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

Wonderful family friendly home in Dunedin FL
Comfy Kid & Pet friendly Florida home, 15 minutes to Honeymoon Island, Caladesi State park & Clearwater Beach and Clearwater Aquarium. Large kitchen, dining area, & nice screened in back porch. Shopping malls, grocery store and pharmacies two blocks away. Take a stroll in fun Downtown Dunedin, go for a bike ride on the Pinellas Trail or play foosball and table games with the family. Short drive to Busch Gardens, Lowry Park Zoo or the Florida Aquarium. The yard is fenced in and quite spacious.

The Oak
Private & Cozy Guest Suite with Kitchen, Dinning space, Spacious Master Bedroom with a King Size Bed and Full bathroom , Smart TV and fast Wifi available. Families with little ones we provide per request Pack n Play which allow your little one (up to 24 months old) play safe and sleep. We also can provide a high chair, outlet covers and formula warmer if needed. Free parking (left side of driveway) Our place has private entrance that leads you to a small but peaceful patio to enjoy the breeze.

Private Suite, 1 bedroom, 1 bathroom, pool, patio
Private suite attached to Large house located in Palm Harbor with king-size bed, Split unit A/C Amenities include: Large Bathroom with Jacuzzi, Walk-in Shower. Access to shared pool and patio, backyard and Sundeck. Room includes refrigerator/freezer, Microwave, Coffee maker, Iron and kitchenette. Bistro set in room. Private entrances to room and patio/backyard. No shared space. Cable TV, Streaming and Wi-Fi . Centrally located to Restaurants and shopping. 10 mins. to the beach/Pinellas Trail.

"Chic/cozy Petite Studio •"Spa-Inspired Shower. 1”
Welcome to your serene hideaway in Citrus Park, where modern comfort meets thoughtful design. Just 11 minutes from Tampa International Airport, and free parking on premises this stylish and private studio is the perfect spot for couples, solo travelers, or business guests seeking a peaceful and rejuvenating stay. Located in a quiet, safe, and central neighborhood, you’ll enjoy a private entrance, free on-site parking, and easy access to restaurants, grocery stores, and major Tampa attractions.

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

Lovely cozy guest studio
Kick back and relax in this calm, stylish space. Our apartment has all you need to spend an amazing time in our beautiful city, 8 minute drive from the tampa international airport, many malls no more than 15 minutes away from each other, as well as supermarkets and pharmacies 3 minutes away from our stay. Fire rescue is 1 minute from our stay. You will be greeted with all the amenities you’d want such as a cozy bed, clean and organized space. Last but not least Enjoy your stay. Thank you

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’

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

Private apartment perfectly located in Citrus park
A comfortable, quiet, and private apartment located in the Citrus Park area. A private entrance to a fully furnished apartment; includes a small kitchen, washer and wifi. The veterans expressway is 1.5 miles away, that can get you anywhere in Tampa within 15 minutes! Citrus Park mall 1.7 miles away. Several eateries, shops, and Tampa trail within a 1 mile radius. Tampa internal airport 12 miles away.

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!

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 Oldsmar outdoor seating rentals
House rentals with outdoor seating

Fun, Funky, Pool, Fire Pit! 4 miles to Beach

Dunedin 5 STAR! Heated POOL+10 Mins to Beach

Cute Lil' House Near Historic Downtown Palm Harbor

Lakefront home near beaches w/ waterview, pets ok

Charming House 2B/2B Centrally Located Tampa Bay

Tropical Oasis Retreat w/ Heated Pool

Modern & Spacious Retreat with Private Pool!

Coastal Escape: heated saltwater pool & beaches
Apartment rentals with outdoor seating

The Bohemian Studio Countryside Gem Separate Entry

The Mediterranean Suite

Azalea Home

Cozy studio near RayStadium, TPA, Busch Gar, beach

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

Beautiful Apartment In The Heart of Tampa Florida

Corner Apt, Private, Quiet, Patio, Central Clw.

London
Condo rentals with outdoor seating

Waterfront Condo - Sunset View of Tampa Bay

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

Amazing main floor condo at Avalon

The Avalon - 1/1 LUXE CORNER CONDO/King size bed/

☼ STUNNING CONDO MINUTES FROM GORGEOUS BEACHES

By the POOL, Ground floor, King bed, NO PETS

Modern Waterfront Condo - Captivating Sunset Views

Newly Remodeled Condo In The Heart Of Innisbrook
When is the best time to visit Oldsmar?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ712 | ﺩ.ﺇ775 | ﺩ.ﺇ823 | ﺩ.ﺇ643 | ﺩ.ﺇ602 | ﺩ.ﺇ606 | ﺩ.ﺇ643 | ﺩ.ﺇ573 | ﺩ.ﺇ569 | ﺩ.ﺇ668 | ﺩ.ﺇ668 | ﺩ.ﺇ643 |
| 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 ﺩ.ﺇ147 per night before taxes and fees

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

Family-friendly vacation rentals
40 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 30 rentals that welcome pets

Vacation rentals with a pool
30 properties feature pools

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wi-Fi availability
60 of Oldsmar vacation rentals include wi-fi 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!
Destinations to explore
- Seminole Vacation rentals
- Central Florida Vacation rentals
- Miami Vacation rentals
- Saint Johns River Vacation rentals
- Orlando Vacation rentals
- Gold Coast Vacation rentals
- Miami Beach Vacation rentals
- Fort Lauderdale Vacation rentals
- Four Corners Vacation rentals
- Tampa Vacation rentals
- Kissimmee Vacation rentals
- Key West Vacation rentals
- Rentals with a washer and dryer Oldsmar
- Fitness-friendly rentals Oldsmar
- Rentals with a patio Oldsmar
- Family-friendly rentals Oldsmar
- Rentals with a fireplace Oldsmar
- House rentals Oldsmar
- Hotel rentals Oldsmar
- Rentals with a fire pit Oldsmar
- Rentals with pools Oldsmar
- Rentals with beach access Oldsmar
- Pet-friendly rentals Oldsmar
- Waterfront rentals Oldsmar
- Rentals with outdoor seating Pinellas County
- Rentals with outdoor seating Florida
- Rentals with outdoor seating United States
- Anna Maria Island
- Weeki Wachee Springs
- John's Pass
- Raymond James Stadium
- Dunedin Beach
- Busch Gardens Tampa Bay
- Coquina Beach
- Cortez Beach
- Anna Maria Public Beach
- Vinoy Park
- Amalie Arena
- Bean Point Beach
- Gulfport Beach Recreation Area
- Jannus Live
- ZooTampa at Lowry Park
- North Beach
- Adventure Island
- River Strand Golf and Country Club
- Tampa Palms Golf & Country Club
- Splash Harbour Water Park
- Honeymoon Island Beach
- North Beach At Fort DeSoto Park
- Busch Gardens
- Fred Howard Park