Holiday Homes in Oldsmar

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Featured Holiday Homes in Oldsmar and around

House with unique style 3/2 Near Raymond Stadium

9.0 out of 10, Wonderful, (27)
"The place was nice and roomy. The beds were comfortable and there were amenities available. This place was close to many restaurants and stores."
The price is €254
includes taxes & fees
4 Jan - 5 Jan 2025
House with unique style 3/2 Near Raymond Stadium

Rockin' home near Hard Rock, Fairgrounds, and MidFlorida Amphitheater.

9.8 out of 10, Exceptional, (39)
"The location is ideally suited for close proximity to the Hard Rock Fair Grounds. There were 3 good size bedrooms with two of the bedrooms spacious enough for an additional cot The house was comfortably decorated in a music theme with vinyl record decor prevalent in the decor and a comfortable kitchen/eating area. The neighborhood was set back with what appeared to be a redneck flair and the homes were somewhat dated but seemed to be a rather quiet neighborhood. We were there to visit family in...
The price is €276
includes taxes & fees
15 Jan - 16 Jan 2025
Rockin' home near Hard Rock, Fairgrounds, and MidFlorida Amphitheater.

Golden Greek Getaway - 2 / 1 in Heart of Tampa

8.8 out of 10, Excellent, (30)
"Area is very dark in kind of a sketchy neighborhood. The front door outside light wasn't working at all. "
The price is €214
includes taxes & fees
1 Jan - 2 Jan 2025
Golden Greek Getaway - 2 / 1 in Heart of Tampa

Bush Gardens, USF, Hard Rock group stay!

9.0 out of 10, Wonderful, (6)
"We were very happy with it. It served our purpose of having somewhere to stay besides a hotel for 8 of us before our cruise.,"
The price is €340
includes taxes & fees
1 Jan - 2 Jan 2025
Bush Gardens, USF, Hard Rock group stay!

Beach View, Private Plunge Pool, Charming 1938 Bungalow Madeira Beach Johns Pass

9.6 out of 10, Exceptional, (213)
"Everything was as stated: Very pleasant and great area to visit"
Beach View, Private Plunge Pool, Charming 1938 Bungalow Madeira Beach Johns Pass

Breezy ‘White Sands House’ Steps to Gulf Shore!

9.6 out of 10, Exceptional, (96)
"We were happy with the location and the house. We found a friendly host when we arrived. He answered all.our questions and gave us a tour. The place was clean and super comfortable. We enjoyed the close proximity to the beach. We would definitely recommend this place.. comfortable. "
Breezy ‘White Sands House’ Steps to Gulf Shore!

Vacation guest house

8.8 out of 10, Excellent, (9)
"I was at a Clay Target competition in Odessa and found a very nice 1 bedroom BnB in Holiday Fl. "
The price is €83
includes taxes & fees
1 Jan - 2 Jan 2025
Vacation guest house

Beach Side Cottage 20 / Walk to the beach!

10.0 out of 10, Exceptional, (12)
"Loved everything. Only critique was the outside light from the two story behind it shown into the bedroom, even with blinds closed. "
Beach Side Cottage 20 / Walk to the beach!

Delightful and Quaint 3BR/2BA Ybor Bungalow

9.2 out of 10, Wonderful, (45)
"Nice location, it worked for us during our work vacation. Beds were a little stiff but had all necessities. And convenient to restaurants."
Delightful and Quaint 3BR/2BA Ybor Bungalow

House one minute from a beach, heated pool with a kids safety automatic cover.

9.8 out of 10, Exceptional, (202)
"Very clean. Pool was heated and very nice. Hosts were very good at responding."
House one minute from a beach, heated pool with a kids safety automatic cover.

Cozy private 1 bedroom & bath Suite in the "Sunshine City" min's to beaches/city

9.6 out of 10, Exceptional, (87)
"Cozy, comfortable and a bit quirky in a good way. "
Cozy private 1 bedroom & bath Suite in the "Sunshine City" min's to beaches/city

Comfortable Beach Cottage w/Pool & Awesome Backyard, just steps to Beach

10.0 out of 10, Exceptional, (169)
"Lovely property, well supplied with all that we needed, and we so enjoyed the beach! Fun area to be in. Brett was very easy to communicate with and supplied us with a couple extra things that we needed. "
Comfortable Beach Cottage w/Pool & Awesome Backyard, just steps to Beach

Spacious and Cozy House Close to Everything

9.8 out of 10, Exceptional, (21)
"Property was awesome. Beautiful living space. Very clean as well. And surprisingly spacious."
The price is €320
includes taxes & fees
12 Jan - 13 Jan 2025
Spacious and Cozy House Close to Everything

Newly Renovated Studio for 2! Great Location in Tampa, FL

10.0 out of 10, Exceptional, (3)
"I throughly enjoyed my stay. Communication was top notch! Everything was absolutely wonderful. I will stay again if I have the chance. Excellent find!! "
The price is €246
includes taxes & fees
12 Jan - 13 Jan 2025
Newly Renovated Studio for 2! Great Location in Tampa, FL

JWResidence - Townhome

9.8 out of 10, Exceptional, (17)
"Had a good time"
The price is €175
includes taxes & fees
9 Jan - 10 Jan 2025
JWResidence - Townhome

Centrally-located Beach House with direct access to a secluded beach!

10.0 out of 10, Exceptional, (78)
"Thanks for the great place to stay"
Centrally-located Beach House with direct access to a secluded beach!

The Coastal Cottage

9.8 out of 10, Exceptional, (43)
"Place was great, clean, and convenient to the activities we planed to do. Would stay again five stars."
The Coastal Cottage

Beachside Courtyard Retreat 15A / Steps to Clearwater Beach!

9.8 out of 10, Exceptional, (6)
"It was a very very lovely place. A few steps from the beach. I highly recommend this place to anyone going to Clearwater Beach for a vacation or whatever your reason for being there. Very clean , very quiet , very beautiful. I will be going back and hope to stay there in the near future"
Beachside Courtyard Retreat 15A / Steps to Clearwater Beach!

Private room and bathroom in beautiful Tarpon Spring only minutes to beaches!

9.8 out of 10, Exceptional, (10)
"The rental car as extremely clean, I dropped a bottle of eye drops that rolled under the nightstand, I ended up laying on the floor and reaching under the table to retrieve it. Not a speck of dust The bottle of wine was a nice surprise, we sat out on the patio Friday night enjoying a picnic and wine, in the distance we could here the sounds of a local high school football game I would definitely stay there again "
Private room and bathroom in beautiful Tarpon Spring only minutes to beaches!

Beautiful 3 bedroom residential home with pool

7.0 out of 10, Good, (9)
"Very convenient to airport and Raymond james stadium"
Beautiful 3 bedroom residential home with pool
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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Other property types in Oldsmar

Sailport Waterfront Suites

3.5 star property
8.4 out of 10, Very good, (4348)
"Everything was great only downfall only one elevator worked! Everything else great! Will return again!"
The price is €171
includes taxes & fees
14 Jan - 15 Jan 2025
Sailport Waterfront Suites

Chase Suite Hotel Rocky Point Tampa

3.0 star property
7.6 out of 10, Good, (4668)
"The property is a bit older and it shows."
The price is €155
includes taxes & fees
1 Jan - 2 Jan 2025
Chase Suite Hotel Rocky Point Tampa

Mint House St. Petersburg - Downtown

4.5 star property
9.4 out of 10, Exceptional, (525)
"Everyone is so nice there. Rooms are nice and big."
The price is €176
includes taxes & fees
26 Jan - 27 Jan 2025
Mint House St. Petersburg - Downtown
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.