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Check prices for these dates

Next weekend
28 Feb - 2 Mar
In two weeks
7 Mar - 9 Mar
In one month
21 Mar - 23 Mar
In two months
18 Apr - 20 Apr

Compare 31 B&B in Oldsmar with updated reviews, rates, and availability.

Tampa Heights Bungalow - Bed & Breakfast
Exterior

Tampa Heights Bungalow - Bed & Breakfast

3.0 star property
9.4 out of 10, Exceptional, (63)
"Kimberly is available to answer questions any time. We loved the cozy vibe and felt very safe and comfortable. "
The price is AED 206
AED 294 total
includes taxes & fees
25 Mar - 26 Mar
Tampa Heights Bungalow - Bed & Breakfast
Sunny Studio Near Parks and Cultural Venue St Pete

Sunny Studio Near Parks and Cultural Venue St Pete

10.0 out of 10, Exceptional, (1)
"Perfect for the stay that I was looking for. "
Sunny Studio Near Parks and Cultural Venue St Pete
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, (33)
"Attention to every detail. We had a wonderful stay. "
The Kenwood Gables Boutique Bed & Breakfast
Studio with Modern Amenities in Downtown St Pete

Studio with Modern Amenities in Downtown St Pete

2.0 star property
4.8 out of 10, (3)
"We arrived late after our flight was delayed only to find that the door code provided would not work to gain us entry. After hours on the phone with VRBO we gave up. This was around 3am at this point after traveling all day. We couldnt get anyone from the property management company on the phone until the following day at which time they acknowledged that their keypad software was malfunctioning and they offered us less than we paid for the night back as a refund. Whatever you do, stay clear of...
Studio with Modern Amenities in Downtown St Pete
Trendy Studio Apartment in Downtown St. Pete

Trendy Studio Apartment in Downtown St. Pete

2.0 star property
10.0 out of 10, Exceptional, (1)
"Very cute, compfy, clean and close to everything that we needed..Bed was very comfy..Enjoyed our stay"
Trendy Studio Apartment in Downtown St. Pete
Spacious Studio Apartment near Nightlife & Dining!

Spacious Studio Apartment near Nightlife & Dining!

2.0 star property
6.0 out of 10, (1)
"Easy checkinBathroom was old and could use an update Outdoor area was very dirty and neglected - not as appeared in photos Parking is a pain. Location was great "
Spacious Studio Apartment near Nightlife & Dining!
Charming Apartment Studio in Downtown St. Pete

Charming Apartment Studio in Downtown St. Pete

"There is nothing charming about this apartment. Nothing. When you walk in, it smells like an ashtray combined with a damp odor. The smell was so bad, I had to purchase candles and glad plugin's in order to stay there for the duration. The listing advertises a television, which it did have. However, the wall outlet didn't work. So, again, I had to purchase a 25 ft' cable extension to run across the unit in order to plug in television and my laptop in order to work at the table and that was on top...
Charming Apartment Studio in Downtown St. Pete
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.

9.8 out of 10, Exceptional, (32)
"We had a great time, weather was wonderful, location was great for our activities. Anna was very accommodating and welcoming. We thank her for our stay. "
Private bedroom and private bath at separate end of home with water views.
Stylish Studio with Easy Access to Public Transit

Stylish Studio with Easy Access to Public Transit

2.0 star property
8.0 out of 10, Very Good, (2)
"Unit was clean and perfect size for 2 people. Loved that we were able to take our fur babies with us. Walls are a little thin so you can hear people upstairs above unit but not too bad. Great location access to highway and all the downtown spots. Very accommodating and responsive host. "
Stylish Studio with Easy Access to Public Transit
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
Stylish Studio Apartment in Downtown St Pete

Stylish Studio Apartment in Downtown St Pete

2.0 star property
10.0 out of 10, Exceptional, (1)
"I really enjoyed my stay. Check in process was smooth and easy. The place was very clean. The bed was very comfortable and the shower was so luxurious after a long day. "
Stylish Studio Apartment in Downtown St Pete
Master BR private full bath,private entrance, exlusive use of pool, safe, quiet!
Hallway in your room to walk in closet, double vanities and private bathroom

Master BR private full bath,private entrance, exlusive use of pool, safe, quiet!

9.6 out of 10, Exceptional, (58)
"I apologize for the way late review. We stayed from 12/21 - 12/27. Let me say that this host went above and beyond for everything. Anything that we would want or need was provided. Including food, snacks, drinks, alcohol, paper goods, even paper/ pens for playing games. There was even a small Christmas tree set up in the corner. There was also a sign welcoming us to the property with our name. It was definitely like home. Unfortunately we were not able to use the pool due to it being too chilly...
Master BR private full bath,private entrance, exlusive use of pool, safe, quiet!
Modern Downtown St Petersburg Studio Pet-Friendly

Modern Downtown St Petersburg Studio Pet-Friendly

2.0 star property
2.0 out of 10, (1)
"Black mold, bugs (both dead and alive!), leaking AC units, windows that don’t lock. Terrible. Not making this up… I have photos and videos. Just don’t stay here - it’s cheap for a reason! Did I mention visible black mold!?!? Not clean, not healthy, not safe. "
Modern Downtown St Petersburg Studio Pet-Friendly
Affordable Studio Living in Downtown St Petersburg

Affordable Studio Living in Downtown St Petersburg

2.0 star property
4.0 out of 10, (1)
"The window was broken out where we need to sleep and keep our stuff. It was not enough room for 4 adults either. "
Affordable Studio Living in Downtown St Petersburg
Modern One-Bed High-Rise Oasis in Downtown Tampa
Living area

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 AED 735
AED 1,466 total
includes taxes & fees
19 Mar - 20 Mar
Modern One-Bed High-Rise Oasis in Downtown Tampa
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
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!
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 1,157
AED 2,460 total
includes taxes & fees
13 Mar - 14 Mar
Serene Oasis Tampa Home /Pool /Hot Tub/Game Room
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!
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
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
Exterior

Sailport Waterfront Suites

3.5 star property
8.4 out of 10, Very Good, (4397)
"Nice room but no place to really go for a walk"
The price is AED 849
AED 1,022 total
includes taxes & fees
25 Mar - 26 Mar
Sailport Waterfront Suites
Chase Suite Hotel Rocky Point Tampa
Exterior

Chase Suite Hotel Rocky Point Tampa

3.0 star property
7.6 out of 10, Good, (4812)
"The location was central to where I wanted to be. It was quiet and is in process of renovations, so it was nice. The kitchen cabinets, fridge front and top were in need of serious cleaning.Thencommjnication was pretty cut and dry and was not a lot of willingness to try and help. "
The price is AED 650
AED 731 total
includes taxes & fees
24 Feb - 25 Feb
Chase Suite Hotel Rocky Point Tampa
Sunset Vistas Two Bedroom Beachfront Suites
Living area

Sunset Vistas Two Bedroom Beachfront Suites

3.5 star property
8.8 out of 10, Excellent, (3152)
"So nice to be back again to support all the hard working people and their efforts to make repairs after the horrific Storms. It is remarkable the progress they have made to date."
The price is AED 1,273
AED 1,530 total
includes taxes & fees
24 Feb - 25 Feb
Sunset Vistas Two Bedroom Beachfront Suites
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 area: Tampa Heights Bungalow - Bed & Breakfast: 3 rooms. 13 mi (21 km) from the heart of Oldsmar. Enjoy the massage services and private yard. Charming Apartment Studio in Downtown St. Pete: 17.9 mi (28.8 km) from the downtown core. The Kenwood Gables Boutique Bed & Breakfast: 5 rooms. Situated 17.6 mi (28.3 km) from the heart of Oldsmar. Enjoy the free full breakfast and in-room pools. Studio with Modern Amenities in Downtown St Pete: 17.8 mi (28.7 km) from the heart of downtown. Stylish Studio with Easy Access to Public Transit: Located 17.8 mi (28.7 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.