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Check prices for these dates

Next weekend
12 Sep - 14 Sep
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19 Sep - 21 Sep
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3 Oct - 5 Oct
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31 Oct - 2 Nov

B&B in Oldsmar

Tampa Heights Bungalow
Beach

Tampa Heights Bungalow

3.0 star property
9.6 out of 10, Exceptional, (134)
"I only was able to stay for one night but was very pleased! The house is beautiful and very convenient to all of Tampa. Highly recommended!!"
The price is AED 241
AED 336 total
includes taxes & fees
11 Sep - 12 Sep
Tampa Heights Bungalow
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, (65)
"Pictures doesn't do it justice. Very nice owners that responded quickly to any questions, you will be glad you chose Beach More Worry Less"
The price is AED 327
AED 590 total
includes taxes & fees
3 Sep - 4 Sep
Master BR private full bath,private entrance, exlusive use of pool, safe, quiet!
Private bedroom and private bath at separate end of home with water views.
Exterior

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

9.6 out of 10, Exceptional, (36)
" just looking for a place to sleep , we were gone all day ,small but worked for us , thanks"
Private bedroom and private bath at separate end of home with water views.
Modern One-Bed High-Rise Oasis in Downtown Tampa
Pool

Modern One-Bed High-Rise Oasis in Downtown Tampa

9.6 out of 10, Exceptional, (8)
"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
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, (40)
"What a great property run by a great team providing excellent service. I cannot wait to go back."
The Kenwood Gables Boutique Bed & Breakfast
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
Family Retreats 5 minutes to the beach
Private kitchen

Family Retreats 5 minutes to the beach

2.0 star property
The price is AED 337
AED 1,075 total
includes taxes & fees
9 Sep - 10 Sep
Family Retreats 5 minutes to the beach
Oak Room at ONE Inn, steps to Downtown St. Pete: Ideal for all guests!
Interior

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

10.0 out of 10, Exceptional, (4)
"A very loving property in a nice part of town"
Oak Room at ONE Inn, steps to Downtown St. Pete: Ideal for all guests!
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
Northshore Room at ONE Inn, steps to Downtown St. Pete: Ideal for all guests!
Interior

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

9.4 out of 10, Exceptional, (3)
"Just one comment (very personal), I would have liked a harder mattress."
Northshore Room 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
Interior

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

9.4 out of 10, Exceptional, (3)
"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
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
Walnut Room at ONE Inn, Comfy, Steps to Downtown St. Pete: Ideal for all guests!
Interior

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

9.0 out of 10, Wonderful, (2)
"Beautiful, clean and comfortable property. Host was very responsive and helpful. You can bring your favorite coffee or teas and use the fully equipped kitchen. Parking passes were helpful and the neighborhood was very safe and quiet. "
Walnut Room at ONE Inn, Comfy, Steps to Downtown St. Pete: Ideal for all guests!
Exquisite Home near Tampa/Orlando sleeps 14-20.
5 bedrooms, in-room safe, desk, iron/ironing board

Exquisite Home near Tampa/Orlando sleeps 14-20.

Exquisite Home near Tampa/Orlando sleeps 14-20.
Diamond room 2
Outdoor dining

Diamond room 2

The price is AED 228
AED 536 total
includes taxes & fees
3 Sep - 4 Sep
Diamond room 2
Elm Room Bay at ONE Inn, steps to Downtown St. Pete: Ideal for all guests
Interior

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
Tampa Oasis : Heated Pool • Hot Tub • Game Room
Exterior

Tampa Oasis : Heated 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! "
Tampa Oasis : Heated Pool • Hot Tub • Game Room
Lovely 2 bedroom 1 bath house near the beach
Microwave, oven, stovetop, dishwasher

Lovely 2 bedroom 1 bath house near the beach

Lovely 2 bedroom 1 bath house near the beach
nice space to relaxing
Exterior

nice space to relaxing

nice space to relaxing
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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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
"Wonderful "
Mamoun 4-night trip
Posted 1 day ago
Holiday Inn Express Hotel & Suites Tampa Northwest - Oldsmar by IHG

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 venture out to explore Oldsmar, Tampa Bay is a some popular sight to visit.
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. Master BR private full bath,private entrance, exlusive use of pool, safe, quiet!: Situated 9.1 mi (14.6 km) from the heart of Oldsmar. Enjoy the in-room pools and outdoor swimming pool. Private bedroom and private bath at separate end of home with water views.: 13.5 mi (21.6 km) from the heart of downtown. Modern One-Bed High-Rise Oasis in Downtown Tampa: Located 13.8 mi (22.1 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 also consider a trip to sites like Raymond James Stadium or Port of Tampa 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.