
Holiday rentals with outdoor seating in Oldsmar
Find and book unique Holiday Houses with Outdoor Seating on Airbnb
Top-rated Holiday Houses with Outdoor Seating in Oldsmar
Guests agree: These Holiday Houses with Outdoor Seating are highly rated for location, cleanliness and more.
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Popular amenities for Oldsmar outdoor seating rentals
Holiday House Rentals with Outdoor Seating

Hot Tub, Heated Pool, 2 Master Suites, Beach
This house in Oldsmar Florida was absolutely gorgeous. it was just the vibe we needed for our 22nd anniversary. It was So quiet and peaceful. 25 minutes from Tampa. 25 minutes from the beach. The most delicious sushi around the corner.

Heated Pool 4 bed 6.9 miles to Honeymoon Island.
Great house, clean, organized, and very spacious layout. We enjoyed our stay.

Heated Pool, 10 min to Beach, Close to Restaurants
Lovely home with everything we needed for a great stay in Palm Harbor. Everything as described and pictured. Pool was the highlight! Bedrooms were comfortable. Host was incredibly helpful, responsive to questions and accommodating. Home was convenient to restaurants and shopping, as well as historic downtown Palm Harbor. Our family would definitely stay again!

Cozy Tampa Home with Large Heated Pool
Dayanna is a great host. Quick to answer questions, issues, food recommendations. Will definitely want to book this as a family getaway in the future.

Happy Place
Very clean, modern cute place to stay!It looks like the pictures. The neighborhood was a mix of a lot of trailer homes - trashy - and only a few modern nice houses. Property has 2 houses behind it on the same lot. Was kinda weird but nothing was an issue. There was silverware, plates, and pans, but there was no salt pepper, cooking oil. I had to buy to buy everything which was pretty unfortunate. Other than that it was a great place to stay. Close to convenient stores and in what seemed to be the suburbs. Would possibly stay again!

Lakefront home near beaches w/ waterview, pets ok
I had a great stay at Sourabh's place! The house was clean, modern, and well-maintained. Check-in and check-out were smooth and hassle-free. Sourabh is a fantastic host—very responsive and a great communicator, which made everything even easier. I’ll definitely rent again when I’m in the area. Highly recommend!

Charming House 2B/2B Centrally Located Tampa Bay
Charming 2B/2B House – A Perfect Stay! This place was absolutely amazing! John ensures his guests have everything they need for a seamless stay. We had all the essentials while visiting my airman son for his birthday, making the experience even more special. The house itself was charming and impeccably clean. The king-size bed was incredibly comfortable, and there was plenty of entertainment for a family to enjoy. The kitchen was fully stocked with everything needed for home-cooked meals, and John even provided beach chairs and an umbrella, making our beach trips effortless. Located in a nice, quiet neighborhood, this home offered the perfect balance of comfort and tranquility. Parking was plentiful, and the overall experience exceeded our expectations. I would highly recommend this house to anyone looking for a peaceful and well-equipped stay!

Tropical Oasis Retreat w/ Heated Pool
We enjoyed our stay and felt very comfortable in Angela and Trevor's home. We spent most of our time relaxing in the sunroom and pool, which has a refreshing waterfall. We also appreciated how nice and quiet the neighborhood was.
Apartment rentals with outdoor seating

Merci’s Apartment
I would stay again. It was nice and quiet. Cute!

The Coastal Retreat
The moment we parked we knew that the place is exactly what we're wanting for our stay in Dunedin. It's charming, peaceful and quiet. We slept soundly and felt comfortable from Mon to Friday. Aside from the basic necessities provided, there are available beach towels, a cooler and a beach umbrella that made our trip to Honeymoon Island easier. Thank you for hosting us Carole! Til next time!

Northdale Apartment
We had a great time in Richard's place. It was easy to find and check in, a great location for our trip, and there were lots of little thoughtful items like snacks and waters for us. Super nice in the Florida heat. The neighborhood was very quiet and peaceful, and the house felt nice and private. Richard was clear on check-in instructions and flexible on timing for us. He also was very responsive during the stay when we had questions or concerns. We definitely would stay here again. 10/10

Hyde Park "Industrial-chic" with Private Backyard
Confession: I almost don’t want to write this review because I want this place to stay my little pre-cruise hideaway. But here we are. This Airbnb was absolutely adorable—I walked in and immediately wanted to hire the host to redecorate my entire life. Every detail was spot on: cozy but modern, clean as a whistle, and so well thought out. It made the night before our cruise feel like a vacation all on its own. If you’re debating, just book it (but maybe leave it open for when I want to come back, thanks!).

Cozy studio near Tampa Airport
Very nice place to stay very sweet people really enjoyed my stay!

Corner Bay Apartment
Great host play was very well kept will definitely stay here again!!

Azalea Home
Pretty nice the place and the hospitality

Breeze by the Bay and Beaches
The minute we walked in, we felt at home. Juan’s place was perfectly located within the Westchase area and close to restaurants and entertainment. I would for sure stay here again!
Condo rentals with outdoor seating

Tropical Getaway #1 Studio Close to Downtown
Great location. Perfect for a couple or solo traveler.

Tiki Themed Waterfront Condo on Tampa Bay
Chris was a great host. He answered all of our questions and gave us great advice and recommendations. The property was amazing. His décor was outstanding! The details were perfect. The property was easy to access and easy to enter. The Bay and pool were right outside our window. The bar at the pool had lots of options. There was even entertainment on Friday night at the pool. We felt completely safe and the parking was also easy and covered (under the condo). We loved our stay at this property. Highly recommend property and host!

Bright and Spacious 1Bed/1Bath condo.
Daniel‘s condo was the perfect little stay for us. It is quiet and private. The people at the pool were so friendly. It’s one of the most comfortable beds in the world. We found a very nice authentic restaurant Mexican close by and shopping was within walking distance. The condo was neat and clean and had everything we needed.

Rocky Point paradise
It was a very clean place and a great location. We were there to attend an event at Raymond James which was only a short drive, and close enough to the beach to enjoy that as well. The balcony was nice and private. We loved being able to just sit and enjoy the peaceful water view!

Modern Waterfront Condo - Captivating Sunset Views
Rosana was an excellent host- very responsive, kind, and accommodating. Fun location on the bay with a great view, pool with towel service, and bar/grill with great burgers. Fire pit on the little beach at night with great view of sunset. The unit is in a quiet location within the complex with a view of the beach and bay. The trade-off is that the unit is a bit far from the elevator (though close to stairs). Great experience overall.

Newly Remodeled Condo In The Heart Of Innisbrook
Our stay at Alan's place was absolutely fantastic! Alan was incredibly responsive and helpful. The condo was perfect for our weekend golf tournament. We had a wonderful time and would definitely recommend this place to others!

Charming Condo next to Honeymoon Island
My friends and I had a fabulous getaway. Spent the first day on Honeymoon Island, ventured to nearby Dunedin and Tarpon Springs the other day dues to weather. But we enjoyed our stay very much and would definitely return!

Mihaela's condo, 5 min driving to the beach!
I will recommend this book to anyone and I will be happy to come back to this area
Quick stats about holiday rentals with outdoor seating in Oldsmar
Total rentals
60 properties
Nightly prices starting at
$66 NZD before taxes and fees
Total number of reviews
2.8K reviews
Family-friendly rentals
40 properties are a good fit for families
Pet-friendly rentals
30 properties allow pets
Rentals with a pool
40 properties have a pool
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- Anna Maria Island
- Weeki Wachee Springs
- Anna Maria Public Beach
- Dunedin Beach
- John's Pass
- Bean Point Beach
- Raymond James Stadium
- Busch Gardens Tampa Bay
- Cortez Beach
- Amalie Arena
- Coquina Beach
- Gulfport Beach Recreation Area
- North Beach
- Fort De Soto Park
- Vinoy Park
- Jannus Live
- Tampa Theatre
- ZooTampa at Lowry Park
- Curtis Hixon Waterfront Park
- Adventure Island
- Splash Harbour Water Park
- Tampa Palms Golf & Country Club
- North Beach At Fort DeSoto Park
- Ben T Davis Beach