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
Nov 13 - Nov 15
In two months
Dec 25 - Dec 27
In three months
Jan 22 - Jan 24
In four months
Feb 19 - Feb 21

Our top choices for Oldsmar vacation rentals

A wooden pier leading to a dock with several boats moored at the end.

1. Beso Del Sol Resort

Beso Del Sol Resort
2.5 star property
Dunedin
8.6 out of 10, Excellent, (784 reviews)
"Friendly staff, great location and wonderful views"
United States
Gina
The price is NT$3,519
NT$5,202 total
includes taxes & fees
Oct 29 - Oct 30
Beso Del Sol Resort
A beach with thatched umbrellas and lounge chairs, a sandy shore, and a sunset in the background.

2. Sailport Waterfront Suites

Sailport Waterfront Suites
3.5 star property
Rocky Point
8.4 out of 10, Very good, (5,294 reviews)
"Me and my family loved this place ❤️"
United States
Alcendrea
The price is NT$4,148
NT$5,295 total
includes taxes & fees
Nov 2 - Nov 3
Sailport Waterfront Suites
A hotel with a pool area, palm trees, and a view of the ocean.

3. Pelican Pointe Clearwater Beach Hotel

Pelican Pointe Clearwater Beach Hotel
2.5 star property
Clearwater Beach
9.0 out of 10, Wonderful, (1,159 reviews)
"We loved our stay here"
United States
Manpreet Kaur
The price is NT$3,655
NT$5,994 total
includes taxes & fees
Nov 3 - Nov 4
Pelican Pointe Clearwater Beach Hotel
A wooden dock with a fire feature and a 'Please be safe' sign, overlooking a lake with a building in the background.

4. The Fold Hotels Indian Shores

The Fold Hotels Indian Shores
3.0 star property
Indian Shores
9.2 out of 10, Wonderful, (1,024 reviews)
"Great location"
United States
Karen
The price is NT$3,842
NT$5,263 total
includes taxes & fees
Nov 24 - Nov 25
The Fold Hotels Indian Shores
A two-story hotel with a balcony on the upper floor, a stop sign, and a parking area.

5. John's Pass Hotel

John's Pass Hotel
2.0 star property
Madeira Beach
8.6 out of 10, Excellent, (491 reviews)
"Love the location having shops around and how easy was to check in"
United States
Luis
The price is NT$2,772
NT$3,656 total
includes taxes & fees
Nov 2 - Nov 3
John's Pass Hotel
An outdoor patio with a dining table, chairs, and a sofa.

6. 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, (1,095 reviews)
"Very good value, nice and clean and great space with a (nearly) full kitchen for longer stays."
United States
Ariel
The price is NT$3,585
NT$4,051 total
includes taxes & fees
Nov 24 - Nov 25
Mint House St. Petersburg Downtown by Kasa
A dining area with a round table, white chairs, a chandelier, and a window with blinds.

7. Barefoot Beach Resort

Barefoot Beach Resort
3.5 star property
Indian Shores
9.0 out of 10, Wonderful, (1,060 reviews)
"Loved our stay!"
United Kingdom
HANNAH
The price is NT$3,878
NT$4,861 total
includes taxes & fees
Oct 29 - Oct 30
Barefoot Beach Resort
An aerial view of a coastal resort area with multiple buildings, a beach, and a marina.

8. Sunset Vistas Two Bedroom Beachfront Suites

Sunset Vistas Two Bedroom Beachfront Suites
3.5 star property
Sunshine Beach
8.8 out of 10, Excellent, (3,768 reviews)
"Location was great close to everything. Cafe food was great for breakfast and lunch, Unit could use a little updating, linens definitely need to be replaced."
United States
Michele
The price is NT$5,541
NT$7,182 total
includes taxes & fees
Nov 3 - Nov 4
Sunset Vistas Two Bedroom Beachfront Suites
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

Fairfield Inn & Suites by Marriott Clearwater Beach

Fairfield Inn & Suites by Marriott Clearwater Beach

10/10 Excellent
"Nos encantó este hotel, sin duda cuando volvamos a Clearwater iremos a este hotel"
Lisandra 2-night trip
Posted 1 hour ago
Fairfield Inn & Suites by Marriott Clearwater Beach

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: Visitors like this Oldsmar vacation home rental. It 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 Tampa Bay.

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.