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Compare 5492 Vacation Homes in Oldsmar with updated reviews, rates, and availability.

Bush Gardens, USF, Hard Rock group stay!

8.8 out of 10, Excellent, (17)
"It was great and close to everything!"
The price is AED 404
AED 1,252 total
includes taxes & fees
1 Apr - 2 Apr
Bush Gardens, USF, Hard Rock group stay!

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

9.8 out of 10, Exceptional, (58)
"Only stayed for one night, was overall pretty good, there were a couple small things that prove to be slightly inconvenient. Nothing super big though, overall a great time!"
The price is AED 404
AED 941 total
includes taxes & fees
30 Mar - 31 Mar
Rockin' home near Hard Rock, Fairgrounds, and MidFlorida Amphitheater.

Vacation guest house

7.8 out of 10, Good, (16)
"Clean, simple, perfect for a quick overnight stay. Location is close to lots of food choices and walmart. Checking in was easy. Would suggest better pillows but other than that, super happy especially for the price!"
The price is AED 202
AED 300 total
includes taxes & fees
24 Mar - 25 Mar
Vacation guest house

House with unique style 3/2 Near Raymond Stadium

8.4 out of 10, Very Good, (40)
"Stayed for one night and it was perfectly located to our concert venue! Had enough room for 5 people. Great location!"
The price is AED 459
AED 994 total
includes taxes & fees
25 Mar - 26 Mar
House with unique style 3/2 Near Raymond Stadium

Fun & Cheerful - 4009 W Pearl Ave · Fun & Cheerful Mini Golf Pool Home

9.0 out of 10, Wonderful, (16)
"Best house in the neighborhood. Clean and spacious open plan. Comfortable beds. Updated. Would gladly stay again. Other than a squeaky bedroom door and no shampoo in one of the bathrooms, it was a pleasant stay."
The price is AED 1,006
AED 2,189 total
includes taxes & fees
28 Mar - 29 Mar
Fun & Cheerful - 4009 W Pearl Ave · Fun & Cheerful Mini Golf Pool Home

* Cozy Beach House * Look No Further *

10.0 out of 10, Exceptional, (148)
"We really enjoyed our stay at this property. The host was great to work with, any questions I had she was quick to respond. The backyard felt like we were in a tropical setting. Loved everything about the property."
The price is AED 731
AED 1,788 total
includes taxes & fees
6 Apr - 7 Apr
* Cozy Beach House * Look No Further *

Paradise! in Tampa, Pool, water fall, 3 min form Bush Garden, Adventure Island

9.0 out of 10, Wonderful, (18)
"House is very nice - master bed very comfy. Neighborhood not so pleasant "
The price is AED 808
AED 2,122 total
includes taxes & fees
23 Mar - 24 Mar
Paradise! in Tampa, Pool, water fall, 3 min form Bush Garden, Adventure Island

Charming Clean Studio in Downtown Clearwater

9.8 out of 10, Exceptional, (9)
"Would definitely stay again "
The price is AED 517
AED 888 total
includes taxes & fees
23 Mar - 24 Mar
Charming Clean Studio in Downtown Clearwater

Tampa Stylish Bungalow Oasis

9.8 out of 10, Exceptional, (23)
"House is super cute & incredibly clean. NOTE: there are stairs up to the house that we didn’t notice, which was a problem for a friend in a wheelchair, but we made it work. Overall, VERY pleased & would recommend it to anyone visiting Tampa. "
The price is AED 533
AED 1,191 total
includes taxes & fees
8 Apr - 9 Apr
Tampa Stylish Bungalow Oasis

Paradise Privacy Cottage

9.0 out of 10, Wonderful, (9)
"Located a 20 minute walk to both the waterfront and downtown Dunedin, this private cottage offers a quiet environment both inside and on the enclosed patio. Cisco, the owner, was friendly, helpful and responsive to our questions during our stay.A very enjoyable 2 week visit."
The price is AED 312
AED 634 total
includes taxes & fees
25 Mar - 26 Mar
Paradise Privacy Cottage

Spectacular Lake Front House

2.0 star property
10.0 out of 10, Exceptional, (9)
"Location was perfect for hosting our intimate wedding and house and amenities where perfect for our needs. "
Spectacular Lake Front House

Endless Summer Pool Vibes

8.8 out of 10, Excellent, (10)
"The house is in a good location and has everything you need."
Endless Summer Pool Vibes

Fun & Family-Friendly Largo Home | Heated Pool!

Fun & Family-Friendly Largo Home | Heated Pool!

Modern Heater pool house tampa. Close to the park and zoo

9.8 out of 10, Exceptional, (96)
"This house is very nice and the host is second to none. Each time we had an issue, which were few, was promptly resolved. The neighborhood was wonderful and the house is close to all of your needs. We tried to rent again for next year and it was already reserved. It would be a place I’d love to go back to. Thanks to Natholy and her husband for a great winter getaway. "
The price is AED 624
AED 1,372 total
includes taxes & fees
4 Apr - 5 Apr
Modern Heater pool house tampa. Close to the park and zoo

Johns Pass Fisherman's Cove & Cottage

10.0 out of 10, Exceptional, (71)
"Beautiful spot right on the water. Immaculately designed and cared for by the owner. Prompt communication and effortless self check-in. Shops, restaurants, and boardwalk are just a few minutes walk. Will definitely try to book here again next time I'm in the area. "
The price is AED 602
AED 1,317 total
includes taxes & fees
8 Apr - 9 Apr
Johns Pass Fisherman's Cove & Cottage

Waterfront Home with Beautiful Views and a Boat Dock. Two Blocks from the Beach!

10.0 out of 10, Exceptional, (68)
"As other raters have mentioned, this house has a bunch of stairs, so beware if that is an issue for you. Otherwise though, we found this spot to be perfect for our family of 5 (kids ages 6-9). The pictures don’t show what McKay park looks like now, but it is a WONDERFUL park with pickleball courts. The house came with paddles, and the kids and I had a blast on the courts, as well as the playground! Walkable to a bunch of restaurants. Just a street over from the beach. The house was comfortable...
Waterfront Home with Beautiful Views and a Boat Dock. Two Blocks from the Beach!

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

9.6 out of 10, Exceptional, (222)
"The place was so comfortable and convenient to everything. The host was so accommodating. The beach was right there and they had everything we needed to enjoy our time. thank you so much. We will return!"
The price is AED 918
AED 2,030 total
includes taxes & fees
7 Apr - 8 Apr
Beach View, Private Plunge Pool, Charming 1938 Bungalow Madeira Beach Johns Pass

Blue Water Beachside Suite 3

8.0 out of 10, Very Good, (17)
"Very cute and in a great location! Very clean!"
The price is AED 598
AED 1,366 total
includes taxes & fees
16 Apr - 17 Apr
Blue Water Beachside Suite 3

Quiet Indian Shores Beach House one mile from the sand with Game Room.

8.8 out of 10, Excellent, (26)
"I gave this stay a 4 out of 5 for the following reasons. First the good; great location only a five minute drive to the beach. Four bedrooms worked great for our size family and the kitchen was nicely updated. Game room was a nice touch as was the coffee bar/keurig and large dining room and living room, good space for larger groups. Interior was clean and no bugs seen for three days stay(thank you!).This stay did not get 5 stars for the following reasons. The property was exactly as advertised...
Quiet Indian Shores Beach House one mile from the sand with Game Room.

Adorable Oasis - Pool + Arcade - Ace Location

9.2 out of 10, Wonderful, (26)
"Everything was set to be expected..Commination was no problem. Felt as if the property manager was attentive and always answered back in timely matter..id book again."
Adorable Oasis - Pool + Arcade - Ace Location
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, (4429)
"Had a beautiful view and good food and drinks at the pool bar "
The price is AED 604
AED 746 total
includes taxes & fees
30 Mar - 31 Mar
Sailport Waterfront Suites

Chase Suite Hotel Rocky Point Tampa

3.0 star property
7.6 out of 10, Good, (4876)
"Staff was great. "
The price is AED 566
AED 636 total
includes taxes & fees
23 Mar - 24 Mar
Chase Suite Hotel Rocky Point Tampa

Sunset Vistas Two Bedroom Beachfront Suites

3.5 star property
8.8 out of 10, Excellent, (3174)
"Quiet beautiful ocean and view"
The price is AED 1,243
AED 1,496 total
includes taxes & fees
20 Apr - 21 Apr
Sunset Vistas Two Bedroom Beachfront Suites
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.