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

Find 5 Star Hotels in Oldsmar, FL from $124

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Check availability on Oldsmar 5 Star Hotels

Tonight
Sep 28 - Sep 29
Tomorrow
Sep 29 - Sep 30
This weekend
Oct 2 - Oct 4
Next weekend
Oct 9 - Oct 11

Our top choices for Oldsmar 5-star hotels

A luxurious indoor space with a central staircase, surrounded by lush greenery and elegant furnishings.
An outdoor seating area with tables and chairs, a wooden bar, and lush greenery with pink flowers.
An outdoor dining area with tables and chairs, surrounded by lush greenery and flowering plants.
A modern bar area with high stools, a long counter, and abundant greenery.

1. The Tampa EDITION

The Tampa EDITION
Downtown Tampa
United States
Keara
$399 nightly
$455 total
Oct 15 - Oct 16
Total with taxes and fees
The Tampa EDITION
A bright room with a round table, two chairs, and large windows.
A bedroom with a bed, a window, and a door.
A modern living room with a beige sofa, a coffee table with decorative items, and a view of the kitchen through an open doorway.
A bright, white room with a wooden floor, a large window, a desk with a chair, and a dining area with chairs and a table.

2. The Adaline

The Adaline
Hyde Park
United States
Shane
$348 nightly
$395 total
Sep 29 - Sep 30
Total with taxes and fees
The Adaline
A modern kitchen with a large island, white cabinetry, and a dining area with a table and chairs.
A spacious kitchen with a dining area, large windows, and a modern ceiling light fixture.
A modern living room with a grey sofa, a wooden coffee table, and a kitchen in the background.
A modern kitchen with dark cabinetry, white countertops, and a large island.

3. The Gemma by Brightwild

The Gemma by Brightwild
Clearwater Beach
United States
Rusty
$1,238 nightly
$1,399 total
Sep 30 - Oct 1
Total with taxes and fees
The Gemma by Brightwild
A pool area with a circular hot tub, a covered patio, and a house with multiple windows and lights.
A modern bedroom with a bed, bedside table, ceiling fan, and a wall-mounted TV displaying the Netflix logo.
A spacious living room with a large sectional sofa, a small round coffee table, and a colorful ottoman. There are two dark armchairs and a fireplace. The room has large windows with a view of a body of water.
A modern living room with a fireplace, two leather armchairs, a white sofa, and a green throw.

4. Indian Rocks Escape

Indian Rocks Escape
Largo
Indian Rocks Escape
Front of property
Fountain
Fountain
Room

5. Amazing views on Treasure Island

Amazing views on Treasure Island
Isle of Palms
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
$110 nightly
$124 total
Oct 12 - Oct 13
Total with taxes and fees
Hilton Tampa Airport Westshore
Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

100 Coronado Drive Clearwater Beach FL
$250 nightly
$283 total
Oct 28 - Oct 29
Total with taxes and fees
Wyndham Grand Clearwater Beach
Hyatt Regency Clearwater Beach Resort and Suites

Hyatt Regency Clearwater Beach Resort and Suites

301 S Gulfview Blvd Clearwater Beach FL
$281 nightly
$317 total
Sep 29 - Sep 30
Total with taxes and fees
9.4/10 Exceptional! (2,413 reviews)
Hyatt Regency Clearwater Beach Resort and Suites
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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

Spend a morning watching wildlife at Mobbly Bayou Wilderness Preserve, where kayakers often spot manatees and dolphins. Families flock to Tampa Bay Downs for thrilling horse races or R.E. Olds Park for waterfront picnics and the famous Oldsmar Days festival.

See all hotels in Oldsmar
A beach at sunset with birds flying and a person walking.

Top Oldsmar Hotel Reviews

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.

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 $124
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.

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