Sleeping Arrangements

Master Bedroom:

King bed

Large walk-in closet

Ensuite bathroom with dual his-and-hers sinks

Smart TV

Bedroom 2:

Queen bed, beautifully furnished

Bedroom 3:

Twin bed + dedicated office/workspace (ideal for remote work or personal projects)

✨ Living Spaces

Open floor plan connecting the living room, kitchen, and dining area

Comfortable, stylish couches in the living room

Large Smart TV in the living room

Fully equipped kitchen with:

Kitchen island

Modern appliances

Everything needed for cooking & baking

Dining table with seating for six

Cozy lanai with comfortable seating—perfect for morning coffee or an evening cocktail

Two-car garage for convenience and storage

✨ Included Amenities

Two-seater electric golf cart — perfect for exploring The Villages

High-quality sheets, towels, and household essentials

High-speed Wi-Fi

Washer & dryer

✨ Location — the Perfect Oak Hollow Setting

This home sits in a prime location:

Just steps from the Oak Hollow Pool

Minutes to the brand-new Eastport Square featuring:

Restaurants

Bars

Outdoor entertainment areas

Recreation center access

Less than 10 minutes by golf cart to Sawgrass Grove, known for:

Live music nightly

McGrady’s Pub

Multiple food market stalls

Shopping & events

Easy golf cart ride to Magnolia Plaza for:

Publix supermarket

Nail & beauty salons

Coffee shop

Restaurants

Retail

Convenient access to Everglades Regional Recreation Center, a flagship recreation area with endless activities

From Everglades, enjoy a scenic golf cart ride straight to Brownwood Paddock Square, filled with:

Dining

Shopping

Movies

Farmers markets

Nightly music and line dancing

✨ Recreation & Entertainment

Guests have access to an unmatched lineup of amenities throughout The Villages:

50+ recreation centers

40+ executive golf courses

Championship golf (fees apply)

Pools, pickleball, tennis, bocce, shuffleboard

Fitness and sports programming

Activities such as:

Live music in the squares nightly (5–9 PM, 365 days a year)

Buzzy Bingo

Summa health classes

Art workshops

Cards, crafts, games, and more

✨ Temporary Resident IDs

Guests may purchase Temporary Resident IDs directly from The Villages for $50 per couple.
These IDs provide:

Access to all resident-only amenities

Executive golf (no green fees; trail fees apply)

Reduced rates on championship golf

Entry to recreation centers

Pools, sports courts, clubs, events, and activities

Guest passes can also be issued for limited access if needed.

✨ Pet Policy
No pets allowed

The Villages spans several postal zones, so homes may show Wildwood, Okahumpka, Sumterville, or Lady Lake as the address, but they are fully inside The Villages® community and includes full access to its amenities.
🏡 General House Rules
🚭 No Smoking or Vaping

Smoking or vaping of any kind is strictly prohibited inside the home, garage, lanai, or anywhere on the premises.

Failure to comply with this rule may result in:

Additional cleaning and deodorizing charges
A penalty fee between $200 and $500
Potential immediate termination of the reservation without refund
🐱 No Cats Allowed

Cats are not permitted in any of our properties under any circumstance unless explicitly authorized in writing prior to arrival.

Unauthorized cats in the property may result in:

Deep cleaning charges
Allergen remediation charges
Penalty fees between $500 and $1,000
Additional charges for damages, odors, or excessive cleaning requirements
🐶 Dog Policy (Pet-Friendly Homes Only)

Some homes may be designated as dog-friendly. Approval is required prior to booking or arrival.

Dog Requirements:
One dog maximum unless otherwise approved
Less than 30 lbs preferred
Non-shedding breeds preferred
Must be house-trained and well-behaved

Guests must contact the host prior to arrival with:

Breed
Weight/size
Age
Temperament/personality details
Whether the dog is potty trained and accustomed to indoor environments

Approval must be confirmed through the booking platform messaging system or in writing.

Additional Cleaning Fees

If excessive pet hair, odors, stains, waste, or damages are found after checkout:

Additional deep cleaning charges may apply
A minimum additional fee of $200 may be charged
Additional damages beyond cleaning may also be billed separately
👶 Children & Infant Safety

Families with children and infants are welcome; however, guests acknowledge that homes are not childproofed unless specifically stated otherwise.

Guests are fully responsible for:

Supervising children at all times
Safety around pools, lanais, golf carts, kitchens, and furniture
Bringing any baby-specific items needed for safety or comfort

The property owner and management company assume no responsibility for accidents or injuries related to inadequate supervision.

🚐 No RVs, Boats, Trailers, or Commercial Vehicles

Due to community deed restrictions within The Villages:

The following are not permitted to be parked overnight or stored at the property:

RVs
Boats
Trailers
Commercial vehicles
Large work vans or utility vehicles

Guests may need to arrange off-site storage accommodations for these vehicles during their stay.

Failure to comply may result in towing, fines, HOA violations, or additional charges passed through to the guest.

🎉 Respectful Use of the Property

Please treat the home and neighbors with care and respect.

No parties or events unless approved in writing
Quiet hours should be respected
Excessive noise or disruptive behavior may result in immediate termination of the stay without refund
🔑 Guest Responsibility

The registered guest making the reservation is responsible for:

All occupants and visitors
Compliance with house rules
Any damages, missing items, excessive cleaning, or violations occurring during the stay
Our prices include all fees. No hidden fees.

Add dates for prices

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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

No pets allowed, service animals permitted
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Smoking

Smoking is not permitted
🏡 General House Rules 🚭 No Smoking or Vaping

Important information

You need to know

Property # 4996680vb
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with UK consumer law, property booking services are not subject to the right of withdrawal.
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
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher

About the area

Wildwood

Located in Wildwood, this holiday home is near a water park. Lake Griffin State Park and Dade Battlefield State Park reflect the area's natural beauty and area attractions include Leesburg Center for the Arts and Uncle Donald's Farm. Power boating and fishing offer great chances to get out on the surrounding water, or you can seek out an adventure with cycling and horse riding nearby.
Map
Sumterville, FL

What's nearby

  • Shallow Creek Country Club - 7 min drive - 8.5 km
  • Brownwood Paddock Square - 9 min drive - 10.5 km
  • Lake Okahumpka Park - 10 min drive - 11.2 km
  • Lake Deaton - 10 min drive - 10.9 km
  • Continental Country Club - 10 min drive - 11.2 km

Getting around

  • Leesburg, FL (LEE-Leesburg Intl.) - 38 min drive

Restaurants

  • ‪Dunkin' - ‬14 min drive
  • ‪Victory Sports Grill - ‬9 min drive
  • ‪4 Rivers Smokehouse - ‬9 min drive
  • ‪Portillo's - ‬9 min drive
  • ‪Prime + Ember - ‬6 min drive

Frequently asked questions

Does Anna’s Coastal Cottage Retreat at Oak Hollow have a pool?

Yes, this property has a pool.

Is Anna’s Coastal Cottage Retreat at Oak Hollow pet-friendly?

No, only service animals are welcome at the property.

How much is parking at Anna’s Coastal Cottage Retreat at Oak Hollow?

On-site parking is available at the property.

What time is check-in at Anna’s Coastal Cottage Retreat at Oak Hollow?

Check-in begins at 3:00 PM.

What time is check-out at Anna’s Coastal Cottage Retreat at Oak Hollow?

Checkout is at 11:00 AM.

Where is Anna’s Coastal Cottage Retreat at Oak Hollow located?

Situated in Wildwood, this holiday home is within 9 miles (15 km) of Shallow Creek Country Club, Lake Harlow Canine Park and Lake Deaton. Continental Country Club and Brownwood Paddock Square are also within 9 miles (15 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
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Rating 10 - Excellent. 1 out of 1 reviews
Rating 8 - Good. 0 out of 1 reviews
Rating 6 - Okay. 0 out of 1 reviews
Rating 4 - Poor. 0 out of 1 reviews
Rating 2 - Terrible. 0 out of 1 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

8.0/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Mark N.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We enjoyed our stay and use of the electric golf cart. The home was also very nicely decorated and only a few minutes from the St. Tropez Rec. Center and the new Eastport Square.
Stayed 8 nights in Dec 2025
Response from VrboOwner on 11 Jan 2026
Mark-- We are so glad you enjoyed your stay and we hope to see you soon!!!!!! John and Mary

About the host

Hosted by Jessie | A&J Home Concierge

Host profile image

Languages:

English, German, Spanish
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