Oldsmar Vacation Rentals

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Vacation Rentals in Oldsmar

Sunset Vistas Two Bedroom Beachfront Suites

3.5 star property
Sunshine Beach
8.8 out of 10, Excellent, (3394)
"Amazing place."
United States
Paul
$169 nightly
The price is $192
Dec 8 - Dec 9
Total with taxes and fees
Sunset Vistas Two Bedroom Beachfront Suites

Sailport Waterfront Suites

3.5 star property
Rocky Point
8.4 out of 10, Very Good, (4814)
"Nice hotel on the beach "
United States
Roberto
$127 nightly
The price is $142
Nov 20 - Nov 21
Total with taxes and fees
Sailport Waterfront Suites

Mint House St. Petersburg - Downtown

4.5 star property
Downtown St. Petersburg
9.4 out of 10, Exceptional, (681)
"Staff was super helpful and nice. Room was clean, well maintained, looks just like the listing pictures! Couldn’t have asked for a better experience. "
United States
Madison
$125 nightly
The price is $142
Dec 7 - Dec 8
Total with taxes and fees
Mint House St. Petersburg - Downtown

John's Pass Hotel

2.0 star property
Madeira Beach
8.6 out of 10, Excellent, (267)
"Wonderful location "
United States
Michael
$114 nightly
The price is $128
Nov 20 - Nov 21
Total with taxes and fees
John's Pass Hotel

Provident Oceana Beachfront Suites

3.5 star property
Treasure Island
9.4 out of 10, Exceptional, (607)
"The property itself was very nice as well as the staff."
United States
Eva
$169 nightly
The price is $191
Nov 30 - Dec 1
Total with taxes and fees
Provident Oceana Beachfront Suites

The Avalon Club

4.0 star property
Clearwater Beach
9.4 out of 10, Exceptional, (482)
"Excellent staff. Very clean, spacious, great location"
United States
Julie
$216 nightly
The price is $245
Nov 30 - Dec 1
Total with taxes and fees
The Avalon Club

FUSION Resort Waterfront Suites

3.5 star property
Treasure Island
9.2 out of 10, Wonderful, (1098)
"The property was so nice, clean, staff was extremely friendly."
United States
Tiffany
$196 nightly
The price is $221
Dec 8 - Dec 9
Total with taxes and fees
FUSION Resort Waterfront Suites

Beso Del Sol Resort

2.5 star property
Dunedin
8.8 out of 10, Excellent, (671)
"Hot tub was really nice, warm and clean"
United States
James
$170 nightly
The price is $190
Nov 21 - Nov 22
Total with taxes and fees
Beso Del Sol Resort

The Fold Hotels Indian Shores

3.0 star property
Indian Shores
9.2 out of 10, Wonderful, (934)
"Great place"
United States
james
$158 nightly
The price is $179
Nov 25 - Nov 26
Total with taxes and fees
The Fold Hotels Indian Shores

Barefoot Beach Resort

3.5 star property
Indian Shores
9.0 out of 10, Wonderful, (901)
"Was just as advertised, staff went out of their way to make sure both condos booked were close together. Smooth check in process, even arriving after hours. Great price to be as close to the beach as we were. Definitely would stay here again. "
United States
Dustin
$144 nightly
The price is $163
Dec 15 - Dec 16
Total with taxes and fees
Barefoot Beach Resort

Landing Tampa Westshore

4.5 star property
Port Tampa City
9.0 out of 10, Wonderful, (167)
"Great location and and an even better stay "
United States
Shilin
Landing Tampa Westshore

Westwinds Waterfront Resort

3.0 star property
Treasure Island
9.0 out of 10, Wonderful, (686)
"Our condo has a full kitchen and had plenty of plates, silverware, cups and glasses. It was clean and spacious. Being on the bay with fishing docks was great. There was a nice pool and beach access is right across the street. I would say this was the perfect place for us to stay!"
United States
Robert
$254 nightly
The price is $288
Nov 25 - Nov 26
Total with taxes and fees
Westwinds Waterfront Resort

Relax on Your Private Beachfront Balcony. Fresh and Comfortable. Great Family Value!

Treasure Island
9.4 out of 10, Exceptional, (136)
"Stay was great "
United States
Susan V.
Relax on Your Private Beachfront Balcony. Fresh and Comfortable. Great Family Value!

Crystal Palms Beach Resort

3.5 star property
Sunshine Beach
8.8 out of 10, Excellent, (2355)
"Very quiet and enjoyable"
United States
John
$137 nightly
The price is $155
Nov 20 - Nov 21
Total with taxes and fees
Crystal Palms Beach Resort

New Beachfront Property in Exclusive Resort

Sunshine Beach
9.8 out of 10, Exceptional, (248)
"Very close to good food, John’s Pass, Island Grill & Oyster Bar and "
United States
Jill C.
$450 nightly
The price is $481
Nov 20 - Nov 21
Total with taxes and fees
New Beachfront Property in Exclusive Resort

Shoreline Island Resort - Exclusively Adult

3.0 star property
Madeira Beach
9.2 out of 10, Wonderful, (1421)
"We loved this place! Great staff, clean room & supplied us with anything we needed including towels fro the pool. "
United States
Mark
Shoreline Island Resort - Exclusively Adult

The Adaline

5.0 star property
Hyde Park
9.6 out of 10, Exceptional, (54)
"Everything was wonderful!"
United States
Stacia
$282 nightly
The price is $320
Dec 8 - Dec 9
Total with taxes and fees
The Adaline

Surf Beach Treasure Island Resort

3.0 star property
Treasure Island
9.2 out of 10, Wonderful, (849)
"Room was clean and the front desk was very nice. We would definitely stay here again!"
United States
Rebecca
$343 nightly
The price is $388
Nov 30 - Dec 1
Total with taxes and fees
Surf Beach Treasure Island Resort

South Beach Oceanfront Resort

3.0 star property
Sunshine Beach
9.2 out of 10, Wonderful, (1117)
"Great place to stay!"
United States
Angela
$265 nightly
The price is $299
Dec 2 - Dec 3
Total with taxes and fees
South Beach Oceanfront Resort

Waterfront Resort Condo Gulf Sun Set

3.0 star property
Dunedin
10.0 out of 10, Exceptional, (3)
"Great place"
United States
Daniel
$314 nightly
The price is $354
Nov 27 - Nov 28
Total with taxes and fees
Waterfront Resort Condo Gulf Sun Set
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.
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Top Oldsmar Hotel Reviews

Find out more about Oldsmar

Everything you need to know about Oldsmar vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Oldsmar vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Oldsmar vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Oldsmar vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Oldsmar. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Oldsmar in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $128 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Oldsmar rentals

At Expedia, we put the best Oldsmar vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Oldsmar rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Oldsmar vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Oldsmar. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Can I find vacation rentals in Oldsmar?

Yes, we have vacation rentals where you'll be just 14.9 mi (23.9 km) from Busch Gardens Tampa Bay, giving you a secluded option to escape the hustle and bustle. Visitors like the top-notch restaurants and beaches in Oldsmar. Make sure you have time to check out the theme park and cafes during your trip.

What are some of the best vacation home rentals in Oldsmar?

Zoo House Down Town Tampa : Visitors like this Oldsmar vacation home rental. It comes with free WiFi so you can feel at home during your trip. This vacation rental also comes with free parking to give you added peace of mind.

How many vacation rentals will I find in Oldsmar?

Expedia has 20 vacation rentals for your stay in Oldsmar.

What can I see and do in Oldsmar?

Explore the area and family-friendly sights such as Busch Gardens Tampa Bay, or get out into nature at a spot like Tampa Bay. In the larger area, you’ll find popular places like Raymond James Stadium and Port of Tampa.

What are vacation rentals like in Oldsmar?

Vacation rentals are privately owned properties you can book for a few days or a quick weekend in Oldsmar. Vacation rentals provide amenities such as kitchens and laundry facilities so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, a vacation rental can offer a sense of security away from public hotel elevators and lobbies packed with people while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a great option for a family trip or a small group gathering.