Holiday rentals in Oldsmar
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Top-rated holiday rentals in Oldsmar
Guests agree: these stays are highly rated for location, cleanliness, and more.
Guest favourite
Home in Tampa
*Waterfront* Kayaks & Bikes - Papa’s Rustic Cabin
Papa’s Cozy, Rustic, Oceanfront Fishing Cabin. Brand new dock installed January 2024! 2 kayaks, 2 bikes, & fishing rods provided. Old Florida style neighborhood near charming Oldsmar on a Saltwater Gulf canal, only a few houses down from open bay. Great for the outdoorsy vacationer. The depth of the canal moves up and down with the tides. It’s usually shallow but has many fish in high tide. Proudly dog friendly! Not suited for everyone. If you’re looking for luxury this is not the place for you!
8–15 Jun
$238 SGD per night
4.78 out of 5 average rating, 221 reviews
Guest favourite
Tiny home in Oldsmar
Louisa's Cottage
This Cottage is located in the heart of Oldsmar. Walking distance to many of Oldsmar’s main attractions, beaches and parks 3 blocks away &Amazing variety of restaurants ,This Private1BD/1BA Cottage is split down the middle you have your own entrance And private space to yourself. Don’s place is on your left and Louisa’s cottage is on your right side.This charming cottage was built in 1925 with great craftsmanship, from the wainscoting to crown mouldings .Relax and enjoy a key west Atmosphere.
10–17 Nov
$123 SGD per night
4.96 out of 5 average rating, 237 reviews
Guest favourite
Guest house in Palm Harbor
Private Suite, 1 bedroom, 1 bathroom, pool, patio
Private suite located in Palm Harbor with king-size bed, Split unit A/C Amenities include: Large Bathroom with Jacuzzi, Walk-in Shower, Double sink Vanity. Access to Patio, Swimming Pool , Backyard and Sundeck. Room includes small refrigerator/freezer, Microwave, Coffee maker, Espresso, Iron and much more. Bistro set in room. Private entrances to room and patio/backyard. Cable TV, Netflix and Wi-Fi included. Centrally located to Restaurants and shopping. 10 mins. to the beach/Pinellas Trail.
3–10 Sep
$137 SGD per night
4.97 out of 5 average rating, 190 reviews
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Quick stats about holiday rentals in Oldsmar
Total rentals | 130 properties |
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Rentals with a pool | 60 properties have a pool |
Pet-friendly rentals | 60 properties allow pets |
Family-friendly rentals | 70 properties are a good fit for families |
Total number of reviews | 3.6K reviews |
Nightly prices starting at | $27 SGD before taxes and fees |
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