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Vacation Rentals in Oldsmar, FL and nearby

Professionally managed typically means…
  • Dedicated on-site help
  • Experienced local staff
  • Professional hospitality services
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Verified property owner typically means…
  • Enhanced property ownership verification in addition to verification of owner name and address via valid credit card
  • Established history of renting online
  • Direct & personal contact
  • Detailed rental knowledge
  • Flexible dates & rates
  • More options in smaller towns
Property owner typically means…
  • Verification of owner name and address via valid credit card
  • Direct & personal contact
  • Detailed rental knowledge
  • Flexible dates & rates
  • More options in smaller towns
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All 297 Rentals in the Oldsmar Area
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From
$500
Per Week
Oldsmar
2 Bedrooms, 2 Bathrooms, Sleeps 6
7 photos Details
Reviews (6) Make Inquiry
From
$125
Per Night
Oldsmar
2 Bedrooms, 2 Bathrooms, Sleeps 5
11 photos Details
Reviews (1) Make Inquiry

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

From
$136
Per Night
Dunedin
2 Bedrooms, 1 Bathroom, Sleeps 4
11 photos Details
Reviews (10) Make Inquiry
Also consider
Tropical Beach Pool House. Sleeps 8. Great Rates!!
3 Bedrooms, sleeps 8
$1,500 - $3,200 / week
Dockside Condos 403 | Elegant and Rich 3 Bedroom!
3 Bedrooms, sleeps 8
$1,115 - $2,130 / week
Luxury Resort Style Condo in Clearwater
1 Bedroom, sleeps 3
$38 - $60 / night
Ocean View Beach Cottage on Clearwater Beach
1 Bedroom, sleeps 3
$125 / night
From
$4,500
Per Month
Clearwater
2 Bedrooms, 2 Bathrooms, Sleeps 4
11 photos Details
Reviews (5) Make Inquiry
From
$140
Per Night
Clearwater
2 Bedrooms, 2 Bathrooms, Sleeps 6
20 photos Details
Reviews (6) Make Inquiry
From
$24,000
Per Month
Clearwater
4 Bedrooms, 3 Bathrooms, Sleeps 11
30 photos Details
Reviews (1) Make Inquiry
From
$135
Per Night
Dunedin
2 Bedrooms, 1 Bathroom, Sleeps 6
34 photos Details
Reviews (47) Make Inquiry
From
$500
Per Night
Tarpon Springs
5 Bedrooms, 3 Bathrooms, Sleeps 10
107 photos Details
Reviews (8) Make Inquiry
Get the List
From
$250
Per Night
Clearwater
3 Bedrooms, 3 Bathrooms, Sleeps 6
28 photos Details
Reviews (8) Make Inquiry
From
$1,300
Per Week
Clearwater
3 Bedrooms, 3 Bathrooms, Sleeps 8
30 photos Details
Reviews (35) Make Inquiry
From
$788
Per Week
Clearwater
1 Bedroom, 2 Bathrooms, Sleeps 2
13 photos Details
Reviews (2) Make Inquiry
From
$125
Per Night
Dunedin
2 Bedrooms, 1 Bathroom, Sleeps 4
38 photos Details
Reviews (2) Make Inquiry
From
$1,300
Per Week
Clearwater
3 Bedrooms, 3 Bathrooms, Sleeps 8
28 photos Details
Reviews (27) Make Inquiry
From
$75
Per Night
Palm Harbor
1 Bedroom, 1 Bathroom, Sleeps 4
31 photos Details
Reviews (1) Make Inquiry
From
$160
Per Night
Clearwater
3 Bedrooms, 2 Bathrooms, Sleeps 8
28 photos Details
Reviews (3) Make Inquiry
From
$180
Per Night
Clearwater
3 Bedrooms, 2 Bathrooms, Sleeps 6
25 photos Details
Reviews (11) Make Inquiry
From
$1,155
Per Week
Clearwater
3 Bedrooms, 3 Bathrooms, Sleeps 6
24 photos Details
Reviews (5) Make Inquiry
From
$95
Per Night
Clearwater
1 Bedroom, 1 Bathroom, Sleeps 4
20 photos Details
Reviews (62) Make Inquiry
From
$155
Per Night
Clearwater
3 Bedrooms, 2 Bathrooms, Sleeps 6
30 photos Details
Reviews (8) Make Inquiry
From
$200
Per Night
Dunedin
2 Bedrooms, 1 Bathroom, Sleeps 4
12 photos Details
Reviews (10) Make Inquiry
From
$400
Per Week
Clearwater
1 Bedroom, 1 Bathroom, Sleeps 4
19 photos Details
Reviews (1) Make Inquiry
From
$1,400
Per Week
Clearwater
1 Bedroom, 1 Bathroom, Sleeps 2
27 photos Details
Reviews (1) Make Inquiry
From
$450
Per Night
Clearwater
3 Bedrooms, 3 Bathrooms, Sleeps 8
30 photos Details
Reviews (1) Make Inquiry
From
$57
Per Night
Clearwater
2 Bedrooms, 2 Bathrooms, Sleeps 4
38 photos Details
Reviews (2) Make Inquiry
From
$193
Per Night
Clearwater
3 Bedrooms, 3 Bathrooms, Sleeps 6
13 photos Details
Reviews (5) Make Inquiry
From
$240
Per Night
Clearwater
4 Bedrooms, 2 Bathrooms, Sleeps 10
30 photos Details
Reviews (2) Make Inquiry
From
$170
Per Night
Clearwater
3 Bedrooms, 2 Bathrooms, Sleeps 7
11 photos Details
Reviews (2) Make Inquiry
From
$275
Per Night
Clearwater
4 Bedrooms, 3 Bathrooms, Sleeps 13
34 photos Details
Reviews (1) Make Inquiry
From
$100
Per Night
Clearwater
4 Bedrooms, 2 Bathrooms, Sleeps 10
24 photos Details
Reviews (7) Make Inquiry
From
$560
Per Week
Clearwater
3 Bedrooms, 1 Bathroom, Sleeps 6
12 photos Details
Reviews (1) Make Inquiry
From
$129
Per Night
Clearwater
1 Bedroom, 1 Bathroom, Sleeps 4
17 photos Details
Reviews (8) Make Inquiry
From
$179
Per Night
Clearwater
3 Bedrooms, 2 Bathrooms, Sleeps 6
15 photos Details
Reviews (1) Make Inquiry
From
$325
Per Night
Clearwater
3 Bedrooms, 2 Bathrooms, Sleeps 7
20 photos Details
Reviews (10) Make Inquiry
From
$200
Per Night
Clearwater
3 Bedrooms, 3 Bathrooms, Sleeps 6
33 photos Details
Reviews (2) Make Inquiry
From
$150
Per Night
Dunedin
2 Bedrooms, 1 Bathroom, Sleeps 6
8 photos Details
Reviews (4) Make Inquiry
From
$75
Per Night
Clearwater
1 Bedroom, 1 Bathroom, Sleeps 4
13 photos Details
Reviews (1) Make Inquiry
From
$90
Per Night
Clearwater
2 Bedrooms, 2 Bathrooms, Sleeps 6
9 photos Details
Reviews (2) Make Inquiry
From
$295
Per Night
Clearwater
4 Bedrooms, 3 Bathrooms, Sleeps 10
16 photos Details
Reviews (5) Make Inquiry
From
$72
Per Night
Clearwater
1 Bedroom, 1 Bathroom, Sleeps 2
9 photos Details
Reviews (2) Make Inquiry
From
$50
Per Night
Clearwater
Studio, 1 Bathroom, Sleeps 3
13 photos Details
Reviews (4) Make Inquiry
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Book Online(147)
Use filters to find the best results!

Suitability

  • Wheelchair access (30)
  • Elder access (114)
  • Suitable for children (142)
  • Pet friendly (44)
  • Smoking allowed (2)

Amenities

  • Internet (219)
  • Other outdoor space (211)
  • Air Conditioning (179)
  • All pools (170)
  • Grill (166)
  • View all amenities
Filter search results by:
Book Online(147)

Suitability

  • Wheelchair access (30)
  • Elder access (114)
  • Suitable for children (142)
  • Pet friendly (44)
  • Smoking allowed (2)

Amenities

  • Internet (219)
  • Other outdoor space (211)
  • Air Conditioning (179)
  • All pools (170)
  • Grill (166)
  • View all amenities