Book Oldsmar Bed & Breakfast

Start date: Check-in selected.
To Date
End date: Check-out

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

Next weekend
Dec 12 - Dec 14
In two weeks
Dec 19 - Dec 21
In one month
Jan 2 - Jan 4
In two months
Jan 30 - Feb 1

B&B in Oldsmar

Beach
Tampa Heights Bungalow

Tampa Heights Bungalow

3.0 star property
Tampa Heights
9.6 out of 10, Exceptional, (153)
"A great place to stay. Kimberly was very kind and helpful. Very clean and Comfortable Used Kimberly's services for airport pick-up, it went very smoothly. If ever we need to stay in Tampa we'll definitely come back here! "
Canada
Johanne
$88 nightly
The price is $100
Dec 3 - Dec 4
Total with taxes and fees
Tampa Heights Bungalow
Interior
PRIVATE STUDIO NEAR BUSCH GARDENS

PRIVATE STUDIO NEAR BUSCH GARDENS

University
$99 nightly
The price is $109
Dec 3 - Dec 4
Total with taxes and fees
PRIVATE STUDIO NEAR BUSCH GARDENS
Outdoor pool
Master BR private full bath,private entrance, exlusive use of pool, safe, quiet!

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

Greater Northdale
9.6 out of 10, Exceptional, (66)
"Truly impressive... beautiful.... nice quiet neighborhood safe.. beautiful pool...a bunch of extra stuff inside if needed.... truly a spectaculat stay....i highly recommend this place to everyone!! I will def come back again. Best Vrbo ever 🥰 thank you very much...we had lots of snacks in the vrbo too...top notch"
United States
Alexie V.
$124 nightly
The price is $138
Dec 7 - Dec 8
Total with taxes and fees
Master BR private full bath,private entrance, exlusive use of pool, safe, quiet!
Private kitchen
Family Retreats 5 minutes to the beach

Family Retreats 5 minutes to the beach

2.0 star property
Tarpon Springs
$309 nightly
The price is $349
Dec 3 - Dec 4
Total with taxes and fees
Family Retreats 5 minutes to the beach
Terrace/patio
Las Olas of Treasure Island #3

Las Olas of Treasure Island #3

Sunshine Beach
9.4 out of 10, Exceptional, (3)
"Bath a little small but ok"
United States
Wade C.
$178 nightly
The price is $199
Dec 3 - Dec 4
Total with taxes and fees
Las Olas of Treasure Island #3
Terrace/patio
Las Olas of Treasure Island #5

Las Olas of Treasure Island #5

2.0 star property
Sunshine Beach
$167 nightly
The price is $186
Dec 3 - Dec 4
Total with taxes and fees
Las Olas of Treasure Island #5
Terrace/patio
Las Olas of Treasure Island #8

Las Olas of Treasure Island #8

Sunshine Beach
$177 nightly
The price is $197
Dec 3 - Dec 4
Total with taxes and fees
Las Olas of Treasure Island #8
Terrace/patio
Las Olas of Treasure Island #9

Las Olas of Treasure Island #9

Sunshine Beach
10.0 out of 10, Exceptional, (1)
"Worked great for us!"
United States
Amy M.
$214 nightly
The price is $239
Dec 3 - Dec 4
Total with taxes and fees
Las Olas of Treasure Island #9
Terrace/patio
Las Olas of Treasure Island #7

Las Olas of Treasure Island #7

Sunshine Beach
$167 nightly
The price is $186
Dec 3 - Dec 4
Total with taxes and fees
Las Olas of Treasure Island #7
Terrace/patio
Cabanas of Treasure Island #4

Cabanas of Treasure Island #4

Sunshine Beach
$167 nightly
The price is $186
Dec 3 - Dec 4
Total with taxes and fees
Cabanas of Treasure Island #4
Terrace/patio
Las Olas of Treasure Island No. 1

Las Olas of Treasure Island No. 1

Sunshine Beach
$205 nightly
The price is $229
Dec 3 - Dec 4
Total with taxes and fees
Las Olas of Treasure Island No. 1
Terrace/patio
Las Olas of Treasure Island No. 10

Las Olas of Treasure Island No. 10

Sunshine Beach
$202 nightly
The price is $226
Dec 3 - Dec 4
Total with taxes and fees
Las Olas of Treasure Island No. 10
Terrace/patio
Las Olas of Treasure Island No 2

Las Olas of Treasure Island No 2

Sunshine Beach
$205 nightly
The price is $229
Dec 3 - Dec 4
Total with taxes and fees
Las Olas of Treasure Island No 2
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.
View all properties

Black Friday Sale

Limited-time deals: Save up to 50% on select hotels.
Book now
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Oldsmar Hotel Reviews

Hilton St. Petersburg Bayfront

Hilton St. Petersburg Bayfront

10/10 Excellent
"Everything was very good."
Rodney 2-night trip
Posted 8 hours ago
Hilton St. Petersburg Bayfront

Find out more about Oldsmar

Oldsmar B&B information

Number of reviews
217
Accommodation
18 B&B
Lowest Price
$100
Highest Price
$349

Frequently asked questions

What is the nightly rate for a B&B in Oldsmar?
Prices for B&Bs in Oldsmar often vary, but you can find a great deal from $100 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Oldsmar B&Bs over the weekend too. Travelers can find the best deals by being flexible with their dates, and by using our filters to sort prices from low to high.
When is the best time to book a B&B in Oldsmar?
The best time to book a B&B in Oldsmar is during the peak season from February to April, when the weather is pleasantly warm and outdoor activities abound. This timeframe attracts visitors looking to enjoy the beautiful parks and recreational opportunities that the area has to offer, including hiking and biking along scenic trails.

During these months, temperatures typically range from the low 50s to mid-80s Fahrenheit, creating ideal conditions for exploring the lush surroundings. Visitors can take advantage of the comfortable climate for activities such as kayaking on nearby waters or enjoying picnics in the parks, all while soaking in the vibrant local atmosphere.

If you're looking for a more budget-friendly option, consider visiting in October. This month offers a quieter experience, allowing you to enjoy the peaceful ambiance of Oldsmar without the crowds. The weather remains pleasant, making it a wonderful time for leisurely strolls and visits to local attractions at a more relaxed pace.
What is the difference between a Oldsmar Bed and Breakfast and a hotel?
Every Oldsmar B&B has its own unique feel. Whether it's a cozy reading space or a sunlit breakfast nook to enjoy your morning cup of coffee, the quaint details are what make bed and breakfasts a home away from home. Travelers can look forward to personal touches, thoughtful amenities and of course a scrumptious breakfast at Oldsmar B&Bs.

Explore a world of travel with Expedia