Search Resorts in Oldsmar

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Check prices for these dates

Next weekend
13 Jun - 15 Jun
In two weeks
20 Jun - 22 Jun
In one month
4 Jul - 6 Jul
In two months
1 Aug - 3 Aug

Compare 96 Resorts in Oldsmar with updated reviews, rates, and availability.

Hyatt Regency Clearwater Beach Resort & Spa
Outdoor pool, open 8:00 AM to 10:00 PM, cabanas (surcharge)

Hyatt Regency Clearwater Beach Resort & Spa

4.0 star property
9.2 out of 10, Wonderful, (1879)
"Beautiful resort"
The price is AED 902
AED 1,165 total
includes taxes & fees
29 Jun - 30 Jun
Hyatt Regency Clearwater Beach Resort & Spa
Bilmar Beach Resort
On the beach, white sand, beach towels, beach bar

Bilmar Beach Resort

4.0 star property
8.8 out of 10, Excellent, (1008)
"Great place for a vacation!!"
The price is AED 754
AED 997 total
includes taxes & fees
9 Jun - 10 Jun
Bilmar Beach Resort
Opal Sands Resort
Outdoor pool, sun loungers

Opal Sands Resort

4.0 star property
9.4 out of 10, Exceptional, (1001)
"Amazing stay."
The price is AED 1,208
AED 1,494 total
includes taxes & fees
15 Jun - 16 Jun
Opal Sands Resort
Hilton Clearwater Beach Resort & Spa
Exterior

Hilton Clearwater Beach Resort & Spa

4.0 star property
8.0 out of 10, Very Good, (1909)
"The location and the private beach was amazing "
The price is AED 652
AED 883 total
includes taxes & fees
16 Jun - 17 Jun
Hilton Clearwater Beach Resort & Spa
Sandpearl Resort
Exterior

Sandpearl Resort

4.0 star property
9.2 out of 10, Wonderful, (1003)
"The service was excellent "
The price is AED 1,319
AED 1,635 total
includes taxes & fees
30 Jun - 1 Jul
Sandpearl Resort
JW Marriott Clearwater Beach Resort & Spa
On the beach, white sand

JW Marriott Clearwater Beach Resort & Spa

4.0 star property
9.2 out of 10, Wonderful, (230)
"Beautiful property in a excellent location "
The price is AED 1,282
AED 1,594 total
includes taxes & fees
15 Jun - 16 Jun
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, (1000)
"Beautiful hotel renovations. Attentive staff. "
The price is AED 1,027
AED 1,318 total
includes taxes & fees
9 Jun - 10 Jun
The Vinoy Resort & Golf Club, Autograph Collection
DoubleTree Beach Resort by Hilton Tampa Bay - North Redingto
On the beach, beach towels, beach volleyball, beach bar

DoubleTree Beach Resort by Hilton Tampa Bay - North Redingto

4.0 star property
9.0 out of 10, Wonderful, (1002)
"Great staff, very clean rooms and the restaurant food was great."
The price is AED 775
AED 876 total
includes taxes & fees
1 Jul - 2 Jul
DoubleTree Beach Resort by Hilton Tampa Bay - North Redingto
Clearwater Beach Marriott Resort on Sand Key
Outdoor pool, cabanas (surcharge), pool umbrellas

Clearwater Beach Marriott Resort on Sand Key

4.0 star property
9.2 out of 10, Wonderful, (1001)
"The pool area and the restaurants were amazing. "
The price is AED 870
AED 1,129 total
includes taxes & fees
16 Jun - 17 Jun
Clearwater Beach Marriott Resort on Sand Key
The Hiatus Clearwater Beach, Curio Collection By Hilton
Outdoor pool

The Hiatus Clearwater Beach, Curio Collection By Hilton

4.0 star property
9.2 out of 10, Wonderful, (135)
"So close to the beach it was perfect"
The price is AED 682
AED 916 total
includes taxes & fees
15 Jun - 16 Jun
The Hiatus Clearwater Beach, Curio Collection By Hilton
Innisbrook Resort
6 outdoor pools, pool umbrellas, sun loungers

Innisbrook Resort

3.5 star property
8.2 out of 10, Very Good, (1001)
"Such a beautiful property, we will definitely be back! "
The price is AED 394
AED 611 total
includes taxes & fees
17 Jun - 18 Jun
Innisbrook Resort
Palihouse Hyde Park Village
Bar (on property)

Palihouse Hyde Park Village

3.5 star property
9.6 out of 10, Exceptional, (257)
"Lovely rooms and staff very helpful. "
The price is AED 578
AED 657 total
includes taxes & fees
30 Jun - 1 Jul
Palihouse Hyde Park Village
Treasure Island Beach Resort
Property amenity

Treasure Island Beach Resort

4.0 star property
9.6 out of 10, Exceptional, (1000)
"nice hotel"
The price is AED 1,172
AED 1,469 total
includes taxes & fees
8 Jun - 9 Jun
Treasure Island Beach Resort
Sheraton Sand Key Resort
View from property

Sheraton Sand Key Resort

4.0 star property
8.4 out of 10, Very Good, (1002)
"Very clean and organized hotel"
The price is AED 871
AED 1,088 total
includes taxes & fees
16 Jun - 17 Jun
Sheraton Sand Key Resort
262-NEW! 3 beds x 2 baths. Amazing Waterfront Views!
Beach

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

9.8 out of 10, Exceptional, (79)
"Great condo. Great location."
The price is AED 878
AED 1,585 total
includes taxes & fees
9 Jun - 10 Jun
262-NEW! 3 beds x 2 baths. Amazing Waterfront Views!
Water View Apartment Suite on the Beach!
On the beach

Water View Apartment Suite on the Beach!

9.6 out of 10, Exceptional, (106)
"Unit was very clean and the owners communication was excellent. Already booked for next year!"
Water View Apartment Suite on the Beach!
Paradise Oasis
Beach nearby

Paradise Oasis

9.8 out of 10, Exceptional, (77)
"Clean, affordable, nice. Would stay there again."
Paradise Oasis
Entire Private Resort! Heated Pool! Sleeps 24 Comfortably!
Beach

Entire Private Resort! Heated Pool! Sleeps 24 Comfortably!

Entire Private Resort! Heated Pool! Sleeps 24 Comfortably!
WELCOME to the best beach anywhere
On the beach

WELCOME to the best beach anywhere

9.6 out of 10, Exceptional, (56)
"We really enjoyed our stay! So glad we picked this condo for our trip!"
WELCOME to the best beach anywhere
Saint Petersburg/ Treasure Island Ocean Front Beach Resort
Outdoor pool, a heated pool

Saint Petersburg/ Treasure Island Ocean Front Beach Resort

10.0 out of 10, Exceptional, (47)
"Beautiful place. Everything you need is there. In case you left some personal items at home Wonderful view of the gulf. We stay 5 days. Beautiful decorations "
Saint Petersburg/ Treasure Island Ocean Front Beach 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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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 8 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. Sandpearl Resort - Beach resort steps from Clearwater Beach. 10.5 mi (16.9 km) from Oldsmar. Amenities include a private beach, a full-service spa, and a health club. Clearwater Beach Marriott Resort on Sand Key - Beach resort. 11.4 mi (18.3 km) from Oldsmar. Guests love the pool. Access to 4 restaurants, a full-service spa, and a children’s pool.
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 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.