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





Reviews
10 out of 10
Exceptional
3 bedrooms2 bathroomsSleeps 5
Popular amenities
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.
🔔 IMPORTANT – High Season Booking Policy (January–April)
During the peak season of January through April, full-month rentals are prioritized.
For partial-month stays, the following rules apply:
We will only accept reservations that begin on the 1st of the month,
or end on the last day of the month,
or seamlessly connect with an existing reservation already on the calendar.
We cannot accept bookings that fall in the middle of the month when the beginning and/or end of the month remain vacant.
This policy ensures fairness, availability, and smooth scheduling for all seasonal guests.
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.
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.
🔔 IMPORTANT – High Season Booking Policy (January–April)
During the peak season of January through April, full-month rentals are prioritized.
For partial-month stays, the following rules apply:
We will only accept reservations that begin on the 1st of the month,
or end on the last day of the month,
or seamlessly connect with an existing reservation already on the calendar.
We cannot accept bookings that fall in the middle of the month when the beginning and/or end of the month remain vacant.
This policy ensures fairness, availability, and smooth scheduling for all seasonal guests.
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.
Add dates for prices
Amenities
Pool
Kitchen
Washing machine
Dryer
Pet-friendly
Air conditioning
Have a question?
Get instant answers with AI powered search of property information and reviews.
Similar properties

Emmit Stylish Retreat (Oak Hollow)
Emmit Stylish Retreat (Oak Hollow)
- Pool
- Kitchen
- Washing machine
- Dryer
House Rules
Check in after 3:00 PM
Minimum age to rent: 30
Check out before 11:00 AM
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
Pets 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
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
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
About the area
Wildwood
Located in Wildwood, this holiday home is near theme parks and 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 horse riding and cycling nearby.

Sumterville, FL
What's nearby
- Shallow Creek Country Club - 6 min drive - 5.5 km
- Lake Deaton - 7 min drive - 7.2 km
- Continental Country Club - 7 min drive - 7.9 km
- Brownwood Paddock Square - 8 min drive - 9.6 km
- Lake Okahumpka Park - 8 min drive - 9.9 km
Getting around
Restaurants
- Dunkin' - 14 min drive
- Victory Sports Grill - 9 min drive
- Prime + Ember - 6 min drive
- Circle K - 16 min drive
- Reveille Cafe - 7 min drive
Frequently asked questions
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window10/10
Cleanliness
10/10
Check-in
10/10
Communication
8.0/10
Location
10/10
Listing accuracy
Reviews
Verified
7 January 2026
Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 8 nights in Dec 2025
About the host
Hosted by Jessie | A&J Home Concierge
Languages:
English, German, Spanish
Tell us how we can improve our siteShare feedback




























