Search Resorts in Oldsmar

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Compare 77 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, (1767)
"Good"
The price is AED 731
AED 956 total
includes taxes & fees
2 Dec - 3 Dec
Hyatt Regency Clearwater Beach Resort & Spa
Bilmar Beach Resort
Exterior
Bilmar Beach Resort
4.0 star property
8.8 out of 10, Excellent, (1004)
"We loved the area. It is very easy walking for dining or shopping, many choices. The beach was beautiful."
Bilmar Beach Resort
Sandpearl Resort
Beach
Sandpearl Resort
4.0 star property
9.2 out of 10, Wonderful, (1003)
"We had an amazing experience and definitely look forward coming again. "
The price is AED 1,253
AED 1,563 total
includes taxes & fees
1 Dec - 2 Dec
Sandpearl Resort
JW Marriott Clearwater Beach Resort & Spa
Beach
JW Marriott Clearwater Beach Resort & Spa
4.0 star property
9.2 out of 10, Wonderful, (173)
"Everything was great "
The price is AED 1,172
AED 1,469 total
includes taxes & fees
16 Dec - 17 Dec
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, (1003)
"Lovely"
The price is AED 1,355
AED 1,689 total
includes taxes & fees
24 Nov - 25 Nov
The Vinoy Resort & Golf Club, Autograph Collection
Opal Sands Resort
Aerial view
Opal Sands Resort
4.0 star property
9.4 out of 10, Exceptional, (1003)
"Beautiful resort. Amazing views."
The price is AED 1,253
AED 1,544 total
includes taxes & fees
17 Nov - 18 Nov
Opal Sands Resort
Palihouse Hyde Park Village
Room
Palihouse Hyde Park Village
3.5 star property
9.8 out of 10, Exceptional, (177)
"Wonderful hotel in walking distance to shopping and dining, in close proximity to the airport. The rooms are beautiful and the lobby bar has a wonderful selection of cocktails and wine. Will definitely stay again when back in the area."
The price is AED 930
AED 1,055 total
includes taxes & fees
1 Dec - 2 Dec
Palihouse Hyde Park Village
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, (1001)
"Wonderful experience "
The price is AED 683
AED 761 total
includes taxes & fees
2 Dec - 3 Dec
Clearwater Beach Marriott Resort on Sand Key
Innisbrook Resort
Outdoor pool
Innisbrook Resort
3.5 star property
8.2 out of 10, Very Good, (1001)
"Absolutely unique property, very clean and beautiful."
The price is AED 643
AED 876 total
includes taxes & fees
27 Nov - 28 Nov
Innisbrook Resort
Sheraton Sand Key Resort
Beach
Sheraton Sand Key Resort
4.0 star property
8.4 out of 10, Very Good, (1002)
"Love it "
The price is AED 904
AED 1,007 total
includes taxes & fees
8 Dec - 9 Dec
Sheraton Sand Key Resort
Treasure Island Beach Resort
Exterior
Treasure Island Beach Resort
4.0 star property
9.6 out of 10, Exceptional, (1002)
"The property was excellent. The only complaint was the lounge chair service for the beach. They could have better communication with the resort, and nicer loungers. "
The price is AED 1,153
AED 1,449 total
includes taxes & fees
17 Nov - 18 Nov
Treasure Island Beach Resort
Water View Apartment Suite on the Beach!
Beach
Water View Apartment Suite on the Beach!
9.6 out of 10, Exceptional, (86)
"The property where I stay it was perfect even though they have gone through a storm that unit itself didn't receive no damage the host respond properly to all my questions. I will definitely traveling again to Tampa would visit this property again if it's available"
Water View Apartment Suite on the Beach!
Saint Petersburg/ Treasure Island Ocean Front Beach Resort
Beach
Saint Petersburg/ Treasure Island Ocean Front Beach Resort
10.0 out of 10, Exceptional, (40)
"Condo was perfect for a week at the beach. The place was very clean and well stocked with everything we needed. The view of the ocean was amazing. The beds were comfortable. The appliances were updated and we loved having a washer and dryer. The welcome basket with coffee and biscotti was a really nice touch. Kathy was super quick in responding to any questions I had. The only issue I saw was the shower pressure and the smaller bathroom was a little weak, but I’ve experience that at most beach...
Saint Petersburg/ Treasure Island Ocean Front Beach Resort
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
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, (53)
"Normally stay in Madeira but stayed here due to the storm. This place was great although they were still recovering also. Don was a great host and communicated the resort conditions leading up to our arrival. The condo was beautiful the balcony was awesome. Would definitely stay here again. "
The price is AED 878
AED 1,567 total
includes taxes & fees
16 Nov - 17 Nov
262-NEW! 3 beds x 2 baths. Amazing Waterfront Views!
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!
Paradise Oasis
Pool
Paradise Oasis
9.8 out of 10, Exceptional, (74)
"Clean, affordable, nice. Would stay there again."
Paradise Oasis
Madeira Beach Florida Vacation Rentals - ROYAL REXHOST RESORTS - Yacht Club
ROYAL REXHOST RESORTS
Madeira Beach Florida Vacation Rentals - ROYAL REXHOST RESORTS - Yacht Club
8.4 out of 10, Very Good, (8)
"The unit had been bought after another owner had lived in it, chain-smoking for decades. The new owner hadn't done enough to rid the unit for the smoke smell, soooo hard to stay in, we all felt sick."
Madeira Beach Florida Vacation Rentals - ROYAL REXHOST RESORTS - Yacht Club
Four Bedroom Presidential, Luxury Condo, Clearwater Beach, FL 2361417
Pool
Four Bedroom Presidential, Luxury Condo, Clearwater Beach, FL 2361417
10.0 out of 10, Exceptional, (3)
"The suite was perfect for all of us plenty of room & had everything we needed for the week."
Four Bedroom Presidential, Luxury Condo, Clearwater Beach, FL 2361417
Club Wyndham Clearwater Beach
Exterior
Club Wyndham Clearwater Beach
3.5 star property
8.8 out of 10, Excellent, (153)
"Our experience at the Wyndham was amazing. My family and I enjoyed our trip immensely. The people that work there, cleaning staff, reception, security, pool attendants and valet staff were very friendly and always provided excellent service. The room was clean and well equipped and the view of the beach was excellent. We enjoyed the pool, the spa, the pina coladas by the pool, food, etc. And the walk and swim at the beach was fantastic. Highly recommend this property. Location was amazing. "
Club Wyndham Clearwater 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.
Don't see what you're looking for?
See all available properties in Oldsmar
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Oldsmar

Chase Suite Hotel Rocky Point Tampa
Exterior
Chase Suite Hotel Rocky Point Tampa
3.0 star property
7.6 out of 10, Good, (4604)
"The staff were wonderful. The property is a bit dated. The waterfront view is beautiful (esp the sunsets!) Close to dining. "
The price is AED 525
AED 596 total
includes taxes & fees
24 Nov - 25 Nov
Chase Suite Hotel Rocky Point Tampa
Sailport Waterfront Suites
Exterior
Sailport Waterfront Suites
3.5 star property
8.4 out of 10, Very Good, (4318)
"There were no VIP amenities, nor were there any upgrades offered"
The price is AED 520
AED 660 total
includes taxes & fees
3 Dec - 4 Dec
Sailport Waterfront Suites
Mint House St. Petersburg - Downtown
Exterior
Mint House St. Petersburg - Downtown
4.5 star property
9.4 out of 10, Exceptional, (516)
"You’ll love the location and privacy of The Minthouse. Staff are friendly and helpful. Rooms are modern and clean always with snacks and water. If you want a small apartment set up with washer/dryer and kitchenette, then this is perfect. Right on Central where you can walk to everything downtown St. Pete has to offer."
The price is AED 514
AED 567 total
includes taxes & fees
16 Dec - 17 Dec
Mint House St. Petersburg - Downtown
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 11 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: Hyatt Regency Clearwater Beach Resort & Spa - Beach resort, 5-minute walk from St. Petersburg - Clearwater Beaches. 10.8 mi (17.4 km) from Oldsmar. Features 2 restaurants, 2 bars, and a full-service spa. Highly rated 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. Has 3 restaurants, 2 bars, and a full-service spa. Popular for its great beach location. Sandpearl Resort - Beach resort steps from Clearwater Beach. 10.5 mi (16.9 km) from Oldsmar. Enjoy the private beach, spa, and health club. 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. Opal Sands Resort - Beach resort, 5-minute walk from St. Petersburg - Clearwater Beaches. 11 mi (17.7 km) from Oldsmar. Guests love the pool. Access to a full-service spa, a fitness center, and a terrace.
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.