Search Holiday Rentals in Oldsmar

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Tonight
28 Jun - 29 Jun
Tomorrow
29 Jun - 30 Jun
Next weekend
4 Jul - 6 Jul
In two weeks
11 Jul - 13 Jul

Top Holiday Rentals in Oldsmar

Sailport Waterfront Suites
Beach nearby, beach volleyball, fishing

Sailport Waterfront Suites

3.5 star property
8.4 out of 10, Very good, (4595)
"Fantastic stay great area"
The price is ₹8,115
₹10,749 total
includes taxes & fees
2 Jul - 3 Jul
Sailport Waterfront Suites
Sunset Vistas Two Bedroom Beachfront Suites
Aerial view

Sunset Vistas Two Bedroom Beachfront Suites

3.5 star property
8.8 out of 10, Excellent, (3253)
"Wonderful accommodations!! Excellent staff and super clean! Would definitely stay there again!"
The price is ₹13,506
₹17,398 total
includes taxes & fees
20 Jul - 21 Jul
Sunset Vistas Two Bedroom Beachfront Suites
The Avalon Club
Standard Suite, 2 Bedrooms, Ocean View | View from room

The Avalon Club

4.0 star property
9.6 out of 10, Exceptional, (423)
"The condo unit was very nice and with great views. "
The price is ₹17,183
₹22,409 total
includes taxes & fees
1 Jul - 2 Jul
The Avalon Club
Mint House St. Petersburg - Downtown
Standard Studio, Kitchen, Corner | Terrace/patio

Mint House St. Petersburg - Downtown

4.5 star property
9.4 out of 10, Exceptional, (640)
"Very nice lodging with central location."
The price is ₹8,660
₹9,786 total
includes taxes & fees
8 Jul - 9 Jul
Mint House St. Petersburg - Downtown
FUSION Resort Waterfront Suites
Outdoor spa tub

FUSION Resort Waterfront Suites

3.5 star property
9.2 out of 10, Wonderful, (1036)
"Great place"
The price is ₹15,324
₹20,214 total
includes taxes & fees
30 Jun - 1 Jul
FUSION Resort Waterfront Suites
Provident Oceana Beachfront Suites
Sun deck

Provident Oceana Beachfront Suites

3.5 star property
9.4 out of 10, Exceptional, (568)
"Great place to stay. Very clean and the staff is so friendly!"
The price is ₹16,461
₹20,311 total
includes taxes & fees
1 Jul - 2 Jul
Provident Oceana Beachfront Suites
The Fold Hotels Indian Shores
Terrace/patio

The Fold Hotels Indian Shores

3.0 star property
9.2 out of 10, Wonderful, (901)
"Loved our stay!"
The price is ₹18,465
₹22,121 total
includes taxes & fees
1 Jul - 2 Jul
The Fold Hotels Indian Shores
Crystal Palms Beach Resort
Front of property – evening/night

Crystal Palms Beach Resort

3.5 star property
9.0 out of 10, Wonderful, (2326)
"Wry clean and quiet, had a great stay!!$"
The price is ₹13,404
₹16,596 total
includes taxes & fees
30 Jun - 1 Jul
Crystal Palms Beach Resort
John's Pass Hotel
Coffee/tea maker

John's Pass Hotel

2.0 star property
8.4 out of 10, Very good, (201)
"Efficient and location.was amazing "
John's Pass Hotel
South Beach Oceanfront Resort
Front of property – evening/night

South Beach Oceanfront Resort

3.0 star property
9.2 out of 10, Wonderful, (1080)
"We would definitely stay there again…"
The price is ₹13,517
₹26,568 total
includes taxes & fees
1 Jul - 2 Jul
South Beach Oceanfront Resort
Beso Del Sol Resort
Lunch and dinner served, pool views

Beso Del Sol Resort

2.5 star property
8.6 out of 10, Excellent, (628)
"Well kept resort, one of d best sunset view ever."
Beso Del Sol Resort
Westwinds Waterfront Resort
Aerial view

Westwinds Waterfront Resort

3.0 star property
9.0 out of 10, Wonderful, (672)
"Loved our stay!!! "
Westwinds Waterfront Resort
Surf Beach Treasure Island Resort
View from property

Surf Beach Treasure Island Resort

3.0 star property
9.2 out of 10, Wonderful, (803)
"We loved this property. Already planning our next trip there again. The unit was a perfect getaway for our 33rd wedding anniversary. The location is wonderful as well. "
The price is ₹22,248
₹40,791 total
includes taxes & fees
6 Jul - 7 Jul
Surf Beach Treasure Island Resort
The Gemma by Brightwild
Jade House at The Gemma | Living area | 55-inch Smart TV with digital channels, Netflix, Hulu

The Gemma by Brightwild

5.0 star property
10.0 out of 10, Exceptional, (2)
"Amazing property"
The price is ₹79,555
₹147,374 total
includes taxes & fees
1 Jul - 2 Jul
The Gemma by Brightwild
Barsala At The Wayland Condos
Exterior

Barsala At The Wayland Condos

4.0 star property
7.6 out of 10, Good, (10)
"My little getaway was amazing!!! The studio was beautiful, had everything we needed I wasn't expecting a full kitchen with baking utensils as well. We had a blast the view was incredible. I loved the outside setup near the pool as well. Will definitely be booking another getaway real soon!! "
Barsala At The Wayland Condos
The Pointe Condos by Barsala
BBQ/picnic Area

The Pointe Condos by Barsala

4.5 star property
9.0 out of 10, Wonderful, (149)
"Great place"
The Pointe Condos by Barsala
Shoreline Island Resort - Exclusively Adult
Premier Studio, 2 Queen Beds, Balcony, Sea Facing | View from room

Shoreline Island Resort - Exclusively Adult

3.0 star property
9.2 out of 10, Wonderful, (1349)
"The rooms were very clean and it’s perfectly located. Loved the fact that there was no children in the pool splashing me. The staff was great and helpful in giving us a list of restaurants that were actually open since the hurricane. Can’t wait to come back again!"
Shoreline Island Resort - Exclusively Adult
BeachTrail Lodging
Family Cottage | Private kitchen | Full-sized fridge, microwave, oven, stovetop

BeachTrail Lodging

3.0 star property
9.8 out of 10, Exceptional, (94)
"It was great"
The price is ₹21,066
₹43,125 total
includes taxes & fees
30 Jun - 1 Jul
BeachTrail Lodging
2 Bedroom Waterfront Pool Side!
Apartment, Accessible

2 Bedroom Waterfront Pool Side!

2.0 star property
2 Bedroom Waterfront Pool Side!
Barefoot Beach Resort
Premium Condo, 1 Bedroom | In-room dining

Barefoot Beach Resort

3.5 star property
9.0 out of 10, Wonderful, (883)
"I loved our room. Loved how our condo was a 2 bedroom. There was ample space to move around in and to cook in. I slept great and so did my children. There was an supply of beach chairs and pool noodles. The resort leaves a good starter supply of what you need such as dish soap, dishwasher soap and coffee things. I loved how close it is to the beach! It made things a lot easier as a family. The only drawback is it would be beneficial to have blinds that block out more light. My husband had...
The price is ₹13,926
₹16,992 total
includes taxes & fees
28 Jul - 29 Jul
Barefoot Beach 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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Frequently asked questions

Can I find holiday rentals in Oldsmar?

Yes, we have holiday rentals where you'll be only 14.9 mi (23.9 km) from Busch Gardens Tampa Bay, offering you a more remote option if you want a quieter place to stay. Visitors like the top-notch restaurants and beaches in Oldsmar. Make sure you have time to check out the theme park and cafés during your trip.

How many holiday rentals will I find in Oldsmar?

Expedia has 44 holiday 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 wider area, you’ll find popular places such as Raymond James Stadium and Port of Tampa.

What are holiday rentals like in Oldsmar?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Oldsmar. Holiday rentals feature extras such as hot tubs, fire pits and patios so you'll have all the conveniences of home. If you're concerned about cleanliness, holiday rentals can offer a sense of security away from public hotel lifts and busy concierge desks while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a popular choice for family trips or small group gatherings.