Anna’s Coastal Cottage Retreat at Oak Hollow

Sumterville, Florida
$150 avg/night Minimum Stay 2 Nights
Bed 3

Bed

Bath 2

Bath

Home Private Vacation Home

Property Type

Sleep 5

Max Sleeps

Night 2 nights

Min Stay

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

Please note: The Villages spans several postal zones, so addresses may appear as Wildwood, Okahumpka, Sumterville, or Lady Lake. All homes are fully located within The Villages® community with access to its lifestyle and amenities.

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  • Feature Features
  • Map Map
  • School District Rates & Availability
  • Review Review

Feature Features

  • PETS

    Service Animals Only (pets Not Allowed)
  • DINING

    Dining Table
  • SAFETY

    Carbon Monoxide Detector Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) Fire Extinguisher Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    3 Bedrooms Bed Sheets Provided
  • KITCHEN

    Coffee/tea Maker Dishwasher Ice Maker Kitchen Island Microwave Oven Refrigerator Stovetop Toaster
  • LAUNDRY

    Washing Machine And Dryer
  • PARKING

    Car Not Required Onsite Parking Onsite Parking Options Include A Garage
  • INTERNET

    WiFi Available
  • OUTDOORS

    Garden
  • POOL/SPA

    Pool
  • BATHROOMS

    2 Bathrooms Hair Dryer Towels Provided
  • WORKSPACES

    Desk
  • LANGS SPOKEN

    English German Spanish
  • THINGS TO DO

    Basketball Nearby Bicycle On Site Birdwatching Nearby Boat On Site Cycling Nearby Fishing Nearby Golf Privileges Golfing On Site Horse Riding Nearby Kayak On Site Power Boating Nearby Swimming Nearby Tennis On Site Water Park Nearby
  • ENTERTAINMENT

    TV
  • LIVING SPACES

    Dining Room
  • CLIMATE CONTROL

    Air Conditioning Heating
  • LOCATION HIGHLIGHTS

    Near Outlet Shopping
  • SERVICES AND CONVENIENCES

    Iron/ironing Board
  • SUITABILITY/ACCESSIBILITY

    Smoke-free Property

CheckIn Check-in : 03:00 PM CheckOut Check-out : 11:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 5

Map Map

School District Rates & Availability

Review Review

  • Mark N.

    Submitted Jan 7, 2026

    Stayed Dec 26, 2025

    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.

Your dates are Available!

Total

Includes taxes and fees
$150+
View details