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Holiday Rentals in Oldsmar

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17 rentals in Oldsmar.
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family friendly, gated community, two pools, lake outside back door., holiday rental in Oldsmar

family friendly, gated community, two pools, lake outside back door.

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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The Yellow House - 3 Bdr / 2 Bth House w/Pool, holiday rental in Oldsmar

The Yellow House - 3 Bdr / 2 Bth House w/Pool

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Luxury Condo on Golf & Country Club in Palm Harbor, holiday rental in Oldsmar

Luxury Condo on Golf & Country Club in Palm Harbor

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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NEW Listing! Serene, Natural Privacy in a Centralized Location, holiday rental in Oldsmar

NEW Listing! Serene, Natural Privacy in a Centralized Location

2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Luxury ground floor Condo for rent, holiday rental in Oldsmar

Luxury ground floor Condo for rent

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Bring Your Boat, Golf Swing And Bike - It's All Less Than A 5 Minute Drive, holiday rental in Oldsmar

Bring Your Boat, Golf Swing And Bike - It's All Less Than A 5 Minute Drive

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Pete's Place 9 Bedroom 7 Bath Tampa Resort, holiday rental in Oldsmar

Pete's Place 9 Bedroom 7 Bath Tampa Resort

9 bedrooms
7 bathrooms
Sleeps 20
Match: Sleeps
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Flamingo Bungalow Beautiful Tampa Retreat, holiday rental in Oldsmar

Flamingo Bungalow Beautiful Tampa Retreat

2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Dolphin Bay Retreat, holiday rental in Oldsmar

Dolphin Bay Retreat

2 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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2 Bedroom 2 Bathroom Villa, holiday rental in Oldsmar

2 Bedroom 2 Bathroom Villa

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Florida Blue House, holiday rental in Oldsmar

Florida Blue House

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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4 Bedroom 2 Bath + Pool - Oldsmar, Florida, holiday rental in Oldsmar

4 Bedroom 2 Bath + Pool - Oldsmar, Florida

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Waterfront Wonder | Private Pool, Spa & Outdoor Kitchen | Game Room & Dock, holiday rental in Oldsmar

Waterfront Wonder | Private Pool, Spa & Outdoor Kitchen | Game Room & Dock

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Entire Executive Home, Florida Pool Getaway, 1.4 acres in the heart of the City, holiday rental in Oldsmar

Entire Executive Home, Florida Pool Getaway, 1.4 acres in the heart of the City

4 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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New Listing! Canal-Side Home w/ Huge Yard, Private Hot Tub & Screened Lanai, holiday rental in Oldsmar

New Listing! Canal-Side Home w/ Huge Yard, Private Hot Tub & Screened Lanai

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Pool House near Beaches, holiday rental in Oldsmar

Pool House near Beaches

4 bedrooms
2 bathrooms
Sleeps 14
Match: Sleeps
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2,657 Square Foot Upscale Canal Home w/ Pool & Dock, Stunning Master Suite, holiday rental in Oldsmar

2,657 Square Foot Upscale Canal Home w/ Pool & Dock, Stunning Master Suite

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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