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  • Upfront pricing

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Check prices for these dates

Next weekend
May 15 - May 17
In two weeks
May 22 - May 24
In one month
Jun 5 - Jun 7
In two months
Jul 3 - Jul 5

Our top choices for Oldsmar bed & breakfast

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, (71 reviews)
"Everything from comfort, convience and relaxing is guaranteed here. If you're looking for a great place to stay.I highly recommend booking here. Thank you for a wonderful experience."
United States
Gina H.
$124 nightly
The price is $138
May 19 - May 20
Total with taxes and fees
Master BR private full bath,private entrance, exlusive use of pool, safe, quiet!
Beach

Tampa Heights Bungalow

Tampa Heights Bungalow
3.0 star property
Tampa Heights
9.6 out of 10, Exceptional, (199 reviews)
"This was a very nice place with a great shower/bathroom and one of the most comfortable beds we've slept on! Great location and our host was great! Will stay v there again for sure!"
United States
Joseph
$79 nightly
The price is $90
May 11 - May 12
Total with taxes and fees
Tampa Heights Bungalow
In-room dining

Family Retreats 5 minutes to the beach

Family Retreats 5 minutes to the beach
2.0 star property
Tarpon Springs
Family Retreats 5 minutes to the beach
Private kitchen

Diamond room 2

Diamond room 2
Citrus Park
$131 nightly
The price is $146
May 11 - May 12
Total with taxes and fees
Diamond room 2
Outdoor pool

Poolside Guest Suite in Mansion with Private Entrance & En-Suite Bathroom.

Poolside Guest Suite in Mansion with Private Entrance & En-Suite Bathroom.
Old Seminole Heights
10.0 out of 10, Exceptional, (2 reviews)
"Very nice host, Super easy check in, able to check in early, very clean"
United States
Victoria M.
$129 nightly
The price is $144
May 6 - May 7
Total with taxes and fees
Poolside Guest Suite in Mansion with Private Entrance & En-Suite Bathroom.
Lobby sitting area

The Kenwood Gables Boutique Bed & Breakfast

The Kenwood Gables Boutique Bed & Breakfast
3.5 star property
Historic Kenwood
10.0 out of 10, Exceptional, (45 reviews)
"Staff were wonderful, place was very nice and breakfast was great!!!"
United States
barbara
$153 nightly
The price is $173
Jun 1 - Jun 2
Total with taxes and fees
The Kenwood Gables Boutique Bed & Breakfast
Spa

The 1888 Hotel (206) Queen Studio Suite

The 1888 Hotel (206) Queen Studio Suite
Downtown St. Petersburg
$146 nightly
The price is $162
May 10 - May 11
Total with taxes and fees
The 1888 Hotel (206) Queen Studio Suite
Exterior detail

Bohemian gardens

Bohemian gardens
Ybor City
9.4 out of 10, Exceptional, (3 reviews)
"My gf and I LOVED the whole place. The garden outside is so cute and the room was so cozy! Owner is super friendly and you can tell they put a lot of care into their home. The house is a quick 5 minutes from everywhere we wanted to go. Lots of great food options within 1-3 mi."
United States
Kenny Z.
$143 nightly
The price is $160
May 26 - May 27
Total with taxes and fees
Bohemian gardens
Exterior

VIinoy House

VIinoy House
3.5 star property
Historic Old Northeast
8.0 out of 10, Very Good, (4 reviews)
"Beautiful decor and excellent location."
United States
Monica
$280 nightly
The price is $316
May 14 - May 15
Total with taxes and fees
VIinoy House
Terrace/patio

Las Olas of Treasure Island #3

Las Olas of Treasure Island #3
Sunshine Beach
9.4 out of 10, Exceptional, (3 reviews)
"Bath a little small but ok"
United States
Wade C.
$177 nightly
The price is $197
May 10 - May 11
Total with taxes and fees
Las Olas of Treasure Island #3
Spa

The 1888 Hotel 202 (A/B/C) 2 Bed/1 Bath King Suite

The 1888 Hotel 202 (A/B/C) 2 Bed/1 Bath King Suite
Downtown St. Petersburg
$199 nightly
The price is $222
May 7 - May 8
Total with taxes and fees
The 1888 Hotel 202 (A/B/C) 2 Bed/1 Bath King Suite
Spa

The 1888 Hotel (103) Queen Studio Suite

The 1888 Hotel (103) Queen Studio Suite
Downtown St. Petersburg
10.0 out of 10, Exceptional, (1 review)
"The area was great and we felt safe walking around town. The kitchenette was stocked well even though we didn't use it. If we are able to come back to St. Pete we would likely stay here again."
United States
Dayna L.
$146 nightly
The price is $162
May 10 - May 11
Total with taxes and fees
The 1888 Hotel (103) Queen Studio Suite
Spa

The 1888 Hotel (Casita) 2Bed/1Bath Detached

The 1888 Hotel (Casita) 2Bed/1Bath Detached
Downtown St. Petersburg
$216 nightly
The price is $241
May 12 - May 13
Total with taxes and fees
The 1888 Hotel (Casita) 2Bed/1Bath Detached
Spa

The 1888 Hotel (204) Digital Nomad Queen Suite

The 1888 Hotel (204) Digital Nomad Queen Suite
Downtown St. Petersburg
8.0 out of 10, Very Good, (1 review)
"Loved being able to connect with a friendly and helpful person when I had questions. Location was excellent and it was great to have parking included at the Museum - which made me go see the Museum too. The room was clean, convenient, and well equipped."
United States
Beate B.
$146 nightly
The price is $162
May 10 - May 11
Total with taxes and fees
The 1888 Hotel (204) Digital Nomad Queen Suite
Spa

The 1888 Hotel (304) Digital Nomad Queen Suite

The 1888 Hotel (304) Digital Nomad Queen Suite
Downtown St. Petersburg
$146 nightly
The price is $162
May 6 - May 7
Total with taxes and fees
The 1888 Hotel (304) Digital Nomad Queen Suite
Spa

The 1888 Hotel (306) Queen Studio Suite

The 1888 Hotel (306) Queen Studio Suite
Downtown St. Petersburg
10.0 out of 10, Exceptional, (1 review)
"Cool room and a great location. Pier and beach a short walk away."
United States
Kevin O.
$146 nightly
The price is $162
May 7 - May 8
Total with taxes and fees
The 1888 Hotel (306) Queen Studio Suite
Spa

The 1888 Hotel (102) ADA

The 1888 Hotel (102) ADA
Downtown St. Petersburg
$146 nightly
The price is $162
May 10 - May 11
Total with taxes and fees
The 1888 Hotel (102) ADA
Spa

The 1888 Hotel (305) Honeymoon King Studio

The 1888 Hotel (305) Honeymoon King Studio
Downtown St. Petersburg
$157 nightly
The price is $175
May 6 - May 7
Total with taxes and fees
The 1888 Hotel (305) Honeymoon King Studio
Spa

The 1888 Hotel 303(A/B) Standard King 1Bed/1Bath

The 1888 Hotel 303(A/B) Standard King 1Bed/1Bath
Downtown St. Petersburg
$169 nightly
The price is $188
May 6 - May 7
Total with taxes and fees
The 1888 Hotel 303(A/B) Standard King 1Bed/1Bath
Spa

The 1888 Hotel 201(A/B) Lux King 1Bed/Bath

The 1888 Hotel 201(A/B) Lux King 1Bed/Bath
Downtown St. Petersburg
$177 nightly
The price is $197
May 13 - May 14
Total with taxes and fees
The 1888 Hotel 201(A/B) Lux King 1Bed/Bath
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

Hilton Tampa Airport Westshore

Hilton Tampa Airport Westshore

10/10 Excellent
"The hotel was perfect I will return. The location was great!!!"
Demetrice D 2-night trip
Posted 2 hours ago
Hilton Tampa Airport Westshore

Find out more about Oldsmar

Oldsmar B&B information

Number of reviews
256
Accommodation
66 B&B
Lowest Price
$90
Highest Price
$316

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 $90 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.

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