We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Vacation Rentals in Oldsmar, FL and nearby

Use a credit card to book with our Peace of Mind Protection.
Learn more
Find a rental
Price per night
Min
to
Max
Bedrooms
Any
Amenities
Select
More filters
All 350 Rentals in the Oldsmar Area
loading...
From
$500
Per Week
Oldsmar
2 Bedrooms, 2 Bathrooms, Sleeps 6
Booking
7 photos Details
Reviews (6) Make Inquiry
From
$125
Per Night
Oldsmar
2 Bedrooms, 2 Bathrooms, Sleeps 5
13 photos Details
Reviews (1) Make Inquiry

The following rentals are within 10 miles of Oldsmar, Florida.

From
$4,500
Per Month
Clearwater
2 Bedrooms, 2 Bathrooms, Sleeps 4
11 photos Details
Reviews (5) Make Inquiry
Also consider
Spacious Condo in Beautiful Clearwater, Florida
1 Bedroom, sleeps 3
$54 / night
beautiful condo with magnificent views of mandalay bay minimum stay 2 months.
1 Bedroom, sleeps 2
$79 / night
Peaceful Manor 1 block to Clearwater Country Club!
3 Bedrooms, sleeps 14
$275 - $285 / night
Attention! Waterfront Home w Roof Terrace!!!
3 Bedrooms, sleeps 6
$186 / night
From
$216
Per Night
Clearwater
3 Bedrooms, 2 Bathrooms, Sleeps 6
19 photos Details
Reviews (1) Make Inquiry
From
$1,300
Per Week
Clearwater
3 Bedrooms, 3 Bathrooms, Sleeps 8
30 photos Details
Reviews (34) Make Inquiry
From
$65
Per Night
Clearwater
2 Bedrooms, 2 Bathrooms, Sleeps 4
71 photos Details
Reviews (2) Make Inquiry
From
$125
Per Night
Dunedin
2 Bedrooms, 1 Bathroom, Sleeps 4
Bookings
38 photos Details
Reviews (6) Make Inquiry
From
$99
Per Night
Palm Harbor
2 Bedrooms, 2 Bathrooms, Sleeps 6
21 photos Details
Reviews (9) Make Inquiry
Get the List
From
$1,300
Per Week
Clearwater
3 Bedrooms, 3 Bathrooms, Sleeps 8
30 photos Details
Reviews (35) Make Inquiry
From
$400
Per Week
Clearwater
1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
19 photos Details
Reviews (1) Make Inquiry
From
$80
Per Night
Clearwater
1 Bedroom, 1 Bathroom, Sleeps 5
Bookings
17 photos Details
Reviews (4) Make Inquiry
From
$90
Per Night
Clearwater
Studio, 1 Bathroom, Sleeps 4
Bookings
28 photos Details
Reviews (4) Make Inquiry
From
$275
Per Night
Clearwater
2 Bedrooms, 2 Bathrooms, Sleeps 6
25 photos Details
Reviews (1) Make Inquiry
From
$200
Per Night
Clearwater
3 Bedrooms, 3 Bathrooms, Sleeps 6
Booking
33 photos Details
Reviews (2) Make Inquiry
From
$99
Per Night
Palm Harbor
2 Bedrooms, 2 Bathrooms, Sleeps 4
15 photos Details
Reviews (1) Make Inquiry
From
$38
Per Night
Clearwater
1 Bedroom, 1 Bathroom, Sleeps 3
Bookings
50 photos Details
Reviews (2) Make Inquiry
From
$50
Per Night
Clearwater
Studio, 1 Bathroom, Sleeps 3
Bookings
13 photos Details
Reviews (4) Make Inquiry
From
$53
Per Night
Clearwater
1 Bedroom, 1 Bathroom, Sleeps 3
Bookings
17 photos Details
Reviews (1) Make Inquiry
From
$74
Per Night
Clearwater
1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
13 photos Details
Reviews (2) Make Inquiry
From
$170
Per Night
Clearwater
3 Bedrooms, 2 Bathrooms, Sleeps 7
Bookings
11 photos Details
Reviews (2) Make Inquiry
From
$54
Per Night
Clearwater
1 Bedroom, 1 Bathroom, Sleeps 4
26 photos Details
Reviews (5) Make Inquiry
From
$116
Per Night
Clearwater
1 Bedroom, 1 Bathroom, Sleeps 6
Bookings
35 photos Details
Reviews (4) Make Inquiry
From
$80
Per Night
Clearwater
3 Bedrooms, 1 Bathroom, Sleeps 6
Bookings
12 photos Details
Reviews (2) Make Inquiry
From
$1,155
Per Week
Clearwater
3 Bedrooms, 2 Bathrooms, Sleeps 8
28 photos Details
Reviews (1) Make Inquiry
From
$85
Per Night
Clearwater
Studio, 1 Bathroom, Sleeps 4
Bookings
24 photos Details
Reviews (6) Make Inquiry
From
$275
Per Night
Clearwater
4 Bedrooms, 3 Bathrooms, Sleeps 13
Booking
34 photos Details
Reviews (2) Make Inquiry
From
$500
Per Night
Tarpon Springs
5 Bedrooms, 3 Bathrooms, Sleeps 10
107 photos Details
Reviews (8) Make Inquiry
From
$85
Per Night
Tarpon Springs
2 Bedrooms, 1 Bathroom, Sleeps 4
18 photos Details
Reviews (1) Make Inquiry
From
$100
Per Night
Clearwater
Studio, 1 Bathroom, Sleeps 3
Bookings
12 photos Details
Reviews (11) Make Inquiry
From
$179
Per Night
Clearwater
3 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
15 photos Details
Reviews (2) Make Inquiry
From
$130
Per Night
Clearwater
2 Bedrooms, 2 Bathrooms, Sleeps 5
21 photos Details
Reviews (1) Make Inquiry
From
$165
Per Night
Clearwater
1 Bedroom, 1 Bathroom, Sleeps 2
8 photos Details
Reviews (7) Make Inquiry
From
$1,120
Per Week
Clearwater
3 Bedrooms, 2 Bathrooms, Sleeps 8
28 photos Details
Reviews (3) Make Inquiry
From
$1,155
Per Week
Clearwater
3 Bedrooms, 3 Bathrooms, Sleeps 8
24 photos Details
Reviews (4) Make Inquiry
From
$72
Per Night
Clearwater
1 Bedroom, 1 Bathroom, Sleeps 2
Bookings
9 photos Details
Reviews (2) Make Inquiry
From
$225
Per Night
Clearwater
3 Bedrooms, 2 Bathrooms, Sleeps 10
Bookings
25 photos Details
Reviews (6) Make Inquiry
From
$47
Per Night
Clearwater
1 Bedroom, 1 Bathroom, Sleeps 4
24 photos Details
Reviews (1) Make Inquiry
From
$165
Per Night
Clearwater
Studio, 1 Bathroom, Sleeps 2
Bookings
14 photos Details
Reviews (6) Make Inquiry
From
$1,120
Per Week
Clearwater
3 Bedrooms, 3 Bathrooms, Sleeps 6
28 photos Details
Reviews (8) Make Inquiry
From
$200
Per Night
Dunedin
2 Bedrooms, 1 Bathroom, Sleeps 4
12 photos Details
Reviews (10) Make Inquiry
Go to map view
Book Online(151)
Use filters to find the best results!

Suitability

  • Wheelchair access (36)
  • Elder access (114)
  • Suitable for children (144)
  • Pet friendly (62)
  • Smoking allowed (5)

Amenities

  • Internet (297)
  • Other outdoor space (272)
  • Air Conditioning (263)
  • All pools (220)
  • Grill (195)
  • View all amenities
Filter search results by:
Book Online(151)

Suitability

  • Wheelchair access (36)
  • Elder access (114)
  • Suitable for children (144)
  • Pet friendly (62)
  • Smoking allowed (5)

Amenities

  • Internet (297)
  • Other outdoor space (272)
  • Air Conditioning (263)
  • All pools (220)
  • Grill (195)
  • View all amenities