Winter Park Villas - Vacation Rentals in Rosemary Square
House
9.6
(
104 Reviews
)
3 Bedrooms
2 Bathrooms
6 Guests
1100 ft²
-
Private Pool -
Parking -
Pool -
Balcony/Terrace
US $297
/Night
7 Nights - $2,082
Apartment
8.4
(
8 Reviews
)
1 Bedroom
1 Bathroom
4 Guests
398.26 ft²
-
Breakfast -
Pool
-
Ocean View -
Balcony/Terrace
US $480
/Night
7 Nights - $3,360
US $213
/Night
7 Nights - $1,488
House
10.0
(
72 Reviews
)
2 Bedrooms
2 Bathrooms
7 Guests
1000 ft²
-
Private Pool
-
Oceanfront -
Hot Tub -
Parking
US $593
/Night
7 Nights - $4,154
House
10.0
(
1 Review
)
4 Bedrooms
4 Bathrooms
8 Guests
0.97 ft²
-
Parking
-
Pool
-
Balcony/Terrace
-
Internet
US $413
/Night
7 Nights - $2,891
House
10.0
(
7 Reviews
)
1 Bedroom
1 Bathroom
-
Parking
-
Pool
-
Balcony/Terrace
-
Kitchen
US $396
/Night
7 Nights - $2,772
House
9.4
(
72 Reviews
)
3 Bedrooms
2 Bathrooms
9 Guests
-
Private Pool
-
Oceanfront
-
Hot Tub
-
Parking
US $670
/Night
7 Nights - $4,690
House
10.0
(
2 Reviews
)
2 Bedrooms
2 Bathrooms
4 Guests
1194.79 ft²
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
US $225
/Night
7 Nights - $1,575
House
10.0
(
45 Reviews
)
3 Bedrooms
2 Bathrooms
5 Guests
1200 ft²
-
Private Pool
-
Oceanfront
-
Hot Tub
-
Parking
US $593
/Night
7 Nights - $4,154
House
9.8
(
55 Reviews
)
3 Bedrooms
3 Bathrooms
6 Guests
1600 ft²
-
Private Pool
-
Oceanfront
-
Parking
-
Pool
US $446
/Night
7 Nights - $3,123
House
10.0
(
11 Reviews
)
3 Bedrooms
2 Bathrooms
6 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $350
/Night
7 Nights - $2,452
House
9.0
(
8 Reviews
)
2 Bedrooms
2 Bathrooms
4 Guests
1040 ft²
-
Private Pool
-
Parking
-
Pool
-
Balcony/Terrace
US $320
/Night
7 Nights - $2,240
Villa
3 Bedrooms
3 Bathrooms
7 Guests
-
Private Pool
-
Oceanfront
-
Parking
-
Pool
US $1,015
/Night
7 Nights - $7,108
Villa
2 Bedrooms
2 Bathrooms
5 Guests
-
Private Pool
-
Oceanfront
-
Parking
-
Pool
US $944
/Night
7 Nights - $6,608
Villa
2 Bedrooms
2 Bathrooms
5 Guests
-
Private Pool
-
Oceanfront
-
Parking
-
Pool
US $936
/Night
7 Nights - $6,554
Villa
2 Bedrooms
1 Bathroom
5 Guests
-
Private Pool
-
Oceanfront
-
Parking
-
Pool
US $860
/Night
7 Nights - $6,021
House
10.0
(
69 Reviews
)
3 Bedrooms
2 Bathrooms
6 Guests
1320 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $366
/Night
7 Nights - $2,562
Apartment
10.0
(
57 Reviews
)
2 Bedrooms
2 Bathrooms
4 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $357
/Night
7 Nights - $2,498
Apartment
10.0
(
54 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
400 ft²
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
US $168
/Night
7 Nights - $1,175
Condo
10.0
(
52 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
600 ft²
-
Oceanfront
-
Parking
-
Pool
-
Ocean View
US $366
/Night
7 Nights - $2,562
Condo
10.0
(
52 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
300 ft²
-
Oceanfront
-
Parking
-
Pool
-
Spa
US $280
/Night
7 Nights - $1,959
House
10.0
(
48 Reviews
)
3 Bedrooms
3 Bathrooms
6 Guests
1432 ft²
-
Private Pool
-
Parking
-
Pool
-
Balcony/Terrace
US $420
/Night
7 Nights - $2,939
Apartment
10.0
(
47 Reviews
)
2 Bedrooms
2 Bathrooms
4 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $289
/Night
7 Nights - $2,021
House
10.0
(
45 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
-
Parking
-
Pool
-
Ocean View
-
Balcony/Terrace
US $251
/Night
7 Nights - $1,757
★ 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 Rosemary Square.
Weather in Rosemary Square
View the weather forecast for Rosemary Square before booking your Rosemary Square 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
Rosemary Square Vacation Rental Frequently Asked Questions
What are the top vacation rentals in Rosemary Square?
There are a lot of options in Rosemary Square. If you plan on staying in the Rosemary Square area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Rosemary Square:
- Napping Tiki I Fully Stocked I Double Lot
- Home w/bikes steps away from Intracoastal & Downtown
- Luxurious Brand-New 2 Bedroom
- 1/1 steps from downtown w/bikes. clean & comfortable
- SUN-FILLED PENTHOUSE; WALK TO BEACH AND IN-TOWN; BEST UNIT IN THE BLDG!
- Coral Reef King Retro King Suite - near Beach
- Casa Grandview Inn
- Palm Ridge House w/Pool and Cabana Near Beach
- Luxurious Brand-New Coastal 2 Bedroom
- Cozy Fireplace I Heated Pool I Fully Stocked
How many vacation rentals are available in Rosemary Square?
Currently, the total number of properties listed in 2026 is over 2032 in the Rosemary Square area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Rosemary Square.
