
Vacation rentals with a patio in Oldsmar
Find and book unique accommodations with an outdoor patio on Airbnb
Top-rated accommodations with an outdoor patio in Oldsmar
Guests agree: these accommodations with an outdoor patio are highly rated for location, cleanliness, and more.

Lakefront home near beaches w/ waterview, pets ok
Imagine yourself waking up to a million-dollar view on Tampa Bay's largest lake - lake Tarpon. Close your eyes, relax and lose yourself to the sound of wind chimes, the caws and squeals of the birds, lapping of waves against the dock and fresh lake breeze. Watch an Osprey catch fish and other wildlife as you sip your morning coffee sitting on the dock. This is a quintessential lake house that one always desires in their dreams. Well that dream is attainable when you make this home your abode!

Cabin 3 - Nasturtium Nest
Discover the peaceful retreat at Cahaba Cabins, a hidden gem nestled on a working microgreen farm in Odessa. The property offers a unique blend of charm and agricultural expertise. We offer three cozy cabins where you can unwind and reconnect with nature while still being close to everything the Tampa Bay area has to offer. Each cabin offers two queen beds, a private bathroom, and a kitchenette—providing all the essentials for a relaxing stay. We look forward to seeing you on the Farm!

Newly Renovated Apt in Stunning Safety Harbor!
Tranquility awaits in this beautifully updated 2 bedroom 1 full bath apartment. Tampa Bay's hidden gem is in the heart of Safety Harbor and the perfect place to wind down and relax or explore all the area has to offer. Centrally located just minutes from the beaches, parks, museums, and airports. Just a short walk to downtown to enjoy fantastic dining, festivals, art shows, live entertainment, the pier, the renowned Safety Harbor Resort & Spa, and much more in this quaint little town.

Romantic Getaway*FREE Decor AnyOcassion*Relax Bath
A cozy place to have your vacation in Tampa, private entrance and parking.We include decorations for all occasions:birthday,wedding,special day, show your love, and more! Contact us with your ideas and we'll make this trip unforgettable! Located in a central area of Tampa, close to Bush Garden/Adventure Island, Raymond James Stadium,Tampa International Airport,Ybor City,Downtown Tampa,Clearwater Beach and more! Peaceful and centrally-located place to enjoy as a couple to your liking.

Peaceful Pet friendly 2 BR cottage with hot tub.
Wellcome to our tranquil 2-bedroom, 1-bathroom farmhouse, nestled in the peaceful countryside of Palm Harbor. Whether you're seeking relaxation or adventure, this fully remodeled country cottage provides a serene and comfortable retreat. Whether you're relaxing with a movie, soaking in the hot tub, or exploring the nearby attractions, our farmhouse offers a serene and comfortable home away from home. Book your stay today! Please note that the minimum age requirement to book is 23.

Cozy AF Tiny-House Oasis
Awarded a *Unique Stay* by Airbnb, welcome to the **Cozy AF Tiny-House Oasis**, a rustic tiny home that started its journey as a world-traveling storage container. Now transformed into a charming cottage, it’s filled with unique and fun details waiting to be discovered. Enjoy the entire backyard, complete with a hot tub, koi pond, fire pit, hammocks, greenhouse, and even a bunny garden! Our goal is not just to offer you a place to stay but an experience you’ll cherish forever

Clearwater Studio Getaway
Welcome to Clearwater Studio Getaway! Enjoy a peaceful and centrally-located space just 15 minutes from Clearwater Beach, Downtown Clearwater, and the Tampa Bay área .Just 7 minutes from Safety Harbor and 14 minutes from Dunedin . Perfect for travelers or couples, this cozy studio features a private bathroom, comfy bed, and essential amenities. Relax after a day of sun and fun, with shops, dining, and attractions all within easy reach. Your perfect Florida stay!

A perfect Lake House get away
Make some memories at this unique and family-friendly slice of paradise. Located on 100-acre Lake Anne. 20 minutes from beautiful Gulf of Mexico beaches. Enjoy breathtaking sunsets around the fire pit. Kayak, paddle board (included) or fish from the dock. Or sit and relax on the screened patio with your favorite beverage at the outdoor bar. Or venture to beautiful downtown Tampa and enjoy the Buccaneers, Tampa Bay Lightning, or the Rays baseball team

Pine Forest Cabin by Natl Park
Escape from it all and relax under the stars in this cozy Tiny Home, nestled on a serene 2-acre lot. Located alongside other units, which can be booked through separate listings, this tiny cabin offers the perfect getaway. Just a short walk from Upper Tampa Bay Park, where you can enjoy kayaking rentals, explore scenic trails, fishing, bike ride, and much more.

The perfect lake house getaway near the airport.
Relax with the whole family in this cozy residence in the Tampa Bay area. Enjoy the spacious backyard and unwind in the hot tub with peaceful views of the lake. Set in a centric location near the International Airport, Raymond James Stadium, Busch Gardens, Adventure Island, Citrus Park mall and Florida's best-rated beaches.

Palm Paradise
Your poolside paradise awaits in coastal Palm Harbor. With lush, tropical gardens and a vibrant downtown steps away, you may not want to leave, but you are also a few short minutes from Honeymoon Island beach and the best of Dunedin, Tarpon Springs and Clearwater Beach.

Modern & Spacious Retreat with Private Pool!
Welcome to our exquisite Airbnb in Oldsmar, Florida, where luxury and convenience converge in a SINGLE-story haven. This delightful getaway promises an unforgettable stay for travelers seeking relaxation, outdoor adventures, and a touch of historical charm.
Popular amenities for Oldsmar accommodations with an outdoor patio
Apartment rentals with a patio

Cozy apartment private retreat

The Bohemian Studio: Separate Entry & Fenced Patio

Waterfront studio w/Hot Tub and Putting Green

Happy Place

Northdale Apartment

Apart Citrus 15 min from Airport/20 min BushGarden

Stylish Studio at Sterling(#304)

Coastal Retreat Near Madeira Beach With Game Room
House rentals with an outdoor patio

House in Oldsmar near Clearwater / Tampa Hot tub*

Nice Sparkling Clean Home with Pool.

Palm Harbor Renovated Hideaway!

Private pool, Golf Cart, Completely Renovated!

Cheerful 2 Bedroom House _ French doors to Patio

Gulf View on Bay: Newly Renovated

The Palm Haus • Heated Pool • Near Beach • Games

Cheerful 3-bedroom home
Condo rentals with a patio

Nautical Landings West-Honeymoon Island!

Perfect Location - Mins from TPA, Stadiums & Ybor

Lovely Waterview Condo/ heated pool

Ocean Breeze • Easy - Heated Pool Access

Tiki Themed Waterfront Condo on Tampa Bay

Lovely Condo minutes from beach & King bed

Heron's Hideaway- Studio by the bay!

Beach Front Madeira Beach
When is the best time to visit Oldsmar?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $234 CAD | $270 CAD | $271 CAD | $238 CAD | $222 CAD | $225 CAD | $225 CAD | $225 CAD | $225 CAD | $225 CAD | $236 CAD | $236 CAD |
| Avg. temp | 17 °C | 18 °C | 20 °C | 23 °C | 26 °C | 28 °C | 29 °C | 29 °C | 28 °C | 25 °C | 21 °C | 18 °C |
Quick stats about vacation rentals with a patio in Oldsmar

Total vacation rentals
Explore 90 vacation rentals in Oldsmar

Nightly prices starting at
Oldsmar vacation rentals start at $41 CAD per night before taxes and fees

Verified guest reviews
Over 3,740 verified reviews to help you choose

Family-friendly vacation rentals
60 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 50 rentals that welcome pets

Vacation rentals with a pool
50 properties feature pools

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wifi availability
90 of Oldsmar vacation rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Oldsmar rentals

4.9 Average rating
Oldsmar stays are highly rated by guests—averaging 4.9 out of 5!
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- Rentals with beach access Oldsmar
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- Hotel rooms Oldsmar
- House rentals Oldsmar
- Family-friendly rentals Oldsmar
- Rentals with a firepit Oldsmar
- Rentals with a patio Pinellas County
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- Anna Maria Island
- Raymond James Stadium
- Busch Gardens Tampa Bay
- John's Pass
- Anna Maria Island Beach
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- Coquina Beach
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- Amalie Arena
- Dunedin Beach
- Tampa Convention Center
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- Hard Rock Casino
- Jannus Live
- Anna Maria Public Beach
- ZooTampa at Lowry Park
- Tampa Palms Golf & Country Club
- River Strand Golf and Country Club
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- Tropicana Field
- University of South Florida




