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Check prices for these dates

Next weekend
16 May - 18 May
In two weeks
23 May - 25 May
In one month
6 Jun - 8 Jun
In two months
4 Jul - 6 Jul

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

Rockin' home near Hard Rock, Fairgrounds, and MidFlorida Amphitheater.
Fridge, microwave, oven, stovetop

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

9.8 out of 10, Exceptional, (66)
"Place was very clean and great for our short family stay. Owners were flexible and worked with us regarding early arrival time. "
The price is AED 466
AED 1,026 total
includes taxes & fees
19 May - 20 May
Rockin' home near Hard Rock, Fairgrounds, and MidFlorida Amphitheater.
Bush Gardens, USF, Hard Rock group stay!
Miscellaneous

Bush Gardens, USF, Hard Rock group stay!

8.8 out of 10, Excellent, (25)
"Everything as described. Nice place!"
The price is AED 452
AED 1,313 total
includes taxes & fees
27 May - 28 May
Bush Gardens, USF, Hard Rock group stay!
House with unique style 3/2 Near Raymond Stadium
Fridge, microwave, oven, dishwasher

House with unique style 3/2 Near Raymond Stadium

8.4 out of 10, Very Good, (49)
"Overall for a one night stay, this rental was adequate for 2 couples. To bump the rating, it would of been nice to have coffee grounds provided for at least one pot. The bedrooms are very dim, so small side table lamps would be helpful. "
The price is AED 459
AED 961 total
includes taxes & fees
12 May - 13 May
House with unique style 3/2 Near Raymond Stadium
Vacation guest house
Beach

Vacation guest house

7.6 out of 10, Good, (19)
"Good value and location"
The price is AED 202
AED 300 total
includes taxes & fees
8 May - 9 May
Vacation guest house
Paradise! in Tampa, Pool, water fall, 3 min form Bush Garden, Adventure Island
Outdoor pool

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

9.0 out of 10, Wonderful, (21)
"Great fenced yard for dog. House is clean and neat. Enjoyable. Close to nearby attractions. House needs a bit of tlc. Over allpositive. "
The price is AED 808
AED 2,162 total
includes taxes & fees
12 May - 13 May
Paradise! in Tampa, Pool, water fall, 3 min form Bush Garden, Adventure Island
Charming Clean Studio in Downtown Clearwater
1 bedroom, iron/ironing board, free WiFi

Charming Clean Studio in Downtown Clearwater

10.0 out of 10, Exceptional, (12)
"Excellent accommodations "
The price is AED 309
AED 586 total
includes taxes & fees
8 May - 9 May
Charming Clean Studio in Downtown Clearwater
Amenity Paradise! Theater, Game-room, Mini Golf, Outdoor Bowling & Hot Tub!
Interior

Amenity Paradise! Theater, Game-room, Mini Golf, Outdoor Bowling & Hot Tub!

10.0 out of 10, Exceptional, (15)
"Trip was awesome with lots to do and theme style rooms added to the appeal of our stay. Everyone enjoyed themselves and located very close to a lot of family fun attractions and things to do. Would definitely stay again."
The price is AED 1,690
AED 3,927 total
includes taxes & fees
26 May - 27 May
Amenity Paradise! Theater, Game-room, Mini Golf, Outdoor Bowling & Hot Tub!
Quiet Indian Shores Beach House one mile from the sand with Game Room.
Fridge, microwave, oven, stovetop

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

8.8 out of 10, Excellent, (33)
"We enjoyed our stay here, we had everything we needed. House was clean, easy to find, great location to the beach we were visiting."
Quiet Indian Shores Beach House one mile from the sand with Game Room.
Tampa Stylish Bungalow Oasis
Private kitchen

Tampa Stylish Bungalow Oasis

9.6 out of 10, Exceptional, (25)
"It had everything you need. "
The price is AED 411
AED 1,043 total
includes taxes & fees
13 May - 14 May
Tampa Stylish Bungalow Oasis
Blue Water Beachside Suite 3
On the beach

Blue Water Beachside Suite 3

8.0 out of 10, Very Good, (20)
"This location is perfect for a short term stay. The unit is a little tired, but as I say, perfect for a short term stay. The owners were extremely communicative. No problems at all. I would book it again for a short term stay."
The price is AED 424
AED 1,126 total
includes taxes & fees
11 May - 12 May
Blue Water Beachside Suite 3
Paradise Privacy Cottage
Outdoor dining

Paradise Privacy Cottage

9.4 out of 10, Exceptional, (15)
"Our visit coincided with a FL cold snap but still had a great time. Cottage was perfect for my husband and me and our 2 beagle fur babies. Exactly as listed! Cozy and private!"
The price is AED 294
AED 613 total
includes taxes & fees
11 May - 12 May
Paradise Privacy Cottage
Pet-Friendly Gulfport Home: Walkable Location!
TV

Pet-Friendly Gulfport Home: Walkable Location!

9.0 out of 10, Wonderful, (12)
"My family only needed a day away but the charm was undeniable and we wish we could have stayed longer."
Pet-Friendly Gulfport Home: Walkable Location!
Modern Heater pool house tampa. Close to the park and zoo
3 bedrooms, desk, iron/ironing board, travel crib

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

9.8 out of 10, Exceptional, (104)
"The house and pool were great! We were very happy with our whole experience "
The price is AED 624
AED 1,357 total
includes taxes & fees
18 May - 19 May
Modern Heater pool house tampa. Close to the park and zoo
5805 S Hubert Ave · Charming Tropical Pool Retreat w Hot Tub
A heated pool

5805 S Hubert Ave · Charming Tropical Pool Retreat w Hot Tub

9.4 out of 10, Exceptional, (44)
"We wanted to check out south Tampa and we’re happy with this location for our two week stay. Kids loved the pool and hot tub everyday! "
The price is AED 628
AED 1,694 total
includes taxes & fees
3 Jun - 4 Jun
5805 S Hubert Ave · Charming Tropical Pool Retreat w Hot Tub
Cozy Beach House Indian Shores
Sun loungers, beach towels

Cozy Beach House Indian Shores

9.4 out of 10, Exceptional, (20)
"The location was very convenient and in walking distance to the beach. There were plenty of shops, restaurants, and activities."
Cozy Beach House Indian Shores
Live like a local, Heated Pool, steps from the beach. BTR# 1644
Beach nearby, sun loungers, beach towels

Live like a local, Heated Pool, steps from the beach. BTR# 1644

9.8 out of 10, Exceptional, (139)
"This property, perfectly situated, is the ideal choice for anyone wishing to escape, rejuvenate, enjoy life as a beach enthusiast, and discover amazing local restaurants renowned for their excellent seafood."
Live like a local, Heated Pool, steps from the beach. BTR# 1644
Stunning Bay Waterfront Home with Jacuzzi. Walk to beautiful BEACH
Property grounds

Stunning Bay Waterfront Home with Jacuzzi. Walk to beautiful BEACH

9.8 out of 10, Exceptional, (29)
"On the water and close to all you need "
Stunning Bay Waterfront Home with Jacuzzi. Walk to beautiful BEACH
A private beachfront condo just steps from beach
Property grounds

A private beachfront condo just steps from beach

9.8 out of 10, Exceptional, (50)
"Clean, had all the beach things we needed pool was clean."
A private beachfront condo just steps from beach
Secluded Lakefront House short drive to Beaches, Busch Gardens, Stadium, Disney
Beach towels

Secluded Lakefront House short drive to Beaches, Busch Gardens, Stadium, Disney

10.0 out of 10, Exceptional, (120)
"Our annual visit for thanksgiving through new year’s always a delight at this location. Close to all of our family."
Secluded Lakefront House short drive to Beaches, Busch Gardens, Stadium, Disney
9 Minutes to Indian Rocks Beach! Fenced Backyard, Pets Allowed! Pool & Grill ~ Gooden Crossing Home
Beach

9 Minutes to Indian Rocks Beach! Fenced Backyard, Pets Allowed! Pool & Grill ~ Gooden Crossing Home

9.2 out of 10, Wonderful, (12)
"Pretty centralized location, almost everything within about 10min drive. We'll definitely book again in the future."
9 Minutes to Indian Rocks Beach! Fenced Backyard, Pets Allowed! Pool & Grill ~ Gooden Crossing Home
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
Beach nearby, beach volleyball, fishing

Sailport Waterfront Suites

3.5 star property
8.4 out of 10, Very Good, (4506)
"This is a very nice resort. We really enjoyed our stay."
The price is AED 390
AED 505 total
includes taxes & fees
1 Jun - 2 Jun
Sailport Waterfront Suites
Sunset Vistas Two Bedroom Beachfront Suites
2 outdoor pools, open 9:00 AM to 10:00 PM, pool umbrellas, sun loungers

Sunset Vistas Two Bedroom Beachfront Suites

3.5 star property
8.8 out of 10, Excellent, (3204)
"Friendly staff near beach great stay "
The price is AED 707
AED 890 total
includes taxes & fees
20 May - 21 May
Sunset Vistas Two Bedroom Beachfront Suites
Mint House St. Petersburg - Downtown
Standard Studio, Kitchen, Corner | Terrace/patio

Mint House St. Petersburg - Downtown

4.5 star property
9.4 out of 10, Exceptional, (600)
"Location was great, close to everything. "
The price is AED 380
AED 430 total
includes taxes & fees
19 May - 20 May
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.