Winter Park Villas - Vacation Rentals in Damselfly Gallery
House
10.0
(
15 Reviews
)
3 Bedrooms
1 Bathroom
6 Guests
1200 ft²
-
Parking -
Balcony/Terrace -
Kitchen -
Air Conditioner
US $553
/Night
7 Nights - $3,871
Other
1 Bedroom
1 Bathroom
6 Guests
10.76 ft²
-
EV Charge Station -
Parking
-
Child Friendly -
Security/Safety
US $217
/Night
7 Nights - $1,522
Cottage
10.0
(
1 Review
)
1 Bedroom
1 Bathroom
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
US $278
/Night
7 Nights - $1,946
House
10.0
(
78 Reviews
)
2 Bedrooms
2 Bathrooms
4 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $405
/Night
7 Nights - $2,836
Cabin
10.0
(
53 Reviews
)
3 Bedrooms
2 Bathrooms
8 Guests
1800 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $279
/Night
7 Nights - $1,956
Cottage
10.0
(
50 Reviews
)
3 Bedrooms
2 Bathrooms
6 Guests
1500 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $580
/Night
7 Nights - $4,059
House
10.0
(
10 Reviews
)
4 Bedrooms
2 Bathrooms
9 Guests
-
Private Pool -
Parking
-
Pool -
Balcony/Terrace
US $641
/Night
7 Nights - $4,485
House
10.0
(
8 Reviews
)
3 Bedrooms
1 Bathroom
6 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $450
/Night
7 Nights - $3,151
House
10.0
(
3 Reviews
)
3 Bedrooms
3 Bathrooms
8 Guests
-
Parking
-
Pool
-
Balcony/Terrace
-
View
US $651
/Night
7 Nights - $4,555
House
10.0
(
1 Review
)
3 Bedrooms
1 Bathroom
4 Guests
1000 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $455
/Night
7 Nights - $3,182
New
House
10.0
(
1 Review
)
1 Bedroom
1 Bathroom
6 Guests
-
Parking
-
Balcony/Terrace
-
Child Friendly
-
Bedding/Linens
US $201
/Night
7 Nights - $1,407
House
9.6
(
7 Reviews
)
3 Bedrooms
2 Bathrooms
6 Guests
1000 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $471
/Night
7 Nights - $3,299
New
House
2 Bedrooms
1 Bathroom
4 Guests
743 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $93
/Night
7 Nights - $654
House
10.0
(
53 Reviews
)
3 Bedrooms
3 Bathrooms
8 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $631
/Night
7 Nights - $4,414
House
10.0
(
60 Reviews
)
3 Bedrooms
3 Bathrooms
8 Guests
2100 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $392
/Night
7 Nights - $2,747
Cottage
10.0
(
56 Reviews
)
2 Bedrooms
2 Bathrooms
6 Guests
1200 ft²
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
US $373
/Night
7 Nights - $2,608
Bed & Breakfast
10.0
(
49 Reviews
)
2 Bedrooms
2 Bathrooms
7 Guests
1600 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $366
/Night
7 Nights - $2,562
House
10.0
(
23 Reviews
)
5 Bedrooms
4 Bathrooms
8 Guests
4863 ft²
-
Private Pool
-
Hot Tub -
Parking
-
Pool
US $1,397
/Night
7 Nights - $9,782
Apartment
10.0
(
17 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
-
Kitchen
-
Internet
-
Child Friendly
-
Laundry
US $171
/Night
7 Nights - $1,196
House
10.0
(
8 Reviews
)
2 Bedrooms
2 Bathrooms
4 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $413
/Night
7 Nights - $2,894
House
10.0
(
6 Reviews
)
4 Bedrooms
3 Bathrooms
10 Guests
2000 ft²
-
Hot Tub
-
Parking
-
Balcony/Terrace
-
Kitchen
US $380
/Night
7 Nights - $2,662
House
10.0
(
5 Reviews
)
3 Bedrooms
3 Bathrooms
6 Guests
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
US $1,056
/Night
7 Nights - $7,389
Apartment
10.0
(
5 Reviews
)
4 Bedrooms
4 Bathrooms
4 Guests
1000 ft²
-
Kitchen
-
Air Conditioner
-
Internet
-
Child Friendly
US $504
/Night
7 Nights - $3,527
House
10.0
(
4 Reviews
)
4 Bedrooms
5 Bathrooms
12 Guests
8000 ft²
-
Private Pool
-
Parking
-
Pool
-
Balcony/Terrace
US $1,665
/Night
7 Nights - $11,652
★ Pro Tip: Winterparkvillas makes it easy to compare the best listings on Winterparkvillas homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Winterparkvillas homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Damselfly Gallery.
Weather in Damselfly Gallery
View the weather forecast for Damselfly Gallery before booking your Damselfly Gallery Vacation Rentals to confirm your best time to go.
December - February
High 60°F Low 26°F
March - May
High 77°F Low 40°F
June - August
High 91°F Low 64°F
September - November
High 84°F Low 38°F
Damselfly Gallery Vacation Rental Frequently Asked Questions
What are the top vacation rentals in Damselfly Gallery?
There are a lot of options in Damselfly Gallery. If you plan on staying in the Damselfly Gallery area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Damselfly Gallery:
- Bit and Bourbon
- Stunning Horse Farm Experience on Bourbon Trail!
- Springwood Cottage in the Heart of the Bluegrass
- Family-friendly newly built house in the heart of Kentucky's Horse Country
- Cozy cabin in the heart of horse country
- Discover Your Perfect Getaway: Cottage in the Heart of Horse & Bourbon Country!
- Loft above Beautiful Horse Barn on Bourbon Trail
- HOLIDAY HOUSE - Kentucky Bluegrass Home on Champion Thoroughbred Farm
- Modern Remodeled Downtown Midway Studio
- "The Guest House", Located on a 300 acre horse farm.
How many vacation rentals are available in Damselfly Gallery?
Currently, the total number of properties listed in 2026 is over 66 in the Damselfly Gallery area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Damselfly Gallery.
