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

Best Resorts in Oldsmar

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Check prices for these dates

Next weekend
Nov 6 - Nov 8
In two weeks
Nov 13 - Nov 15
In one month
Nov 27 - Nov 29
In two months
Dec 25 - Dec 27

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, (1,006 reviews)
"Lovely place to stay even if you do not golf."
United States
Jennie
$186 nightly
The price is $210
Nov 23 - Nov 24
Total with taxes and fees
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, (3,089 reviews)
"Everything was amazing"
United States
Jessica
$198 nightly
The price is $224
Nov 8 - Nov 9
Total with taxes and fees
Hilton Clearwater Beach Resort & Spa
A bathroom with a wooden vanity, a mirror, and a towel rack.

3. 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, (1,003 reviews)
"Very nice stay."
United States
Kelly
$166 nightly
The price is $188
Nov 19 - Nov 20
Total with taxes and fees
DoubleTree Beach Resort by Hilton Tampa Bay - North Redingto
A spacious lounge area with large windows overlooking the sea, furnished with sofas, tables, and chairs, and decorated with potted plants.

4. 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, (294 reviews)
"Everything was great."
United States
Tara
$223 nightly
The price is $252
Nov 8 - Nov 9
Total with taxes and fees
The Hiatus Clearwater Beach, Curio Collection By Hilton
A balcony with a table and chairs, overlooking a beach with blue umbrellas and a clear view of the ocean.

5. 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, (2,472 reviews)
"We had a great stay"
United States
Karine
$279 nightly
The price is $315
Oct 29 - Oct 30
Total with taxes and fees
Hyatt Regency Clearwater Beach Resort and Suites
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, (1,477 reviews)
"Loved my stay!"
United States
Sheneil
$344 nightly
The price is $389
Nov 8 - Nov 9
Total with taxes and fees
Opal Sands Resort
A resort with a large pool surrounded by palm trees and blue lounge chairs. There are multiple boats docked at the pier.

7. 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, (1,004 reviews)
"All staff were excellent"
United States
Brian
$278 nightly
The price is $314
Oct 29 - Oct 30
Total with taxes and fees
Clearwater Beach Marriott Resort & Suites on Sand Key
A hotel room with a large bed, a desk, a chair, and a TV.

8. 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, (1,009 reviews)
"Good beach"
United States
Frank
$279 nightly
The price is $316
Nov 1 - Nov 2
Total with taxes and fees
Clearwater Beach Sheraton Resort on Sand Key
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.

9. Bilmar Beach Resort

Bilmar Beach Resort
4.0 star property
Treasure Island
8.6 out of 10, Excellent, (1,242 reviews)
"this is the third resort i stayed at in the area and the best"
United States
matthew
$176 nightly
The price is $199
Nov 5 - Nov 6
Total with taxes and fees
Bilmar Beach Resort
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, (437 reviews)
"Family friendly, helpful and amicable staff, cleaning two thumbs up. Great spot for families with small kids that want a small private beach to enjoy some superb family time."
United States
David
$353 nightly
The price is $399
Nov 22 - Nov 23
Total with taxes and fees
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, (541 reviews)
"interesting boutique hotel. Great location."
United States
Gregg
$241 nightly
The price is $274
Nov 15 - Nov 16
Total with taxes and fees
Palihouse Hyde Park Village
A balcony with two wicker chairs, a table, and potted plants.

12. 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)
"Beautiful hotel I highly recommend it"
United States
Odalys
$399 nightly
The price is $451
Nov 1 - Nov 2
Total with taxes and fees
The Vinoy Resort & Golf Club, Autograph Collection
An outdoor wooden deck with string lights, a picnic table, and a view of a river.

13. 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
$1,200 nightly
The price is $1,342
Oct 31 - Nov 1
Total with taxes and fees
River Resort unique nature space with Swimspa, 15min to the airport, Pole Poker
A compact kitchen with white cabinets, a stainless steel refrigerator, a microwave, an oven, and a sink.

14. 🌅 Renovated Pool View Studio | Unit 3

🌅 Renovated Pool View Studio | Unit 3
Sunset Beach
$359 nightly
The price is $400
Oct 27 - Oct 28
Total with taxes and fees
🌅 Renovated Pool View Studio | Unit 3
A sunroom with a view of a swimming pool and a hammock.

15. Gorgeous 3 bedroom Home With Heated Pool And Pond Access

Gorgeous 3 bedroom Home With Heated Pool And Pond Access
Walsingham
$547 nightly
The price is $611
Oct 27 - Oct 28
Total with taxes and fees
Gorgeous 3 bedroom Home With Heated Pool And Pond Access
A beachfront hotel with outdoor seating and a view of the ocean.

16. Sandpearl Resort

Sandpearl Resort
4.5 star property
Clearwater Beach
9.4 out of 10, Exceptional, (1,001 reviews)
"Beautiful and fun hotel Beaton west coast"
United States
jason
$394 nightly
The price is $445
Oct 29 - Oct 30
Total with taxes and fees
Sandpearl Resort
A hotel room with a bed, a desk, a chair, a ceiling fan, and a flat-screen TV.

17. 🏝️ Poolside Studio Retreat | Unit 2

🏝️ Poolside Studio Retreat | Unit 2
Sunset Beach
$359 nightly
The price is $400
Oct 27 - Oct 28
Total with taxes and fees
🏝️ Poolside Studio Retreat | Unit 2
A bedroom with a bed, a desk, a chair, a television, and a kitchen area with cabinets and a refrigerator.

18. 🏖️ Beachside Studio Escape | Unit 1

🏖️ Beachside Studio Escape | Unit 1
Sunset Beach
$357 nightly
The price is $398
Oct 28 - Oct 29
Total with taxes and fees
🏖️ Beachside Studio Escape | Unit 1
A coastal hotel with a beach view, multiple floors, and a pool area.

19. Private Beach Micro-Resort >1 mile to the beach [ALL 4 Units] sleeps 18

Private Beach Micro-Resort >1 mile to the beach [ALL 4 Units] sleeps 18
St. Pete Beach
$1,029 nightly
The price is $1,148
Oct 29 - Oct 30
Total with taxes and fees
Private Beach Micro-Resort >1 mile to the beach [ALL 4 Units] sleeps 18
A bedroom with a bed, a desk, a chair, a ceiling fan, and a door leading to another room.

20. 👑 King Bed Beach Studio | Unit 5

👑 King Bed Beach Studio | Unit 5
Sunset Beach
$369 nightly
The price is $412
Oct 28 - Oct 29
Total with taxes and fees
👑 King Bed Beach Studio | Unit 5
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

Hilton Tampa Downtown

Hilton Tampa Downtown

8/10 Good
"Bathroom did not have a vent, after showering the room was hot/humid Sheets were not top quality and pillows were uncomfortable The restaurant was great, service and food - excellent"
Tina 3-night trip
Posted 1 hour ago
Hilton Tampa Downtown

Find out more about Oldsmar

Oldsmar Resorts information

Number of reviews
11,122
Accommodation
47 Resorts
Lowest Price
$188
Highest Price
$1,342

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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