Oldsmar Holiday Rentals

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Holiday Rentals in Oldsmar

Sailport Waterfront Suites

3.5 star property
8.4 out of 10, Very good, (4625)
"Fantastic stay great area"
The price is HK$859
HK$1,117 total
includes taxes & fees
28 Jul - 29 Jul
Sailport Waterfront Suites

Sunset Vistas Two Bedroom Beachfront Suites

3.5 star property
8.8 out of 10, Excellent, (3275)
"Beach access and location is excellent "
The price is HK$1,269
HK$1,631 total
includes taxes & fees
3 Aug - 4 Aug
Sunset Vistas Two Bedroom Beachfront Suites

The Avalon Club

4.0 star property
9.6 out of 10, Exceptional, (431)
"Beautiful property I would highly recommend this place to anyone looking for clean,friendly,convenience with a beautiful view."
The price is HK$1,766
HK$2,271 total
includes taxes & fees
27 Jul - 28 Jul
The Avalon Club

Mint House St. Petersburg - Downtown

4.5 star property
9.4 out of 10, Exceptional, (648)
"Very nice lodging with central location."
The price is HK$731
HK$827 total
includes taxes & fees
12 Aug - 13 Aug
Mint House St. Petersburg - Downtown

John's Pass Hotel

2.0 star property
8.4 out of 10, Very good, (209)
"Efficient and location.was amazing "
John's Pass Hotel

FUSION Resort Waterfront Suites

3.5 star property
9.2 out of 10, Wonderful, (1041)
"Great place"
The price is HK$1,466
HK$1,923 total
includes taxes & fees
28 Jul - 29 Jul
FUSION Resort Waterfront Suites

Westwinds Waterfront Resort

3.0 star property
9.0 out of 10, Wonderful, (672)
"Loved our stay!!! "
Westwinds Waterfront Resort

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!

Beso Del Sol Resort

2.5 star property
8.6 out of 10, Excellent, (630)
"The lady we worked with in the office made the very enjoyable and the surrounding was great "
Beso Del Sol Resort

Surf Beach Treasure Island Resort

3.0 star property
9.2 out of 10, Wonderful, (808)
"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 HK$1,772
HK$3,424 total
includes taxes & fees
28 Jul - 29 Jul
Surf Beach Treasure Island Resort

South Beach Oceanfront Resort

3.0 star property
9.2 out of 10, Wonderful, (1081)
"We would definitely stay there again…"
The price is HK$1,176
HK$2,363 total
includes taxes & fees
20 Jul - 21 Jul
South Beach Oceanfront Resort

Provident Oceana Beachfront Suites

3.5 star property
9.4 out of 10, Exceptional, (573)
"This a great place to stay. Beautiful views, clean, and a short walk to the beach. "
The price is HK$1,330
HK$1,660 total
includes taxes & fees
6 Aug - 7 Aug
Provident Oceana Beachfront Suites

The Fold Hotels Indian Shores

3.0 star property
9.2 out of 10, Wonderful, (906)
"Perfect stay! "
The price is HK$1,177
HK$1,446 total
includes taxes & fees
13 Aug - 14 Aug
The Fold Hotels Indian Shores

New Beachfront Property in Exclusive Resort

9.6 out of 10, Exceptional, (191)
"Loved the updated room, and proximity to beach!"
The price is HK$1,131
HK$3,475 total
includes taxes & fees
20 Jul - 21 Jul
New Beachfront Property in Exclusive Resort

Crystal Palms Beach Resort

3.5 star property
9.0 out of 10, Wonderful, (2330)
"Wry clean and quiet, had a great stay!!$"
The price is HK$964
HK$1,223 total
includes taxes & fees
10 Aug - 11 Aug
Crystal Palms Beach Resort

The Gemma by Brightwild

5.0 star property
10.0 out of 10, Exceptional, (2)
"Amazing property"
The price is HK$8,089
HK$14,419 total
includes taxes & fees
15 Jul - 16 Jul
The Gemma by Brightwild

WATERFRONT ROOM - The views are incredible!

9.6 out of 10, Exceptional, (9)
"We stayed at this property in celebration of our 25th wedding anniversary and Lauren and the team at The Edge treated us like royalty. Customer service was outstanding… from the friendliness and helpfulness of all staff.. to the Gilberta who left us towel swans and roses on our bed. Thank you all for making our special getaway in Clearwater truly memorable!"
The price is HK$2,183
HK$3,509 total
includes taxes & fees
16 Jul - 17 Jul
WATERFRONT ROOM - The views are incredible!

New Tropical Resort Living on the Beach

9.8 out of 10, Exceptional, (162)
"We loved our stay here. The pool and hottub were great and the location was good. "
The price is HK$1,078
HK$3,407 total
includes taxes & fees
20 Jul - 21 Jul
New Tropical Resort Living on the Beach

Shoreline Island Resort - Exclusively Adult

3.0 star property
9.2 out of 10, Wonderful, (1353)
"Amazing resort!"
Shoreline Island Resort - Exclusively Adult

Beach Trail Beauty Beachfront Pool Home / Firepit on Gulf

10.0 out of 10, Exceptional, (56)
"The layout of the house was perfect for our adults and children. Would highly recommend this property "
Beach Trail Beauty Beachfront Pool Home / Firepit on Gulf
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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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 46 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.