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Check prices for these dates

Next weekend
18 Rab. II - 20 Rab. II
In two weeks
25 Rab. II - 27 Rab. II
In one month
9 Jum. I - 11 Jum. I
In two months
6 Jum. II - 8 Jum. II

Compare 93 Resorts in Oldsmar with updated reviews, rates, and availability.

Hilton Clearwater Beach Resort & Spa
Room, 2 Double Beds (Gulf View) | Hypo-allergenic bedding, pillowtop beds, in-room safe, desk

Hilton Clearwater Beach Resort & Spa

4.0 star property
8.0 out of 10, Very Good, (1811)
"Overall a nice place to stay."
The price is SAR 937
SAR 1,207 total
includes taxes & fees
4 May - 5 May
Hilton 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)
"The hurricane did lots of damage so they were still working on the hotel. Other then that everything was great but the housekeepers we had to go get coffee and creamers and toilet paper they did not replenish stuff well"
The price is SAR 807
SAR 1,061 total
includes taxes & fees
4 May - 5 May
Bilmar Beach Resort
Opal Sands Resort
Outdoor pool, sun loungers

Opal Sands Resort

4.0 star property
9.4 out of 10, Exceptional, (1006)
"This was a great place to stay right on the beach, Clean and comfortable with lots of restaurants near by."
The price is SAR 1,431
SAR 1,749 total
includes taxes & fees
11 May - 12 May
Opal Sands Resort
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, (1859)
"The property is nice and extremely convenient to get to the beach. The bathrooms could use some updating, but overall, great place."
The price is SAR 1,122
SAR 1,417 total
includes taxes & fees
11 May - 12 May
Hyatt Regency Clearwater Beach Resort & Spa
JW Marriott Clearwater Beach Resort & Spa
Outdoor pool, pool umbrellas, sun loungers

JW Marriott Clearwater Beach Resort & Spa

4.0 star property
9.4 out of 10, Exceptional, (214)
"Excellent hotel and location. Perfect view of the sunset over the gulf! Staff was very attentive and friendly. Rachel, Gigi and Alexis were so awesome in the pool area when it came to food, drinks and keeping things clean. The food was amazing - Japanese shrimp were ordered every night! Highly recommend staying at this hotel, you won’t be disappointed!"
The price is SAR 1,348
SAR 1,671 total
includes taxes & fees
11 May - 12 May
JW Marriott Clearwater Beach Resort & Spa
Sandpearl Resort
Exterior

Sandpearl Resort

4.0 star property
9.2 out of 10, Wonderful, (1004)
"The staff is exceptional; you feel like you’re at a friend’s house "
The price is SAR 1,466
SAR 1,804 total
includes taxes & fees
4 May - 5 May
Sandpearl Resort
The Vinoy Resort & Golf Club, Autograph Collection
Reception

The Vinoy Resort & Golf Club, Autograph Collection

4.0 star property
8.8 out of 10, Excellent, (1001)
"Very nice"
The price is SAR 1,498
SAR 1,853 total
includes taxes & fees
9 May - 10 May
The Vinoy Resort & Golf Club, Autograph Collection
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, (1004)
"Great stay"
The price is SAR 1,107
SAR 1,400 total
includes taxes & fees
11 May - 12 May
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, (120)
"Beautiful view from oceanfront room. Very clean. Breakfast was very good. Amazing balcony with ocean view. Staff very friendly. "
The price is SAR 897
SAR 1,013 total
includes taxes & fees
11 May - 12 May
The Hiatus Clearwater Beach, Curio Collection By Hilton
DoubleTree Beach Resort by Hilton Tampa Bay - North Redingto
Junior Suite, 1 King Bed, Balcony (Gulf View) | Premium bedding, down comforters, pillowtop beds, in-room safe

DoubleTree Beach Resort by Hilton Tampa Bay - North Redingto

4.0 star property
9.0 out of 10, Wonderful, (1003)
"Great location, quiet, nice beach to walk, pool area was nice and the Tiki Bar was nice to have outdoors. "
The price is SAR 964
SAR 1,090 total
includes taxes & fees
4 May - 5 May
DoubleTree Beach Resort by Hilton Tampa Bay - North Redingto
Sheraton Sand Key Resort
Outdoor pool, open 7:00 AM to 11:00 PM, pool umbrellas, sun loungers

Sheraton Sand Key Resort

4.0 star property
8.4 out of 10, Very Good, (1002)
"I liked the beach access. Beach was big and not crowded."
The price is SAR 1,637
SAR 1,956 total
includes taxes & fees
8 May - 9 May
Sheraton Sand Key Resort
Palihouse Hyde Park Village
Lobby sitting area

Palihouse Hyde Park Village

3.5 star property
9.6 out of 10, Exceptional, (238)
"Great place "
The price is SAR 957
SAR 1,077 total
includes taxes & fees
13 Apr - 14 Apr
Palihouse Hyde Park Village
Innisbrook Resort
6 outdoor pools, pool umbrellas, sun loungers

Innisbrook Resort

3.5 star property
8.2 out of 10, Very Good, (1000)
"Nice surroundings, nice staff, enjoyable stay"
The price is SAR 476
SAR 707 total
includes taxes & fees
27 Apr - 28 Apr
Innisbrook Resort
Treasure Island Beach Resort
Property amenity

Treasure Island Beach Resort

4.0 star property
9.6 out of 10, Exceptional, (1002)
"Great location with large, clean rooms. Staff was friendly and helpful. "
The price is SAR 1,311
SAR 1,629 total
includes taxes & fees
27 Apr - 28 Apr
Treasure Island Beach Resort
Saint Petersburg/ Treasure Island Ocean Front Beach Resort
Fridge, microwave, oven, stovetop

Saint Petersburg/ Treasure Island Ocean Front Beach Resort

10.0 out of 10, Exceptional, (47)
"This place really ia perfect! There were personal little touches that really made this place stand out from other places. We felt safe, the place was very clean, and the amenities were awesome. Most beautiful sunsets and view. Kathy was helpful and responsive! "
Saint Petersburg/ Treasure Island Ocean Front Beach Resort
Paradise Oasis
Outdoor pool

Paradise Oasis

9.8 out of 10, Exceptional, (75)
"Great unit"
Paradise Oasis
Water View Apartment Suite on the Beach!
Exterior

Water View Apartment Suite on the Beach!

9.6 out of 10, Exceptional, (101)
"We thought the location was a win. We could bicycle right from the resort. We didn't have too far to travel to rent kayaks and paddle a river. We could stay at the resort, enjoy the small beachfront or go across the bridge to Clearwater. The condo is nicely appointed. Clean. Well stocked. Communication was clear and timely. There's a lovely view. Every evening we were there, torches and a bonfire were glowing on the beachfront. Parking was covered. Pool was heated and inviting. The only thing...
Water View Apartment Suite on the Beach!
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!
WELCOME to the best beach anywhere
Exterior

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!
Outdoor pool, a heated pool

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

9.8 out of 10, Exceptional, (73)
"Beautiful condo inside! Fully stocked kitchen. Nice view of the bay and sunsets. The sandy beach was relaxing. Nice place to stay for day trips to Busch gardens and adventure island. "
The price is SAR 897
SAR 1,604 total
includes taxes & fees
20 Apr - 21 Apr
262-NEW! 3 beds x 2 baths. Amazing Waterfront Views!
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, (4462)
"Great property, clean, comfortable. Could use updating but otherwise would stay here again."
The price is SAR 514
SAR 646 total
includes taxes & fees
12 May - 13 May
Sailport Waterfront Suites
Sunset Vistas Two Bedroom Beachfront Suites
Aerial view

Sunset Vistas Two Bedroom Beachfront Suites

3.5 star property
8.8 out of 10, Excellent, (3187)
"The property and staff were amazing!! Still rebuilding from the hurricanes. We lived our start and will be booking there again!"
The price is SAR 746
SAR 937 total
includes taxes & fees
12 May - 13 May
Sunset Vistas Two Bedroom Beachfront Suites
Chase Suite Hotel Rocky Point Tampa
Front of property

Chase Suite Hotel Rocky Point Tampa

3.0 star property
7.6 out of 10, Good, (4909)
"Nice water lake view "
The price is SAR 619
SAR 697 total
includes taxes & fees
13 Apr - 14 Apr
Chase Suite Hotel Rocky Point Tampa
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 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. 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 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.