Find 5 Star Hotels in Oldsmar, FL from $127

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Aug 31 - Sep 1
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Sep 5 - Sep 7
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Sep 12 - Sep 14

Compare Oldsmar 5 Star Hotels with updated room rates, reviews, and availability. Most hotels are fully refundable.

The Tampa EDITION
Outdoor pool, cabanas (surcharge), pool umbrellas

The Tampa EDITION

5.0 star property
9.2 out of 10, Wonderful, (280)
"Loved this hotel!"
$369 nightly
The price is $419
Sep 1 - Sep 2
Total with taxes and fees
The Tampa EDITION
The Gemma by Brightwild
Jade House at The Gemma | Living area | 55-inch Smart TV with digital channels, Netflix, Hulu

The Gemma by Brightwild

5.0 star property
10.0 out of 10, Exceptional, (2)
"Amazing property"
$1,740 nightly
The price is $1,966
Sep 1 - Sep 2
Total with taxes and fees
The Gemma by Brightwild
Indian Rocks Escape
Deluxe Villa, 5 Bedrooms, Garden View | Private kitchen | Full-size fridge, microwave, oven, stovetop

Indian Rocks Escape

5.0 star property
Indian Rocks Escape
Amazing views on Treasure Island
Outdoor pool

Amazing views on Treasure Island

5.0 star property
Amazing views on Treasure Island
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Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Oldsmar.
Hilton Tampa Airport Westshore

Hilton Tampa Airport Westshore

2225 N Lois Ave, Tampa, FL
$112 nightly
The price is $127 total per night from Sep 7 to Sep 8
$127 total
Sep 7 - Sep 8
Total with taxes and fees
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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.

Learn more about Oldsmar

Come to romantic Oldsmar and enjoy its food, beaches, and boating.

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Top Oldsmar Hotel Reviews

Find out more about Oldsmar

Find out more about Oldsmar

Indulge yourself on your next getaway. After all, you love the finer things in life, both at home and when you book a getaway. You'll join the multitudes of vacationers who have made Oldsmar so popular in the last year. There's no reason to delay a getaway to Oldsmar any longer. Furthermore, you'll find that these hotels are kept in excellent condition and provide a fine place to kick back after your daily adventures. Reserve one of our 5-star hotels in Oldsmar and indulge in the finer things in life for a while. Don't wait any longer!

Book the Best Oldsmar 5-Star Hotels

Don't be afraid to be pampered during your trip, along with the best conditions. Highly-rated eateries, exceptional customer care, and fabulous spa offerings are waiting for you. You're sure to find exactly the accommodation you need. Not only that, the hotels in this area receive high marks for guest services, so you know you'll be looked after during your getaway. How do you want to relax? A full-body massage to help your cares fall away? A concierge to help you plan every detail of your day? Plush carpeting, lip-smacking main courses, and even a hot tub in the bathroom...these hotels will astonish you. Want to see for yourself? Explore the review section and see what previous visitors have said. You're sure to find exactly what you're looking for!

But you aren't going to spend your entire vacation in your room, of course. You're in luck. From doing a bit of shopping to embracing the great outdoors, you'll never be bored on this retreat. No matter what you end up doing, the 5-star hotels in Oldsmar are waiting for you to rest up after an exciting day.

Your Getaway Starts Today

The results are in, and Oldsmar 5-star hotels are the place to be when you book your next vacation. These beautiful hotels are highly rated by the guests who stay in them, and you're about to join their ranks. Expedia can help you land a great deal on accommodation. Don't put off your dream vacation any longer. Choose one of our Oldsmar 5-star hotels today and soothe yourself in total tranquility tomorrow.

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Frequently asked questions

How much does it cost to stay in a 5-star hotel in Oldsmar?
How much you pay for a 5-star hotel in Oldsmar can vary depending on when you decide to travel and how long you plan to be away, among several factors. Take advantage of our price per night filter and other search tools to find the best deal on a plush stay.

  • Search for the lowest price per night from $127

What makes a hotel 5 stars in Oldsmar?
Exemplary guest service is the defining feature of every 5-star hotel in Oldsmar. From the second you arrive, staff cater to your every whim, whether recommending activities and tours or providing a turn-down service. On top of that, hotels must feature superior conveniences to be considered for a 5-star rating. These can include deluxe baths, on-site spa facilities, pools, gastronomic restaurants and knowledgeable concierge.
Are there any 5-star all-inclusive resorts in Oldsmar?
Use our convenient filters to find an upscale escape in Oldsmar where most of what you need is included. From there, narrow your results for properties that have 5 stars and are described as "All inclusive." The most important thing on the itinerary at these stays? Pure indulgence and relaxation.