Oldsmar Holiday Rentals

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Check prices for these dates

In two weeks
12 Sept - 14 Sept
In one month
26 Sept - 28 Sept
In two months
24 Oct - 26 Oct
In three months
21 Nov - 23 Nov

Holiday Rentals in Oldsmar

Our top choices for Oldsmar holiday rentals

Sailport Waterfront Suites
Beach nearby, beach volleyball, fishing

Sailport Waterfront Suites

3.5 star property
8.4 out of 10, Very good, (4715)
"Very beautiful property staff was excellent "
The price is HK$764
HK$1,008 total
includes taxes & fees
7 Sept - 8 Sept
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, (3323)
"Perfect place for a family get away."
The price is HK$1,092
HK$1,429 total
includes taxes & fees
29 Sept - 30 Sept
Sunset Vistas Two Bedroom Beachfront Suites
Mint House St. Petersburg - Downtown
Terrace/patio

Mint House St. Petersburg - Downtown

4.5 star property
9.4 out of 10, Exceptional, (659)
"Location to dining and entertainment was very convenient "
The price is HK$818
HK$925 total
includes taxes & fees
29 Sept - 30 Sept
Mint House St. Petersburg - Downtown
John's Pass Hotel
Coffee/tea maker

John's Pass Hotel

2.0 star property
8.4 out of 10, Very good, (230)
"Beautiful location and property, went there for my bday and loved it!"
John's Pass Hotel
Shoreline Island Resort - Exclusively Adult
View from room

Shoreline Island Resort - Exclusively Adult

3.0 star property
9.2 out of 10, Wonderful, (1379)
"Very nice beachfront hotel. Rooms are a little dated but nicely appointed. For the price, you can’t beat the location. "
Shoreline Island Resort - Exclusively Adult
Relax on Your Private Beachfront Balcony. Fresh and Comfortable. Great Family Value!
On the beach

Relax on Your Private Beachfront Balcony. Fresh and Comfortable. Great Family Value!

9.4 out of 10, Exceptional, (136)
"Stay was great "
Relax on Your Private Beachfront Balcony. Fresh and Comfortable. Great Family Value!
The Avalon Club
View from room

The Avalon Club

4.0 star property
9.4 out of 10, Exceptional, (445)
"Great hotel!"
The price is HK$1,450
HK$1,911 total
includes taxes & fees
1 Sept - 2 Sept
The Avalon Club
Barefoot Beach Resort
In-room dining

Barefoot Beach Resort

3.5 star property
9.0 out of 10, Wonderful, (891)
"Great place to stay "
The price is HK$905
HK$1,138 total
includes taxes & fees
30 Sept - 1 Oct
Barefoot Beach Resort
Provident Oceana Beachfront Suites
Sun deck

Provident Oceana Beachfront Suites

3.5 star property
9.4 out of 10, Exceptional, (589)
"Beautiful place to stay! Room was great. Very quiet and relaxing "
The price is HK$1,414
HK$1,753 total
includes taxes & fees
12 Sept - 13 Sept
Provident Oceana Beachfront Suites
Westwinds Waterfront Resort
Aerial view

Westwinds Waterfront Resort

3.0 star property
9.0 out of 10, Wonderful, (678)
"Loved our stay!!! "
Westwinds Waterfront Resort
Beso Del Sol Resort
Lunch and dinner served, pool views

Beso Del Sol Resort

2.5 star property
8.8 out of 10, Excellent, (649)
"Loved the bar/restaurant with the pool"
Beso Del Sol Resort
FUSION Resort Waterfront Suites
Egyptian cotton sheets, premium bedding, pillow-top beds

FUSION Resort Waterfront Suites

3.5 star property
9.2 out of 10, Wonderful, (1058)
"Great Stay."
The price is HK$1,183
HK$1,602 total
includes taxes & fees
3 Sept - 4 Sept
FUSION Resort Waterfront Suites
The Fold Hotels Indian Shores
Terrace/patio

The Fold Hotels Indian Shores

3.0 star property
9.2 out of 10, Wonderful, (914)
"Perfect stay! "
The price is HK$1,082
HK$1,337 total
includes taxes & fees
29 Sept - 30 Sept
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, (2341)
"This place was everything we wanted and more. "
The price is HK$1,023
HK$1,289 total
includes taxes & fees
2 Sept - 3 Sept
Crystal Palms Beach Resort
Surf Beach Treasure Island Resort
View from property

Surf Beach Treasure Island Resort

3.0 star property
9.2 out of 10, Wonderful, (822)
"Place was great and super close to beach and food "
The price is HK$1,224
HK$2,765 total
includes taxes & fees
7 Sept - 8 Sept
Surf Beach Treasure Island Resort
South Beach Oceanfront Resort
Front of property – evening/night

South Beach Oceanfront Resort

3.0 star property
9.2 out of 10, Wonderful, (1096)
"Clean beaches and felt like home in our apartment/hotel."
The price is HK$1,016
HK$2,166 total
includes taxes & fees
8 Sept - 9 Sept
South Beach Oceanfront Resort
New Beachfront Property in Exclusive Resort
Terrace/patio

New Beachfront Property in Exclusive Resort

9.6 out of 10, Exceptional, (217)
"Clean, lovely view matched photos"
The price is HK$1,238
HK$3,627 total
includes taxes & fees
1 Sept - 2 Sept
New Beachfront Property in Exclusive Resort
Waterfront Resort Condo Gulf Sun Set
Outdoor pool, open 8:00 AM to 10:00 PM, pool loungers

Waterfront Resort Condo Gulf Sun Set

3.0 star property
10.0 out of 10, Exceptional, (3)
"Great place"
The price is HK$1,381
HK$2,990 total
includes taxes & fees
2 Sept - 3 Sept
Waterfront Resort Condo Gulf Sun Set
The Adaline
Dining room

The Adaline

4.5 star property
9.6 out of 10, Exceptional, (48)
"Great property in a great location "
The price is HK$1,162
HK$2,867 total
includes taxes & fees
2 Sept - 3 Sept
The Adaline
Breathtaking Gulf Facing Condo Hotel Suite
Beach

Breathtaking Gulf Facing Condo Hotel Suite

10.0 out of 10, Exceptional, (265)
"The staff was very friendly and always ready to help out in any way. The property was very clean. The view from the balcony was awesome, the beach a few steps away. We would stay here again and would recommend the property to anyone traveling to this area."
The price is HK$2,407
HK$4,969 total
includes taxes & fees
1 Sept - 2 Sept
Breathtaking Gulf Facing Condo Hotel Suite
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

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:

  • View our selection of featured holiday rentals in Oldsmar
  • Use the map to find apartments and other holiday homes in the Oldsmar neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Oldsmar while they last

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

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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 33 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.