
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!

Cypress Lakes Barn Retreat
Rest & relax at this newly constructed barn loft apartment, located on a 4 acre hobby farm in Odessa, Florida on a private lake. This one bedroom, one bath and kitchen is clean, fun, and convenient. We have 2 daily feedings of farm animals at which you can participate including horses, cows, goats, & chickens; or you can choose to kayak on the lake. This memorable place is anything but ordinary, and is conveniently located 11 miles from the airport and is a quick drive to dining & shopping.

Guest Favorite Waterview- 2 bed/2 bath apt w/pool
This 2 bed 2 bath condo is located in a quiet peaceful golf course neighborhood yet minutes from shopping & AMC theatre! Enjoy amazing sunsets and wonderful water view of large pond from the spacious balcony. Pool is just steps away from condo. Honeymoon Island Park 8 miles, beaches 16 miles. Enjoy your stay w/ complimentary wifi & many other amenities! Please let us know how to make your stay as comfortable as possible. Message w/ any questions we may be able to accommodate shorter stays.

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!

Winter Season Getaway by the Bay, Close 2 Downtown
Steps from Bayshore & SOHO. Experience a blend of historic character and modern comfort. This revitalized bungalow, located in one of South Tampa's most desirable neighborhoods, offers a unique escape. It features a cozy sanctuary perfect for Tampa adventures. The front porch is ideal for morning coffee. The expansive ceilings, a gorgeous chandelier, and natural wood tones create a relaxing atmosphere. Scenic strolls along the waterfront are steps away. Book an unforgettable stay today!

Bay Lake Cottage
You’ll have the Entire 500sq ft Cottage & private entry, deck/dock, all to yourself. Located on a 37-acre private ski lake. Key-pad entry, private parking. 1 king bed, 1 bath, queen sofa bed, washer/dryer, WiFi, smart TV’s, blackout curtains,shampoo,conditioner,hairdryer,WiFi. Fully stocked kitchen, smokeless grill, wine fridge upon request, k-cup/drip coffee machine. The lake has bass, we provide fishing poles/tackle box. Rentable Kayaks & Canoe. Dogs okay, sorry no cats, pet fee $50.

Private pool, steps to gulf, fishing, bike trails
Escape to your private Palm Harbor oasis! This updated studio features a cozy queen bed, sofa bed, and kitchenette, plus a sparkling in-ground pool reserved just for guests. Walk to the Gulf for fishing, boating, or paddleboarding, or hop on the nearby Pinellas Trail for biking and exploring. Enjoy beaches just minutes away, along with amazing dining, breweries, and live music in historic downtown. Pet-friendly, with keyless entry and free cleaning for 14+ night stays.

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 and experience the tranquility of country living!

"Luxury Casita/Jacuzzi/Bush Gardens/USF/Casino"
Welcome to Tampa Luxury Casita, a stylish and centrally located retreat featuring a relaxing jacuzzi and a private golf putting green. Located within walking distance to Busch Gardens, this beautifully designed space offers modern amenities, cozy comforts, and easy access to top attractions. Whether you're here for a weekend getaway or an extended stay, our casita promises a luxurious and unforgettable experience. Book now and enjoy the best of Tampa Bay!

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

Charming House 2B/2B Centrally Located Tampa Bay
Come and enjoy our house, 2Bedroom/2Bathroom with a clean full kitchen is the perfect place for your next vacation! This is an entire 1200sqft, AC, dryer/ washer, huge parking space, Smart TVs, internet/Wi-Fi, First AID and closet spaces. It fits up to 6 adults. This premium location offers small driving distance to restaurants and Super Walmart, is about 3 minutes to Westfield Citrus Park Mall. Busch Gardens (9 miles away).

Modern 1BR Suite + EV Charger • Near Stadium & TPA
⭐ Why Guests Love This Suite: • Top 10% Guest-Favorite for comfort, cleanliness & hospitality • Prime location near Stadium, TPA Airport, ZooTampa & top attractions • Fast WiFi & Smart TV for streaming • Full kitchen with cookware, utensils & coffee essentials • Private parking steps from the entrance • EV charger • Soft, welcoming décor and a cozy living space • Quiet, safe residential neighborhood
Popular amenities for Oldsmar accommodations with an outdoor patio
Apartment rentals with a patio

Welcome to your cozy studio!

Welcome to your tropical oasis

The Bohemian Studio: Separate Entry & Fenced Patio

Getaway Unit For rent in St pete

Happy Place

Northdale Apartment

Stylish Studio at Sterling(#304)

Marrero Villa Paradise
House rentals with an outdoor patio

Nice Sparkling Clean Home with Pool.

House at North Tampa 3BR & 2BA + Backyard

Gulf Access, Heated Pool, Near Islands, Beaches

3 bed/2 bath Home W/ Gulf Water Access

Boating Oasis on Lake Tarpon

Lake Tarpon Waterfront-Private

4BR Family Home • Heated Pool •Game Room

Serenity Bungalow Downtown
Condo rentals with a patio

Waterfront Condo - Sunset View of Tampa Bay

Nautical Landings West-Honeymoon Island!

Perfect Location - Mins from TPA, Stadiums & Ybor

Lovely-2 bedroom condo with 2 pools, Madeira beach

Ocean Breeze • Easy - Heated Pool Access

Heron's Hideaway- Studio by the bay!

Lovely Condo minutes from beach & King bed

Walk to Beach, Bars, and Restaurants Nearby
When is the best time to visit Oldsmar?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $240 CAD | $276 CAD | $277 CAD | $244 CAD | $227 CAD | $230 CAD | $230 CAD | $230 CAD | $230 CAD | $230 CAD | $241 CAD | $241 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 $42 CAD per night before taxes and fees

Verified guest reviews
Over 3,630 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 pools Oldsmar
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- 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
- Weeki Wachee Springs
- Coquina Beach
- Vinoy Park
- Amalie Arena
- Dunedin Beach
- Cortez Beach
- Bean Point Beach
- Anna Maria Public Beach
- Jannus Live
- ZooTampa at Lowry Park
- Tampa Palms Golf & Country Club
- Hard Rock Casino
- River Strand Golf and Country Club
- Tampa Convention Center
- North Beach At Fort DeSoto Park
- Busch Gardens
- Splash Harbour Water Park
- Adventure Island
- The Don CeSar
- Lakewood National Golf Club




