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

Find Hotels with a Pool in Oldsmar, FL

  • Upfront pricing

    Our total price for your stay includes taxes and fees

  • Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Check availability on Oldsmar Hotels with a Pool

Tonight
Oct 17 - Oct 18
Tomorrow
Oct 18 - Oct 19
Next weekend
Oct 23 - Oct 25
In two weeks
Oct 30 - Nov 1

Our top choices for Oldsmar hotels with a pool

A swimming pool with a no diving sign, a pool rules sign, and a no smoking sign.
A spacious lobby with a reception desk, blue armchairs, and a large table.
Two Adirondack chairs facing each other with a garden and trees in the background.
An aerial view of a beach with a large white building, a pier extending into the sea, and a parking area with cars.

1. Holiday Inn Express Hotel & Suites Tampa Northwest - Oldsmar by IHG

Holiday Inn Express Hotel & Suites Tampa Northwest - Oldsmar by IHG
Oldsmar
  • A sunny escape with an umbrella-lined outdoor pool awaits at this relaxing Tampa Bay retreat.
$104 nightly
$118 total
Oct 18 - Oct 19
Total with taxes and fees
Holiday Inn Express Hotel & Suites Tampa Northwest - Oldsmar by IHG
A swimming pool with a brick patio, lounge chairs, and a white fence with signs.
A hotel with a clear entrance, a sign reading "Hampton Inn & Suites," and a flagpole with the American flag.
A spacious lobby with a bar area, seating arrangements, and a large window.
A hotel lobby with a bar area, seating arrangements, and a television mounted on the wall.

2. Hampton Inn & Suites Tampa Northwest/Oldsmar

Hampton Inn & Suites Tampa Northwest/Oldsmar
Oldsmar
  • Splash into bliss at this hotel with a sun-soaked outdoor pool and rejuvenating hot tub.
$90 nightly
$102 total
Nov 1 - Nov 2
Total with taxes and fees
Hampton Inn & Suites Tampa Northwest/Oldsmar
An outdoor patio area with wicker furniture, a pool, and a covered seating area.
A patio area with a brick pathway, a small pond, lounge chairs, and palm trees.
A modern living room with a sofa, ottoman, and armchair, a small table, and a kitchen area with a microwave and sink.
A Courtyard by Marriott hotel with a modern design, featuring a covered entrance and multiple floors.

3. Courtyard by Marriott Tampa Oldsmar

Courtyard by Marriott Tampa Oldsmar
Oldsmar
  • Sun-drenched outdoor pool beckons with refreshing relaxation at Tampa Oldsmar hotel.
$98 nightly
$111 total
Oct 28 - Oct 29
Total with taxes and fees
Courtyard by Marriott Tampa Oldsmar
A swimming pool with a tiled edge, lounge chairs, a covered seating area, and a building with large windows and a flat roof.
A bar area with a tiled backsplash, wooden cabinets, and a flat-screen TV.
A modern kitchen with a large island, built-in cabinets, and a flat-screen TV.
An outdoor patio area with a fire pit, black wicker chairs, and a view of a building with large windows and an American flag.

4. Hilton Garden Inn Tampa Northwest/Oldsmar

Hilton Garden Inn Tampa Northwest/Oldsmar
Oldsmar
  • Poolside relaxation awaits at this Tampa Bay hotel, where the refreshing outdoor pool complements the vibrant Florida sunshine.
$97 nightly
$109 total
Oct 25 - Oct 26
Total with taxes and fees
Hilton Garden Inn Tampa Northwest/Oldsmar
A black dog sitting by a pool with a tiled edge and palm trees in the background.
A patio area with a circular fire pit surrounded by wicker chairs and a table.
A hotel lobby with multiple tables and chairs, a reception desk, a fireplace, and a large window with a view of greenery.
A hotel room with a bed, a sofa, a desk, a chair, and a TV.

5. Residence Inn by Marriott Tampa Oldsmar

Residence Inn by Marriott Tampa Oldsmar
Oldsmar
  • Sun-drenched outdoor pool oasis beckons with loungers and recreation options nearby.
$101 nightly
$114 total
Oct 25 - Oct 26
Total with taxes and fees
Residence Inn by Marriott Tampa Oldsmar
A poolside bar area with a neon sign reading "PARTHENON Bar" and several people seated at tables.
A bar area with a counter, seating, and a television screen.
A circular fountain with tiered water features, surrounded by a tiled border and decorated with white and red flowers.
A modern kitchen with a curved island, bar stools, and built-in cabinets.

6. Safety Harbor Resort & Spa Trademark Collection by Wyndham

Safety Harbor Resort & Spa Trademark Collection by Wyndham
Safety Harbor
  • Dive into year-round aquatic bliss with two stunning pools and a soothing hot tub sanctuary.
$178 nightly
$201 total
Oct 18 - Oct 19
Total with taxes and fees
Safety Harbor Resort & Spa Trademark Collection by Wyndham
A hotel pool area with multiple lounge chairs and umbrellas, surrounded by palm trees and a building with balconies.
A large tree with a thick trunk and extensive branches, surrounded by a white fence.
A hotel courtyard with palm trees, a pathway, and outdoor seating areas.
A bathroom with a wooden floor, a white sink, a mirror, and two towel racks.

7. La Quinta Inn by Wyndham Clearwater Central

La Quinta Inn by Wyndham Clearwater Central
Clearwater
  • Sun-drenched pool sanctuary with hot tub bliss creates relaxing Florida getaway moments.
$91 nightly
$103 total
Oct 28 - Oct 29
Total with taxes and fees
La Quinta Inn by Wyndham Clearwater Central
A swimming pool with a tiled deck, surrounded by palm trees and a building with balconies.
A modern living room with a sectional sofa, a blue armchair, and a flat-screen TV mounted on the wall.
A spacious bedroom with a large bed, a sitting area with chairs, a desk, and a bathtub.
A waterfront hotel with a covered walkway and a view of the sunset over the water.

8. Best Western Plus Yacht Harbor Inn

Best Western Plus Yacht Harbor Inn
Downtown Dunedin
  • Tropical pool paradise meets waterfront charm in this marina-side hotel with sunset views.
$99 nightly
$112 total
Oct 19 - Oct 20
Total with taxes and fees
Best Western Plus Yacht Harbor Inn
A pool area with blue lounge chairs and a table, surrounded by a brick patio and a building with multiple windows.
A conference room with a large table and chairs, carpeted floor, and ceiling lights.
A hotel lobby with a reception desk, seating area, and a revolving door.
A coffee station with two coffee machines, a coffee grinder, and various coffee-related items on shelves.

9. Holiday Inn Express Hotel & Suites Clearwater/Us 19 N by IHG

Holiday Inn Express Hotel & Suites Clearwater/Us 19 N by IHG
Clearwater
  • Take a refreshing plunge at this Tampa Bay hotel with a sun-drenched outdoor pool and complimentary hot breakfast daily.
$105 nightly
$119 total
Oct 26 - Oct 27
Total with taxes and fees
Holiday Inn Express Hotel & Suites Clearwater/Us 19 N by IHG
A pool area with lounge chairs and a small hot tub.
A restaurant with multiple tables and chairs, a bar area, and a flat-screen TV mounted on the wall.
Room
A bar area with a stone wall, a flat-screen TV, and a bar counter with various bottles.

10. Clarion Inn & Suites Central Clearwater Beach

Clarion Inn & Suites Central Clearwater Beach
Clearwater
  • Sparkling pool paradise awaits with 2 outdoor oases and a special kiddie splash zone.
$61 nightly
$69 total
Nov 16 - Nov 17
Total with taxes and fees
Clarion Inn & Suites Central Clearwater Beach
View all properties

Choose what matters most at hotels with a pool in Oldsmar

Breakfast included
Hot tub
4 stars
5 stars
Spa

Hotels with pools and free breakfast in Oldsmar

A spacious lobby with a reception desk, blue armchairs, and a large table.
Two Adirondack chairs facing each other with a garden and trees in the background.
A spacious lobby with a light blue sofa, armchairs, and a coffee table. There are wooden floors and a large window providing natural light.
An aerial view of a beach with a large white building, a pier extending into the sea, and a parking area with cars.

Holiday Inn Express Hotel & Suites Tampa Northwest - Oldsmar by IHG

Holiday Inn Express Hotel & Suites Tampa Northwest - Oldsmar by IHG
Oldsmar
$104 nightly
$118 total
Oct 18 - Oct 19
Total with taxes and fees
Holiday Inn Express Hotel & Suites Tampa Northwest - Oldsmar by IHG
A landscaped garden with a pond, palm trees, and a stone bridge.
A Courtyard by Marriott hotel with a modern design, featuring a covered entrance and multiple floors.
A modern bar area with a long counter, bar stools, and a variety of liquor bottles.
A modern living room with a sofa, ottoman, and armchair, a small table, and a kitchen area with a microwave and sink.

Courtyard by Marriott Tampa Oldsmar

Courtyard by Marriott Tampa Oldsmar
Oldsmar
$98 nightly
$111 total
Oct 28 - Oct 29
Total with taxes and fees
Courtyard by Marriott Tampa Oldsmar
A hotel lobby with a bar area, seating arrangements, and a television mounted on the wall.
A spacious lobby with a bar area, seating arrangements, and a large window.
A hotel room with two beds, a desk, a chair, and a TV.
A hotel room with a kitchenette, a large mirror, a dining area with a table and chairs, and a carpeted floor.

Hampton Inn & Suites Tampa Northwest/Oldsmar

Hampton Inn & Suites Tampa Northwest/Oldsmar
Oldsmar
$90 nightly
$102 total
Nov 1 - Nov 2
Total with taxes and fees
Hampton Inn & Suites Tampa Northwest/Oldsmar
A patio area with a circular fire pit surrounded by wicker chairs and a table.
A hotel lobby with multiple tables and chairs, a reception desk, a fireplace, and a large window with a view of greenery.
A grocery store interior with shelves stocked with snacks and beverages, and a refrigerated section.
A hotel room with a bed, a sofa, a desk, a chair, and a TV.

Residence Inn by Marriott Tampa Oldsmar

Residence Inn by Marriott Tampa Oldsmar
Oldsmar
$101 nightly
$114 total
Oct 25 - Oct 26
Total with taxes and fees
Residence Inn by Marriott Tampa Oldsmar
A modern kitchen with a central island, built-in bar, and a dining area.
A coffee shop area with a sign indicating specialty coffee available all day, a chilled beverage fridge, and a display case with snacks.
A modern kitchen with a large island, built-in cabinets, and a flat-screen TV.
A modern kitchen with a bar area, wooden cabinets, a tiled backsplash, and a flat-screen TV.

Hilton Garden Inn Tampa Northwest/Oldsmar

Hilton Garden Inn Tampa Northwest/Oldsmar
Oldsmar
$97 nightly
$109 total
Oct 25 - Oct 26
Total with taxes and fees
Hilton Garden Inn Tampa Northwest/Oldsmar
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.
View all properties

Top Oldsmar Hotel Reviews

Hotel South Tampa & Suites

Hotel South Tampa & Suites

10/10 Excellent
"Great place for traveling with work"
Giovanni 1-night trip
Posted 6 hours ago
Hotel South Tampa & Suites
Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

10/10 Excellent
"Excellent visit aside from the Club Wyndham sales people constantly pestering you every single time you leave to tour the "club" side for a free 1 week vacation to any destination of your choice"
James 4-night trip
Posted 7 hours ago
Wyndham Grand Clearwater Beach
Gulfview Hotel on the Beach

Gulfview Hotel on the Beach

10/10 Excellent
"Very clean property with great staff. Love being on the beach and there are lots of chairs near the pool."
Marcia 2-night trip
Posted 7 hours ago
Gulfview Hotel on the Beach
Fairfield Inn & Suites by Marriott Clearwater Beach

Fairfield Inn & Suites by Marriott Clearwater Beach

10/10 Excellent
"This hotel was great. Clean, helpful staff, decent breakfast spread and very close to the beach! The area feels safe, lots of people walking and it’s walking distance to the Main Street where all the restaurants are. We enjoyed staying here and I appreciate the fact that the hotel rooms were not outdated and everything was in great shape. I’ve had a bad experience recently with another hotel chain, and was hesitant with my stay here; but thankfully I am satisfied and would return to this hotel if I’m ever in Clearwater again."
Fabiana 4-night trip
Posted 8 hours ago
Fairfield Inn & Suites by Marriott Clearwater Beach
Hilton Clearwater Beach Resort & Spa

Hilton Clearwater Beach Resort & Spa

10/10 Excellent
"Excellent resort priced appropriately I will most definitely be back probably sooner than later. The room we had was on the northern side of the resort above the air conditioning units but the resort did a great job of covering them with black vented coverings. You could still see and hear them but by no means a distraction from the Gulf. I’d recommend having a room on that side it stays shaded all day really great for hot days. 10/10 I recommend"
Ted 4-night trip
Posted 9 hours ago
Hilton Clearwater Beach Resort & Spa
Ramada by Wyndham Temple Terrace/Tampa North

Ramada by Wyndham Temple Terrace/Tampa North

10/10 Excellent
"Clean room, great breakfast, great staff people, plenty of parking space"
Nerik 2-night trip
Posted 10 hours ago
Ramada by Wyndham Temple Terrace/Tampa North
Hyatt Regency Clearwater Beach Resort and Suites

Hyatt Regency Clearwater Beach Resort and Suites

10/10 Excellent
"We had a great stay"
Karine 4-night trip
Posted 12 hours ago
Hyatt Regency Clearwater Beach Resort and Suites
Shephard's Beach Resort

Shephard's Beach Resort

10/10 Excellent
"Tons of Activities, close to private beach access and walking distance to shops and public access beach."
Erica 2-night trip
Posted 20 hours ago
Shephard's Beach Resort

Frequently asked questions

What are the best hotels in Oldsmar with outdoor pools?
The Holiday Inn Express Hotel & Suites Tampa Northwest - Oldsmar by IHG is a fantastic option for travellers seeking comfort and convenience. Rated an impressive 9.4 by guests, this hotel features an inviting outdoor pool where families can unwind after a day of exploring. Travellers rave about the friendly and attentive staff, the spacious and clean rooms, and the delicious complimentary breakfast served on weekends—superb for fueling up for a day of adventure.Another excellent choice is the Hampton Inn & Suites Tampa Northwest/Oldsmar, which boasts a review score of 9.2. Families will appreciate the outdoor pool and the spacious suites available, as well as the helpful and wonderful staff. Guests frequently praise the above-average breakfast, making it a great way to start your day before hitting the nearby attractions.For those who prefer a slightly different vibe, the Courtyard by Marriott Tampa Oldsmar, with a traveller rating of 8.8, offers beautifully clean rooms and an outdoor pool that encourages relaxation. This hotel also provides free internet, ensuring you stay connected while enjoying your stay.The Residence Inn by Marriott Tampa Oldsmar, also rated 8.8, is another family-friendly option featuring an outdoor pool and a complimentary breakfast that includes a variety of delicious choices. Guests appreciate the friendly staff who go out of their way to help, making your stay even more enjoyable.Lastly, the Hilton Garden Inn Tampa Northwest/Oldsmar offers a comfortable stay with an outdoor pool and a rating of 8.4. Families will find the location convenient and the rooms super comfy, making it a great place to relax after a day of adventures.
How much does a hotel with outdoor pool in Oldsmar cost?
Enjoy staying in a hotel in Oldsmar with an outdoor pool. You can find a great deal from $69 on Expedia. If you're leaning toward a little luxury, prices can rise, and may vary depending on the location, season, and hotel amenities. Be sure to book in advance to enjoy more options and potentially better rates, especially if you're planning a trip during weekends or around public holidays.
Is it cheaper to book flights and a Oldsmar hotel with a pool as a package?
Booking a hotel and flight package on Expedia can be cheaper than booking flights and hotels separately. Bundling can lead to significant savings, especially for international travel or when booking well in advance. However, savings vary depending on factors like destination, travel dates and availability, so it's wise to compare options. With access to over 300,000 hotels worldwide, Expedia makes it easy to build the perfect vacation package.
Can I cancel my hotel reservation on Expedia?
Expedia has plenty of refundable hotels. In many cases, you need to cancel your booking 24-48 hours ahead of your arrival date. Remember to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use Expedia's "Fully refundable property" filter during your search to find the right hotel in Oldsmar for you.

Explore a world of travel with Expedia