House holiday rentals in Oldsmar
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Top-rated house rentals in Oldsmar
Guests agree: these houses are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for house rentals in Oldsmar
House rentals with a pool
Home in Tampa
4.97 out of 5 average rating, 110 reviewsDowntown Tampa Pool House! Walk to Armature Works!
24–31 Dec
Home in Palm Harbor
4.98 out of 5 average rating, 111 reviewsTropical Getaway w/Heated Pool & King Beds
28 Oct – 4 Nov
Home in Dunedin
4.95 out of 5 average rating, 111 reviewsDunedin Coastal- heated saltwater POOL & beaches
4–11 Oct
Home in Tampa
4.83 out of 5 average rating, 122 reviewsEntire residential home, Tampa. 3/2, Pool.
4–11 Oct
Home in Palm Harbor
4.97 out of 5 average rating, 107 reviewsFeels Like Home - 3/2 pool home that sleeps 6
31 Aug – 7 Sep
Home in Port Richey
4.85 out of 5 average rating, 130 reviewsPenwood Pool Villa
14–21 Dec
Home in Dunedin
4.92 out of 5 average rating, 171 reviewsAmazing Heated Pool &HOT TUB Home 7 Mile To Beach!
20–27 Jul
Home in Holiday
4.91 out of 5 average rating, 106 reviewsFun, Spacious and Modern Waterfront Pool Home
12–19 Apr
Weekly house rentals
Home in Oldsmar
4.85 out of 5 average rating, 67 reviewsPrivate In-Law Suite with Beautiful Bay View
11–18 Jan
Home in Oldsmar
4.89 out of 5 average rating, 96 reviewsCoastal themed home near beach and airport
22–29 Nov
Home in Palm Harbor
4.9 out of 5 average rating, 20 reviewsComfort, Cozy & Only A Little Drive to the Beach!
1–8 May
Home in Palm Harbor
4.96 out of 5 average rating, 26 reviewsCozy home 15 mins to beach
11–18 Jun
Home in Oldsmar
4.99 out of 5 average rating, 73 reviewsFountain House On Timberbay Lake
4–11 Jul
Home in Tampa
4.91 out of 5 average rating, 35 reviewsA quiet place/welcoming inside & free parking
29 Dec – 5 Jan
Home in Palm Harbor
4.97 out of 5 average rating, 38 reviewsHatties Hill Florida
17–24 Apr
Home in Palm Harbor
5.0 out of 5 average rating, 15 reviewsCasa Del Sole
24 Sep – 1 Oct
Private house rentals
Home in Tampa
4.91 out of 5 average rating, 81 reviewsHouse at North Tampa 3BR & 2BA + Backyard
26 Sep – 3 Oct
Home in Palm Harbor
5.0 out of 5 average rating, 18 reviewsMinutes to beach sunsets! 3BR/2B
4–11 Jul
Home in Palm Harbor
5.0 out of 5 average rating, 37 reviewsCheerful 2 Bedroom House _ French doors to Patio
29 Jun – 6 Jul
Home in Palm Harbor
5.0 out of 5 average rating, 15 reviewsPalm Harbor Retreat
15–22 Aug
Home in Odessa
4.91 out of 5 average rating, 22 reviewsKeystone cottage close to beaches
2–9 Oct
Home in Safety Harbor
4.93 out of 5 average rating, 14 reviewsSafety Harbor Retreat
11–18 Aug
Home in Palm Harbor
5.0 out of 5 average rating, 5 reviewsSunset at The Palms l .6 miles to Crystal Beach
16–23 Sep
Home in Oldsmar
4.92 out of 5 average rating, 24 reviewsAmazing Private Beach Home
13–20 Aug
Quick stats about house rentals in Oldsmar
Total rentals
70 properties
Rentals with a pool
40 properties have a pool
Pet-friendly rentals
40 properties allow pets
Family-friendly rentals
50 properties are a good fit for families
Total number of reviews
1.9K reviews
Nightly prices starting at
€ 28 before taxes and fees
Destinations to explore
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