
Oldsmar long stay rentals
Stay a week, a month or longer in a comfortable place all your own
Relax—Stayz takes the hassle out of booking monthly rentals in Oldsmar. The wide selection available and useful search filters make finding your home away from home a breeze. Whether you’re looking for fast Wi-Fi for remote working, a fully equipped kitchen for home cooking or a pool where you can relax with a good book, you’re sure to find it on Stayz. Many long-term rentals in Oldsmar are great for kids and welcome four-legged friends, too. What's more, some offer monthly discounts on extended-stay homes and weekly discounts on shorter-term rentals.
Featured long stay living spaces - Oldsmar
Showing deals for:8 Feb - 8 Mar
Image gallery for Gulf of Mexico Canal Cottage with Boat Dock and Heated Pool

Gulf of Mexico Canal Cottage with Boat Dock and Heated Pool
New Port Richey
Image gallery for Tropical & Elegant l Pool, Bonfire, Outdoor Entertainment l Central Location

Tropical & Elegant l Pool, Bonfire, Outdoor Entertainment l Central Location
Tampa
Image gallery for Stay in trendy MIDTOWN TAMPA!!Close to everything including the airport!

Stay in trendy MIDTOWN TAMPA!!Close to everything including the airport!
Tampa
Image gallery for Family-Friendly Home w/Heated Pool Near Beaches

Family-Friendly Home w/Heated Pool Near Beaches
Holiday
Image gallery for Palm Royale Double Bed Suite By The Beach

Palm Royale Double Bed Suite By The Beach
Clearwater Beach
Image gallery for Bay view home w/private hot tub, 2 real desks & fenced yard. 31+ night stays

Bay view home w/private hot tub, 2 real desks & fenced yard. 31+ night stays
Oldsmar
Image gallery for "Casita Playa" Our Super-Cute 1/1 Beach Getaway! 6 min from IRB!

"Casita Playa" Our Super-Cute 1/1 Beach Getaway! 6 min from IRB!
Largo
Image gallery for Lakefront Cabin #411, 10mins to Beach/Dog Friendly/Prime Location/BOOK TODAY

Lakefront Cabin #411, 10mins to Beach/Dog Friendly/Prime Location/BOOK TODAY
Seminole
Image gallery for Waterfront Crystal Beach Home with Gulf View & Beautiful Sunsets

Waterfront Crystal Beach Home with Gulf View & Beautiful Sunsets
Crystal Beach
Image gallery for Key West Charm in Tarpon Springs!

Key West Charm in Tarpon Springs!
Tarpon Springs
Image gallery for Large Modern 4B Home!! Near Downtown| Bucs | Airport

Large Modern 4B Home!! Near Downtown| Bucs | Airport
Tampa
Image gallery for Charming Old Florida home just minutes from the Gulf Beaches and vibrant Dunedin

Charming Old Florida home just minutes from the Gulf Beaches and vibrant Dunedin
Palm Harbor
Image gallery for Cherry St Chateau | Immaculate Home In Old West Tampa, 5 Min to Ray J

Cherry St Chateau | Immaculate Home In Old West Tampa, 5 Min to Ray J
Tampa
Image gallery for Walk to BayCare Ballpark | Heated Pool, Sleeps 16, Clearwater

Walk to BayCare Ballpark | Heated Pool, Sleeps 16, Clearwater
Clearwater
Image gallery for Backyard Paradise - POOL, MINI GOLF & BAR

Backyard Paradise - POOL, MINI GOLF & BAR
Pinellas Park
Image gallery for Luxe 4BR Tampa Retreat - Mins Walk to RJ Stadium

Luxe 4BR Tampa Retreat - Mins Walk to RJ Stadium
Tampa
Image gallery for Carver City House of Tampa, FL.

Carver City House of Tampa, FL.
Tampa
Image gallery for Spacious Studio: King Bed, Kitchenette & Full Bathroom and Board Games!

Spacious Studio: King Bed, Kitchenette & Full Bathroom and Board Games!
Tampa
Image gallery for Beach Dream Condo - Side Ocean View with Balcony

Beach Dream Condo - Side Ocean View with Balcony
Belleair Beach
Image gallery for Modern 2-Bed/2-Bath Tampa Apartment: Comfort Meets Convenience for Corporate Travelers

Modern 2-Bed/2-Bath Tampa Apartment: Comfort Meets Convenience for Corporate Travelers
Tampa
Image gallery for Pool Spa Eden • 12 Min to Beach • Private Fenced Yard • Relaxing Getaway

Pool Spa Eden • 12 Min to Beach • Private Fenced Yard • Relaxing Getaway
Clearwater
Image gallery for Resort Condo Close To Beaches/Free Bikes

Resort Condo Close To Beaches/Free Bikes
Dunedin
Image gallery for Sunny South Tampa Hideaway - Palma Ceia - 2BR

Sunny South Tampa Hideaway - Palma Ceia - 2BR
Tampa
Image gallery for Perfect 3-bedroom house with AC in downtown Tampa neighborhood

Perfect 3-bedroom house with AC in downtown Tampa neighborhood
Tampa
- Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
- More quality timeFrom booking to staying, the whole process is simple and enjoyable
- All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
- More for lessMore space, more privacy, more amenities — more value
Great discounts on monthly rentals in Oldsmar
You’ll often find discounted rates for long stays of over 28 days on Stayz, making stays of a month or more excellent value.
Entire homes, maximum privacy
Looking for your own place to retreat to? On Stayz, you'll enjoy secluded stays with entire monthly rental homes just for you.
Pet-friendly monthly rentals
Many homes welcome guests with animal companions, so you don’t have to leave your pet at home.
Oldsmar Furnished monthly rentals for remote workers
Find your perfect home office set up. There are plenty of stays on Stayz with dedicated workspaces and fast Wi-Fi so that you can take your work with you.
Monthly stays with practical kitchens
Most furnished extended-stay rentals in Oldsmar come with well-equipped kitchens ideal for home cooking, so you can enjoy healthy meals in or even host your own dinner parties.
Long-term rentals with parking in Oldsmar
Take advantage of the ‘amenities’ filter to find monthly stays with their very own parking spot for the ultimate in convenience.
Wheelchair-accessible holiday rentals
Stayz offers a range of monthly rental homes designed to accommodate everyone for a comfortable and inclusive extended stay.
Holiday rentals in Oldsmar with pool
Stayz's handy search filters will help you find monthly holiday homes with swimming pools so that you can relax in your very own pool.
Rentals with free cancellation in Oldsmar
Plans change. We get that. With Stayz, you can search, select 'free cancellation,' and see all rentals in Oldsmar with flexible cancellation policies.