Winter Park Villas - Vacation Rentals in Crescent Beach
Cottage
10.0
(
349 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
600 ft²
-
Parking -
Ocean View -
Balcony/Terrace -
View
US $333
/Night
7 Nights - $2,331
Apartment
6.0
(
2 Reviews
)
2 Bedrooms
2 Bathrooms
6 Guests
1194.79 ft²
-
Oceanfront -
Parking
-
Pool -
Ocean View
US $331
/Night
7 Nights - $2,317
Villa
2 Bedrooms
1 Bathroom
6 Guests
836 ft²
-
Parking
-
Pool
-
Balcony/Terrace
-
Kitchen
US $337
/Night
7 Nights - $2,361
Condo
10.0
(
221 Reviews
)
2 Bedrooms
2 Bathrooms
4 Guests
1400 ft²
-
Parking
-
Pool
-
Balcony/Terrace
-
View
US $246
/Night
7 Nights - $1,719
US $173
/Night
7 Nights - $1,211
House
2 Bedrooms
2 Bathrooms
4 Guests
-
Parking
-
Pool
-
Balcony/Terrace
-
View
US $285
/Night
7 Nights - $1,993
Condo
10.0
(
202 Reviews
)
2 Bedrooms
2 Bathrooms
6 Guests
1250 ft²
-
Private Pool -
Oceanfront
-
Parking
-
Pool
US $174
/Night
7 Nights - $1,220
Apartment
8.3
(
3 Reviews
)
2 Bedrooms
1 Bathroom
6 Guests
1033.34 ft²
-
Parking
-
Pool
-
Balcony/Terrace
-
Kitchen
US $195
/Night
7 Nights - $1,365
Condo
10.0
(
22 Reviews
)
2 Bedrooms
2 Bathrooms
6 Guests
-
Hot Tub -
Parking
-
Pool
-
Kitchen
US $477
/Night
7 Nights - $3,338
New
Condo
9.8
(
117 Reviews
)
2 Bedrooms
2 Bathrooms
6 Guests
1089 ft²
-
Oceanfront
-
Parking
-
Pool
-
Ocean View
US $368
/Night
7 Nights - $2,574
House
9.8
(
54 Reviews
)
2 Bedrooms
2 Bathrooms
3 Guests
1500 ft²
-
Hot Tub
-
Parking
-
Pool
-
Ocean View
US $223
/Night
7 Nights - $1,564
Condo
9.6
(
44 Reviews
)
2 Bedrooms
2 Bathrooms
6 Guests
1090 ft²
-
Oceanfront
-
Parking
-
Pool
-
Ocean View
US $320
/Night
7 Nights - $2,241
Condo
10.0
(
123 Reviews
)
2 Bedrooms
2 Bathrooms
6 Guests
2000 ft²
-
Private Pool
-
Oceanfront
-
Hot Tub
-
Parking
US $866
/Night
7 Nights - $6,060
Condo
10.0
(
118 Reviews
)
2 Bedrooms
2 Bathrooms
6 Guests
1100 ft²
-
Private Pool
-
Oceanfront
-
Hot Tub
-
Parking
US $407
/Night
7 Nights - $2,849
House
10.0
(
57 Reviews
)
2 Bedrooms
1 Bathroom
6 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $243
/Night
7 Nights - $1,701
Condo
9.8
(
47 Reviews
)
2 Bedrooms
2 Bathrooms
4 Guests
1600 ft²
-
Oceanfront
-
Hot Tub
-
Parking
-
Pool
US $555
/Night
7 Nights - $3,885
House
9.6
(
49 Reviews
)
3 Bedrooms
2 Bathrooms
6 Guests
1365 ft²
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
US $201
/Night
7 Nights - $1,408
House
9.4
(
132 Reviews
)
3 Bedrooms
2 Bathrooms
8 Guests
1800 ft²
-
Private Pool
-
Parking
-
Pool
-
Ocean View
US $373
/Night
7 Nights - $2,609
House
9.2
(
38 Reviews
)
2 Bedrooms
2 Bathrooms
6 Guests
1202 ft²
-
Parking
-
Pool
-
Ocean View
-
Balcony/Terrace
US $303
/Night
7 Nights - $2,121
Condo
9.8
(
185 Reviews
)
1 Bedroom
1 Bathroom
4 Guests
730 ft²
-
Oceanfront
-
Parking
-
Pool
-
Ocean View
US $362
/Night
7 Nights - $2,537
House
9.8
(
111 Reviews
)
3 Bedrooms
2 Bathrooms
6 Guests
2500 ft²
-
Private Pool
-
Parking
-
Pool
-
Ocean View
US $223
/Night
7 Nights - $1,562
Condo
9.8
(
69 Reviews
)
1 Bedroom
1 Bathroom
3 Guests
1000 ft²
-
Oceanfront
-
Parking
-
Pool
-
Ocean View
US $286
/Night
7 Nights - $2,004
Apartment
9.6
(
139 Reviews
)
2 Bedrooms
1 Bathroom
4 Guests
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
US $307
/Night
7 Nights - $2,148
New
Villa
9.4
(
51 Reviews
)
2 Bedrooms
2 Bathrooms
6 Guests
1680 ft²
-
Hot Tub
-
Parking
-
Pool
-
Spa
US $496
/Night
7 Nights - $3,474
★ 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 Crescent Beach.
Weather in Crescent Beach
View the weather forecast for Crescent Beach before booking your Crescent Beach 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
Crescent Beach Vacation Rental Frequently Asked Questions
What are the top vacation rentals in Crescent Beach?
There are a lot of options in Crescent Beach. If you plan on staying in the Crescent Beach area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Crescent Beach:
- Across The Street From #1 Beach
- AJ's Bayside Treasure - Outstanding Waterfront Views & Private Beach Access!
- The Inn On Siesta Key
- On Siesta Key Beach, View, pool, 2 Bed 2 Ba, plus pull out Queen,
- GULF SIDE - Peaceful Private Condo, 2BR/2BA, Siesta Key Jamaica Royale #100
- Spacious Penthouse Condo with/On Site Tiki Hut & Spectacular Gulf Views Awaits!
- 🦩Book Me Baby! Bayview Beauty at Siesta Key 🦩
- Breathtaking Full Gulf Views Steps From The White Sands Of Siesta Key Beach
- Updated Beachfront Rental, Steps to the Gulf & a Relaxing Private Tiki Hut
- Steps to#1 rated Beach in USA Spacious2+2Condo,pool,garageTranquil Setting
How many vacation rentals are available in Crescent Beach?
Currently, the total number of properties listed in 2026 is over 7792 in the Crescent Beach area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Crescent Beach.
