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
Apartment in Tampa
4.96 out of 5 average rating, 187 reviewsApartment at Twelve Oaks near the airport.
Mar 21 – 28
Guest suite in Tampa
4.91 out of 5 average rating, 395 reviewsThe Little Nest a cozy place to stay in Tampa.
Sep 15 – 22
Guest suite in Tarpon Springs
4.95 out of 5 average rating, 106 reviewsPrivate suite in heart of Tarpon Springs!
Feb 19 – 26
Condo in Palm Harbor
4.8 out of 5 average rating, 155 reviewsLakeside 2- Bed Apartment Near Clearwater Beaches
Dec 1 – 8
Home in Tampa
4.78 out of 5 average rating, 126 reviewsStylish Tampa studio Centrally located
Dec 20 – 27
Guest suite in Tampa
4.92 out of 5 average rating, 182 reviewsSunset studio.
Jun 28 – Jul 5
Home in Tampa
4.93 out of 5 average rating, 211 reviewsTropical Paradise
Jul 22 – 29
Cottage in Tampa
4.99 out of 5 average rating, 139 reviewsBay Lake Cottage
Nov 2 – 9
Other great vacation rentals in Oldsmar
Home in Oldsmar
4.94 out of 5 average rating, 17 reviewsSunny Oasis: Villa Retreat
Jan 1 – 8
Home in Oldsmar
4.85 out of 5 average rating, 67 reviewsPrivate In-Law Suite with Beautiful Bay View
Jan 2 – 9
Home in Oldsmar
4.89 out of 5 average rating, 96 reviewsCoastal themed home near beach and airport
Jun 25 – Jul 2
Guesthouse in Palm Harbor
4.93 out of 5 average rating, 41 reviewsHome away from home
Oct 23 – 30
Guest suite in Oldsmar
4.91 out of 5 average rating, 95 reviewsQuiet Bay Getaway-Hot Tub-Dog friendly-Bikes
Apr 30 – May 7
Apartment in Oldsmar
4.92 out of 5 average rating, 59 reviewsModern 2nd Floor Two Bedroom Apt with Pool
Jun 23 – 30
Guesthouse in Clearwater
5.0 out of 5 average rating, 23 reviewsCozy In-Law Suite Near Beach
Aug 1 – 8
Cottage in Dunedin
4.95 out of 5 average rating, 97 reviewsBeachBunkies Cottage 2. Four miles to the beach!
Dec 10 – 17
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
G$4,178 GYD 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 520 vacation rentals in The Grove Of Laforest, over 170 vacation rentals in East Lake Woodlands, and over 170 vacation rentals in Bridlewood.
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 wireless internet, over 70 homes with air conditioning, over 30 homes with a bbq area, and more. Indulge in the ultimate retreat, tailored to your preferences.
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- Rentals with a patio Oldsmar
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