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Compare 36 B&B in Oldsmar with updated reviews, rates, and availability.

Tampa Heights Bungalow - Bed & Breakfast

3.0 star property
9.6 out of 10, Exceptional, (31)
"The place was in beautiful shape. Very easy to get in touch with staff with any questions. Convenient. Affordable. Homey, it really was very nice. The neighborhood wasn’t the greatest but I did not feel unsafe or uncomfortable at all "
The price is SAR 196
SAR 284 total
includes taxes & fees
7 Jan - 8 January 2025
Tampa Heights Bungalow - Bed & Breakfast

The Kenwood Gables Boutique Bed & Breakfast

3.5 star property
10.0 out of 10, Exceptional, (32)
"Raymond and Jayson are fantastic! We had an emergency as our condo was hit badly by storm Helene and we had a tenant in our unit. We scrambled to get flights, car and a place to stay on no minutes notice and came across the Kenwood Gables as we were making our last minute travel plans. Their property is an oasis! Lovely pool, amazing breakfasts and such great hosts. We will certainly be back as they made us feel like family. Thank you Raymond, Jayson, Kona and Fizzy. You made a difficult time...
The price is SAR 822
SAR 929 total
includes taxes & fees
5 Jan - 6 January 2025
The Kenwood Gables Boutique Bed & Breakfast

Luxury Bay Room at ONE Inn, steps to Downtown St. Pete: Ideal for all guests

10.0 out of 10, Exceptional, (3)
"It was perfect. Clean, comfy, convenient to downtown and had parking. I would definitely stay here again."
Luxury Bay Room at ONE Inn, steps to Downtown St. Pete: Ideal for all guests

Modern One-Bed High-Rise Oasis in Downtown Tampa

9.8 out of 10, Exceptional, (6)
"This was one of my first places I stayed at during my month long business trip. It was by far one of my favorites. "
The price is SAR 695
SAR 1,458 total
includes taxes & fees
23 Dec - 24 Dec
Modern One-Bed High-Rise Oasis in Downtown Tampa

Northshore Room at ONE Inn, steps to Downtown St. Pete: Ideal for all guests!

9.4 out of 10, Exceptional, (3)
"Rooms in a historic old house that is big enough to give you privacy snd quiet from the noise from downtown while still being near to walk. Parking was a bit of a challenge if you came home late but you don’t need to drive it’s great. Lots of bars and restaurants just s couple blocks away and only a couple blocks from the bay."
Northshore Room at ONE Inn, steps to Downtown St. Pete: Ideal for all guests!

VIinoy House

3.5 star property
10.0 out of 10, Exceptional, (1)
"Great property. Close to everything in downtown St. Pete"
VIinoy House

Oak Room at ONE Inn, steps to Downtown St. Pete: Ideal for all guests!

10.0 out of 10, Exceptional, (3)
"Very easy process to check and check out"
Oak Room at ONE Inn, steps to Downtown St. Pete: Ideal for all guests!

Private bedroom and private bath at separate end of home with water views.

9.6 out of 10, Exceptional, (30)
"Anna was very nice .Would stay again"
Private bedroom and private bath at separate end of home with water views.

Bayshore Room at ONE Inn, near Downtown St. Pete: Ideal for all guests

10.0 out of 10, Exceptional, (1)
"Lovely historic property easy walk to all the downtown shops, restaurants, bars, museums and more."
Bayshore Room at ONE Inn, near Downtown St. Pete: Ideal for all guests

Elm Room Bay at ONE Inn, steps to Downtown St. Pete: Ideal for all guests

9.0 out of 10, Wonderful, (2)
"1 sink in our room doesn't drain. And 1 pillow case had a look like blood stain. "
Elm Room Bay at ONE Inn, steps to Downtown St. Pete: Ideal for all guests

Poplar Room at ONE Inn, Cozy, steps to Downtown St. Pete: Ideal for all guests

10.0 out of 10, Exceptional, (2)
"Clean and located within walking distance to the St Pete Pier."
Poplar Room at ONE Inn, Cozy, steps to Downtown St. Pete: Ideal for all guests

Diamond room 2

The price is SAR 233
SAR 548 total
includes taxes & fees
23 Dec - 24 Dec
Diamond room 2

Walnut Room at ONE Inn, Comfy, Steps to Downtown St. Pete: Ideal for all guests!

Walnut Room at ONE Inn, Comfy, Steps to Downtown St. Pete: Ideal for all guests!

Exquisite Home near Tampa/Orlando sleeps 14-20.

Exquisite Home near Tampa/Orlando sleeps 14-20.

Serene Oasis Tampa Home /Pool /Hot Tub/Game Room

The price is SAR 958
SAR 2,206 total
includes taxes & fees
18 Jan - 19 January 2025
Serene Oasis Tampa Home /Pool /Hot Tub/Game Room

Charming 2-bedroom bed & breakfast in Tarpon Springs ,FL

2.0 star property
Charming 2-bedroom bed & breakfast in Tarpon Springs ,FL

Charming Studio with City Views in the St Pete

2.0 star property
Charming Studio with City Views in the St Pete

Chic Urban Studio - Explore Downtown St. Pete

2.0 star property
Chic Urban Studio - Explore Downtown St. Pete

Spacious Studio Apartment near Nightlife & Dining!

2.0 star property
Spacious Studio Apartment near Nightlife & Dining!

Contemporary Studio - Perfect for Creative Souls!

2.0 star property
4.8 out of 10, (3)
"Perfect distance from the peir and the right amount of cozy to stay in and relax too."
Contemporary Studio - Perfect for Creative Souls!
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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Other property types in Oldsmar

Sailport Waterfront Suites

3.5 star property
8.4 out of 10, Very Good, (4346)
"Property itself it’s okay for the money(value).They only clean the rooms every 3 days. The elevator wasn’t working. Cleanliness is ok. Heater in the pool broken as well. "
The price is SAR 504
SAR 640 total
includes taxes & fees
23 Dec - 24 Dec
Sailport Waterfront Suites

Chase Suite Hotel Rocky Point Tampa

3.0 star property
7.6 out of 10, Good, (4663)
"Really nice room and friendly staff! Definitely stay again!"
The price is SAR 496
SAR 563 total
includes taxes & fees
23 Dec - 24 Dec
Chase Suite Hotel Rocky Point Tampa

Mint House St. Petersburg - Downtown

4.5 star property
9.4 out of 10, Exceptional, (525)
"Everyone is so nice there. Rooms are nice and big."
The price is SAR 643
SAR 726 total
includes taxes & fees
21 Jan - 22 January 2025
Mint House St. Petersburg - Downtown
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.

Frequently asked questions

Searching for B&Bs in Oldsmar?
Whether you’re on a family vacation and want a small, cozy place to stay, or you’re traveling solo and hoping to get some tips from locals, a B&B can be a good choice for many different types of travelers. When you want to venture out to explore Oldsmar, consider browsing the exhibits at Oldsmar Historical Society Museum.
Why choose a B&B versus a traditional hotel?
With attentive service, an atmosphere suited to mingling with other guests, and of course a full breakfast to start the day, B&Bs offer a unique setting.
What are the best B&Bs in Oldsmar?
Below are some well-liked B&Bs in the surrounding area: Tampa Heights Bungalow - Bed & Breakfast: 3 rooms. 13 mi (21 km) from the heart of Oldsmar. Enjoy the massage services and private yard. The Kenwood Gables Boutique Bed & Breakfast: 5 rooms. 17.6 mi (28.3 km) from the downtown core. Enjoy the free full breakfast and in-room pools. Northshore Room at ONE Inn, steps to Downtown St. Pete: Ideal for all guests!: Situated 17.8 mi (28.6 km) from the heart of Oldsmar. VIinoy House: 6 rooms. 17.8 mi (28.6 km) from the heart of downtown.Oak Room at ONE Inn, steps to Downtown St. Pete: Ideal for all guests!: Located 17.8 mi (28.6 km) from the core of Oldsmar.
What's the best time of year to stay at a B&B in Oldsmar?
When you’re dreaming of a getaway to Oldsmar, be sure to take into account the year-round temperatures. 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 is there to do in Oldsmar?
Travelers enjoy Oldsmar for its beaches and restaurants. When you want to explore some things to do in town, Tampa Bay and Oldsmar Flea Market are some notable sights to visit. You might check out Oldsmar Historical Society Museum if you have time to see more of the area.
How can I get to and around Oldsmar?
Planning your excursions in and around Oldsmar is easier with these transportation options. Fly into Tampa Intl. Airport (TPA), which is located 8.8 mi (14.2 km) away from the city center. Otherwise, you can search for flights to St. Petersburg-Clearwater Intl. Airport (PIE), which is 9 mi (14.4 km) away. If you’d like to venture out around the area, you may want to rent a car for your trip.