Search Holiday Rentals in Oldsmar

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Check prices for these dates

In two weeks
5 Dec - 7 Dec
In two months
16 Jan - 18 Jan
In three months
13 Feb - 15 Feb
In four months
13 Mar - 15 Mar

Top Holiday Rentals in Oldsmar

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, (3397)
"Amazing place."
United States
Paul
The price is 4.095.337 ₫
5.372.458 ₫ total
includes taxes & fees
30 Nov - 1 Dec
Sunset Vistas Two Bedroom Beachfront Suites
Beach nearby, beach volleyball, fishing
Sailport Waterfront Suites

Sailport Waterfront Suites

3.5 star property
Rocky Point
8.4 out of 10, Very good, (4819)
"Nice hotel on the beach "
United States
Roberto
The price is 3.118.625 ₫
4.014.155 ₫ total
includes taxes & fees
24 Nov - 25 Nov
Sailport Waterfront Suites
Premium Studio Suite | Terrace/patio
Mint House St. Petersburg - Downtown

Mint House St. Petersburg - Downtown

4.5 star property
Downtown St. Petersburg
9.4 out of 10, Exceptional, (682)
"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
The price is 3.060.628 ₫
3.458.510 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Mint House St. Petersburg - Downtown
Coffee/tea maker
John's Pass Hotel

John's Pass Hotel

2.0 star property
Madeira Beach
8.6 out of 10, Excellent, (270)
"Wonderful location "
United States
Michael
John's Pass Hotel
Sun deck
Provident Oceana Beachfront Suites

Provident Oceana Beachfront Suites

3.5 star property
Treasure Island
9.4 out of 10, Exceptional, (608)
"The property itself was very nice as well as the staff."
United States
Eva
The price is 3.923.984 ₫
5.029.883 ₫ total
includes taxes & fees
30 Nov - 1 Dec
Provident Oceana Beachfront Suites
Standard Suite, 2 Bedrooms, Ocean View | View from room
The Avalon Club

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
The price is 5.132.681 ₫
6.842.547 ₫ total
includes taxes & fees
25 Nov - 26 Nov
The Avalon Club
Presidential Suite, 3 Bedrooms, Bay View | Egyptian cotton sheets, premium bedding, pillow-top beds
FUSION Resort Waterfront Suites

FUSION Resort Waterfront Suites

3.5 star property
Treasure Island
9.2 out of 10, Wonderful, (1099)
"The property was so nice, clean, staff was extremely friendly."
United States
Tiffany
The price is 4.005.679 ₫
5.420.089 ₫ total
includes taxes & fees
9 Dec - 10 Dec
FUSION Resort Waterfront 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, (934)
"Great place"
United States
james
The price is 4.152.015 ₫
5.078.771 ₫ total
includes taxes & fees
25 Nov - 26 Nov
The Fold Hotels Indian Shores
Lunch and dinner served, pool views
Beso Del Sol Resort

Beso Del Sol Resort

2.5 star property
Dunedin
8.8 out of 10, Excellent, (672)
"Hot tub was really nice, warm and clean"
United States
James
Beso Del Sol Resort
Premium Condo, 1 Bedroom | In-room dining
Barefoot Beach Resort

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
The price is 3.664.318 ₫
4.527.937 ₫ total
includes taxes & fees
30 Nov - 1 Dec
Barefoot Beach Resort
Aerial view
Westwinds Waterfront Resort

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
Westwinds Waterfront Resort
Lounge
Landing Tampa Westshore

Landing Tampa Westshore

4.5 star property
Port Tampa City
9.0 out of 10, Wonderful, (168)
"Great location and and an even better stay "
United States
Shilin
Landing Tampa Westshore
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, (2357)
"Unit size was very nice and the linens were good quality. "
United States
Pamela
The price is 3.324.248 ₫
4.203.236 ₫ total
includes taxes & fees
30 Nov - 1 Dec
Crystal Palms Beach Resort
Premier Studio, 2 Queen Beds, Balcony, Sea Facing | View from room
Shoreline Island Resort - Exclusively Adult

Shoreline Island Resort - Exclusively Adult

3.0 star property
Madeira Beach
9.2 out of 10, Wonderful, (1423)
"Super cute apartment and the view from the balcony, right on the beach and very close to restaurants and shops. "
United States
Walesca
Shoreline Island Resort - Exclusively Adult
The Adaline #6 - 2nd Floor Suite | Dining room
The Adaline

The Adaline

5.0 star property
Hyde Park
9.6 out of 10, Exceptional, (54)
"4th time staying here. Amazing stay."
United States
Dawn
The price is 2.749.557 ₫
8.356.899 ₫ total
includes taxes & fees
3 Dec - 4 Dec
The Adaline
View from property
Surf Beach Treasure Island Resort

Surf Beach Treasure Island Resort

3.0 star property
Treasure Island
9.2 out of 10, Wonderful, (850)
"Room was clean and the front desk was very nice. We would definitely stay here again!"
United States
Rebecca
The price is 4.660.802 ₫
10.231.945 ₫ total
includes taxes & fees
30 Nov - 1 Dec
Surf Beach Treasure Island Resort
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, (1117)
"Great place to stay!"
United States
Angela
The price is 3.985.934 ₫
8.201.522 ₫ total
includes taxes & fees
30 Nov - 1 Dec
South Beach Oceanfront Resort
Outdoor pool, open 8:00 AM to 10:00 PM, pool loungers
Waterfront Resort Condo Gulf Sun Set

Waterfront Resort Condo Gulf Sun Set

3.0 star property
Dunedin
10.0 out of 10, Exceptional, (3)
"Great place"
United States
Daniel
The price is 4.157.235 ₫
9.530.094 ₫ total
includes taxes & fees
24 Nov - 25 Nov
Waterfront Resort Condo Gulf Sun Set
Jade House at The Gemma | Living area | 55-inch Smart TV with digital channels, Netflix, Hulu
The Gemma by Brightwild

The Gemma by Brightwild

5.0 star property
Clearwater Beach
10.0 out of 10, Exceptional, (2)
"Amazing property"
United States
Rusty
The price is 21.804.010 ₫
42.363.021 ₫ total
includes taxes & fees
2 Dec - 3 Dec
The Gemma by Brightwild
Family House | Free WiFi
Zoo House Down Town Tampa

Zoo House Down Town Tampa

2.5 star property
Riverbend
2.0 out of 10, (1)
"After receiving confirmation on our stay and booking, after calling to ask questions about the property and get answers, we arrived and call for check and the property was not available. Had to made numerous call to get help and after spending significant time trying to get the issue resolved, we just had to go a different way and get a place ourselves. Will never used them again and the property people also very unprofessional "
United States
Tadeo
The price is 3.954.300 ₫
8.442.430 ₫ total
includes taxes & fees
24 Nov - 25 Nov
Zoo House Down Town Tampa
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

Quality Inn Airport - Cruise Port

Quality Inn Airport - Cruise Port

10/10 Excellent
"Miss Trish customer service Good. Feel like in home "
Careline 1-night trip
Posted 2 days ago
Quality Inn Airport - Cruise Port

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 21 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.