Book the Best Hotels with POOL in Oldsmar in 2026 | Expedia.ca

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Check availability on Oldsmar Hotels with a Pool

Tonight

Apr 16 - Apr 17

Tomorrow

Apr 17 - Apr 18

This weekend

Apr 17 - Apr 19

Next weekend

Apr 24 - Apr 26

Our top choices for Oldsmar hotels with a pool

Outdoor pool

Hampton Inn & Suites Tampa Northwest/Oldsmar

Oldsmar

Splash into bliss at this hotel with a sun-soaked outdoor pool and rejuvenating hot tub.

CA $154 total

includes taxes & fees

May 10 - May 11

Exterior

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.

CA $189 total

includes taxes & fees

May 13 - May 14

Property amenity

Courtyard by Marriott Tampa Oldsmar

Oldsmar

Sun-drenched outdoor pool beckons with refreshing relaxation at Tampa Oldsmar hotel.

CA $166 total

includes taxes & fees

May 14 - May 15

Outdoor pool

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.

CA $159 total

includes taxes & fees

May 13 - May 14

Outdoor pool, sun loungers

Residence Inn by Marriott Tampa Oldsmar

Oldsmar

Sun-drenched outdoor pool oasis beckons with loungers and recreation options nearby.

CA $166 total

includes taxes & fees

May 17 - May 18

Outdoor pool

Hollander Boutique Hotel

Downtown St. Petersburg

Float in luxury at this art deco hotel with a refreshing outdoor pool and poolside bar service.

CA $163 total

includes taxes & fees

May 17 - May 18

BBQ/picnic area

Mint House Tampa Downtown by Kasa

Downtown Tampa

CA $193 total

includes taxes & fees

May 4 - May 5

Outdoor pool, open 9:00 AM to 9:00 PM, pool umbrellas, sun loungers

MainStay Suites Tampa Moffitt-USF

Temple Terrace

CA $142 total

includes taxes & fees

May 4 - May 5

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Choose what matters most at hotels with a pool in Oldsmar

Breakfast included

Hot tub

Hotels with pools and free breakfast in Oldsmar

Restaurant

Hampton Inn & Suites Tampa Northwest/Oldsmar

Oldsmar

CA $154 total

includes taxes & fees

May 10 - May 11

Exterior

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

Oldsmar

CA $189 total

includes taxes & fees

May 13 - May 14

Daily cooked-to-order breakfast for a fee

Hilton Garden Inn Tampa Northwest/Oldsmar

Oldsmar

CA $159 total

includes taxes & fees

May 13 - May 14

View from property

Courtyard by Marriott Tampa Oldsmar

Oldsmar

CA $166 total

includes taxes & fees

May 14 - May 15

Exterior

Residence Inn by Marriott Tampa Oldsmar

Oldsmar

CA $166 total

includes taxes & fees

May 17 - May 18

View all properties

Top Oldsmar Hotel Reviews

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

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

10/10 Excellent

"Clean and comfortable bed. Friendly staff, and a great breakfast. 😊"

Hotel Tampa Riverwalk

Hotel Tampa Riverwalk

6/10 Okay

"The hotel was under some well needed renovations when we arrived, looks like they were doing a new pool area. The hotel hallways showed signs of neglect, beat up walls, and worn carpets.My big gripe was the A/C in the room was not adequate, the room was hot as they all face the setting sun.They staff did send up a maintenance guy to look at the issue , they said they would let us change rooms but we declined, we just went out for the evening. Luckily I had 3 little fans I took on the cruise with us to add a lil comfort, The valet people were good to us.I will not stay at this property again. "

Ramada by Wyndham Tampa Westshore Airport South

Ramada by Wyndham Tampa Westshore Airport South

4/10 Poor

"This hotel is very worn! I heard they are going to make it into apartments! I would be ashamed if I were Whyndam! Our AC in room 213 was not up to par! Several other things I took pictures of was so outdated or worn. Very sad for our anniversary, pool was closed! If you want a bed and a hot shower that’s the only worth in this hotel! "

Clearwater Beach Sheraton Resort on Sand Key

Clearwater Beach Sheraton Resort on Sand Key

8/10 Good

"Great location on the beach. It’s a nice little 5 min walk to the ocean from the pool or they have golf carts that will drive you out. My only issue is that both of the restaurants were on the inside of the hotel, so they had no windows which was a little bit strange and undesirable for a beach hotel. "

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 great choice for travellers seeking relaxation by the water. Boasting a sparkling outdoor pool surrounded by sun loungers, this hotel ensures a refreshing retreat after a day of adventure. Guests rave about the friendly and attentive staff, spacious and clean rooms, and a complimentary breakfast that's described as great and delicious. With an exceptional score of 9.4, it's no wonder this hotel is a favorite among families.

Another excellent option is the Hampton Inn & Suites Tampa Northwest/Oldsmar, which also features a delightful outdoor pool. Known for its helpful and wonderful staff, this hotel offers a breakfast that exceeds expectations, making it a great start to your day. With a rating of 9.2, families will like the clean rooms and convenient location, ensuring a comfortable stay.

For those looking for a more budget-friendly option, the Courtyard by Marriott Tampa Oldsmar presents a charming outdoor pool area and well-kept facilities. Guests have praised the beautiful and clean rooms, contributing to its respectable review score of 8.8.

The Hilton Garden Inn Tampa Northwest/Oldsmar is another family-friendly choice, featuring an outdoor pool and an inviting space. With a review rating of 8.6, it offers comfortable accommodations and a convenient location, making it great for families looking to explore the area.

Lastly, the Residence Inn by Marriott Tampa Oldsmar provides a cozy outdoor pool experience alongside complimentary breakfast options. With a traveller rating of 8.8, guests appreciate the friendly service and delicious breakfast offerings, making it an inviting choice for families seeking a home-away-from-home feel.

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 CA $131 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 hotel in Oldsmar 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 travel package.

How can I save on a hotel in Oldsmar with Expedia?

Before booking your Oldsmar hotel, remember to join Expedia's free travel rewards program—One Key™. Just sign up and sign in to access our lowest Member Prices as well as members-only perks. Booking your hotel in advance will typically help you save, but there are last-minute deals to explore too.

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 with an outdoor pool in Oldsmar for you.

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