Oldsmar Vacation Rentals

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Vacation Rentals in Oldsmar

1950s Retro Beach Bungalow directly on the Beach! Spectacular Views! John's Pass

Treasure Island FL

$326 nightly

$400 total

Dec 15 - Dec 16

Total with taxes and fees

With a stay at this vacation home in Treasure Island (Sunshine Beach), you'll be steps from St. Petersburg - Clearwater Beaches and 8 minutes by foot from John's Pass Village & Boardwalk.

Kitchen

Washer

1950s Retro Inspired 3 Bedroom/2 Bath Beach House w/Amazing Deck! John's Pass

Treasure Island FL

$354 nightly

$396 total

Jan 11 - Jan 12, 2026

Total with taxes and fees

With a stay at this vacation home in Treasure Island (Sunshine Beach), you'll be steps from St. Petersburg - Clearwater Beaches and 8 minutes by foot from John's Pass Village & Boardwalk.

Kitchen

Washer

Spacious Tampa Pool Home with 5 Bedrooms. 5 minutes from Downtown Tampa.

Tampa FL

With a stay at this vacation home in Tampa (Davis Islands), you'll be within a 5-minute drive of Tampa Bay and Tampa Convention Center.

Pool

Hot Tub

Charming 2-Bedroom Home in the Heart of St. Petersburg

St. Petersburg FL

With a stay at this vacation home in St. Petersburg (Disston Heights), you'll be within a 10-minute drive of Tampa Bay and Salvador Dali Museum.

Washer

Dryer

Charming 2-bedroom bungalow in Hyde Park Area of Tampa with WiFi, AC

Tampa FL

$294 nightly

$328 total

Dec 15 - Dec 16

Total with taxes and fees

Located in Tampa (Hyde Park), this vacation home is within a 15-minute walk of Tampa Bay and Tampa General Hospital.

Bush Gardens, USF, Hard Rock group stay!

Tampa FL

$295 nightly

$330 total

Dec 15 - Dec 16

Total with taxes and fees

With a stay at this vacation home in Tampa (Temple Crest), you'll be within a 5-minute drive of Busch Gardens Tampa Bay and University of South Florida.

Modern Heater pool house tampa. Close to the park and zoo

Tampa FL

$329 nightly

$368 total

Dec 16 - Dec 17

Total with taxes and fees

With a stay at this vacation home in Tampa (Lake Magdalene), you'll be within a 15-minute drive of University of South Florida and Raymond James Stadium.

Wonderful bungalow completely remodeled in St. Petersburg

St. Petersburg FL

With a stay at this vacation home in St. Petersburg, you'll be a 3-minute drive from Tampa Bay and 9 minutes from Vinoy Park.

Washer

Dryer

Cozy Home with Heated pool near Clearwater Beach

Clearwater FL

With a stay at this vacation home in Clearwater, you'll be near the beach, within a 10-minute drive of Tampa Bay and Eagle Lake Park.

Zoo House Down Town Tampa

818 W Sligh Ave Tampa FL

$282 nightly

$320 total

Dec 13 - Dec 14

Total with taxes and fees

With a stay at this vacation home in Tampa (Riverbend), you'll be a 2-minute drive from ZooTampa at Lowry Park and 7 minutes from Raymond James Stadium.

Pet friendly

Parking included

2 PRIVATE BEACH HOMES REMODELED W/ HEATED POOL

Indian Shores FL

When you stay at this vacation home in Indian Shores, you'll be on the beach, within a 15-minute drive of St. Petersburg - Clearwater Beaches and John's Pass Village & Boardwalk.

3BR Retreat by Raymond James Stadium, Beach, Dine & Shops

Tampa FL

With a stay at this vacation home in Tampa (Westshore), you'll be within a 5-minute drive of Raymond James Stadium and Tampa Bay.

Washer

Dryer

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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.