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Compare 35 B&B in Oldsmar with updated reviews, rates, and availability.

Tampa Heights Bungalow
Exterior
Tampa Heights Bungalow
3.0 star property
9.6 out of 10, Exceptional, (15)
"Only spoke to the host when I arrived but she was nice! Great room, nicely furnished. Great stay! :) "
The price is AED 192
AED 276 total
includes taxes & fees
30 Nov - 1 Dec
Tampa Heights Bungalow
The Kenwood Gables Boutique Bed & Breakfast
Lobby sitting area
The Kenwood Gables Boutique Bed & Breakfast
3.5 star property
10.0 out of 10, Exceptional, (31)
"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 AED 683
AED 772 total
includes taxes & fees
18 Nov - 19 Nov
The Kenwood Gables Boutique Bed & Breakfast
Contemporary Studio - Perfect for Creative Souls!
Contemporary Studio - Perfect for Creative Souls!
2.0 star property
The price is AED 309
AED 754 total
includes taxes & fees
20 Nov - 21 Nov
Contemporary Studio - Perfect for Creative Souls!
Northshore Room at ONE Inn, steps to Downtown St. Pete: Ideal for all guests!
Cozy Queen Bed
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
Exterior
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!
Plush Queen Bed
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!
Luxury Bay Room at ONE Inn, steps to Downtown St. Pete: Ideal for all guests
The Bay Room
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
Private bedroom and private bath at separate end of home with water views.
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
Cozy Queen Bed
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
Comfy Queen Bed
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
Plush Queen Bed
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
Outdoor dining
Diamond room 2
The price is AED 228
AED 536 total
includes taxes & fees
17 Nov - 18 Nov
Diamond room 2
Walnut Room at ONE Inn, Comfy, Steps to Downtown St. Pete: Ideal for all guests!
635 160
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!
Modern One-Bed High-Rise Oasis in Downtown Tampa
Living area
Modern One-Bed High-Rise Oasis in Downtown Tampa
10.0 out of 10, Exceptional, (5)
"This was one of my first places I stayed at during my month long business trip. It was by far one of my favorites. "
Modern One-Bed High-Rise Oasis in Downtown Tampa
Exquisite Home near Tampa/Orlando sleeps 14-20.
Welcome to the family room!
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
Pool time is fun time!
Serene Oasis Tampa Home /Pool /Hot Tub/Game Room
The price is AED 753
AED 1,970 total
includes taxes & fees
17 Nov - 18 Nov
Serene Oasis Tampa Home /Pool /Hot Tub/Game Room
Chic Urban Studio - Explore Downtown St. Pete
Chic Urban Studio - Explore Downtown St. Pete
2.0 star property
Chic Urban Studio - Explore Downtown St. Pete
Studio with Modern Amenities in Downtown St Pete
Studio with Modern Amenities in Downtown St Pete
2.0 star property
Studio with Modern Amenities in Downtown St Pete
Family Retreats 5 minutes to the beach
Terrace/patio
Family Retreats 5 minutes to the beach
2.0 star property
Family Retreats 5 minutes to the beach
Bright and Airy Room Enjoy St. Petersburg Life!
Bright and Airy Room Enjoy St. Petersburg Life!
2.0 star property
8.0 out of 10, Very Good, (1)
"Missing Remote control on room 12"
Bright and Airy Room Enjoy St. Petersburg Life!
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

Chase Suite Hotel Rocky Point Tampa
Exterior
Chase Suite Hotel Rocky Point Tampa
3.0 star property
7.6 out of 10, Good, (4604)
"The staff were wonderful. The property is a bit dated. The waterfront view is beautiful (esp the sunsets!) Close to dining. "
The price is AED 525
AED 596 total
includes taxes & fees
24 Nov - 25 Nov
Chase Suite Hotel Rocky Point Tampa
Sailport Waterfront Suites
Exterior
Sailport Waterfront Suites
3.5 star property
8.4 out of 10, Very Good, (4318)
"There were no VIP amenities, nor were there any upgrades offered"
The price is AED 520
AED 660 total
includes taxes & fees
3 Dec - 4 Dec
Sailport Waterfront Suites
Mint House St. Petersburg - Downtown
Exterior
Mint House St. Petersburg - Downtown
4.5 star property
9.4 out of 10, Exceptional, (516)
"You’ll love the location and privacy of The Minthouse. Staff are friendly and helpful. Rooms are modern and clean always with snacks and water. If you want a small apartment set up with washer/dryer and kitchenette, then this is perfect. Right on Central where you can walk to everything downtown St. Pete has to offer."
The price is AED 514
AED 567 total
includes taxes & fees
16 Dec - 17 Dec
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: 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.