Winter Park Villas - Vacation Rentals in Oldsmar Flea Market
House
10.0
(
45 Reviews
)
2 Bedrooms
2 Bathrooms
6 Guests
1200 ft²
-
Oceanfront -
Parking -
Ocean View -
Balcony/Terrace
US $204
/Night
7 Nights - $1,430
House
10.0
(
1 Review
)
3 Bedrooms
2 Bathrooms
12 Guests
-
Parking
-
Balcony/Terrace
-
Air Conditioner -
Internet
US $296
/Night
7 Nights - $2,072
Apartment
10.0
(
1 Review
)
1 Bedroom
1 Bathroom
-
Pool -
Balcony/Terrace
-
Internet
-
Child Friendly
US $355
/Night
7 Nights - $2,485
House
10.0
(
44 Reviews
)
3 Bedrooms
2 Bathrooms
6 Guests
1300 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen -
Air Conditioner
US $207
/Night
7 Nights - $1,447
Apartment
10.0
(
1 Review
)
2 Bedrooms
2 Bathrooms
6 Guests
1356.25 ft²
-
Parking
-
Pool
-
Balcony/Terrace
-
View
US $206
/Night
7 Nights - $1,440
Apartment
8.0
(
1 Review
)
1 Bedroom
1 Bathroom
-
Pool
-
Balcony/Terrace
-
Internet
-
Child Friendly
US $338
/Night
7 Nights - $2,366
House
10.0
(
17 Reviews
)
2 Bedrooms
2 Bathrooms
4 Guests
1300 ft²
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
US $218
/Night
7 Nights - $1,526
Apartment
9.3
(
9 Reviews
)
2 Bedrooms
2 Bathrooms
6 Guests
1356.25 ft²
-
Hot Tub -
Parking
-
Pool
-
Balcony/Terrace
US $468
/Night
7 Nights - $3,274
Villa
10.0
(
16 Reviews
)
2 Bedrooms
1 Bathroom
5 Guests
-
Parking
-
Pool
-
Balcony/Terrace
-
Kitchen
US $106
/Night
7 Nights - $740
House
10.0
(
15 Reviews
)
4 Bedrooms
3 Bathrooms
11 Guests
2900 ft²
-
Private Pool -
Parking
-
Pool
-
Kitchen
US $606
/Night
7 Nights - $4,243
New
House
10.0
(
12 Reviews
)
4 Bedrooms
2 Bathrooms
11 Guests
-
Private Pool
-
Hot Tub
-
Parking
-
Pool
US $359
/Night
7 Nights - $2,511
House
10.0
(
6 Reviews
)
1 Bedroom
2 Bathrooms
2 Guests
-
Private Pool
-
Parking
-
Pool
-
Balcony/Terrace
US $175
/Night
7 Nights - $1,223
House
10.0
(
4 Reviews
)
3 Bedrooms
2 Bathrooms
7 Guests
1500 ft²
-
Private Pool
-
Oceanfront
-
Hot Tub
-
Parking
US $369
/Night
7 Nights - $2,582
House
10.0
(
4 Reviews
)
3 Bedrooms
2 Bathrooms
5 Guests
1450 ft²
-
Parking
-
Balcony/Terrace
-
View
-
Kitchen
US $214
/Night
7 Nights - $1,501
House
10.0
(
2 Reviews
)
3 Bedrooms
2 Bathrooms
6 Guests
1913 ft²
-
Private Pool
-
Parking
-
Pool
-
Balcony/Terrace
US $512
/Night
7 Nights - $3,585
House
10.0
(
1 Review
)
3 Bedrooms
2 Bathrooms
6 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $299
/Night
7 Nights - $2,090
House
9.8
(
13 Reviews
)
3 Bedrooms
2 Bathrooms
10 Guests
-
Private Pool
-
Pool
-
Kitchen
-
Air Conditioner
US $326
/Night
7 Nights - $2,284
House
9.8
(
10 Reviews
)
3 Bedrooms
3 Bathrooms
13 Guests
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
US $253
/Night
7 Nights - $1,772
Apartment
9.8
(
8 Reviews
)
2 Bedrooms
2 Bathrooms
6 Guests
1352 ft²
-
Private Pool
-
Parking
-
Pool
-
Balcony/Terrace
US $322
/Night
7 Nights - $2,255
Apartment
9.8
(
6 Reviews
)
2 Bedrooms
2 Bathrooms
6 Guests
1352 ft²
-
Private Pool
-
Parking
-
Pool
-
Balcony/Terrace
US $331
/Night
7 Nights - $2,318
Apartment
9.8
(
6 Reviews
)
2 Bedrooms
2 Bathrooms
6 Guests
1352 ft²
-
Private Pool
-
Parking
-
Pool
-
Balcony/Terrace
US $307
/Night
7 Nights - $2,146
Apartment
9.6
(
21 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
-
Air Conditioner
-
Internet
-
Child Friendly
-
TV
US $146
/Night
7 Nights - $1,023
House
9.6
(
20 Reviews
)
4 Bedrooms
2 Bathrooms
10 Guests
-
Parking
-
Pool
-
Kitchen
-
Air Conditioner
US $411
/Night
7 Nights - $2,880
Apartment
9.6
(
4 Reviews
)
2 Bedrooms
2 Bathrooms
6 Guests
1352 ft²
-
Private Pool
-
Hot Tub
-
Parking
-
Pool
US $335
/Night
7 Nights - $2,342
★ 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 Oldsmar Flea Market.
Weather in Oldsmar Flea Market
View the weather forecast for Oldsmar Flea Market before booking your Oldsmar Flea Market 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
Oldsmar Flea Market Vacation Rental Frequently Asked Questions
What are the top vacation rentals in Oldsmar Flea Market?
There are a lot of options in Oldsmar Flea Market. If you plan on staying in the Oldsmar Flea Market area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Oldsmar Flea Market:
- Coastal themed home near beach and airport
- Beautiful home in Oldsmar
- Charming Two bedroom house near Beaches and Tampa Bay attractions.
- Updated Safety Harbor Villa Walk to downtown and Philippe Park Pet friendly
- Shore Drive Sunshine fully furnished home pet friendly
- Family Friendly Retreat near Clearwater Beach.
- Luxury 1-bedroom cottage with pool in prime location. Peaceful resort style.
- Near Clearwater Tampa Serene 3-bedroom house with Hot Tub in charming Oldsmar
- Prime Location! 2 Min to the Bay, 15 Mins to Beaches & Attractions, Pet Friendly
- 2-bedroom ADORABLE & COMFY Villa in charming Safety Harbor, close to water
How many vacation rentals are available in Oldsmar Flea Market?
Currently, the total number of properties listed in 2026 is over 198 in the Oldsmar Flea Market area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Oldsmar Flea Market.
