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Anna’s Coastal Cottage Retreat at Oak Hollow

Holiday home in Wildwood with kitchen

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

Exterior
Private kitchen
Private kitchen
Private kitchen
Living area
3 bedrooms2 bathroomsSleeps 5

Popular amenities

  • Pool
  • Kitchen
  • Washing machine
  • Dryer
  • Pet-friendly
  • Air-conditioning

Explore the area

View in a map
Sumterville, FL
  • Place, Shallow Creek Country Club
    ‪6 min drive‬
  • Place, Lake Deaton
    ‪7 min drive‬
  • Place, Continental Country Club
    ‪8 min drive‬
  • Airport, Leesburg, FL (LEE-Leesburg Intl.)
    ‪25 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

We welcome ONE dog (no cats) with prior approval at inquiry.
To approve your dog, please provide:

Breed

Size/weight

Age

Confirmation of house training (dogs must be fully trained to avoid accidents, especially on carpets and in bedrooms)

Only well-trained pets that meet our criteria will be accepted to help preserve the quality of the home.

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.
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 rule is ignored)
Dog Upon Approval. Please send details about the dog before booking. Limit in size and how many. If there is excessive amount of hair, an additional fee of $200 will be taken from the Security Deposit to cover for a deep cleaning.

Pet & Service Animal Policy
• Service dogs are always welcome at no extra charge.
• Emotional support or other pets may incur an additional $150 cleaning fee if their stay requires specialized cleaning (e.g., heavy shedding from a Labrador).
• Any damages caused by animals—including service dogs—will be billed separately via Airbnb’s resolution process.
Our prices include all fees. No hidden fees.

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)

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
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
If you cancel your booking, you'll be subject to the property's cancellation policy. In accordance with UK consumer law, property booking services are not subject to the right of withdrawal.

About the area

Wildwood

Located in Wildwood, this holiday home is near theme parks. Shallow Creek Country Club and Continental Country 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 Dade Battlefield State Park. Power boating and fishing offer great chances to get out on the surrounding water, or you can seek out an adventure with horse riding and cycling nearby.
Map
Sumterville, FL

What's nearby

  • Shallow Creek Country Club - 6 min drive - 5.5 km
  • Lake Deaton - 7 min drive - 8.2 km
  • Continental Country Club - 8 min drive - 8.8 km
  • Brownwood Paddock Square - 8 min drive - 9.6 km
  • Lake Okahumpka Park - 8 min drive - 9.9 km

Getting around

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

Restaurants

  • ‪Dunkin' - ‬14 min drive
  • ‪Victory Sports Grill - ‬9 min drive
  • ‪Prime + Ember - ‬6 min drive
  • ‪Boosters Bar & Grill - ‬11 min drive
  • ‪Sawgrass Tavern - ‬7 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?

Yes, pets are allowed at this 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).

About the host

Hosted by Jessie | A&J Home Concierge

Host profile image

Languages:

English, German, Spanish
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