Oldsmar vacation rentals
Book unique vacation rentals, houses, and more on Airbnb
Top-rated vacation rentals in Oldsmar
Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Oldsmar vacation rentals
Other great vacation rentals in Oldsmar
Guest suite in Tampa
4.95 out of 5 average rating, 411 reviewsVilla Camila
Apartment in Dunedin
4.96 out of 5 average rating, 185 reviewsThe Coastal Retreat
Guest suite in Tarpon Springs
4.95 out of 5 average rating, 107 reviewsPrivate suite in heart of Tarpon Springs!
Guest suite in Oldsmar
5.0 out of 5 average rating, 116 reviewsBayside Retreat your tropical oasis
Bungalow in Holiday
4.95 out of 5 average rating, 152 reviewsCOZY LAKE RETREAT NEAR BEACHES
Hotel room in Dunedin
4.82 out of 5 average rating, 152 reviewsSeaside Artisan Apartment 6
Cottage in Palm Harbor
4.78 out of 5 average rating, 167 reviewsCrystal Beach Cottage #1
Guesthouse in Tarpon Springs
4.84 out of 5 average rating, 286 reviewsPapa Bear's Cottage Two Bedroom Vacation Rental
Other great vacation rentals in Oldsmar
Home in Oldsmar
4.85 out of 5 average rating, 67 reviewsPrivate In-Law Suite with Beautiful Bay View
Home in Oldsmar
4.94 out of 5 average rating, 17 reviewsSunny Oasis: Villa Retreat
Guest suite in Oldsmar
4.87 out of 5 average rating, 97 reviewsQuiet Bay Getaway-Hot Tub-Dog friendly-Bikes
Home in Oldsmar
4.89 out of 5 average rating, 96 reviewsCoastal themed home near beach and airport
Apartment in Oldsmar
4.92 out of 5 average rating, 60 reviewsModern 2nd Floor Two Bedroom Apt with Pool
Cottage in Dunedin
4.95 out of 5 average rating, 97 reviewsBeachBunkies Cottage 2. Four miles to the beach!
Guesthouse in Clearwater
5.0 out of 5 average rating, 23 reviewsCozy In-Law Suite Near Beach
Guesthouse in Oldsmar
4.98 out of 5 average rating, 52 reviewssalt living at its best
Quick stats about vacation rentals in Oldsmar
Total rentals
120 properties
Rentals with a pool
60 properties have a pool
Pet-friendly rentals
50 properties allow pets
Family-friendly rentals
70 properties are a good fit for families
Total number of reviews
3.7K reviews
Nightly prices starting at
$20 before taxes and fees
Frequently Asked Questions
Where should I stay in Oldsmar?
Make yourself at home in Oldsmar by choosing from our most frequently booked neighborhoods. We have over 170 vacation rentals in Bridlewood, over 170 vacation rentals in East Lake Woodlands, and over 520 vacation rentals in The Grove Of Laforest.
Are there pet-friendly vacation rentals in Oldsmar?
Four-legged friends are welcome in Oldsmar. Choose from more than 50 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in Oldsmar?
Yes! Work meets play with ease at over 60 vacation rentals in Oldsmar featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there Oldsmar vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 60 vacation homes with pools in Oldsmar, available on Airbnb. Make a splash and soak up the sun in style!
Do house rentals in Oldsmar have a bbq area?
Absolutely! We offer over 30 house rentals with a bbq area in Oldsmar. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Oldsmar have air conditioning?
Absolutely! We offer over 70 house rentals with air conditioning in Oldsmar. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Oldsmar have wireless internet?
Absolutely! We offer over 70 house rentals with wireless internet in Oldsmar. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in house rentals in Oldsmar?
Experience the best of Oldsmar with our house rentals, starting at about $30 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there family-friendly house rentals in Oldsmar?
Oldsmar has more than 50 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
What are the most popular amenities for House Rentals in Oldsmar?
Enhance your stay in our House Rentals with the most popular amenities: over 70 homes with air conditioning, over 30 homes with a bbq area, over 70 homes with wireless internet, and more. Indulge in the ultimate retreat, tailored to your preferences.
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