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

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

Modern Paradise home near Clearwater Dunedin Beach
Welcome to Safety Harbor house Florida . Close to downtown main street,fun shops,restaurants ,fishing pier water front park and family friendly activities. the home sleeps 6 guests. Has a nice pool and it is great for couples ,solo adventures,business travelers,families with kids .Fully equipped brand new kitchen brand new bedrooms. Wifi TV Alexa. Tampa international airport 15 minutes Clearwater Beach 15 minutes Palm Harbor tarpon springs sunset beach 10 minutes Saint Petersburg 15 minutes.

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.

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.

Private Pool Home Near Clearwater & Tampa
Only 25 minutes from Clearwater Beach and Tampa, 33 minutes from Buch Gardens, 1.5 hrs from Disney, 18 minutes from Tampa International Airport. This house is completely renovated with a lot of space for you, family and/or friends. The entire house for you and your family. We have a beautiful pool with a Grill for your convinience and a garage for your car. 3 bedrooms for up to 7 persons. A 65" TV in the living room. Wi-Fi. The house has everything you need to have a relaxing time.

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

Heated Pool 4 bed 6.9 miles to Honeymoon Island.
This stylish place is perfect for family vacation or work trip.. all brand new furnishing and appliances.. heated pool and three TVs for your enjoyment. The home is also conveniently located near many beaches, honeymoon island 6.9 miles Fred Howard park 11 miles ,Clearwater beach 14 miles ,Tampa and St. Pete . Please check house rules for more info. When you book, please put the exact number of guests that are going to be staying at the property.

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

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).

Heart of Town Cottage with Hot Tub
Escape to a stylish designer cottage just one block from vibrant Main Street! Perfect for couples or small families, this private home offers a luxurious getaway. Enjoy a fully equipped kitchen, a dedicated workspace, and an incredible private backyard with a hot tub, fire pit, and gazebo. Experience upscale comfort in a prime, walkable location.

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.

Newly Remodeled Condo In The Heart Of Innisbrook
Newly remodeled, fully furnished second floor, one bedroom condo with 1 King bed and 1 Queen sofa. The condo has a fully equipped kitchen for your convenience and comfort. You will have access to the ("no fee")laundry room and hotel Ice maker on the same floor. Free parking is conveniently outside your building door.
Popular amenities for Oldsmar outdoor seating rentals
House rentals with outdoor seating

House in Oldsmar near Clearwater / Tampa Hot tub*

Hot Tub, Heated Pool, 2 Master Suites, Beach

Palm Harbor Renovated Hideaway!

The Coastal Calm - Entire Unit

Sunny's Retreat

2BR Quiet House-King Adjustable Bed-Garden-BBQ

Cypress Place | Your Serene Retreat near Tampa!

2 Bed 2 Bath Remodeled House Palm Harbor
Apartment rentals with outdoor seating

The Bohemian Studio: Separate Entry & Fenced Patio

Waterfront studio w/Hot Tub and Putting Green

Happy Place

Northdale Apartment

Hyde Park "Industrial-chic" with Private Backyard

Cozy Carriage House at Spring Bayou

Dunedin Suite West, a centrally located getaway

Elegant- Cozy Stay Near Tampa Airport Feel at Home
Condo rentals with outdoor seating

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

Lovely Waterview Condo/ heated pool

Tiki Themed Waterfront Condo on Tampa Bay

Rocky Point paradise

Sunset Resort Condo – Clearwater Beaches & Bikes

Modern Waterfront Condo - Captivating Sunset Views

Beach Retreat #24 • Walk to Beach + Pool

Charming Condo next to Honeymoon Island
When is the best time to visit Oldsmar?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $262 CAD | $291 CAD | $299 CAD | $242 CAD | $227 CAD | $228 CAD | $230 CAD | $228 CAD | $228 CAD | $228 CAD | $258 CAD | $240 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 outdoor seating in Oldsmar

Total vacation rentals
Explore 60 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 3,160 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 40 rentals that welcome pets

Vacation rentals with a pool
40 properties feature pools

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wifi availability
60 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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- Family-friendly rentals Oldsmar
- Rentals with a firepit Oldsmar
- Rentals with a patio Oldsmar
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- Rentals with pools Oldsmar
- Rentals with beach access Oldsmar
- Rentals with outdoor seating Pinellas County
- Rentals with outdoor seating Florida
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- Raymond James Stadium
- Busch Gardens Tampa Bay
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- Weeki Wachee Springs
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- Vinoy Park
- Tampa Convention Center
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- Cortez Beach
- Hard Rock Casino
- Tropicana Field
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