Oldsmar Vacation Rentals

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Our top choices for Oldsmar vacation rentals

Modern Private Estate - Central to Tampa & Beaches

Modern Private Estate - Central to Tampa & Beaches
Oldsmar
$519 nightly
The price is $579
Apr 19 - Apr 20
Total with taxes and fees
Modern Private Estate - Central to Tampa & Beaches

Aileen Camping Space

Aileen Camping Space
East Tampa
9.6 out of 10, Exceptional, (77 reviews)
"Aileen’s is cozy and private. The RV was very clean and comfortable. It is well decorated, too. "
United States
Loria
$119 nightly
The price is $132
Apr 20 - Apr 21
Total with taxes and fees
Aileen Camping Space

Sunset Vistas Two Bedroom Beachfront Suites

Sunset Vistas Two Bedroom Beachfront Suites
3.5 star property
Sunshine Beach
8.8 out of 10, Excellent, (3,540 reviews)
"Spacious rooms, clean, beautiful beach, nice pool. Great having a cafe and tiki bar available."
United States
Kimberly Sue
$240 nightly
The price is $272
Apr 26 - Apr 27
Total with taxes and fees
Sunset Vistas Two Bedroom Beachfront Suites

Sailport Waterfront Suites

Sailport Waterfront Suites
3.5 star property
Rocky Point
8.4 out of 10, Very Good, (5,008 reviews)
"Great place! "
United States
Yanarys
$149 nightly
The price is $167
May 11 - May 12
Total with taxes and fees
Sailport Waterfront Suites

Mint House St. Petersburg Downtown by Kasa

Mint House St. Petersburg Downtown by Kasa
4.0 star property
Downtown St. Petersburg
9.4 out of 10, Exceptional, (764 reviews)
"Very nice place "
United States
Mark
$96 nightly
The price is $108
Apr 29 - Apr 30
Total with taxes and fees
Mint House St. Petersburg Downtown by Kasa

FUSION Resort Waterfront Suites

FUSION Resort Waterfront Suites
3.5 star property
Treasure Island
9.2 out of 10, Wonderful, (1,156 reviews)
"Beautiful clean rooms , beautiful view "
United States
Misty
$250 nightly
The price is $283
May 7 - May 8
Total with taxes and fees
FUSION Resort Waterfront Suites

Beso Del Sol Resort

Beso Del Sol Resort
2.5 star property
Dunedin
8.6 out of 10, Excellent, (711 reviews)
"Overall a nice place to stay"
Canada
Jerome
$147 nightly
The price is $164
Apr 23 - Apr 24
Total with taxes and fees
Beso Del Sol Resort

Surf Beach Treasure Island Resort

Surf Beach Treasure Island Resort
3.0 star property
Treasure Island
9.2 out of 10, Wonderful, (863 reviews)
"Clean room, convenient location and friendly staff"
United States
Jingjing
$396 nightly
The price is $447
May 5 - May 6
Total with taxes and fees
Surf Beach Treasure Island Resort

Voyager Beach Club

Voyager Beach Club
2.5 star property
Sunshine Beach
8.8 out of 10, Excellent, (109 reviews)
"Everything about this resort was perfect! Can't wait to go back!"
United States
Rocco
$293 nightly
The price is $331
Apr 22 - Apr 23
Total with taxes and fees
Voyager Beach Club

John's Pass Hotel

John's Pass Hotel
2.0 star property
Madeira Beach
8.4 out of 10, Very Good, (325 reviews)
"Love the food and shopping options."
United States
Ann
$197 nightly
The price is $222
Apr 19 - Apr 20
Total with taxes and fees
John's Pass Hotel

The Fold Hotels Indian Shores

The Fold Hotels Indian Shores
3.0 star property
Indian Shores
9.2 out of 10, Wonderful, (968 reviews)
"By far one of the best stays I have ever had! Staff was amazing and the property really thought of everything! Amenities are excellent, location is on point and comfort was everywhere! Spacious suites for larger families. Super clean area and rooms. "
United States
Lacy
$209 nightly
The price is $236
May 3 - May 4
Total with taxes and fees
The Fold Hotels Indian Shores

South Beach Oceanfront Resort

South Beach Oceanfront Resort
3.0 star property
Sunshine Beach
9.2 out of 10, Wonderful, (1,133 reviews)
"The room was spotless! The staff were very friendly! This is our fourth trip, and we will be returning!"
United States
Michael
$312 nightly
The price is $353
Apr 19 - Apr 20
Total with taxes and fees
South Beach Oceanfront Resort

Barefoot Beach Resort

Barefoot Beach Resort
3.5 star property
Indian Shores
9.0 out of 10, Wonderful, (935 reviews)
"The pool was great. We had a great stay there. "
United States
Heather
$222 nightly
The price is $251
Apr 19 - Apr 20
Total with taxes and fees
Barefoot Beach Resort

Provident Oceana Beachfront Suites

Provident Oceana Beachfront Suites
3.5 star property
Treasure Island
9.4 out of 10, Exceptional, (628 reviews)
"Great View, Clean Rooms. Would stay again"
Canada
Connor
$217 nightly
The price is $246
Apr 28 - Apr 29
Total with taxes and fees
Provident Oceana Beachfront Suites

The Avalon Club

The Avalon Club
4.0 star property
Clearwater Beach
9.4 out of 10, Exceptional, (527 reviews)
"Our family had a wonderful 4-night stay at this well kept hotel. The apartment was spacious, very clean, had nice amenities, and the hotel is conveniently located just steps from the beach. We recommend and would be happy to stay there again. "
United States
Patricia
$246 nightly
The price is $278
Apr 30 - May 1
Total with taxes and fees
The Avalon Club

Cozy Boho Guest House w/Patio - 6 min from the beach!

Cozy Boho Guest House w/Patio - 6 min from the beach!
Town 'n' Country
9.0 out of 10, Wonderful, (30 reviews)
"Property was exactly as pictured and described. Very clean, nice amenities, very easy access, excellent communication, great value. Separate entrance from the primary house, but quiet and nice touches in the small space (but way more space than a studio or hotel room). Would happily stay here again."
United States
Steven
$112 nightly
The price is $124
Apr 20 - Apr 21
Total with taxes and fees
Cozy Boho Guest House w/Patio - 6 min from the beach!

Perfect Location! All include Tampa Private Suite

Perfect Location! All include Tampa Private Suite
Palm River-Clair Mel
9.0 out of 10, Wonderful, (15 reviews)
"Everything was amazing very clean accommodating safe place cozy all necessary amenities "
United States
Michelle
$105 nightly
The price is $116
Apr 19 - Apr 20
Total with taxes and fees
Perfect Location! All include Tampa Private Suite

Downtown Dunedin Walking District

Downtown Dunedin Walking District
Downtown Dunedin
10.0 out of 10, Exceptional, (281 reviews)
"Wonderful accommodations and location . Hosts very attentive to our needs. Will definitely come back!"
United States
Ken W.
$394 nightly
The price is $439
Apr 19 - Apr 20
Total with taxes and fees
Downtown Dunedin Walking District

DFGmoments#2/Northdale/Citrus Park Mall

DFGmoments#2/Northdale/Citrus Park Mall
Greater Northdale
9.8 out of 10, Exceptional, (72 reviews)
"Great location in the Carrollwood area of Tampa. Traveling as a single woman, I felt so safe. Safer than in a motel. Iu was visiting family and this room was the ideal resting spot. "
United States
Debra
$110 nightly
The price is $122
Apr 27 - Apr 28
Total with taxes and fees
DFGmoments#2/Northdale/Citrus Park Mall

Modern 2BR 2BA King Bed Pool Gym 7

Modern 2BR 2BA King Bed Pool Gym 7
2.0 star property
Westchase
$327 nightly
The price is $371
May 13 - May 14
Total with taxes and fees
Modern 2BR 2BA King Bed Pool Gym 7
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 $108 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?

The Gemma by Brightwild: You might want to consider this vacation home rental near Oldsmar, which is located on the beach and has an outdoor pool, a private balcony, and a barbecue grill to put you at ease in your new surroundings. It has 6 bedrooms as well as a kitchen with a full-sized fridge, a dishwasher, and a stovetop, so you can cook with friends or family. It offers a terrace, a private yard, and a selection of games so you can immerse yourself in your vacation.

How many vacation rentals will I find in Oldsmar?

Expedia has 13 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 Port of Tampa and Raymond James Stadium.

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.