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Anna’s Coastal Cottage Retreat at Oak Hollow

House in Sumterville, FL

5 guests·3 bedrooms·2 bathrooms
5.0 · 5 reviews

Why you'll love this stay

Outdoor Living

Outdoor Living

Cozy lanai with seating invites morning coffee and evening cocktails.

Location & Accessibility

Location & Accessibility

Steps from Oak Hollow Pool and Eastport Square for easy fun.

Group & Family Friendly

Group & Family Friendly

Dedicated workspace and spacious flow suit multi-generational stays.

Property details

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. 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. MAIL & AMAZON PACKAGES The property’s mailbox key is not provided to guests. Please do not arrange mail delivery or mail forwarding to the rental address. Amazon packages may be delivered by USPS and placed in a locked mailbox or postal parcel locker rather than at the home. For this reason, please select an Amazon Locker or approved pickup location when ordering. Local Amazon Locker options to check: • Lady Lake / Spanish Springs area: Amazon Locker “Concita” at Wawa, 13535 US Highway 441, Lady Lake, FL 32159. • Central Villages / Colony Plaza area: Amazon Locker “Kersen” at 7-Eleven, 260 Colony Boulevard, FL 32162. • Wildwood / Brownwood surrounding area: Amazon Locker “Allergist” at Save A Lot, 360 Shopping Center Drive, Wildwood, FL 34785. How to select a locker: At Amazon checkout, choose a pickup location and search using your rental address or ZIP code. Select the locker through Amazon—do not simply type its street address as your delivery address. Availability depends on the item and available locker space. Follow the pickup deadline in your delivery notification. Need to receive regular mail or other packages? You may arrange a private mailbox rental directly with one of these providers: • Village Pack & Ship Plus: 1080 Bichara Boulevard, The Villages, FL 32159. • The UPS Store, northern Villages: 1576 Bella Cruz Drive, The Villages, FL 32159. • The UPS Store, Brownwood area: 2518 Burnsed Boulevard, The Villages, FL 32163. • The UPS Store, southern Villages: 3427 Warm Springs Avenue, The Villages, FL 32163. Contact the provider before sending anything to confirm availability, rental fees, minimum rental periods, identification requirements, and package acceptance. A mailbox or receiving arrangement must be established first. Guests are responsible for arranging delivery and collecting their mail and packages. AJ Home Rentals and the homeowner do not provide mail or package retrieval, storage, or forwarding services and are not responsible for lost, delayed, misdelivered, or inaccessible deliveries.

Sleeping arrangements

Bedroom 1

1 King Bed

Bedroom 2

1 Queen Bed

Bedroom 3

1 Twin Bed

What’s included

  • Parking

    Parking

  • Washer

    Washer

  • Dryer

    Dryer

  • Air conditioning

    Air conditioning

  • Heating

    Heating

  • Kitchen

    Kitchen

  • Wi-Fi

    Wi-Fi

  • Yard

    Yard

Guest reviews

Star icon 5.0 | 5 reviews
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Mark

An Enjoyable Stay

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June 2026

We really enjoyed our two week stay in the home. This was our second time staying here, and everything was still wonderful. The home is clean and nicely decorated and comes with an electric golf cart. It's also really close to the St. Tropez and Blanchard Rec. Centers and to the entertainment in Eastport. We highly recommend the home.

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Jim

Anna's Coastal Cottage Retreat at Oak Hollow

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February 2026

Thank you for an amazing stay. Everything was above expectations from the accommodations to the friendly nature of the customer service. Would definitely stay in one of your managed properties for future reservations. Thank you again for a wonderful experience. Jim

J

Jami

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January 2026

We had a great trip! The house is beautiful like new, clean and it is in a great location. It’s very close to Eastport. It had everything we needed. The golf cart was great to adventure out in to see the sites. We can’t wait to visit again!

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Starla

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December 2025

Beautiful house in fantastic location! Super close to Eastport! Beautiful coastal decorations. Kitchen was stocked with all the cookware and utensils you would need to cook meals. Electric golf cart was an added bonus! Highly recommend!

Know before you go

House rules

Check-in: 3:00pm

Checkout: 11:00am

No pets allowed

No smoking

No parties

Have a question about this property?

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