Oldsmar Vacation Rentals
Get more for your budget and save up to 50% off select Secret Bargain hotels
Get even more value with CheapTickets Price Guarantee!
Change your flight without a fee on select flights
Vacation Rentals in Oldsmar
Sunny Terrace • Pool Hot Tub • B-Ball CT• Near Busch Gardens & USF • Sleeps 10
Tampa FL
When you stay at this vacation home in Tampa, you'll be by the sea, within a 10-minute drive of Busch Gardens Tampa Bay and Seminole Hard Rock Casino Tampa.
Pool
Hot Tub
Coastal Dunedin with GOLF CART!
Dunedin FL
With a stay at this vacation home, you'll be centrally located in Dunedin, within a 15-minute drive of Tampa Bay and BayCare Ballpark.
Kitchen
Washer
Beach View, Private Plunge Pool, Charming 1938 Bungalow Madeira Beach Gulf-Blvd
Madeira Beach FL
$417 nightly
The price is $464 total per night
$464 total
Jun 21 - Jun 22
Total with taxes and fees
When you stay at this vacation home in Madeira Beach, you'll be on the beach, just steps from St. Petersburg - Clearwater Beaches and 6 minutes by foot from John's Pass Village & Boardwalk.
Pool
Hot Tub
Beach Front House Private Pool 1940 Retro 4 Bedroom 2 Bath & More Gulf-Blvd
Madeira Beach FL
$793 nightly
The price is $883 total per night
$883 total
Jul 5 - Jul 6
Total with taxes and fees
When you stay at this vacation home in Madeira Beach, you'll be on the beach, just steps from St. Petersburg - Clearwater Beaches and 8 minutes by foot from John's Pass Village & Boardwalk.
Pool
Kitchen
NEW Fully renovated Gulf front home w/private resort style pool, outdoor kitchen
Crystal Beach FL
When you stay at this vacation home in Crystal Beach, you'll be on the beach, within a 15-minute drive of Tampa Bay and Tarpon Springs Sponge Docks.
Pool
Hot Tub
Clearwater Beach House: Directly on White Sand with Unmatched Gulf Views!
Clearwater FL
$452 nightly
The price is $504 total per night
$504 total
Jun 16 - Jun 17
Total with taxes and fees
With a stay at this vacation home, you'll be centrally located in Clearwater Beach, steps from St. Petersburg - Clearwater Beaches and 4 minutes by foot from Clearwater Beach.
Kitchen
Washer
Historic Ybor City 3BR Home - Walk to 7th Ave - Near Downtown Tampa
Tampa FL
$322 nightly
The price is $360 total per night
$360 total
Jun 21 - Jun 22
Total with taxes and fees
With a stay at this vacation home, you'll be centrally located in Tampa, within a 5-minute drive of Tampa Riverwalk and Tampa Convention Center.
Kitchen
Washer
Charming 2BR/2BA Getaway – Feels Like Home
Tampa FL
$143 nightly
The price is $160 total per night
$160 total
Jun 16 - Jun 17
Total with taxes and fees
Located in Tampa (Pinecrest West Park), this vacation home is within a 10-minute drive of Raymond James Stadium and George M. Steinbrenner Field.
Kitchen
Pet friendly
Cozy Tampa Getaway — 2 Bedrooms, Minutes from Downtown & Busch Gardens
Tampa FL
$160 nightly
The price is $179 total per night
$179 total
Jun 22 - Jun 23
Total with taxes and fees
With a stay at this vacation home in Tampa (East Tampa), you'll be within a 10-minute drive of Seminole Hard Rock Casino Tampa and Tampa Riverwalk.
Kitchen
Pet friendly
Beachfront Duplex (North unit) with unobstructed & secluded ocean views!
Treasure Island FL
With a stay at this vacation home in Treasure Island, you'll be on the beach, steps from St. Petersburg - Clearwater Beaches and a 4-minute drive from John's Pass Village & Boardwalk.
Kitchen
Washer
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.
Oldsmar Vacation Rentals essential information
Accommodation | 5830 Vacation Rentals |
|---|---|
Lowest Price | $160 |
Highest Price | $883 |
Popular accommodation | Sunny Terrace • Pool Hot Tub • B-Ball CT• Near Busch Gardens & USF • Sleeps 10, Coastal Dunedin with GOLF CART!, Beach View, Private Plunge Pool, Charming 1938 Bungalow Madeira Beach Gulf-Blvd, Beach Front House Private Pool 1940 Retro 4 Bedroom 2 Bath & More Gulf-Blvd, NEW Fully renovated Gulf front home w/private resort style pool, outdoor kitchen, Clearwater Beach House: Directly on White Sand with Unmatched Gulf Views!, Historic Ybor City 3BR Home - Walk to 7th Ave - Near Downtown Tampa, Charming 2BR/2BA Getaway – Feels Like Home, Cozy Tampa Getaway — 2 Bedrooms, Minutes from Downtown & Busch Gardens, Beachfront Duplex (North unit) with unobstructed & secluded ocean views!, Newly remodeled! Super Clean, Great location, Family Size, 7 mins Raymond James , 3Bd/2ba House in St. Petersburg Near Golf Course |
More to Explore in Oldsmar
Top Picks
- Inns in Clearwater
- B&B in Largo
- Historic Hotels in Palm Harbor
- Golf Resorts & in Crystal Beach
- Spa Resorts & in Oldsmar
- Romantic Getaways & Hotels in Oldsmar
- Hotels with Air Conditioning in Dunedin
- Hotels with Pools in Oldsmar
- Pet Friendly Hotels in Safety Harbor
- Kid Friendly Hotels in Oldsmar
- Hostels in New Port Richey
- 5 Star Hotels in Crystal Beach
- Dunedin Hotels
- Houseboats in Largo
- Beach Resorts & in Crystal Beach
- Rv Parks in New Port Richey
- B&B in Dunedin
- Hotels near Westfield Citrus Park
- Hyatt Hotels in Dunedin
- Golf Resorts & in Oldsmar
- Kid Friendly Hotels in Palm Harbor
- Extended Stay Hotels in South Tampa
- Lake Haven Hotels
- Hotels on the Lake in Palm Harbor
- Hilton Hotels in Dunedin
- Beach Resorts & in Oldsmar
- Houseboats in Pinellas Park
- Hostels in Holiday
- Hotels near Ruth Eckerd Hall
- Condo Resorts in Holiday
- 3 Star Hotels in Palm Harbor
- Extended Stay Hotels in Largo
- Hostels in Pinellas Park
- Condo Resorts in Clearwater Beach
- Rv Parks in Belleair Beach
- Rocky Point Hotels
- Hotels with Restaurants in Dunedin
- 4 Star Hotels in Safety Harbor
- Town Houses in New Port Richey
- Pet Friendly Hotels in Dunedin
- Extended Stay Hotels in Holiday
- La Quinta Inn & Suites Hotels in Safety Harbor
- Motels in Largo
- Motels in Pinellas Park
- East Lake Hotels
- B&B in Crystal Beach
- Vacation Rentals in Crystal Beach
- 5 Star Hotels in Dunedin
- Luxury Hotels in Tarpon Springs
- Condo Rentals in Oldsmar
- Palm Harbor Hotels
- Hotels with Restaurants in Oldsmar
- Villas in Largo
- Lake Tarpon Estates Hotels
- Hotels near Tampa Intl.
- Hotels with a Gym in Oldsmar
- Apartments in Oldsmar
- Cheap Hotels in Dunedin
- Hotels near Lansbrook Golf Club
- Hotels on the River in Palm Harbor
- Hotels with Tennis Courts in Palm Harbor
- Fishing Resorts & in Dunedin
- Apartments in Dunedin
- 4 Star Hotels in Oldsmar
- Pet Friendly Hotels in Palm Harbor
- Hyatt Hotels in Safety Harbor
- Oceanfront Hotels in Dunedin
- 3 Star Hotels in Safety Harbor
- Hostels in Palm Harbor
- Oldsmar Hotels
- Condo Rentals in Crystal Beach
- Historic Hotels in Safety Harbor
- 5 Star Hotels in Palm Harbor
- Town Houses in Dunedin
- Extended Stay America Hotels in Palm Harbor
- Hotels near St. Petersburg-Clearwater Intl.
- Business Hotels in Palm Harbor
- Stonehedge Hotels
- 4 Star Hotels in Dunedin
- Beach Resorts & in Palm Harbor
- Hotels with Airport Transfers in Palm Harbor
- Hotels with Restaurants in Palm Harbor
- Hotels with Hot Tubs in Palm Harbor
- Lake St. George Hotels
- Hotels on the Lake in Dunedin
- 3 Star Hotels in Crystal Beach
- Hotels with Shopping in Palm Harbor
- Farmstay in Clearwater
- Hostels in Safety Harbor
- Rv Parks in Palm Harbor
- Fishing Resorts & in Palm Harbor