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Search results; Over 1,000 homes in Oldsmar

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Top guest favourite
Bungalow in Oldsmar
salt living at its best
1 bedroom, 2 beds, 1 private bathroom
21–26 Sept
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4.96 out of 5 average rating, 204 reviews
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Guest favourite
Home in Oldsmar
Oldsmar Oasis
2 bedrooms, 3 beds, 2 bathrooms
11–16 Oct
4.92 out of 5 average rating, 12 reviews
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Guest favourite
Home in Oldsmar
Sunny Florida Pool Escape
3 bedrooms, 5 beds, 2 bathrooms
10–15 Oct
4.88 out of 5 average rating, 17 reviews
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Top guest favourite
Home in Oldsmar
Sunny Oasis: Villa Retreat
2 bedrooms, 3 beds, 2 bathrooms
4–9 Oct
4.96 out of 5 average rating, 99 reviews
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Top guest favourite
Guest suite in Oldsmar
Lemon tree
1 bedroom, 1 queen bed, 1 bathroom
16–23 Sept
4.95 out of 5 average rating, 78 reviews
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Home in Oldsmar
Luxury Bayfront Escape
5 bedrooms, 6 beds, 4 bathrooms
15–20 Sept
5.0 out of 5 average rating, 4 reviews
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Home in Oldsmar
Florida Fun Villa
2 bedrooms, 2 beds, 2 bathrooms
15–20 Sept
New place to stay
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Top guest favourite
Home in Safety Harbor
Downtown Safety Harbor • Walk to Main St • Arcade•
2 bedrooms, 3 beds, 2 bathrooms
22–27 Sept
5.0 out of 5 average rating, 48 reviews
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Top guest favourite
Home in Clearwater
Luxury Clearwater Home • Heated Pool + Near Beach
4 bedrooms, 5 beds, 2 bathrooms
26 Sept – 1 Oct
4.99 out of 5 average rating, 98 reviews
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Top guest favourite
Room in Palm Harbor
Well Appointed 100% Private Room/Suite/Lake View
1 queen bed, 1 bathroom
17–22 Sept
4.96 out of 5 average rating, 272 reviews
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Top guest favourite
Guest suite in Safety Harbor
Suite Sunshine - An Artist's Delight
1 bedroom, 1 queen bed, 1 bathroom
27 Sept – 2 Oct
5.0 out of 5 average rating, 56 reviews
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Guest favourite
Home in Clearwater
Designer Home | 10 Min to Dunedin Waterfront
3 bedrooms, 3 beds, 2 bathrooms
29 Sept – 4 Oct
5.0 out of 5 average rating, 19 reviews
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Top guest favourite
Villa in Palm Harbor
Coastal Cottage | Top 1% Airbnb Worldwide
2 bedrooms, 4 beds, 1.5 bathrooms
15–20 Sept
5.0 out of 5 average rating, 53 reviews
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Top guest favourite
Room in Palm Harbor
Private Suite, 1 bedroom, 1 bathroom, pool, patio
1 king bed, 1 bathroom
30 Sept – 5 Oct
4.97 out of 5 average rating, 395 reviews
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Top guest favourite
Home in Safety Harbor
Quiet Safety Harbor Retreat Near Clearwater Beach
2 bedrooms, 2 beds, 2 bathrooms
24–29 Sept
5.0 out of 5 average rating, 8 reviews
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Guest favourite
Home in Oldsmar
Tropicoquette|Beach|Pool|Airport|Clearwater|STPete
3 bedrooms, 5 beds, 3 bathrooms
14–19 Oct
5.0 out of 5 average rating, 5 reviews
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Top guest favourite
Home in Dunedin
Coastal Dunedin Suite Near Beaches
2 bedrooms, 3 beds, 1 bathroom
15–20 Sept
5.0 out of 5 average rating, 7 reviews
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Guest favourite
Home in Safety Harbor
2/1 Modern City Stay | Best Downtown Location
2 bedrooms, 3 beds, 1 bathroom
19–24 Sept
4.93 out of 5 average rating, 14 reviews
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Top guest favourite
Home in Palm Harbor
Checkmate Cottage | Fire Pit + Putting Green
2 bedrooms, 3 beds, 1 bathroom
2–7 Oct
5.0 out of 5 average rating, 9 reviews