A beach at sunset with birds flying and a person walking.

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Check prices for these dates

Next weekend
Oct 2 - Oct 4
In two weeks
Oct 9 - Oct 11
In one month
Oct 23 - Oct 25
In two months
Nov 20 - Nov 22

Our top choices for Oldsmar resorts

A large outdoor swimming pool surrounded by lounge chairs and umbrellas, with a gazebo and a beach area.

1. Innisbrook Resort

Innisbrook Resort
3.5 star property
Palm Harbor
8.4 out of 10, Very good, (1,000 reviews)
"The rooms were very welcoming and the property was very clean! Loved the flavored water"
United States
Abbey
The price is CA $155
CA $247 total
includes taxes & fees
Oct 4 - Oct 5
Innisbrook Resort
A resort with a swimming pool, beach, and a pier.

2. Hilton Clearwater Beach Resort & Spa

Hilton Clearwater Beach Resort & Spa
4.0 star property
Clearwater Beach
8.2 out of 10, Very good, (3,023 reviews)
"Great stay!"
United States
Nicholas
The price is CA $242
CA $330 total
includes taxes & fees
Oct 13 - Oct 14
Hilton Clearwater Beach Resort & Spa
A balcony with a table and chairs, overlooking a beach with blue umbrellas and a clear view of the ocean.

3. Hyatt Regency Clearwater Beach Resort and Suites

Hyatt Regency Clearwater Beach Resort and Suites
4.0 star property
Clearwater Beach
9.4 out of 10, Exceptional, (2,405 reviews)
"Lovely place to stay!"
United States
Darla
The price is CA $347
CA $448 total
includes taxes & fees
Sep 27 - Sep 28
Hyatt Regency Clearwater Beach Resort and Suites
A resort pool area with sun loungers and umbrellas, surrounded by palm trees and a view of the ocean at sunset.

4. Clearwater Beach Sheraton Resort on Sand Key

Clearwater Beach Sheraton Resort on Sand Key
4.0 star property
Sand Key
8.6 out of 10, Excellent, (1,007 reviews)
"Staff was so friendly!!"
United States
Theresa
The price is CA $320
CA $401 total
includes taxes & fees
Oct 1 - Oct 2
Clearwater Beach Sheraton Resort on Sand Key
A resort with a large pool surrounded by palm trees and blue lounge chairs. There are multiple boats docked at the pier.

5. Clearwater Beach Marriott Resort & Suites on Sand Key

Clearwater Beach Marriott Resort & Suites on Sand Key
4.0 star property
Sand Key
9.2 out of 10, Wonderful, (1,002 reviews)
"Very convenient, very friendly staff. Great pool , hot tub and access & transportation to the beach. Would definitely stay there again."
United States
Zanib
The price is CA $331
CA $430 total
includes taxes & fees
Sep 28 - Sep 29
Clearwater Beach Marriott Resort & Suites on Sand Key
A pool area with clear blue water, surrounded by palm trees and lounge chairs under blue umbrellas.

6. Opal Sands Resort

Opal Sands Resort
4.0 star property
Clearwater Beach
9.4 out of 10, Exceptional, (1,444 reviews)
"Amazing views and excellent staff."
United States
Wintana
The price is CA $409
CA $518 total
includes taxes & fees
Oct 4 - Oct 5
Opal Sands Resort
A spacious, well-lit lounge area with large windows offering ocean views, comfortable seating, and abundant greenery.

7. 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, (291 reviews)
"Everything was great."
United States
Tara
The price is CA $272
CA $364 total
includes taxes & fees
Oct 7 - Oct 8
The Hiatus Clearwater Beach, Curio Collection By Hilton
A modern hotel lobby with a grey sofa, wooden chairs, a round coffee table, and large windows offering a view of palm trees and buildings.

8. Bilmar Beach Resort

Bilmar Beach Resort
4.0 star property
Treasure Island
8.6 out of 10, Excellent, (1,216 reviews)
"Great place to stay"
United States
bryan
The price is CA $196
CA $285 total
includes taxes & fees
Sep 27 - Sep 28
Bilmar Beach Resort
A balcony with white chairs overlooking a beach with clear blue water and a few boats.

9. 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
9.2 out of 10, Wonderful, (1,001 reviews)
"Excellent place definitely come back again"
United States
Euriel
The price is CA $251
CA $284 total
includes taxes & fees
Sep 28 - Sep 29
DoubleTree Beach Resort by Hilton Tampa Bay - North Redingto
A coastal hotel with a beach, clear waters, and a modern building with balconies.

10. JW Marriott Clearwater Beach Resort & Spa

JW Marriott Clearwater Beach Resort & Spa
4.0 star property
Clearwater Beach
9.2 out of 10, Wonderful, (431 reviews)
"Excelente"
United States
Johanna
The price is CA $437
CA $558 total
includes taxes & fees
Sep 27 - Sep 28
JW Marriott Clearwater Beach Resort & Spa
A building with the sign "PALIHOUSE" at the entrance, featuring a checkered floor and potted plants.

11. Palihouse Hyde Park Village

Palihouse Hyde Park Village
4.0 star property
Hyde Park
9.6 out of 10, Exceptional, (531 reviews)
"Great location to walk through Hyde Park. Staff very helpful and rooms are very European with a layout that feels like a small apartment that feels like home. Will stay here again."
United States
eric
The price is CA $362
CA $411 total
includes taxes & fees
Oct 2 - Oct 3
Palihouse Hyde Park Village
An outdoor wooden deck with string lights, a picnic table, and a view of a river.

12. River Resort unique nature space with Swimspa, 15min to the airport, Pole Poker

River Resort unique nature space with Swimspa, 15min to the airport, Pole Poker
Town 'n' Country
The price is CA $1,131
CA $1,898 total
includes taxes & fees
Sep 30 - Oct 1
River Resort unique nature space with Swimspa, 15min to the airport, Pole Poker
A kitchen with white cabinets, a stainless steel refrigerator, a microwave, an oven, and a coffee maker.

13. 🏖️ Beachside Studio Escape | Unit 1

🏖️ Beachside Studio Escape | Unit 1
Sunset Beach
The price is CA $163
CA $584 total
includes taxes & fees
Sep 27 - Sep 28
🏖️ Beachside Studio Escape | Unit 1
A balcony with two wicker chairs, a table, and potted plants.

14. 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, (1,001 reviews)
"Wonderful hotel with excellent location"
United States
Lotfi
The price is CA $564
CA $718 total
includes taxes & fees
Oct 1 - Oct 2
The Vinoy Resort & Golf Club, Autograph Collection
A bedroom with a bed, bedside table, and a chair. There is a door, an air conditioning unit, and a painting on the wall.

15. 🌅 Renovated Pool View Studio | Unit 3

🌅 Renovated Pool View Studio | Unit 3
Sunset Beach
The price is CA $163
CA $584 total
includes taxes & fees
Sep 27 - Sep 28
🌅 Renovated Pool View Studio | Unit 3
A beachfront hotel with outdoor seating and a view of the ocean.

16. Sandpearl Resort

Sandpearl Resort
4.0 star property
Clearwater Beach
9.4 out of 10, Exceptional, (1,000 reviews)
"Gorgeous resort! We had a great time with family!"
United States
Anzor
The price is CA $494
CA $614 total
includes taxes & fees
Sep 30 - Oct 1
Sandpearl Resort
A bedroom with a bed, nightstand, and a ceiling fan.

17. 🏝️ Poolside Studio Retreat | Unit 2

🏝️ Poolside Studio Retreat | Unit 2
Sunset Beach
The price is CA $163
CA $584 total
includes taxes & fees
Sep 27 - Sep 28
🏝️ Poolside Studio Retreat | Unit 2
A bedroom with a bed, a desk, a chair, a ceiling fan, and a door leading to another room.

18. 👑 King Bed Beach Studio | Unit 5

👑 King Bed Beach Studio | Unit 5
Sunset Beach
The price is CA $178
CA $605 total
includes taxes & fees
Oct 4 - Oct 5
👑 King Bed Beach Studio | Unit 5
A bedroom with a bed, nightstand, and a ceiling fan.

19. 💙 Connecting Beach Studios | Sleeps Up to 4

💙 Connecting Beach Studios | Sleeps Up to 4
Sunset Beach
The price is CA $356
CA $1,030 total
includes taxes & fees
Sep 27 - Sep 28
💙 Connecting Beach Studios | Sleeps Up to 4
A bedroom with a bed, bedside tables, a window with curtains, a door, and a small balcony visible through the door.

20. 🌅 Connecting Poolside Studios | Sleeps 4

🌅 Connecting Poolside Studios | Sleeps 4
Sunset Beach
The price is CA $356
CA $1,030 total
includes taxes & fees
Sep 27 - Sep 28
🌅 Connecting Poolside Studios | Sleeps 4
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

Barefoot Beach Club

Barefoot Beach Club

8/10 Good
"Property was well kept, staff was great, only thing I didn't like was the mattress needed to be replaced felt like I was sleeping in hole."
Craig 3-night trip
Posted 1 hour ago
Barefoot Beach Club

Find out more about Oldsmar

Oldsmar Resorts information

Number of reviews
6,661
Accommodation
46 Resorts
Lowest Price
CA $247
Highest Price
CA $1,898

Frequently asked questions

What can I expect from a resort vacation in Oldsmar?
You deserve a break, and a resort is just the place to indulge in all the services and amenities you need for a relaxing trip to Oldsmar. One of the comfortable resorts in the area could be just what you're searching for, whether you're hoping for a luxurious suite, blissful spa treatments, or activities for the kids.
What's the best resort in Oldsmar?
Our highest-rated resorts around Oldsmar: 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. Features 2 restaurants, 2 bars, and a full-service spa. Highly rated for its pool. Hilton Clearwater Beach Resort & Spa - Beach resort, 5-minute walk from Pier 60 Park. 10.6 mi (17.1 km) from Oldsmar. Has 2 outdoor pools, 3 restaurants, and a private beach. Guests love the 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. JW Marriott Clearwater Beach Resort & Spa - Beach resort, 5-minute walk from St. Petersburg - Clearwater Beaches. 10.8 mi (17.4 km) from Oldsmar. Amenities include 3 restaurants, 2 bars, and a full-service spa. Popular for its great beach location. Bilmar Beach Resort - Beach resort, 5-minute walk from St. Petersburg - Clearwater Beaches. 19.5 mi (31.3 km) from Oldsmar. Highly rated for its great location. Access to 2 outdoor pools, a fitness center, and a rooftop terrace.
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 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.

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