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Check prices for these dates

Next weekend
May 8 - May 10
In two weeks
May 15 - May 17
In one month
May 29 - May 31
In two months
Jun 26 - Jun 28

Our top choices for Oldsmar resorts

6 outdoor pools, pool umbrellas, sun loungers

Innisbrook Resort

Innisbrook Resort
3.5 star property
Palm Harbor
8.4 out of 10, Very Good, (1,004 reviews)
"Clean, spacious and top service. Loved it here! "
United States
Megan
The price is ￥19,727
￥30,398 total
includes taxes & fees
May 17 - May 18
Innisbrook Resort
Outdoor pool, pool umbrellas, sun loungers

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, (1,006 reviews)
"Very enjoyable stay"
United States
Allison
The price is ￥31,023
￥35,056 total
includes taxes & fees
May 25 - May 26
DoubleTree Beach Resort by Hilton Tampa Bay - North Redingto
Lobby sitting area

Bilmar Beach Resort

Bilmar Beach Resort
4.0 star property
Treasure Island
8.6 out of 10, Excellent, (1,026 reviews)
"Would definitely stay here again."
United States
RHONDA
The price is ￥28,529
￥39,441 total
includes taxes & fees
May 17 - May 18
Bilmar Beach Resort
Rooftop terrace

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, (214 reviews)
"Everything was amazing. "
United States
Kathy
The price is ￥43,010
￥54,908 total
includes taxes & fees
May 27 - May 28
The Hiatus Clearwater Beach, Curio Collection By Hilton
Suite, 2 Bedrooms, Ocean View, Oceanfront (Full Kitchen) | Terrace/patio

Hyatt Regency Clearwater Beach Resort and Suites

Hyatt Regency Clearwater Beach Resort and Suites
4.0 star property
Clearwater Beach
9.2 out of 10, Wonderful, (2,130 reviews)
"Really enjoyed the stay here. "
United States
DIMETRY D
The price is ￥50,865
￥63,784 total
includes taxes & fees
May 7 - May 8
Hyatt Regency Clearwater Beach Resort and Suites
Front of property

Palihouse Hyde Park Village

Palihouse Hyde Park Village
4.0 star property
Hyde Park
9.6 out of 10, Exceptional, (443 reviews)
"Amazing rooms and awesome service "
United States
James
The price is ￥34,273
￥38,901 total
includes taxes & fees
May 25 - May 26
Palihouse Hyde Park Village
Beach

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

262-NEW! 3 beds x 2 baths. Amazing Waterfront Views!
Rocky Point
9.6 out of 10, Exceptional, (99 reviews)
"Great place. Great view. "
United States
Matt C.
The price is ￥35,717
￥65,143 total
includes taxes & fees
May 5 - May 6
262-NEW! 3 beds x 2 baths. Amazing Waterfront Views!
Exterior

Hilton Clearwater Beach Resort & Spa

Hilton Clearwater Beach Resort & Spa
4.0 star property
Clearwater Beach
8.2 out of 10, Very Good, (2,585 reviews)
"Great location"
United States
Virginia
The price is ￥36,449
￥47,493 total
includes taxes & fees
May 12 - May 13
Hilton Clearwater Beach Resort & Spa
On the beach, white sand

JW Marriott Clearwater Beach Resort & Spa

JW Marriott Clearwater Beach Resort & Spa
4.0 star property
Clearwater Beach
9.2 out of 10, Wonderful, (334 reviews)
"Beautiful private beach that’s as perfect for our two year old son."
United States
Daniel G Gaspano
The price is ￥58,822
￥73,674 total
includes taxes & fees
May 27 - May 28
JW Marriott Clearwater Beach Resort & Spa
Plasma TV

Treasure Island Beach Resort

Treasure Island Beach Resort
4.0 star property
Treasure Island
9.6 out of 10, Exceptional, (1,006 reviews)
"Everything was great from the moment we arrived to when we checked out! Will definitely stay there again! "
United States
Jeffery
The price is ￥52,446
￥65,569 total
includes taxes & fees
May 17 - May 18
Treasure Island Beach Resort
Outdoor pool, cabanas (surcharge), pool umbrellas

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, (1,000 reviews)
"Awesome trip and very accommodating staff! "
United States
Krista
The price is ￥39,334
￥50,752 total
includes taxes & fees
May 28 - May 29
Clearwater Beach Marriott Resort on Sand Key
View from property

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, (1,004 reviews)
"Loved every minute of my stay!!"
United States
Deidre
The price is ￥52,446
￥68,271 total
includes taxes & fees
May 25 - May 26
The Vinoy Resort & Golf Club, Autograph Collection
Outdoor pool, open 7:00 AM to 11:00 PM, pool umbrellas, sun loungers

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, (1,008 reviews)
"Great resort, friendly staff, great location!"
United States
Steve
The price is ￥43,232
￥53,355 total
includes taxes & fees
May 26 - May 27
Clearwater Beach Sheraton Resort on Sand Key
Exterior

Sandpearl Resort

Sandpearl Resort
4.0 star property
Clearwater Beach
9.4 out of 10, Exceptional, (1,007 reviews)
"Excellent resort to have a relaxing gateway"
United States
Andreina
The price is ￥63,605
￥78,179 total
includes taxes & fees
Apr 29 - Apr 30
Sandpearl Resort
Outdoor pool, sun loungers

Opal Sands Resort

Opal Sands Resort
4.0 star property
Clearwater Beach
9.4 out of 10, Exceptional, (1,214 reviews)
"Such a great spot...everything you need for a first class beach getaway"
United States
Christopher
The price is ￥62,010
￥76,376 total
includes taxes & fees
May 18 - May 19
Opal Sands 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

ChartHouse Clearwater Beach Marina Hotel

ChartHouse Clearwater Beach Marina Hotel

10/10 Excellent
"LOVED EVERYTHING ABOUT THIS PLACE MY WIFE DIDNT WANT TO LEAVE"
James 2-night trip
Posted 2 hours ago
ChartHouse Clearwater Beach Marina Hotel

Find out more about Oldsmar

Oldsmar Resorts information

Number of reviews
15,080
Accommodation
79 Resorts
Lowest Price
￥30,398
Highest Price
￥78,179

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 6 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 Pier 60 Park. 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 and Suites - 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. Opal Sands Resort - Luxury resort, 5-minute walk from St. Petersburg - Clearwater Beaches. 11 mi (17.7 km) from Oldsmar. Highly rated for its pool. Enjoy the 2 bars, spa, and fitness center. 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 fitness center, and a rooftop terrace. Highly rated for its great beach location. 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. 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 Port of Tampa and Raymond James Stadium 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.

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