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Check prices for these dates

Next weekend
19 Dec - 21 Dec
In two weeks
26 Dec - 28 Dec
In one month
9 Jan - 11 Jan
In two months
6 Feb - 8 Feb

Our top choices for Oldsmar resorts

Exterior
Hilton Clearwater Beach Resort & Spa

Hilton Clearwater Beach Resort & Spa

Hilton Clearwater Beach Resort & Spa
4.0 star property
Clearwater Beach
8.0 out of 10, Very Good, (2354)
"Great stay experience "
United States
Francisco
The price is AED 509
AED 720 total
includes taxes & fees
23 Dec - 24 Dec
Hilton Clearwater Beach Resort & Spa
On the beach, beach towels, beach volleyball, beach bar
DoubleTree Beach Resort by Hilton Tampa Bay - North Redingto

DoubleTree Beach Resort by Hilton Tampa Bay - North Redingto

DoubleTree Beach Resort by Hilton Tampa Bay - North Redingto
4.0 star property
North Redington Beach
9.0 out of 10, Wonderful, (1005)
"Beach was very nice, room was quiet and clean"
United States
Keith
The price is AED 583
AED 659 total
includes taxes & fees
15 Dec - 16 Dec
DoubleTree Beach Resort by Hilton Tampa Bay - North Redingto
View from property
Hyatt Regency Clearwater Beach Resort & Spa

Hyatt Regency Clearwater Beach Resort & Spa

Hyatt Regency Clearwater Beach Resort & Spa
4.0 star property
Clearwater Beach
9.2 out of 10, Wonderful, (2074)
"Great stay!"
United States
Christopher
The price is AED 823
AED 1,075 total
includes taxes & fees
21 Dec - 22 Dec
Hyatt Regency Clearwater Beach Resort & Spa
6 outdoor pools, pool umbrellas, sun loungers
Innisbrook Resort

Innisbrook Resort

Innisbrook Resort
3.5 star property
Palm Harbor
8.4 out of 10, Very Good, (1001)
"Beautiful property Loved shuttle service "
United States
Katherine
The price is AED 569
AED 830 total
includes taxes & fees
14 Dec - 15 Dec
Innisbrook Resort
View from property
Clearwater Beach Sheraton Resort on Sand Key

Clearwater Beach Sheraton Resort on Sand Key

Clearwater Beach Sheraton Resort on Sand Key
4.0 star property
Sand Key
8.4 out of 10, Very Good, (1002)
"We enjoyed our stay very much. Clean room, Lobby and Dining Room. Excellent staff and the bed and linens were outstanding."
United States
Shirley
The price is AED 764
AED 967 total
includes taxes & fees
18 Dec - 19 Dec
Clearwater Beach Sheraton Resort on Sand Key
Outdoor pool, sun loungers
Opal Sands Resort

Opal Sands Resort

Opal Sands Resort
4.0 star property
Clearwater Beach
9.4 out of 10, Exceptional, (1170)
"The best stay, amazing view, accompdating and kind staff"
United States
James
The price is AED 1,098
AED 1,369 total
includes taxes & fees
24 Dec - 25 Dec
Opal Sands Resort
Banquet hall
Clearwater Beach Marriott Resort on Sand Key

Clearwater Beach Marriott Resort on Sand Key

Clearwater Beach Marriott Resort on Sand Key
4.0 star property
Sand Key
9.2 out of 10, Wonderful, (1005)
"Great stay"
United States
Michael
The price is AED 706
AED 944 total
includes taxes & fees
17 Dec - 18 Dec
Clearwater Beach Marriott Resort on Sand Key
Lobby
The Vinoy Resort & Golf Club, Autograph Collection

The Vinoy Resort & Golf Club, Autograph Collection

The Vinoy Resort & Golf Club, Autograph Collection
4.0 star property
Historic Old Northeast
8.8 out of 10, Excellent, (1001)
"It is a very nice hotel in a great location"
United States
Richard
The price is AED 1,282
AED 1,606 total
includes taxes & fees
2 Jan - 3 January 2026
The Vinoy Resort & Golf Club, Autograph Collection
On the beach, white sand, beach towels, beach bar
Bilmar Beach Resort

Bilmar Beach Resort

Bilmar Beach Resort
4.0 star property
Treasure Island
8.6 out of 10, Excellent, (1010)
"The Hotel, location and staff were amazing "
United States
Ana
The price is AED 537
AED 752 total
includes taxes & fees
21 Dec - 22 Dec
Bilmar Beach Resort
On the beach, white sand
JW Marriott Clearwater Beach Resort & Spa

JW Marriott Clearwater Beach Resort & Spa

JW Marriott Clearwater Beach Resort & Spa
4.0 star property
Clearwater Beach
9.4 out of 10, Exceptional, (309)
"Great location, great service. "
United States
Yihuai
The price is AED 1,098
AED 1,386 total
includes taxes & fees
17 Dec - 18 Dec
JW Marriott Clearwater Beach Resort & Spa
Beach nearby, white sand
The Hiatus Clearwater Beach, Curio Collection By Hilton

The Hiatus Clearwater Beach, Curio Collection By Hilton

The Hiatus Clearwater Beach, Curio Collection By Hilton
4.0 star property
Clearwater Beach
9.2 out of 10, Wonderful, (189)
"Awesome place, great staff"
United States
dennis
The price is AED 690
AED 925 total
includes taxes & fees
18 Dec - 19 Dec
The Hiatus Clearwater Beach, Curio Collection By Hilton
Beach
262-NEW! 3 beds x 2 baths. Amazing Waterfront Views!

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

262-NEW! 3 beds x 2 baths. Amazing Waterfront Views!
Rocky Point
9.8 out of 10, Exceptional, (86)
"Great location nice place"
United States
Brett K.
The price is AED 823
AED 1,497 total
includes taxes & fees
14 Dec - 15 Dec
262-NEW! 3 beds x 2 baths. Amazing Waterfront Views!
Front of property
Palihouse Hyde Park Village

Palihouse Hyde Park Village

Palihouse Hyde Park Village
3.5 star property
Hyde Park
9.6 out of 10, Exceptional, (366)
"Amazing stay here "
United States
Jaime
The price is AED 937
AED 1,063 total
includes taxes & fees
18 Dec - 19 Dec
Palihouse Hyde Park Village
Beach
Private Beach Micro-Resort >1 mile to the beach [ALL 4 Units] sleeps 18

Private Beach Micro-Resort >1 mile to the beach [ALL 4 Units] sleeps 18

Private Beach Micro-Resort >1 mile to the beach [ALL 4 Units] sleeps 18
2.0 star property
St. Pete Beach
The price is AED 1,089
AED 3,845 total
includes taxes & fees
15 Dec - 16 Dec
Private Beach Micro-Resort >1 mile to the beach [ALL 4 Units] sleeps 18
Property amenity
Treasure Island Beach Resort

Treasure Island Beach Resort

Treasure Island Beach Resort
4.0 star property
Treasure Island
9.6 out of 10, Exceptional, (1001)
"Room was great and staff were very courteous and friendly. Will stay here again for our next trip!"
United States
Jason
The price is AED 1,098
AED 1,386 total
includes taxes & fees
14 Dec - 15 Dec
Treasure Island Beach Resort
Exterior
Sandpearl Resort

Sandpearl Resort

Sandpearl Resort
4.0 star property
Clearwater Beach
9.2 out of 10, Wonderful, (1003)
"Loved our stay! "
United States
Amanda
The price is AED 1,319
AED 1,635 total
includes taxes & fees
13 Dec - 14 Dec
Sandpearl Resort
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

Hilton Clearwater Beach Resort & Spa

Hilton Clearwater Beach Resort & Spa

10/10 Excellent
"All good"
nadia 3-night trip
Posted 1 day ago
Hilton Clearwater Beach Resort & Spa

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 5 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, 5-minute walk from St. Petersburg - Clearwater Beaches. 10.8 mi (17.4 km) from Oldsmar. Has 2 restaurants, 2 bars, and a full-service spa. Popular for its 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. Popular for its great beach location. Enjoy the 3 restaurants, 2 bars, and spa. Bilmar Beach Resort - Beach resort, 5-minute walk from St. Petersburg - Clearwater Beaches. 19.5 mi (31.3 km) from Oldsmar. Amenities include 2 outdoor pools, a rooftop terrace, and pool loungers. Highly rated for its great beach location. The Vinoy Resort & Golf Club, Autograph Collection - Luxury resort, 5-minute walk from Tampa Bay. 17.9 mi (28.7 km) from Oldsmar. Access to 2 outdoor pools, 6 restaurants, and 4 bars.
What can I do in Oldsmar?
Travelers enjoy exploring the beaches, and also have good things to say about the dining options here. Discover the shopping possibilities at Oldsmar Flea Market, or bring the kids to Busch Gardens Tampa Bay for some family fun. You'll also find top attractions like Raymond James Stadium and Port of Tampa 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.