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Check prices for these dates

Next weekend
28 Feb - 2 Mar
In two weeks
7 Mar - 9 Mar
In one month
21 Mar - 23 Mar
In two months
18 Apr - 20 Apr

Compare 80 Resorts in Oldsmar with updated reviews, rates, and availability.

Hyatt Regency Clearwater Beach Resort & Spa
Pool

Hyatt Regency Clearwater Beach Resort & Spa

4.0 star property
9.2 out of 10, Wonderful, (1858)
"Customer service is A at this property. Staff are very polite and responsive. Great location, steps from the beautiful white sand beach. We had a huge room with balcony ocean-view. Clean room, very comfortable bed. Plenty of restaurants to choose from in walking distance. We felt safe walking late at night. Great pool on the 8th floor. Free laundry was a plus. They supply bottled drinking water. Valet parking was $43 with tax per night. Resort fee was $40 with tax per night. Next time we...
The price is AED 1,421
AED 1,752 total
includes taxes & fees
25 Feb - 26 Feb
Hyatt Regency Clearwater Beach Resort & Spa
Hilton Clearwater Beach Resort & Spa
Exterior

Hilton Clearwater Beach Resort & Spa

4.0 star property
8.0 out of 10, Very Good, (1729)
"Did not expect to pay another $35 a day after paying over $450 a night for a resort fee. You should have a choice to pay for the extras that we never would have used…except for the bottled water. Ended up being very expensive bottled water!"
The price is AED 965
AED 1,235 total
includes taxes & fees
2 Mar - 3 Mar
Hilton Clearwater Beach Resort & Spa
JW Marriott Clearwater Beach Resort & Spa
Beach

JW Marriott Clearwater Beach Resort & Spa

4.0 star property
9.2 out of 10, Wonderful, (192)
"The beach was well managed and service was great"
The price is AED 1,833
AED 2,216 total
includes taxes & fees
26 Feb - 27 Feb
JW Marriott Clearwater Beach Resort & Spa
The Vinoy Resort & Golf Club, Autograph Collection
Lobby

The Vinoy Resort & Golf Club, Autograph Collection

4.0 star property
8.8 out of 10, Excellent, (1002)
"Very nice"
The price is AED 1,649
AED 2,021 total
includes taxes & fees
23 Feb - 24 Feb
The Vinoy Resort & Golf Club, Autograph Collection
Sandpearl Resort
Beach

Sandpearl Resort

4.0 star property
9.2 out of 10, Wonderful, (1004)
"The staff and hotel at Sandpearl Resort were amazing. The staff was very attentive and the hotel was very pleasant."
The price is AED 1,693
AED 2,058 total
includes taxes & fees
23 Feb - 24 Feb
Sandpearl Resort
Opal Sands Resort
Aerial view

Opal Sands Resort

4.0 star property
9.4 out of 10, Exceptional, (1009)
"Only thing off was the clock in my room."
The price is AED 1,512
AED 1,838 total
includes taxes & fees
23 Feb - 24 Feb
Opal Sands Resort
DoubleTree Beach Resort by Hilton Tampa Bay - North Redingto
Terrace/patio

DoubleTree Beach Resort by Hilton Tampa Bay - North Redingto

4.0 star property
9.0 out of 10, Wonderful, (1005)
"I liked the fact that it was located right on the beach, and the sunsets are beautiful."
The price is AED 951
AED 1,075 total
includes taxes & fees
23 Feb - 24 Feb
DoubleTree Beach Resort by Hilton Tampa Bay - North Redingto
Palihouse Hyde Park Village
Room

Palihouse Hyde Park Village

3.5 star property
9.6 out of 10, Exceptional, (219)
"The hotel was beautiful and in a such a perfect spot but staff was a bit forgetful with cleaning, stocking the room with towels and etc. "
The price is AED 1,010
AED 1,136 total
includes taxes & fees
23 Mar - 24 Mar
Palihouse Hyde Park Village
Bilmar Beach Resort
Exterior

Bilmar Beach Resort

4.0 star property
8.8 out of 10, Excellent, (1009)
"The Hotel , staff, grounds , pool restaurant & bar are super. The beach is in great shape ! "
The price is AED 1,098
AED 1,386 total
includes taxes & fees
24 Feb - 25 Feb
Bilmar Beach Resort
Clearwater Beach Marriott Resort on Sand Key
Exterior

Clearwater Beach Marriott Resort on Sand Key

4.0 star property
9.2 out of 10, Wonderful, (1002)
"Sit here a couple of nights for work. Rooms are beautiful vibe is great."
The price is AED 1,282
AED 1,594 total
includes taxes & fees
23 Feb - 24 Feb
Clearwater Beach Marriott Resort on Sand Key
The Hiatus Clearwater Beach, Curio Collection By Hilton
Exterior

The Hiatus Clearwater Beach, Curio Collection By Hilton

4.0 star property
9.2 out of 10, Wonderful, (101)
"Great customer service"
The price is AED 1,191
AED 1,346 total
includes taxes & fees
2 Mar - 3 Mar
The Hiatus Clearwater Beach, Curio Collection By Hilton
Sheraton Sand Key Resort
Beach

Sheraton Sand Key Resort

4.0 star property
8.4 out of 10, Very Good, (1002)
"Staff was amazing!"
The price is AED 1,245
AED 1,511 total
includes taxes & fees
23 Feb - 24 Feb
Sheraton Sand Key Resort
Treasure Island Beach Resort
Exterior

Treasure Island Beach Resort

4.0 star property
9.6 out of 10, Exceptional, (1000)
"I'm usually not one to leave a review, however, after my stay here I felt compelled to do so. I couldn't be more impressed by this property. My room (1 bedroom king suite with gulf view) was impeccably clean and tidy, with a very fresh, modern, and comfortable design. The pool area was very clean and inviting. The gym was surprisingly large and exceeded my expectations. It was stocked with more equipment than your average hotel. It was clear that its design was a priority, rather than an...
The price is AED 1,539
AED 1,884 total
includes taxes & fees
23 Feb - 24 Feb
Treasure Island Beach Resort
Innisbrook Resort
Outdoor pool

Innisbrook Resort

3.5 star property
8.2 out of 10, Very Good, (1001)
"We enjoyed the home away from home feel while enjoying the amenities of a resort. Wonderful restaurants and spa. I look forward to returning in the future. "
The price is AED 731
AED 992 total
includes taxes & fees
24 Mar - 25 Mar
Innisbrook Resort
262-NEW! 3 beds x 2 baths. Amazing Waterfront Views!
view sunrise from the private beach area

262-NEW! 3 beds x 2 baths. Amazing Waterfront Views!

9.8 out of 10, Exceptional, (65)
"The location was nice and restaurants were in walking distance. The place was very cleaned and well stocked with everything we needed. "
The price is AED 878
AED 1,533 total
includes taxes & fees
24 Feb - 25 Feb
262-NEW! 3 beds x 2 baths. Amazing Waterfront Views!
Water View Apartment Suite on the Beach!
Beach

Water View Apartment Suite on the Beach!

9.6 out of 10, Exceptional, (97)
"Unit was very clean and the owners communication was excellent. Already booked for next year!"
Water View Apartment Suite on the Beach!
WELCOME to the best beach anywhere
Welcome to the best beach anywhere

WELCOME to the best beach anywhere

9.6 out of 10, Exceptional, (56)
"Would stay there again. Enjoyed our stay. Could use some pot holders and standard size pillows."
WELCOME to the best beach anywhere
Entire Private Resort! Heated Pool! Sleeps 24 Comfortably!
Pool

Entire Private Resort! Heated Pool! Sleeps 24 Comfortably!

Entire Private Resort! Heated Pool! Sleeps 24 Comfortably!
1 Bedroom Presidential Suite at Wyndham Clearwater Beach Resort - Sleeps 4
Room

1 Bedroom Presidential Suite at Wyndham Clearwater Beach Resort - Sleeps 4

2.0 star property
1 Bedroom Presidential Suite at Wyndham Clearwater Beach Resort - Sleeps 4
Paradise Oasis
Pool

Paradise Oasis

9.8 out of 10, Exceptional, (74)
"Clean, affordable, nice. Would stay there again."
Paradise Oasis
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 property types in Oldsmar

Sailport Waterfront Suites
Exterior

Sailport Waterfront Suites

3.5 star property
8.4 out of 10, Very Good, (4397)
"Nice room but no place to really go for a walk"
The price is AED 821
AED 990 total
includes taxes & fees
25 Mar - 26 Mar
Sailport Waterfront Suites
Chase Suite Hotel Rocky Point Tampa
Exterior

Chase Suite Hotel Rocky Point Tampa

3.0 star property
7.6 out of 10, Good, (4811)
"The location was central to where I wanted to be. It was quiet and is in process of renovations, so it was nice. The kitchen cabinets, fridge front and top were in need of serious cleaning.Thencommjnication was pretty cut and dry and was not a lot of willingness to try and help. "
The price is AED 650
AED 731 total
includes taxes & fees
23 Feb - 24 Feb
Chase Suite Hotel Rocky Point Tampa
Sunset Vistas Two Bedroom Beachfront Suites
Living area

Sunset Vistas Two Bedroom Beachfront Suites

3.5 star property
8.8 out of 10, Excellent, (3152)
"So nice to be back again to support all the hard working people and their efforts to make repairs after the horrific Storms. It is remarkable the progress they have made to date."
The price is AED 1,273
AED 1,530 total
includes taxes & fees
24 Feb - 25 Feb
Sunset Vistas Two Bedroom Beachfront Suites
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

What can I expect from a resort vacation in Oldsmar?
You deserve a break, and a resort is the ideal place to indulge in all the services and amenities you need for a relaxing stay in Oldsmar. One of the 10 comfortable resort hotels in the surrounding area might be just what you’re searching for, whether you want great restaurants on site, blissful spa treatments, or nightly entertainment options.
What's the best resort in Oldsmar?
Our highest-rated resorts around Oldsmar: Hilton Clearwater Beach Resort & Spa - Beach resort, 5-minute walk from St. Petersburg - Clearwater Beaches. 10.6 mi (17.1 km) from Oldsmar. Features 2 outdoor pools, 3 restaurants, and a private beach. Highly rated for its pool. Hyatt Regency Clearwater Beach Resort & Spa - Beach resort steps from Beach Walk. 10.8 mi (17.4 km) from Oldsmar. Has 2 restaurants, 2 bars, and a full-service spa. Popular for its pool. Opal Sands Resort - Beach resort, 5-minute walk from Beach Walk. 11 mi (17.7 km) from Oldsmar. Highly rated for its pool. Enjoy the spa, fitness center, and terrace. Clearwater Beach Marriott Resort on Sand Key - Beach resort. 11.4 mi (18.3 km) from Oldsmar. Amenities include 4 restaurants, a full-service spa, and free pool cabanas. Guests love the pool. JW Marriott Clearwater Beach Resort & Spa - Beach resort, 5-minute walk from St. Petersburg - Clearwater Beaches. 10.8 mi (17.4 km) from Oldsmar. Guests love the great beach location. Access to 3 restaurants, 2 bars, and a full-service spa.
What can I do in Oldsmar?
Travelers enjoy exploring the beaches, and also have good things to say about the dining options here. Check out the interesting exhibits at Oldsmar Historical Society Museum, or discover the shopping possibilities at Oldsmar Flea Market. You’ll also find top attractions like Port of Tampa and Busch Gardens Tampa Bay in the area.
What's the seasonal weather like in Oldsmar?
The hottest months are usually August and July with an average temp of 83°F, while the coldest months are January and February with an average of 64°F. Average annual precipitation for Oldsmar is 45 inches.
What's the best way to get to and around Oldsmar?
Fly into Tampa Intl. Airport (TPA), which is located 8.8 mi (14.2 km) away from the heart of the city. Otherwise, look for flights into St. Petersburg-Clearwater Intl. Airport (PIE), which is 9 mi (14.4 km) away. If you’d like to explore around the area, consider renting a car to take in more sights.