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Check prices for these dates

Next weekend
6 Jun - 8 Jun
In two weeks
13 Jun - 15 Jun
In one month
27 Jun - 29 Jun
In two months
25 Jul - 27 Jul

Compare 41 B&B in Oldsmar with updated reviews, rates, and availability.

Tampa Heights Bungalow - Bed & Breakfast
Kayaking

Tampa Heights Bungalow - Bed & Breakfast

3.0 star property
9.6 out of 10, Exceptional, (114)
"Thank you for the great stay!"
The price is AED 241
AED 336 total
includes taxes & fees
14 Jun - 15 Jun
Tampa Heights Bungalow - Bed & Breakfast
Prime Downtown Studio – Walk Everywhere
Beach

Prime Downtown Studio – Walk Everywhere

Prime Downtown Studio – Walk Everywhere
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
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, (36)
"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.
Serene Oasis Tampa Home /Pool /Hot Tub/Game Room
Outdoor dining

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

8.0 out of 10, Very Good, (2)
"We had an amazing stay! Everything was as advertised. The house was clean and it was in a very nice quiet neighborhood in a great location close to lots of attractions.The house had everything we needed including plenty of towels for a family of 6. We opted to have the pool heated and we are so glad we did. The days were warm but the nights were chilly. We would definitely stay here again! "
Serene Oasis Tampa Home /Pool /Hot Tub/Game Room
St. Pete Serenity Studio – Central & Cozy
Beach

St. Pete Serenity Studio – Central & Cozy

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 "
St. Pete Serenity Studio – Central & Cozy
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, (36)
"What a great property run by a great team providing excellent service. I cannot wait to go back."
The price is AED 602
AED 680 total
includes taxes & fees
2 Jun - 3 Jun
The Kenwood Gables Boutique Bed & Breakfast
Family Retreats 5 minutes to the beach
Private kitchen

Family Retreats 5 minutes to the beach

2.0 star property
Family Retreats 5 minutes to the beach
Coastal St. Pete Studio – Near Waterfront
Beach

Coastal St. Pete Studio – Near Waterfront

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"
Coastal St. Pete Studio – Near Waterfront
Bayshore Room at ONE Inn, near Downtown St. Pete: Ideal for all guests
Interior

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

10.0 out of 10, Exceptional, (2)
"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
Downtown St. Pete Studio – Walk to Dining
Beach

Downtown St. Pete Studio – Walk to Dining

6.6 out of 10, (4)
"Perfect for the stay that I was looking for. "
Downtown St. Pete Studio – Walk to Dining
St. Pete Getaway Studio – Central Location
Beach

St. Pete Getaway Studio – Central Location

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. "
St. Pete Getaway Studio – Central Location
Sunset Studio – St. Pete Downtown
Beach

Sunset Studio – St. Pete Downtown

2.0 star property
7.2 out of 10, Good, (5)
"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. "
Sunset Studio – St. Pete Downtown
Cozy St. Pete Studio Retreat – May Savings
Beach

Cozy St. Pete Studio Retreat – May Savings

2.0 star property
8.0 out of 10, Very Good, (1)
Cozy St. Pete Studio Retreat – May Savings
City Studio – Downtown St. Pete
Beach

City Studio – Downtown St. Pete

City Studio – Downtown St. Pete
Modern One-Bed High-Rise Oasis in Downtown Tampa
Shower, hair dryer, towels, soap

Modern One-Bed High-Rise Oasis in Downtown Tampa

9.8 out of 10, Exceptional, (7)
"Great location close to the Tampa Riverwalk and lots of restaurants. Place was very clean and exactly what we were expecting based on the listing. Pool area was also great. Would highly recommend this place."
Modern One-Bed High-Rise Oasis in Downtown Tampa
Zen-Inspired St. Pete Studio – Quiet Stay
Beach

Zen-Inspired St. Pete Studio – Quiet Stay

2.0 star property
7.0 out of 10, Good, (2)
"Cute place! It doesn't look like much from the outside, but the room itself was cute, very clean, and had a really comfortable bed. There was a slight snafu with the door code, and when I called they immediately picked up and took care of it. Great service. Walkable to a lot of great restaurants, parks, and museums."
Zen-Inspired St. Pete Studio – Quiet Stay
Luxury Bay Room at ONE Inn, steps to Downtown St. Pete: Ideal for all guests
Interior

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

9.6 out of 10, Exceptional, (5)
"Very peaceful place to stay during the holidays. Location was excellent."
Luxury Bay Room at ONE Inn, steps to Downtown St. Pete: Ideal for all guests
Master BR private full bath,private entrance, exlusive use of pool, safe, quiet!
Outdoor pool

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

9.6 out of 10, Exceptional, (63)
"We stayed for a couple nights. All the little extras like snacks and drinks were appreciated! Totally private -we didnt really see or hear the hosts. Definitely will stay again when in the area. Thanks again!"
The price is AED 327
AED 590 total
includes taxes & fees
2 Jun - 3 Jun
Master BR private full bath,private entrance, exlusive use of pool, safe, quiet!
Downtown St. Pete Hideaway Studio
Beach

Downtown St. Pete Hideaway Studio

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...
Downtown St. Pete Hideaway Studio
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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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. VIinoy House: 6 rooms. Situated 17.8 mi (28.6 km) from the heart of Oldsmar. Family Retreats 5 minutes to the beach: 2 rooms. 9.8 mi (15.7 km) from the heart of downtown.Prime Downtown Studio – Walk Everywhere: Located 17.9 mi (28.8 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.