A beach at sunset with birds flying and a person walking.

Oldsmar Vacation Rentals

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Check prices for these dates

In two weeks
Jul 24 - Jul 26
In two months
Sep 4 - Sep 6
In three months
Oct 2 - Oct 4
In four months
Oct 30 - Nov 1

Our top choices for Oldsmar vacation rentals

Outdoor dining

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, (897 reviews)
"Love this place. Comfy, clean, and convenient to downtown St. Pete."
United States
JEFF
The price is P7,144
P8,073 total
includes taxes & fees
Aug 11 - Aug 12
Mint House St. Petersburg Downtown by Kasa
Exterior

Sailport Waterfront Suites

Sailport Waterfront Suites
3.5 star property
Rocky Point
8.4 out of 10, Very Good, (5,121 reviews)
"This place was really nice and quiet beautiful view I will be returning here soon."
United States
Juan
The price is P6,707
P8,720 total
includes taxes & fees
Jul 26 - Jul 27
Sailport Waterfront Suites
Exterior

John's Pass Hotel

John's Pass Hotel
2.0 star property
Madeira Beach
8.6 out of 10, Excellent, (388 reviews)
"Love area and will be back!"
United States
Jesse
The price is P5,215
P6,881 total
includes taxes & fees
Aug 2 - Aug 3
John's Pass Hotel
Lunch and dinner served

Beso Del Sol Resort

Beso Del Sol Resort
2.5 star property
Dunedin
8.6 out of 10, Excellent, (750 reviews)
"Excellent accommodations for the price point"
United States
Yvette
The price is P8,307
P11,701 total
includes taxes & fees
Jul 14 - Jul 15
Beso Del Sol Resort
Aerial view

Sunset Vistas Two Bedroom Beachfront Suites

Sunset Vistas Two Bedroom Beachfront Suites
3.5 star property
Sunshine Beach
8.8 out of 10, Excellent, (3,659 reviews)
"Great location and views. Close to restaurants, and ice cream shops."
United States
Danielle Patrice
The price is P10,903
P14,059 total
includes taxes & fees
Aug 9 - Aug 10
Sunset Vistas Two Bedroom Beachfront Suites
Terrace/patio

The Fold Hotels Indian Shores

The Fold Hotels Indian Shores
3.0 star property
Indian Shores
9.2 out of 10, Wonderful, (998 reviews)
"Great hotel!"
United States
Stefano
The price is P9,083
P12,003 total
includes taxes & fees
Aug 9 - Aug 10
The Fold Hotels Indian Shores
Water view

FUSION Resort Waterfront Suites

FUSION Resort Waterfront Suites
3.5 star property
Treasure Island
9.2 out of 10, Wonderful, (1,210 reviews)
"The views were incredible!! Everything was modern and clean and the staff at checkin and check out were very helpful! It was close to the beach and restaurants."
United States
Pamela
The price is P12,257
P15,937 total
includes taxes & fees
Aug 5 - Aug 6
FUSION Resort Waterfront Suites
Interior

3 Mi to Botanical Gardens: Sun-kissed Largo Escape

3 Mi to Botanical Gardens: Sun-kissed Largo Escape
3.0 star property
Largo
8.6 out of 10, Excellent, (7 reviews)
"Everything. The space was great for my family of 5! The pool area was nice and the use of a grill, washer and dryer made our trip even more enjoyable. Will definitely rent again when we come back down from Maine."
United States
Krystal
The price is P7,384
P29,609 total
includes taxes & fees
Jul 21 - Jul 22
3 Mi to Botanical Gardens: Sun-kissed Largo Escape
Front of property - evening/night

Crystal Palms Beach Resort

Crystal Palms Beach Resort
3.5 star property
Sunshine Beach
8.8 out of 10, Excellent, (2,387 reviews)
"Clean rooms... nice big kitchen...2 big bathrooms.. 4 min wall to the beach"
United States
debbie
The price is P7,827
P9,887 total
includes taxes & fees
Aug 4 - Aug 5
Crystal Palms Beach Resort
Dining room

The Adaline

The Adaline
5.0 star property
Hyde Park
9.6 out of 10, Exceptional, (72 reviews)
"Very clean and great location to Hyde park. Would definitely stay again"
United States
Shane
The price is P10,830
P24,514 total
includes taxes & fees
Aug 11 - Aug 12
The Adaline
On the beach

Surf Beach Treasure Island Resort

Surf Beach Treasure Island Resort
3.0 star property
Treasure Island
9.2 out of 10, Wonderful, (885 reviews)
"Pool & spa very nice !"
United States
Richard
The price is P12,011
P25,290 total
includes taxes & fees
Aug 9 - Aug 10
Surf Beach Treasure Island Resort
Living area

Swann Avenue Central Tampa Homes

Swann Avenue Central Tampa Homes
2.0 star property
SoHo
5.0 out of 10, (2 reviews)
"Terrible Decision – Do Not Recommend We booked this Studio for 3 nights but only stayed for one. A strong, overwhelming mildew odor filled the unit and actually made us feel physically ill. We also noticed significant water buildup on the toilet seat and cover, which we believe was contributing to the persistent mildew smell. The listing photos are very misleading — they clearly don’t reflect the current condition and appear to have been taken many years ago. In reality, the property is quite...
United States
Donnell
The price is P3,544
P15,091 total
includes taxes & fees
Jul 14 - Jul 15
Swann Avenue Central Tampa Homes
In-room dining

Barefoot Beach Resort

Barefoot Beach Resort
3.5 star property
Indian Shores
9.0 out of 10, Wonderful, (992 reviews)
"Loved this condo and location felt right at home!"
United States
Aaron
The price is P7,938
P9,874 total
includes taxes & fees
Jul 20 - Jul 21
Barefoot Beach Resort
Exterior

Voyager Beach Club

Voyager Beach Club
2.5 star property
Sunshine Beach
8.8 out of 10, Excellent, (117 reviews)
"Very pleasant stay"
United States
Pamela
The price is P12,184
P19,613 total
includes taxes & fees
Jul 15 - Jul 16
Voyager Beach Club
Aerial view

Westwinds Waterfront Resort

Westwinds Waterfront Resort
3.0 star property
Treasure Island
9.0 out of 10, Wonderful, (720 reviews)
The price is P9,315
P19,496 total
includes taxes & fees
Aug 9 - Aug 10
Westwinds Waterfront Resort
Terrace/patio

The Westshore by Stylish Stays

The Westshore by Stylish Stays
3.5 star property
Beach Park
8.4 out of 10, Very Good, (5 reviews)
"This property leaves a lot be desired. please see what was shared with property management. Foul smell of mold and smoking was present towels were unclean communication was thru email only Bathrooms showed it age and lack of cleanliness. This is aged and run down apartment unit dressed up to hide the short coming."
United States
Pedros
The Westshore by Stylish Stays
1 bedroom, Internet

Sunny Tampa Home Near Downtown Stadiums

Sunny Tampa Home Near Downtown Stadiums
2.0 star property
MacFarlane Park
9.4 out of 10, Exceptional, (3 reviews)
"Location was good, close to the airport, downtown, and major attractions. Quiet neighborhood, allowing good night rest. "
United States
Lusine
The price is P5,653
P10,795 total
includes taxes & fees
Aug 3 - Aug 4
Sunny Tampa Home Near Downtown Stadiums
Living area

St Conrad Bungalow House

St Conrad Bungalow House
2.0 star property
MacFarlane Park
The price is P4,153
P12,143 total
includes taxes & fees
Aug 10 - Aug 11
St Conrad Bungalow House
Interior

Walk to Madeira Beach: Family Resort Condo

Walk to Madeira Beach: Family Resort Condo
3.0 star property
Madeira Beach
6.0 out of 10, (5 reviews)
"We didnt stay there, we were told that the accommodations were comprised because the repairs that had to be done were not up to code. Thus we were diverted to a different facility further away from where we wanted to stay. Stop putting this place on your website as a viable option."
United States
Thomas
Walk to Madeira Beach: Family Resort Condo
Front of property - evening/night

South Beach Oceanfront Resort

South Beach Oceanfront Resort
3.0 star property
Sunshine Beach
9.2 out of 10, Wonderful, (1,153 reviews)
"Everything you need and want for a nice relaxing or adventurous beach vacation"
United States
Mitchell
The price is P9,747
P19,694 total
includes taxes & fees
Aug 9 - Aug 10
South Beach Oceanfront Resort
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

OASIS BAY SUITES, Tampa, Busch Gardens, USF

OASIS BAY SUITES, Tampa, Busch Gardens, USF

10/10 Excellent
"All the staff were extremely sweet and helpful. It made traveling across the states alone with my kids, comforting. Definitely going to stay there again"
Michaela 4-night trip
Posted 1 hour ago
OASIS BAY SUITES, Tampa, Busch Gardens, USF

Find out more about Oldsmar

Search for holiday rentals in Oldsmar on Expedia! You can easily find your home rentals, villas, holiday apartments in Oldsmar using one of the methods below:

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Look no further and take a look at our great range of rental properties in Oldsmar!

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 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 9 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.