Holiday Rentals in Oldsmar

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Our top choices for Oldsmar holiday rentals

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, (757 reviews)
"Very nice place "
United States
Mark
The price is €99
includes taxes & fees
10 May - 11 May
Mint House St. Petersburg Downtown by Kasa

Sailport Waterfront Suites

Sailport Waterfront Suites
3.5 star property
Rocky Point
8.4 out of 10, Very good, (4,990 reviews)
"Great place! "
United States
Yanarys
The price is €165
includes taxes & fees
16 Apr - 17 Apr
Sailport 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
The price is €154
includes taxes & fees
21 Apr - 22 Apr
Beso Del Sol Resort

Sunset Vistas Two Bedroom Beachfront Suites

Sunset Vistas Two Bedroom Beachfront Suites
3.5 star property
Sunshine Beach
8.8 out of 10, Excellent, (3,530 reviews)
"Spacious rooms, clean, beautiful beach, nice pool. Great having a cafe and tiki bar available."
United States
Kimberly Sue
The price is €241
includes taxes & fees
16 Apr - 17 Apr
Sunset Vistas Two Bedroom Beachfront Suites

3 Mi to Botanical Gardens: Sun-kissed Largo Escape

3 Mi to Botanical Gardens: Sun-kissed Largo Escape
3.0 star property
Largo
9.0 out of 10, Wonderful, (6 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 €409
includes taxes & fees
15 Apr - 16 Apr
3 Mi to Botanical Gardens: Sun-kissed Largo Escape

The Fold Hotels Indian Shores

The Fold Hotels Indian Shores
3.0 star property
Indian Shores
9.2 out of 10, Wonderful, (965 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
The price is €202
includes taxes & fees
3 May - 4 May
The Fold Hotels Indian Shores

John's Pass Hotel

John's Pass Hotel
2.0 star property
Madeira Beach
8.4 out of 10, Very good, (321 reviews)
"Love the food and shopping options."
United States
Ann
The price is €173
includes taxes & fees
15 Apr - 16 Apr
John's Pass Hotel

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
The price is €254
includes taxes & fees
17 Apr - 18 Apr
Voyager Beach Club

FUSION Resort Waterfront Suites

FUSION Resort Waterfront Suites
3.5 star property
Treasure Island
9.2 out of 10, Wonderful, (1,154 reviews)
"Beautiful clean rooms , beautiful view "
United States
Misty
The price is €246
includes taxes & fees
3 May - 4 May
FUSION Resort Waterfront Suites

Surf Beach Treasure Island Resort

Surf Beach Treasure Island Resort
3.0 star property
Treasure Island
9.2 out of 10, Wonderful, (862 reviews)
"Clean room, convenient location and friendly staff"
United States
Jingjing
The price is €433
includes taxes & fees
4 May - 5 May
Surf Beach Treasure Island Resort

Westwinds Waterfront Resort

Westwinds Waterfront Resort
3.0 star property
Treasure Island
9.0 out of 10, Wonderful, (701 reviews)
"Absolutely PERFECT! "
United States
Debra
The price is €267
includes taxes & fees
16 Apr - 17 Apr
Westwinds Waterfront Resort

Swann Ave Suite Walk to Bayshore Hyde Park

Swann Ave Suite Walk to Bayshore Hyde Park
2.0 star property
Hyde Park
10.0 out of 10, Exceptional, (1 review)
"Very cozy, well appointed and conveniently located "
United States
Heather
The price is €162
includes taxes & fees
12 Apr - 13 Apr
Swann Ave Suite Walk to Bayshore Hyde Park

The Adaline

The Adaline
5.0 star property
Hyde Park
9.6 out of 10, Exceptional, (67 reviews)
"👍"
Germany
Andrea
The price is €319
includes taxes & fees
13 Apr - 14 Apr
The Adaline

St Conrad Bungalow House

St Conrad Bungalow House
2.0 star property
MacFarlane Park
St Conrad Bungalow House

Ocean View: Top-floor Sunset Vistas Condo!

Ocean View: Top-floor Sunset Vistas Condo!
4.0 star property
Sunshine Beach
The price is €495
includes taxes & fees
14 Apr - 15 Apr
Ocean View: Top-floor Sunset Vistas Condo!

St. Pete Family Bungalow & Private Oasis

St. Pete Family Bungalow & Private Oasis
4.0 star property
St. Petersburg
10.0 out of 10, Exceptional, (2 reviews)
"Warm and cozy meets convenience and fun! Perfect place to stay for our little family! "
United States
Lindsey
The price is €393
includes taxes & fees
13 Apr - 14 Apr
St. Pete Family Bungalow & Private Oasis

Crystal Palms Beach Resort

Crystal Palms Beach Resort
3.5 star property
Sunshine Beach
8.8 out of 10, Excellent, (2,374 reviews)
"Great location, clean and comfortable unit. Great pool and hot tub👍"
United States
Susan
The price is €198
includes taxes & fees
3 May - 4 May
Crystal Palms Beach Resort

Provident Oceana Beachfront Suites

Provident Oceana Beachfront Suites
3.5 star property
Treasure Island
9.4 out of 10, Exceptional, (625 reviews)
"Great View, Clean Rooms. Would stay again"
Canada
Connor
The price is €237
includes taxes & fees
15 Apr - 16 Apr
Provident Oceana Beachfront Suites

Swann Avenue Central Tampa Homes

Swann Avenue Central Tampa Homes
2.0 star property
SoHo
The price is €218
includes taxes & fees
13 Apr - 14 Apr
Swann Avenue Central Tampa Homes

The BC Resort on the Water

The BC Resort on the Water
4.0 star property
St. Petersburg
7.6 out of 10, Good, (17 reviews)
"Great location, great price, great customer service"
United States
Charles
The price is €237
includes taxes & fees
12 Apr - 13 Apr
The BC Resort on the Water
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 holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Oldsmar holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Oldsmar holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Oldsmar holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Oldsmar holiday rentals we have selected for you start as low as €99 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Oldsmar rentals

At Expedia, we put the best Oldsmar holiday 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 holiday.

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 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.

What are some of the best holiday rentals that Oldsmar has to offer?

The Gemma by Brightwild: This holiday home rental outside of Oldsmar is located on the beach, and has an outdoor pool, a private balcony and a BBQ 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 that you can cook with friends or family. It offers a terrace, a private garden and a selection of games so that you can immerse yourself in your holiday.

How many holiday rentals will I find in Oldsmar?

Expedia has 13 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 Port of Tampa and Raymond James Stadium.

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.