Best Resorts in Oldsmar

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Oct 17 - Oct 19
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Oct 24 - Oct 26
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Nov 7 - Nov 9
In two months
Dec 5 - Dec 7

Resorts in Oldsmar

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, (2026)
"Great place to stay!! "
$263 nightly
The price is $297
Oct 27 - Oct 28
Total with taxes and fees
Hyatt Regency Clearwater Beach Resort & Spa
Innisbrook Resort
6 outdoor pools, pool umbrellas, sun loungers

Innisbrook Resort

3.5 star property
8.4 out of 10, Very Good, (1007)
"Staff was great, clean and spacious rooms. "
$195 nightly
The price is $220
Oct 28 - Oct 29
Total with taxes and fees
Innisbrook Resort
Opal Sands Resort
Outdoor pool, sun loungers

Opal Sands Resort

4.0 star property
9.4 out of 10, Exceptional, (1146)
"Great stay. "
$335 nightly
The price is $379
Oct 31 - Nov 1
Total with taxes and fees
Opal Sands Resort
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, (1012)
"Great staff, beautiful beach location. "
$163 nightly
The price is $184
Oct 27 - Oct 28
Total with taxes and fees
DoubleTree Beach Resort by Hilton Tampa Bay - North Redingto
Hilton Clearwater Beach Resort & Spa
Exterior

Hilton Clearwater Beach Resort & Spa

4.0 star property
8.0 out of 10, Very Good, (2243)
"Everything was amazing, very clean hotel and beach!"
$215 nightly
The price is $242
Oct 19 - Oct 20
Total with taxes and fees
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, (1007)
"Great hotel"
$157 nightly
The price is $177
Nov 2 - Nov 3
Total with taxes and fees
Bilmar Beach Resort
Treasure Island Beach Resort
Property amenity

Treasure Island Beach Resort

4.0 star property
9.6 out of 10, Exceptional, (1001)
"Clean room, amazing staff, ocean and beach view. Would recommend this place to anyone looking to go to Treasure Island. Very reasonably priced as well."
$344 nightly
The price is $389
Oct 13 - Oct 14
Total with taxes and fees
Treasure Island Beach Resort
Clearwater Beach Sheraton Resort on Sand Key
View from property

Clearwater Beach Sheraton Resort on Sand Key

4.0 star property
8.4 out of 10, Very Good, (1004)
"Always have a good time here"
$226 nightly
The price is $255
Oct 26 - Oct 27
Total with taxes and fees
Clearwater Beach Sheraton Resort on Sand Key
JW Marriott Clearwater Beach Resort & Spa
On the beach, white sand

JW Marriott Clearwater Beach Resort & Spa

4.0 star property
9.4 out of 10, Exceptional, (285)
"We had a really good time staying at this property. The beach was beautiful, and the amenities were great. "
$364 nightly
The price is $411
Oct 13 - Oct 14
Total with taxes and fees
JW Marriott Clearwater Beach Resort & Spa
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, (1005)
"Great stay, Rick at the bar is outstanding "
$244 nightly
The price is $276
Oct 26 - Oct 27
Total with taxes and fees
Clearwater Beach Marriott Resort on Sand Key
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, (1001)
"It was perfect!"
$367 nightly
The price is $415
Oct 26 - Oct 27
Total with taxes and fees
The Vinoy Resort & Golf Club, Autograph Collection
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, (86)
"The place was very nice, wonderful views and great location for our needs. I'd definitely recomment the property. "
$357 nightly
The price is $400
Oct 13 - Oct 14
Total with taxes and fees
262-NEW! 3 beds x 2 baths. Amazing Waterfront Views!
Sandpearl Resort
Exterior

Sandpearl Resort

4.0 star property
9.2 out of 10, Wonderful, (1006)
"Beautiful resort and excellent staff "
$394 nightly
The price is $445
Oct 19 - Oct 20
Total with taxes and fees
Sandpearl Resort
The Hiatus Clearwater Beach, Curio Collection By Hilton
Beach nearby, white sand

The Hiatus Clearwater Beach, Curio Collection By Hilton

4.0 star property
9.2 out of 10, Wonderful, (176)
"Beautiful hotel "
$256 nightly
The price is $289
Oct 19 - Oct 20
Total with taxes and fees
The Hiatus Clearwater Beach, Curio Collection By Hilton
Palihouse Hyde Park Village
Front of property

Palihouse Hyde Park Village

3.5 star property
9.6 out of 10, Exceptional, (331)
"Great hotel!"
$230 nightly
The price is $261
Oct 13 - Oct 14
Total with taxes and fees
Palihouse Hyde Park Village
Private Micro-Resort [ ALL 4 Units ] Fall Getaway
Beach

Private Micro-Resort [ ALL 4 Units ] Fall Getaway

2.0 star property
$1,148 nightly
The price is $1,282
Oct 20 - Oct 21
Total with taxes and fees
Private Micro-Resort [ ALL 4 Units ] Fall Getaway
River Resort unique nature space with Swimspa, 15min to the airport, Pole Poker
Outdoor dining

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

$1,200 nightly
The price is $1,342
Oct 13 - Oct 14
Total with taxes and fees
River Resort unique nature space with Swimspa, 15min to the airport, Pole Poker
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

Quality Inn Airport - Cruise Port

Quality Inn Airport - Cruise Port

10/10 Excellent
"The hotel is in a great location with a lot of shopping and dining options nearby. The room was very clean and very comfortable. It was a great value for the price and I would definitely stay here again. "
Stacey 1-night trip
Posted 20 hours ago
Quality Inn Airport - Cruise Port

Find out more about Oldsmar

Oldsmar Resorts information

Number of reviews
14,282
Accommodation
96 Resorts
Lowest Price
$177
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 the ideal place to indulge in all the services and amenities you need for a relaxing stay in Oldsmar. One of the 9 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 Clearwater Beach. 10.6 mi (17.1 km) from Oldsmar. Features 2 outdoor pools, 3 restaurants, and a private beach. Highly rated for its pool. JW Marriott Clearwater Beach Resort & Spa - Beach resort. 10.8 mi (17.4 km) from Oldsmar. Has 3 restaurants, 2 bars, and a full-service spa. Popular for its great beach location. Hyatt Regency Clearwater Beach Resort & Spa - Beach resort. 10.8 mi (17.4 km) from Oldsmar. Popular for its pool. Enjoy the 2 restaurants, 2 bars, and spa. Opal Sands Resort - Beach resort. 11 mi (17.7 km) from Oldsmar. Amenities include a full-service spa, a fitness center, and a terrace. Highly rated for its pool. The Vinoy Resort & Golf Club, Autograph Collection - Luxury resort, 5-minute walk from Tampa Bay. 17.9 mi (28.7 km) from Oldsmar. Access to 2 outdoor pools, 6 restaurants, and 4 bars.
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 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.

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