A beach at sunset with birds flying and a person walking.

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Check prices for these dates

Next weekend
14 Aug - 16 Aug
In two weeks
21 Aug - 23 Aug
In one month
4 Sep - 6 Sep
In two months
2 Oct - 4 Oct

Our top choices for Oldsmar bed & breakfast

Desk, laptop workspace, blackout drapes, iron/ironing board

1. The Knickerbocker by Delphius

The Knickerbocker by Delphius
3.0 star property
Hyde Park
The price is SAR 688
SAR 873 total
includes taxes & fees
12 Aug - 13 Aug
The Knickerbocker by Delphius
Beach

2. Tampa Heights Bungalow

Tampa Heights Bungalow
3.0 star property
Tampa Heights
9.6 out of 10, Exceptional, (207 reviews)
"We really enjoyed our stay & would highly recommend it. Kimberley was so helpful & the place is so clean & well situated. We both fell in love with Frank & will stay again when we are back in Tampa."
United Kingdom
Susan
The price is SAR 231
SAR 327 total
includes taxes & fees
9 Sep - 10 Sep
Tampa Heights Bungalow
Outdoor pool

3. 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, (74 reviews)
"Second time we stayed! We enjoyed it thanks"
United States
Jennifer
The price is SAR 259
SAR 518 total
includes taxes & fees
8 Sep - 9 Sep
Master BR private full bath,private entrance, exlusive use of pool, safe, quiet!
Exterior detail

4. Bohemian gardens

Bohemian gardens
Ybor City
7.6 out of 10, Good, (5 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.
The price is SAR 225
SAR 565 total
includes taxes & fees
10 Aug - 11 Aug
Bohemian gardens
Lobby sitting area

5. The Kenwood Gables B&B

The Kenwood Gables B&B
3.5 star property
Historic Kenwood
10.0 out of 10, Exceptional, (48 reviews)
"Staff were wonderful, place was very nice and breakfast was great!!!"
United States
barbara
The price is SAR 574
SAR 649 total
includes taxes & fees
10 Aug - 11 Aug
The Kenwood Gables B&B
Outdoor pool

6. Poolside Guest Suite in Mansion with Private Entrance & Bathroom. 4 Guest Max

Poolside Guest Suite in Mansion with Private Entrance & Bathroom. 4 Guest Max
Old Seminole Heights
9.6 out of 10, Exceptional, (5 reviews)
"Clean and cozy, close to airport, great communication with host"
United States
Olga B.
The price is SAR 603
SAR 771 total
includes taxes & fees
22 Aug - 23 Aug
Poolside Guest Suite in Mansion with Private Entrance & Bathroom. 4 Guest Max
Spa

7. The 1888 Hotel (103) Queen Studio Suite

The 1888 Hotel (103) Queen Studio Suite
Downtown St. Petersburg
10.0 out of 10, Exceptional, (2 reviews)
"What an awesome stay!! Loved the place and its cleanliness and convenience! Thank you and looking forward to booking again for next year’s event!!"
United States
Jersey O.
The 1888 Hotel (103) Queen Studio Suite
Terrace/patio

8. Las Olas of Treasure Island #7

Las Olas of Treasure Island #7
Sunshine Beach
10.0 out of 10, Exceptional, (1 review)
"As with the laat 2 visuts, the stay were again spectacular!Veey clean room, quiet, except for the thunderstorm and rain, but ill be using this property again!As stated with a couple of my other reviews, the location couldn't be better. Near everything! Food, entertainment, shopping, sunset views, the beach."
United States
Emmitt F.
The price is SAR 345
SAR 656 total
includes taxes & fees
9 Sep - 10 Sep
Las Olas of Treasure Island #7
Spa

9. The 1888 Hotel 302 (A/B/C) 2 Bed/1 Bath King Suite

The 1888 Hotel 302 (A/B/C) 2 Bed/1 Bath King Suite
Downtown St. Petersburg
10.0 out of 10, Exceptional, (2 reviews)
"Very well thought out rooms. Very clean. Had conversation with the GM several times as he was going around personally attending to things. And he found my keys I misplaced. Had a great time there"
United States
Hillary B.
The 1888 Hotel 302 (A/B/C) 2 Bed/1 Bath King Suite
Exterior

10. VIinoy House

VIinoy House
3.5 star property
Historic Old Northeast
7.2 out of 10, Good, (5 reviews)
"Beautiful decor and excellent location."
United States
Monica
The price is SAR 836
SAR 1,262 total
includes taxes & fees
10 Aug - 11 Aug
VIinoy House
Spa

11. 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.
The 1888 Hotel (306) Queen Studio Suite
Spa

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

The 1888 Hotel (Casita) 2Bed/1Bath Detached
Downtown St. Petersburg
8.0 out of 10, Very Good, (1 review)
"The 1888 is an unconventional “hotel,” really an unmanned guest house but one supported by 24 hour service by phone and text as needed. The reps were extremely responsive to any query and they keep in touch with multiple texts throughout the stay. The Casita is a private cottage at the rear of the property with two bedrooms to sleep 4 and a couch that doubles as a single bed; this place would not sleep 3 couples but it worked out fine for our group of 5. It is nicely appointed with a kitchen...
United States
Rob S.
The 1888 Hotel (Casita) 2Bed/1Bath Detached
Spa

13. The 1888 Hotel (206) Queen Studio Suite

The 1888 Hotel (206) Queen Studio Suite
Downtown St. Petersburg
The 1888 Hotel (206) Queen Studio Suite
Spa

14. 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.
The 1888 Hotel (204) Digital Nomad Queen Suite
Spa

15. The 1888 Hotel (304) Digital Nomad Queen Suite

The 1888 Hotel (304) Digital Nomad Queen Suite
Downtown St. Petersburg
The 1888 Hotel (304) Digital Nomad Queen Suite
Spa

16. The 1888 Hotel (102) ADA

The 1888 Hotel (102) ADA
Downtown St. Petersburg
The 1888 Hotel (102) ADA
Terrace/patio

17. Las Olas of Treasure Island #8

Las Olas of Treasure Island #8
Sunshine Beach
10.0 out of 10, Exceptional, (2 reviews)
"This is my second time staying at this property. Unfortunately, this entire area was hit very hard by the two hurricanes couple of years ago. They have completely renovated the entire place and changed the color scheme and it is just as fantastic, if not better than it was the first time I stayed here!!! The room again was clean and everything was in place.The outside courtyard area had the same kind of furnishings from when i stayed here in 2024.I can tell you that this place is very, very...
United States
Emmitt F.
The price is SAR 361
SAR 674 total
includes taxes & fees
9 Sep - 10 Sep
Las Olas of Treasure Island #8
Terrace/patio

18. Las Olas of Treasure Island #9

Las Olas of Treasure Island #9
Sunshine Beach
10.0 out of 10, Exceptional, (1 review)
"Worked great for us!"
United States
Amy M.
The price is SAR 347
SAR 743 total
includes taxes & fees
11 Aug - 12 Aug
Las Olas of Treasure Island #9
Spa

19. The 1888 Hotel (205) Honeymoon King Studio

The 1888 Hotel (205) Honeymoon King Studio
Downtown St. Petersburg
The 1888 Hotel (205) Honeymoon King Studio
Terrace/patio

20. Las Olas of Treasure Island #3

Las Olas of Treasure Island #3
Sunshine Beach
7.6 out of 10, Good, (4 reviews)
"Bath a little small but ok"
United States
Wade C.
The price is SAR 353
SAR 665 total
includes taxes & fees
9 Sep - 10 Sep
Las Olas of Treasure Island #3
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

Hyatt Regency Clearwater Beach Resort and Suites

Hyatt Regency Clearwater Beach Resort and Suites

10/10 Excellent
"Great location. Partial view room was amazing and extremely spacious. Housekeeping was amazing and the resort staff were so welcoming and helpful."
Charles 3-night trip
Posted 1 hour ago
Hyatt Regency Clearwater Beach Resort and Suites

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 private yard and unique décor. The Kenwood Gables B&B: 5 rooms. 17.6 mi (28.3 km) from the downtown core. Enjoy the free full breakfast and patio area. VIinoy House: 6 rooms. Situated 17.8 mi (28.6 km) from the heart of Oldsmar. Poolside Guest Suite in Mansion with Private Entrance & Bathroom. 4 Guest Max: 12.3 mi (19.8 km) from the heart of downtown. Master BR private full bath,private entrance, exlusive use of pool, safe, quiet!: Located 9.1 mi (14.6 km) from the core of Oldsmar. Enjoy the in-room pools and outdoor swimming pool.
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 Busch Gardens Tampa Bay 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.