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5 Best Vacation Rentals in Oldsmar - Holiday Lettings - Cabins

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1,695 Vacation rentals

Oldsmar Vacation condo rental

Oldsmar condo

2 bedrooms • 2 bathrooms • sleeps 4

2 reviews

from $94 / night

$659 / week

1 / 10

Vacation home rental

Oldsmar house

2 bedrooms • 1 bathroom • sleeps 8

from $287 / night

$2,004 / week

1 / 14

Apartment rental in Oldsmar

Oldsmar apartment

2 bedrooms • 2 bathrooms • sleeps 5

from $132 / night

$922 / week

1 / 19

Oldsmar Vacation home rental

Oldsmar house

3 bedrooms • 2 bathrooms • sleeps 6

from $160 / night

$1,114 / week

1 / 14

Vacation home with swimming pool in Oldsmar

Oldsmar house

7 bedrooms • 5 bathrooms • sleeps 16

from $1,030 / night

$7,206 / week

1 / 38

Home rental in Oldsmar

Oldsmar house

3 bedrooms • 2 bathrooms • sleeps 9

from $389 / night

$2,717 / week

1 / 27

Oldsmar Vacation home rental

Oldsmar house

4 bedrooms • 3 bathrooms • sleeps 10

from $170 / night

$1,187 - $3,960 / week

1 / 29

Great rentals within 20 miles that match your search

Vacation apartment in Clearwater

Clearwater apartment

1 bedroom • 1 bathroom • sleeps 4

from $86 / night

$602 / week

1 / 8

Vacation home in Madeira Beach

Madeira Beach house

2 bedrooms • 2 bathrooms • sleeps 18

from $153 / night

$1,069 / week

1 / 48

Safety Harbor Vacation hotel apartment rental

Safety Harbor hotel apartment

1 bedroom • 1 bathroom • sleeps 2

from $331 / night

$1,545 / week

1 / 14

Vacation home in Temple Terrace

Temple Terrace house

4 bedrooms • 2 bathrooms • sleeps 2

from $98 / night

$229 / week

1 / 7

Vacation home with golf nearby in New Port Richey

New Port Richey house

2 bedrooms • 2 bathrooms • sleeps 4

from $81 / night

$561 / week

1 / 22

Vacation camper van in Tampa

Tampa camper van

1 bedroom • 2 bathrooms • sleeps 6

from $802 / night

$5,611 / week

1 / 31

Vacation condo with shared pool in Palm Harbor

Palm Harbor condo

2 bedrooms • 1 bathroom • sleeps 6

from $132 / night

$916 / week

1 / 8

New Port Richey Vacation home rental

New Port Richey house

2 bedrooms • 2 bathrooms • sleeps 6

from $137 / night

$954 / week

1 / 12

Vacation hotel apartment in St. Petersburg

St. Petersburg hotel apartment

1 bedroom • 1 bathroom • sleeps 2

from $344 / night

$1,031 / week

1 / 16

Home rental in Indian Rocks Beach

Indian Rocks Beach house

2 bedrooms • 3 bathrooms • sleeps 4

from $147 / night

$1,029 / week

1 / 7

Tampa Vacation camper van rental

Tampa camper van

1 bedroom • 2 bathrooms • sleeps 8

from $138 / night

$962 / week

1 / 9

St. Petersburg Vacation hotel apartment rental

St. Petersburg hotel apartment

1 bedroom • 1 bathroom • sleeps 4

from $344 / night

$1,134 / week

1 / 8

Tampa Vacation camper van rental

Tampa camper van

1 bedroom • 2 bathrooms • sleeps 6

from $287 / night

$2,004 / week

1 / 9

Vacation hotel apartment in St. Petersburg

St. Petersburg hotel apartment

1 bedroom • 1 bathroom • sleeps 2

from $344 / night

$1,134 / week

1 / 18

Home rental in Tarpon Springs

Tarpon Springs house

4 bedrooms • 3 bathrooms • sleeps 10

3 reviews

from $401 / night

$2,806 / week

1 / 27

Vacation condo in Clearwater

Clearwater condo

2 bedrooms • 2 bathrooms • sleeps 4

from $134 / night

$935 / week

1 / 18

Vacation apartment in St. Petersburg

St. Petersburg apartment

1 bedroom • 1 bathroom • sleeps 2

1 review

from $73 / night

$505 / week

1 / 13

Vacation camper van in Tampa

Tampa camper van

1 bedroom • 1 bathroom • sleeps 4

from $258 / night

$1,804 / week

1 / 16

Vacation hotel apartment rental

St. Petersburg hotel apartment

1 bedroom • 1 bathroom • sleeps 2

from $344 / night

$1,031 / week

1 / 18

Tampa Vacation camper van rental

Tampa camper van

1 bedroom • 2 bathrooms • sleeps 8

from $315 / night

$2,205 / week

1 / 8

Vacation camper van in Tampa

Tampa camper van

1 bedroom • 2 bathrooms • sleeps 6

from $344 / night

$2,405 / week

1 / 11

Vacation hotel apartment rental

St. Petersburg hotel apartment

1 bedroom • 1 bathroom • sleeps 2

from $344 / night

$1,031 / week

1 / 18

Indian Rocks Beach Vacation condo rental

Indian Rocks Beach condo

3 bedrooms • 3 bathrooms • sleeps 6

from $144 / night

$1,002 / week

1 / 18

Vacation townhouse in Indian Rocks Beach

Indian Rocks Beach townhouse

2 bedrooms • 3 bathrooms • sleeps 4

from $153 / night

$1,068 / week

1 / 11

St. Petersburg Vacation yurt rental

St. Petersburg yurt

1 bedroom • 1 bathroom • sleeps 3

from $287 / night

$2,004 / week

1 / 4

Vacation hotel apartment in St. Petersburg

St. Petersburg hotel apartment

1 bedroom • 1 bathroom • sleeps 2

from $344 / night

$1,031 / week

1 / 16

Vacation apartment rental

St. Petersburg apartment

1 bedroom • 1 bathroom • sleeps 2

from $114 / night

$794 / week

1 / 21

Vacation condo rental

Indian Rocks Beach condo

2 bedrooms • 2 bathrooms • sleeps 4

from $212 / night

$1,483 / week

1 / 24

Vacation camper van in Tampa

Tampa camper van

1 bedroom • 2 bathrooms • sleeps 4

from $401 / night

$2,806 / week

1 / 14

Largo Vacation home rental

Largo house

2 bedrooms • 2 bathrooms • sleeps 2

from $71 / night

$495 / week

1 / 10

Vacation camper van in Tampa

Tampa camper van

1 bedroom • 2 bathrooms • sleeps 10

from $344 / night

$2,405 / week

1 / 8

Vacation hotel apartment in St. Petersburg

St. Petersburg hotel apartment

1 bedroom • 1 bathroom • sleeps 2

from $344 / night

$1,134 / week

1 / 26

Vacation hotel apartment rental

St. Petersburg hotel apartment

1 bedroom • 1 bathroom • sleeps 2

from $344 / night

$1,134 / week

1 / 18