
Holiday rentals with outdoor seating in Oldsmar
Find and book unique rentals with outdoor seating on Airbnb
Top-rated rentals with outdoor seating in Oldsmar
Guests agree: these rentals with outdoor seating are highly rated for location, cleanliness and more.

8 min to TPA Airport Backyard Apartment
Our clean and cozy minimalist backyard apartment is conveniently located an 8-minute drive to Tampa International Airport (TPA), 2 minutes away from Veterans Expressway which takes you to Clearwater, Saint Petersburg, and I-275 exit in 8 minutes or less, malls, restaurants, Downtown Tampa and many other spots! Miles away from…. Tampa Airport (TPA) 4.5 Buccaneers Stadium 5 Amalie Arena (Tampa Bay Lightning) 9.3 Downtown Tampa 9 University of Tampa 9.5 Clearwater Beach, Rated one of the best! 20

Home away from home
Private unit has designated parking, pool access, its own water heater, water softener, filtration system, 2 ceiling fans, heater, air purifier & a/c. Featuring a queen bed, dresser, 42” tv & fire stick w/ streaming accounts, wifi, full length mirror, recliner, eating table & chairs. The bathroom has a walk-in shower, large vanity mirror, & all the needed bathroom accessories. Full kitchenette w/ microwave, dual burner, air fryer, tea kettle, coffee maker, & more. Owner lives on property.

salt living at its best
- Resort Style Water front - Stand alone - Hot tub - Sunrise / sunset views on dock - free Kayaks - Internet / YouTube cable - 65” smart TV - Spacious Bedroom with king size bed, walk in closet and flat TV - Washer and Dryer in unit - Designated work space -Pet friendly - Fenced private patio - Free 2 cars / Boat Parking. - Central location ( beaches, restaurants, Tampa, St Pete’s, safety Harbor, Dunedin - 11 minutes from Ruth Eckerd event Hall - Pristine clean - Coffee station - Dining area

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.

Soothing Breeze
This is a private studio suit located at Carrollwood community. Easy access to Supermarket, Veterans Express Way. There is a fridge, microwave, coffee maker. TV with Roku , Netflix and spectrum channels with wireless internet.There is a queen size bed, individual futon, full bathroom, small dinning room. Nearby Places: TPA Airport 12 miles, 15 ‘ Raymond James Stadium 11 miles 18’ Citrus Park Mall 1.9 miles, 6 ‘ Busch Garden 11 miles, 33 ‘ Adventure Island 11 miles, 28’

Corner Bay Apartment
Welcome to our cozy apartment, your perfect getaway. Situated just minutes from Tampa International Airport, and popular attractions like Clearwater and St Pete beaches; the Buccaneers (Raymond James Stadium); the famous Yankees Stadium, Tropicana Field, BushGardens, Zoo Tampa at Lowry Park and the Florida Aquarium. This cozy retreat is ideal for couples or solo travelers looking to explore the Tampa area. Enjoy a morning coffee before venturing out to explore the bay.

Entire Guest House near Tampa airport
Welcome to our charming guest house! Located just 12 minutes away from Tampa Airport, 20 minutes from Raymond James Stadium, and a quick 35-minute drive from Clearwater, our entire guest house offers you convenience and comfort. With a private entrance, you'll have all the privacy you need. Whether you're here for a game, a beach getaway, or to explore the city, our cozy space is your perfect home base. Book now for an unforgettable stay!

Bayside Retreat your tropical oasis
"Bayside Retreat" is a Charming Private 1~bedroom/1 bath with full living room suite, located right on the water of upper Tampa Bay. Spend a quiet day lounging in the grotto pool, kayaking the bay, or a lazy day reading in the hammock. Enjoy breath taking sunrise and sunsets from the dock. Your own Tropical Paradise away from the rest of the world....... Just 15min to Raymond James Stadium. Centrally located 15 miles from TPA Airport

Luxe Apartment | Water Views | Covered Balcony
Upscale, comfortable suite located within central Safety Harbor. This beautiful apartment is great for a quick getaway or a longer vacation rental. Located steps away from Bayshore Blvd which borders Tampa Bay and a 10-minute walk to Main Street Safety Harbor. Beautifully professionally designed contemporary and comfy décor. Easily walk to many restaurants, breweries, and shops!

Renovated chic Parisian studio
Perfect for a couple or a couple of friends! Our studio is vibrant, modern, and a fun take on Parisian interior style. ***The studio is a private unit of a standing triplex house with its own entrance. Located in a central area of Tampa. 10 minutes from the airport, 30 minutes from our beaches, and 20 minutes from Downtown!

Louisa's Cottage
This Cottage is located in the heart of Oldsmar. Walking distance to many of Oldsmar’s main attractions, beaches and parks 3 blocks away &Amazing variety of restaurants .This charming cottage was built in 1925 with great craftsmanship, from the wainscoting to crown mouldings .Relax and enjoy a key west Atmosphere.

Private Suite with King Bed in Safety Harbor
Guest suite unit with private king bed. Located in Safety Harbor nearby downtown with close access to shops, restaurants, and more. Features a beautiful patio area to watch the sunset or sunrise with a waterfront view. The suite features high quality furniture, bedding, and appliances.
Popular amenities for outdoor seating rentals in Oldsmar
House rentals with outdoor seating

The Dolphin House Clearwater. Smart TV, Cable

Heated Pool • Tarpon & Beaches

Peaceful Pet friendly 2 BR cottage with hot tub.

Wonderful family friendly home in Dunedin FL

Tropical Getaway w/Heated Pool & King Beds

Cheerful 3-bedroom home

The Cockpit at Amazing Grace

Tree House Treasure
Apartment rentals with outdoor seating

The Bohemian Studio Countryside Gem Separate Entry

Northdale Apartment

The Mediterranean Suite

Private apartment perfectly located in Citrus park

Cuddle Sack near RayStadium, TPA, Busch Gar, beach

Escape, unwind & enjoy! Tpa, Bush gar, Ray J Sta

2 BR, 1 bath, 2 Queen Beds, Clawfoot Tub!

Cozy Corner
Apartment rentals with outdoor seating

2 BR/2 BA Key West Retreat, A+Pool, 3mi to Beach

Waterfront Condo - Sunset View of Tampa Bay

Bright and Spacious 1Bed/1Bath condo.

Clearwater Retreat • Gated Community + Heated Pool

Luxury Blue Haven - Stunning Tampa Bay Views!

Waterfront Condo with Heated Swimming Pool

Charming Tampa Retreat: 2BD/2BA Centrally Located

Modern Waterfront Condo - Captivating Sunset Views
When is the best time to visit Oldsmar?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £144 | £157 | £166 | £130 | £122 | £122 | £123 | £122 | £122 | £135 | £135 | £130 |
| 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 holiday rentals with outdoor seating in Oldsmar

Total holiday rentals
Explore 60 holiday rentals in Oldsmar

Nightly prices starting at
Oldsmar holiday rentals start at £30 per night before taxes and fees

Verified guest reviews
Over 3,110 verified reviews to help you choose

Family-friendly holiday rentals
40 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 30 rentals that welcome pets

Holiday rentals with a pool
30 properties feature pools

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wifi availability
60 of Oldsmar holiday rentals include wifi access

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

4.8 Average rating
Oldsmar stays are highly rated by guests – averaging 4.8 out of 5!
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- Rentals with outdoor seating Pinellas County
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- Rentals with outdoor seating United States
- Anna Maria Island
- Busch Gardens Tampa Bay
- John's Pass
- Raymond James Stadium
- Dunedin Beach
- Weeki Wachee Springs
- Coquina Beach
- Vinoy Park
- Cortez Beach
- Anna Maria Public Beach
- Amalie Arena
- Bean Point Beach
- Jannus Live
- ZooTampa at Lowry Park
- Gulfport Beach Recreation Area
- North Beach
- Tampa Palms Golf & Country Club
- River Strand Golf and Country Club
- Adventure Island
- Honeymoon Island Beach
- Splash Harbour Water Park
- Busch Gardens
- North Beach At Fort DeSoto Park
- The Don CeSar




