Oldsmar Vacations

Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*

Choose two or more items and save on your trip:

Oldsmar Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
Plaza Beach Hotel Beachfront Resort

Plaza Beach Hotel Beachfront Resort

$896
per person
Nov 4 - Nov 8
found 9 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
Book a stay at this beach hotel in St. Pete Beach. Enjoy free WiFi, a private beach, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions John's Pass Village & Boardwalk and Fort De Soto Park are located nearby.
Captiva Beach Resort

Captiva Beach Resort

South Village
$987
per person
Nov 4 - Nov 8
found 9 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
Book a stay at this beach condo in Siesta Key. Enjoy free WiFi, free parking, and a private beach. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Siesta Key Beach and Lido Beach are located nearby.
Every thing was ok

Reviewed on Sep 13, 2026

Residence Inn By Marriott Tampa Downtown

Residence Inn By Marriott Tampa Downtown

Downtown Tampa
$1,036
per person
Nov 20 - Nov 25
found 4 hours ago
Roundtrip non-stop flight included
New Haven (HVN) to Tampa (TPA)
Book a stay at this business-friendly hotel in Tampa. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the helpful staff in our reviews. Popular attractions Tampa Riverwalk and Benchmark International Arena are located nearby.
Twin Palms at Siesta

Twin Palms at Siesta

$962
per person
Nov 4 - Nov 8
found 9 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
Book a stay at this beach hotel in Siesta Key. Enjoy free WiFi, free parking, and private pools. Our guests praise the helpful staff in our reviews. Popular attractions Siesta Key Beach and Lido Beach are located nearby.
.

Reviewed on Sep 9, 2026

Crystal Palms Beach Resort

Crystal Palms Beach Resort

Sunshine Beach
$916
per person
Nov 4 - Nov 8
found 9 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
Stay at this aparthotel in Treasure Island. Enjoy a 24-hour front desk, dry cleaning or laundry services, and laundry facilities. Our guests praise the helpful staff in our reviews. Popular attractions John's Pass Village & Boardwalk and St. Petersburg - Clearwater Beaches are located nearby.
Less than 5 minute walk to the beach. Property is well maintained. Condo was clean. I would highly recommend it

Reviewed on Sep 13, 2026

Holiday Inn Express Hotel & Suites Tampa Northwest - Oldsmar by IHG

Holiday Inn Express Hotel & Suites Tampa Northwest - Oldsmar by IHG

$1,024
per person
Nov 20 - Nov 25
found 4 hours ago
Roundtrip non-stop flight included
New Haven (HVN) to Tampa (TPA)
Book a stay at this business-friendly hotel in Oldsmar. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Oldsmar Flea Market and Tampa Bay Downs are located nearby.
Very clean and well maintained, staff friendly

Reviewed on Sep 16, 2026

Don't see what you're looking for?
See all available trips from Columbus to Oldsmar
View all trips

Top Hotel Deals

Holiday Inn Express Hotel & Suites Tampa Northwest - Oldsmar by IHG

Holiday Inn Express Hotel & Suites Tampa Northwest - Oldsmar by IHG

3990 Tampa Rd Oldsmar FL
0.75 km from city center
Book a stay at this business-friendly hotel in Oldsmar. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Courtyard by Marriott Tampa Oldsmar

Courtyard by Marriott Tampa Oldsmar

4014 Tampa Rd Oldsmar FL
0.83 km from city center
Book a stay at this business-friendly hotel in Oldsmar. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

100 Coronado Drive Clearwater Beach FL
17.31 km from city center
Book a stay at this beach hotel in Clearwater Beach. Enjoy a full-service spa, 3 restaurants, and a beach locale. Our guests praise the breakfast and the pool ...
Hyatt Regency Clearwater Beach Resort and Suites

Hyatt Regency Clearwater Beach Resort and Suites

301 S Gulfview Blvd Clearwater Beach FL
17.38 km from city center
Book a stay at this beach resort in Clearwater Beach. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the pool and the helpful staff ...
Hilton Tampa Airport Westshore

Hilton Tampa Airport Westshore

2225 N Lois Ave Tampa FL
16.89 km from city center
Book a stay at this business-friendly hotel in Tampa. Enjoy breakfast (surcharge), a free airport shuttle, and 24-hour room service. Our guests praise the helpful ...
OASIS BAY SUITES, Tampa, Busch Gardens, USF

OASIS BAY SUITES, Tampa, Busch Gardens, USF

3001 University Center Dr Tampa FL
23.55 km from city center
Stay at this hotel in Tampa. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Busch Gardens Tampa Bay and Seminole Hard Rock Casino Tampa ...
Hilton Clearwater Beach Resort & Spa

Hilton Clearwater Beach Resort & Spa

400 Mandalay Ave Clearwater Beach FL
17.12 km from city center
Book a stay at this beach resort in Clearwater Beach. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff ...
Four Points by Sheraton Suites Tampa Airport Westshore

Four Points by Sheraton Suites Tampa Airport Westshore

4400 W Cypress St Tampa FL
17.08 km from city center
Book a stay at this business-friendly hotel in Tampa. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
Fairfield Inn & Suites by Marriott Clearwater Beach

Fairfield Inn & Suites by Marriott Clearwater Beach

650 Bay Esplanade Clearwater Beach FL
16.55 km from city center
Book a stay at this business-friendly hotel in Clearwater Beach. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the helpful ...
Hotel Haya

Hotel Haya

1412 E. 7th Avenue Tampa FL
23.22 km from city center
Book a stay at this business-friendly hotel in Tampa. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the pool and the ...
Mint House St. Petersburg Downtown by Kasa

Mint House St. Petersburg Downtown by Kasa

77 11th St N St. Petersburg FL
29.23 km from city center
Book a stay at this business-friendly aparthotel in St. Petersburg. Enjoy free WiFi, valet parking (surcharge), and a picnic area. Our guests praise the helpful ...
Opal Sands Resort

Opal Sands Resort

430 South Gulfview Blvd Clearwater Beach FL
17.73 km from city center
Book a stay at this luxury resort in Clearwater Beach. Enjoy a full-service spa, a beach locale, and 2 bars/lounges. Our guests praise the pool and the helpful ...
The Westin Tampa Bay

The Westin Tampa Bay

7627 W Courtney Campbell Cswy Tampa FL
12.21 km from city center
Book a stay at this beach hotel in Tampa. Enjoy free WiFi, a private beach, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms ...
Seminole Hard Rock Hotel & Casino Tampa

Seminole Hard Rock Hotel & Casino Tampa

5223 N Orient Road Tampa FL
29.14 km from city center
Book a stay at this spa hotel in Tampa. Enjoy free WiFi, free parking, and 3 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. ...
The Barrymore Hotel Tampa Riverwalk

The Barrymore Hotel Tampa Riverwalk

111 W Fortune St Tampa FL
21.8 km from city center
Book a stay at this business-friendly hotel in Tampa. Enjoy free WiFi, breakfast (surcharge), and a free area shuttle. Our guests praise the restaurant and the ...
Don't see what you're looking for?
See all available properties in Oldsmar
View all properties
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.

Top Flight Deals

These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Frontier Airlines
JetBlue Airways
Delta
American Airlines
Sun Country Airlines