Holiday homes in Oldsmar You’ll Love (Page 3)

Top-Rated Oldsmar Holiday homes for Every Budget and Style!

Looking for a holiday home in Oldsmar (Florida)? Browse a wide range of vacation rentals – from cozy retreats to spacious family homes – starting at just $50.00 per night. Whether you are planning a weekend getaway or a longer stay, you will find the perfect home away from home in the heart of Oldsmar.

We found 61 Holiday-homes in Oldsmar and the surrounding area (within 20 miles)

Backyard Games, Fire Pit, Heated Pool, N...

Holiday home in Ozona near Oldsmar, Florida , 1910 Forest View Drive

Offering a garden, Backyard Games, Fire Pit, Heated Pool, Near Beach offers accommodations in Ozona.

Parking
Swimming pool
Swimming Pool

Exceptional 4 Reviews 9.5

from $314.24 Show details »

#3 Large 4 Bedroom 3 Bathroom Vacation H...

Holiday home in Palm Harbor near Oldsmar, Florida , 911 Whippoorwill Drive

#3 Large 4 Bedroom 3 Bathroom Vacation House With Heated Swimming Pool offers accommodations in Palm Harbor, 10 miles from Pier 60 and 18 miles from R...

Parking
Fitness centre
Swimming pool
Swimming Pool

Superb 10 Reviews 9.2

from $458.75 Show details »

Heated Pool, Pet friendly,Dunedin Beach...

Holiday home in Palm Harbor near Oldsmar, Florida , 1415 Saddle Court

Heated Pool, Pet friendly, Dunedin Beach Gem is located in Palm Harbor, just 9 miles from Pier 60 and 19 miles from Raymond James Stadium.

Parking
Pets allowed
Outdoor pool
Swimming pool
Swimming Pool

Superb 13 Reviews 9.1

from $95.00 Show details »

Palm Harbor Paradise with Community Pool...

Holiday home in Palm Harbor near Oldsmar, Florida

Palm Harbor Paradise with Community Pool! offers accommodations in Palm Harbor, 17 miles from Raymond James Stadium and 21 miles from Amalie Arena.

Parking

no reviews

from $181.93 Show details »

5 mins to Honeymoon Island~Sand Volleyba...

Holiday home in Palm Harbor near Oldsmar, Florida

5 mins to Honeymoon Island~Sand Volleyball~Firepit offers accommodations in Palm Harbor, 9.1 miles from Pier 60 and 19 miles from Raymond James Stadiu...

Parking
Pets allowed
Outdoor pool
Swimming pool
Swimming Pool

Very good 1 Reviews 8.0

from $427.82 Show details »

Peaceful dog-friendly w private heated p...

Holiday home in Palm Harbor near Oldsmar, Florida , Rustic Oaks Drive 2816

Peaceful dog-friendly w private heated pool is located in Palm Harbor, just 12 miles from Pier 60 and 18 miles from Raymond James Stadium.

Parking
Pets allowed
Outdoor pool
Swimming pool
Swimming Pool

Exceptional 1 Reviews 10.0

from $62.00 Show details »

Private Coastal Getaway to Connect and C...

Holiday home in Palm Harbor near Oldsmar, Florida , 1597 Powder Ridge Drive

Private Coastal Getaway to Connect and Celebrate offers accommodations in Palm Harbor, 9.1 miles from Pier 60 and 19 miles from Raymond James Stadium.

Pets allowed

Exceptional 2 Reviews 10.0

from $325.00 Show details »

Near Busch Gardens Sunny Florida Retreat...

Holiday home in Palm Harbor near Oldsmar, Florida

Near Busch Gardens Sunny Florida Retreat with Pool! offers accommodations in Palm Harbor, 19 miles from Raymond James Stadium and 24 miles from Busch ...