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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, 205 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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Home in Oldsmar
Florida Fun Villa
2 bedrooms, 2 beds, 2 bathrooms
16–21 Sept
New place to stay
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Home in Oldsmar
Luxury Bayfront Escape
5 bedrooms, 6 beds, 4 bathrooms
16–21 Sept
5.0 out of 5 average rating, 4 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
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
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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Guest favourite
Home in Safety Harbor
Walk downtown/water, sleeps 4, Cottage dream
1 bedroom, 1 queen bed, 1 bathroom
18–23 Oct
4.83 out of 5 average rating, 6 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
16–21 Sept
5.0 out of 5 average rating, 53 reviews
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Top guest favourite
Guest house in Tampa
Hidden Gem • Stylish & Insta-Ready • Free Decor
1 bedroom, 2 beds, 1 bathroom
20–25 Sept
5.0 out of 5 average rating, 35 reviews
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Superhost
Home in Clearwater
Private Pool | Large Yard | Near Clearwater Beach
3 bedrooms, 3 beds, 2 bathrooms
20–25 Sept
New place to stay
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Top guest favourite
Room in Palm Harbor
Private Suite, 1 bedroom, 1 bathroom, pool, patio
1 king bed, 1 bathroom
25–30 Oct
4.97 out of 5 average rating, 395 reviews
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Top guest favourite
Home in Palm Harbor
Private Pool! Tropical Beaches! Palm Harbor, FL
3 bedrooms, 5 beds, 2 bathrooms
16–21 Sept
4.92 out of 5 average rating, 60 reviews
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Guest favourite
Guest suite in Tampa
The litle nest 2
1 bedroom, 1 bed, 1 bathroom
16–21 Sept
4.98 out of 5 average rating, 242 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