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, (4437)
"Great room eith bay buew couldn't be beat, beautiful sunrises, sunsets!"
The price is HK$1,120
HK$1,401 total
includes taxes & fees
1 May - 2 May
Sailport Waterfront Suites

Sunset Vistas Two Bedroom Beachfront Suites

3.5 star property
8.8 out of 10, Excellent, (3177)
"It is a great place some steps away the ocean. The communication is great too!. Two comfortable rooms and two bathrooms. There is a full equipped kitchen and a partial view of the sea. There is a restaurant in the hotel that serves good sandwiches! It has a pool for adults and another for kids. My family and I loved it. "
The price is HK$1,748
HK$2,169 total
includes taxes & fees
1 May - 2 May
Sunset Vistas Two Bedroom Beachfront Suites

Chase Suite Hotel Rocky Point Tampa

3.0 star property
7.6 out of 10, Good, (4880)
"The employees were top-notch! Drivers Raymond and Jose were wonderful and so helpful. Myrta, at the clubhouse desk was super sweet! Thanks for a great stay!!"
The price is HK$1,315
HK$1,479 total
includes taxes & fees
1 May - 2 May
Chase Suite Hotel Rocky Point Tampa

Mint House St. Petersburg - Downtown

4.5 star property
9.4 out of 10, Exceptional, (575)
"Property was clean, close to shopping and dining and staff was professional and courteous"
The price is HK$1,157
HK$1,308 total
includes taxes & fees
20 Apr - 21 Apr
Mint House St. Petersburg - Downtown

Provident Oceana Beachfront Suites

3.5 star property
9.4 out of 10, Exceptional, (543)
"Nice place. So close to everything but still in a nice quiet spot!"
The price is HK$1,845
HK$2,241 total
includes taxes & fees
1 May - 2 May
Provident Oceana Beachfront Suites

John's Pass Hotel

2.0 star property
8.4 out of 10, Very good, (159)
"The room was old but clean and quant. There was a festival going on and we could look out over the event and walk to it. We thought there was a pool to use but I feel was misinformed. I'm guessing the pool was at the condo's and not the hotel but we could walk to the beach and see the beautiful sunset. I would definitely go there again. "
The price is HK$1,954
HK$2,333 total
includes taxes & fees
7 Apr - 8 Apr
John's Pass Hotel

Beso Del Sol Resort

2.5 star property
8.6 out of 10, Excellent, (586)
"Nice spot"
The price is HK$1,245
HK$1,743 total
includes taxes & fees
14 Apr - 15 Apr
Beso Del Sol Resort

Legacy Vacation Resorts - Indian Shores

3.0 star property
9.2 out of 10, Wonderful, (879)
"The rooms are very modern, comfortable, and clean. The pool and spa are nice. The pool was very enjoyable, it felt like bath water. The staff is friendly and helpful. Short walk to the beach, walkable area to several restaurants. "
The price is HK$1,681
HK$2,014 total
includes taxes & fees
1 May - 2 May
Legacy Vacation Resorts - Indian Shores

The Avalon Club

4.0 star property
9.6 out of 10, Exceptional, (393)
"I will definitely try to stay here while in the area. Perfect location and the property is amazing"
The price is HK$2,941
HK$3,596 total
includes taxes & fees
13 Apr - 14 Apr
The Avalon Club

Surf Beach Treasure Island Resort

3.0 star property
9.2 out of 10, Wonderful, (784)
"Will be coming back again, room was clean, staff is friendly and we had an ocean view. "
The price is HK$2,388
HK$4,144 total
includes taxes & fees
27 Apr - 28 Apr
Surf Beach Treasure Island Resort

2 Bedroom Waterfront Pool Side!

2.0 star property
2 Bedroom Waterfront Pool Side!

New Beachfront Property in Exclusive Resort

9.8 out of 10, Exceptional, (123)
"Great renovations. First time staying in Treasure Island and loved the wide open beach. Easy check in/check out. Our unit was clean and had all the essentials to make our stay great. Thanks! "
The price is HK$1,932
HK$4,454 total
includes taxes & fees
27 Apr - 28 Apr
New Beachfront Property in Exclusive Resort

Barefoot Beach Resort

3.5 star property
9.0 out of 10, Wonderful, (865)
"Exceptionally happy with our stay. Beautiful home, steps from the beach. Had everything we needed for our visit."
The price is HK$1,704
HK$1,926 total
includes taxes & fees
2 May - 3 May
Barefoot Beach Resort

FUSION Resort Waterfront Suites

3.5 star property
9.2 out of 10, Wonderful, (1014)
"We love this place. Best part is in the morning watching dolphins from the balcony."
The price is HK$1,989
HK$2,511 total
includes taxes & fees
27 Apr - 28 Apr
FUSION Resort Waterfront Suites

Westwinds Waterfront Resort

3.0 star property
9.0 out of 10, Wonderful, (659)
"Great location! Quick walk across the street and at the beach! Already looking to visit again. "
The price is HK$2,676
HK$4,158 total
includes taxes & fees
10 Apr - 11 Apr
Westwinds Waterfront Resort

South Beach Oceanfront Resort

3.0 star property
9.2 out of 10, Wonderful, (1065)
"Nice location and staff was excellent and friendly. Disappointed pool was down “until further notice” and that was not communicated before arrival. One elevator out but that was communicated and did not cause any problems. Property has done a nice cleanup after the hurricanes. Living area had comfortable furniture and kitchen had everything you could need. Very clean and great location. Would stay again. "
The price is HK$1,821
HK$3,119 total
includes taxes & fees
1 May - 2 May
South Beach Oceanfront Resort

Luxury Condo Hotel Suite on the Beach

9.6 out of 10, Exceptional, (65)
"Very clean and convenient."
The price is HK$2,271
HK$4,765 total
includes taxes & fees
13 Apr - 14 Apr
Luxury Condo Hotel Suite on the Beach

New Tropical Resort Living on the Beach

9.8 out of 10, Exceptional, (118)
"Great trip and nice .. "
The price is HK$1,879
HK$4,387 total
includes taxes & fees
27 Apr - 28 Apr
New Tropical Resort Living on the Beach

Crystal Palms Beach Resort

3.5 star property
9.0 out of 10, Wonderful, (2300)
"Location was great for our needs, dining, beach access & commuting. The unit itself (301) was ok but not the cleanest. The bathrooms were bad, not much effort was put into cleaning them. The water was hard & left a film on the eating utensils, also not great for showering. There was a broom, but no dust pan, mop but no bucket & not one piece of beach equipment (chairs,cooler,umbrella or even kids bucket/shovel). We like the unit location of unit as it was on the end. The pool area was great,...
The price is HK$1,529
HK$1,860 total
includes taxes & fees
1 May - 2 May
Crystal Palms Beach Resort

Come and enjoy Beachside villa suite #2 Steps from BEACH

9.0 out of 10, Wonderful, (28)
"We enjoyed its casual atmosphere, being one minute from beach, and on the Golf Blvd strip..so entertaining! Construction was going on to repair hurricane damage but the crew was courteous and not bothersome. Although grounds outside could have been cleaned up a bit. Fun place to stay! "
The price is HK$1,266
HK$2,855 total
includes taxes & fees
15 Apr - 16 Apr
Come and enjoy Beachside villa suite #2 Steps from BEACH
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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Other types of properties in Oldsmar you may be interested in

Wyndham Grand Clearwater Beach

4.0 star property
9.4 out of 10, Exceptional, (2175)
"We love it here. It’s in the middle of everything."
The price is HK$3,494
HK$4,221 total
includes taxes & fees
7 Apr - 8 Apr
Wyndham Grand Clearwater Beach

The Westshore Grand, A Tribute Portfolio Hotel, Tampa

4.0 star property
8.6 out of 10, Excellent, (1488)
"Clean"
The price is HK$1,393
HK$1,567 total
includes taxes & fees
1 May - 2 May
The Westshore Grand, A Tribute Portfolio Hotel, Tampa

Ramada by Wyndham Tampa Westshore Airport South

3.0 star property
6.2 out of 10, (3295)
"We stayed for one night and it wasn’t too bad. Hotel does offer free continental breakfast and water. Pool needed a better filter, but it got the job done for the time we were there. The front desk staff were amazing. It was also walking distance to a few restaurants ie longhorn, Ruth Chris, Olive Garden etc. Also, super close to the airport (5 mins) The rooms were a nice size and came with complimentary Dove soaps and shampoo/conditioner so that was a plus. They also offered a free shuttle to...
The price is HK$886
HK$997 total
includes taxes & fees
6 Apr - 7 Apr
Ramada by Wyndham Tampa Westshore Airport South
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.

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 Beachy Bungalow is Rolling Back it's Prices, BOOK NOW!!!: This holiday home rental outside of Oldsmar is located on the beach, and has a patio, a garden and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. Make the most of Access to hot tub in this rental home to help you unwind.

How many holiday rentals will I find in Oldsmar?

Expedia has 37 holiday rentals for your stay in Oldsmar.

What can I see and do in Oldsmar?

Cultural attractions include Oldsmar Historical Society Museum, whereas Tampa Bay is a spot to enjoy nature. 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.