Oldsmar Vacation Rentals, Villas & more


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Areas near Oldsmar

Great rentals within 20 miles that match your search

1 / 21

On waters of Tampa Bay 3 mi from Tampa Int Airport

  • 1
  • 4
  • Min stay varies

$100

Details

1 / 14

Lake Side/Park Vacation Getaway 10 Min from Beach

  • 2
  • 6
  • 2 nights min

$110

Details

1 / 30

Peace O'Paradise at Dolphin Pointe

  • 1
  • 4
  • 30 nights min

$65

Details

1 / 21

UPDATED OLD FLORIDA STYLE COTTAGE LIVING ON THE BEACH

  • 1
  • 4
  • 7 nights min

$121

Details

1 / 32

Swashbuckler Motel

  • 1
  • 4
  • 2 nights min

$174

Details

1 / 23

BOOK 2017 NOW!

  • 3
  • 8
  • 7 nights min

$156

Details

1 / 22

Chateaux Beach Front Condo

  • 1
  • 4
  • 7 nights min

$105

Details

1 / 22

Beach Dreams - Beach Cottage 2103

  • 2
  • 6
  • 7 nights min

$167

Details

1 / 29

Direct Beachfront, Corner Unit - Sleeps 6 Sand Castle I- Condominium 801

  • 2
  • 6
  • 7 nights min

$169

Details

1 / 17

Oceanfront Holiday Villas III 306 Condominium

  • 2
  • 8
  • 7 nights min

$130

Details

1 / 22

Charming 1 Bedroom Condo on Gulf of Mexico Beach

  • 1
  • 4
  • 7 nights min

$78

Details

1 / 20

Paradise Lakes (Clothing Optional): Garden of Eden

  • 2
  • 4
  • 2 nights min

$120

Details

1 / 35

WELCOME HOME TO CLEARWATER BEACH ISLAND RETREAT!

  • 3
  • 6
  • 7 nights min

$192

Details

1 / 10

BEACHSIDE BUNGALOW Lobster Shack *Htd Pool*Pets OK

  • 1
  • 4
  • Min stay varies

$125

Details

1 / 6

Private 2 bedroom 1 bath in Florida House

  • 2
  • 4
  • 2 nights min

$95

Details

1 / 12

1 Bedroom Madeira Beach Cottage

  • 1
  • 4
  • Min stay varies

$110

Details

1 / 4

Lovely Tropical Sunlit bedroom

  • 1
  • 3
  • 1 night min

$200

Details

1 / 24

Beautiful Water Views - Updated Decor-Steps to the Beach

  • 2
  • 6
  • 7 nights min

$113

Details

1 / 28

The best guest rated condos at Madeira Beach area!

  • 1
  • 4
  • 4 nights min

$80

Details

1 / 43

Beach Palms Condominium 507

  • 3
  • 7
  • 7 nights min

$201

Details

1 / 25

Madeira Beach Yacht Club Special

  • 1
  • 4
  • 7 nights min

$64

Details

1 / 20

Beach Cottage Condominium 1314

  • 2
  • 6
  • 7 nights min

$168

Details

1 / 16

Island Rum Suites "The Blue Room"

  • 1
  • 2
  • 1 night min

$69

Details

1 / 20

Deluxe 2 Bedroom Waterfront Condo - Boca Ciega Bay

  • 2
  • 6
  • 14 nights min

$114

Details

1 / 23

THE BEST VIEW ON THE BEACH!

  • 2
  • 6
  • 7 nights min

$156

Details

1 / 31

Waterfront 1BR apartment in Tampa for 4 guests

  • 1
  • 4
  • Min stay varies

$122

Details

1 / 27

Top Floor Oceanview Condo @ Beach Cottage Resorts

  • 2
  • 4
  • Min stay varies

$155

Details

1 / 10

Palms at the Pass

  • 3
  • 6
  • Min stay varies

$249

Details

1 / 24

1 Min. to beach, call now, Private Rooftop Terrace

  • 4
  • 10
  • Min stay varies

$363

Details

1 / 14

Seaside Seclusion - Suite 3U

  • 2
  • 6
  • 1 night min

$355

Details

1 / 17

OCEANFRONT at SAND DOLLAR RESORT- call us quick!

  • 2
  • 6
  • 7 nights min

$128

Details

1 / 11

Luxury ground floor Condo for rent

  • 2
  • 4
  • 5 nights min

$70

Details

1 / 16

Cute Villa for renting in Oldsmar FL

  • 2
  • 4
  • 7 nights min

$201

Details

1 / 11

Beautiful Newly Renovated 2 Bedroom/2 Bath with BBQ & WIFI

  • 2
  • 4
  • 6 nights min

$100

Details

1 / 13

Newly Renovated Lakefront Condo

  • 2
  • 4
  • 60 nights min

$73

Details

1 / 14

Clean and Quite Private Room 1

  • 1
  • 2
  • 1 night min

$46

Details

1 / 16

Quite and Clean Private Room 2

  • 1
  • 2
  • 1 night min

$47

Details

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