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.
Home in Tampa
4.78 out of 5 average rating, 221 reviews*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!
17–24 May
Tiny home in Oldsmar
4.96 out of 5 average rating, 241 reviewsLouisa'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.
29 Aug – 5 Sep
Guest house in Palm Harbor
4.97 out of 5 average rating, 193 reviewsPrivate 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.
4–11 Jun
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Guest house in Palm Harbor
5.0 out of 5 average rating, 25 reviewsSunny Studio Palm Harbor
10–17 Sep
Guest house in Tampa
5.0 out of 5 average rating, 44 reviewsPeaceful Cottage and Koi Pond Gardens
20–27 Nov
Apartment in Palm Harbor
5.0 out of 5 average rating, 21 reviewsClassy Resort Condo w/ 75 inch TV & Patio
12–19 May
Flat in Palm Harbor
5.0 out of 5 average rating, 28 reviewsGolf & Beach Suite 875 Sq. Ft. Maidstone Building
18–25 Apr
Guest house in Palm Harbor
4.92 out of 5 average rating, 38 reviewsHome away from home
24 Sep – 1 Oct
Cottage in Safety Harbor
5.0 out of 5 average rating, 21 reviews"Sweet Harbor Cottage" Walk to Downtown
2–9 Jul
Apartment in Palm Harbor
4.97 out of 5 average rating, 31 reviewsBeautiful 1 bedroom Condo / Innisbrook Golf Resort
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Quick stats about holiday rentals in Oldsmar
Total rentals | 130 properties |
---|---|
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 | € 18 before taxes and fees |
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