
Waterfront holiday rentals in Oldsmar
Find and book unique waterfront accommodation on Airbnb
Top-rated waterfront accommodation in Oldsmar
Guests agree: These waterfront accommodation options are highly rated for location, cleanliness and more.
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Popular amenities for Oldsmar waterfront rentals
Waterfront apartment accommodation

Tranquility Awaits you, only 200 Steps to Beach Paradise, Quaint *Pet Friendly* Apartment Steps Away from Beach #2
Excellent location and had all you need for a beautiful stay at the beach. We loved being able to walk everywhere. Appreciated how pet friendly the place was and yet super clean. Must stay here if visiting the area!

Waterfront studio w/Hot Tub & spectacular views
We had a wonderful stay at this waterfront studio in Tarpon Springs, FL. The location was peaceful and relaxing, with beautiful views right by the water—perfect for a quiet getaway. The studio itself was spotless and well-kept, with everything we needed for a comfortable stay. The hosts were incredibly nice and welcoming. I would definitely recommend this place to anyone looking for a clean, cozy spot in a beautiful setting.

Kayaks & Firepit Mins to Dwntwn!
John was a wonderful host! His arrival instructions were detailed and super helpful, and he responded to all of my questions immediately! The Airbnb was lovely, super clean, cute and exactly what we needed for the weekend (and the backyard area was the perfect place to sit near the water and relax!). If you’re looking for a peaceful space that is still super close to everything you might want to do in Tampa, I highly recommend booking a stay here! We will definitely book here again the next time we are visiting Tampa.

Waterfront 2/1 Apt. Ozona/Palm Harbor (Beachcomber
Nice place! Great location- very responsive host.

Beautiful Boca Marina Apartment
We're already talking about returning in November. If anything, the pictures don't do this place justice, it was so comfortable and was easily the best outfitted Airbnb I've ever stayed it. Every little thing you could want in the kitchen and bathroom was thought of, and more. The location is peaceful and relaxing, with a number of cute little areas to take advantage of. Joe was very helpful and responded immediately when I had a question. An amazing man running an amazing place.

2nd floor Canal view Pelican 6-King Bed-Johns Pass
Amazing view, seamless check in, great location, and excellent communication! Would definitely recommend and would love to stay again.

Surfside Villas - Apartment B
We loved our stay at Tom’s place. He was an awesome host and extremely helpful. Perfect place to come back to. It is two flights of stairs if you are staying on top , which was fine for us.

Sunset Del Mar (studio with a view)
Absolutely loved our stay and would highly recommend to anyone! Very clean and everything you need is right there! Not to mention the views!! Front and back of the property just absolutely breathtaking! Even got to see dolphins in the bay behind the entrance! Very happy I booked here and was sad to leave!
Waterfront house rentals

Stunning *NEW Remodel RIVER FRONT Oasis!
We had such a great stay at Ashley’s place! The space was clean, fun, and full of positive energy. There was no shortage of things to do—between the pool, paddleboards, canoe, dart board, and ping pong table, we were entertained the entire time. The rooms and beds were comfortable, and everything was well-kept. Ashley and her co-host were incredibly friendly and respectful of our privacy, staying in their own attached living space. We only saw them briefly on Sunday morning while they were outside doing some yard work—otherwise, we had the place to ourselves. It was a perfect spot for me, my 14-year-old daughter, and her group of eight friends. Everyone had a blast. Highly recommend!

Tropical Waterfront Resort Home with Marina, Piano
Michael's home amazing from the moment we walked into the beautiful foyer! The home was spotless, had abundant natural lighting, all modern appliances and electronics, gorgeous décor, but still had a cozy at-home vibe. The pool and game room were just the icing on the cake! The beds were very comfortable, which is something I'm very particular about. We would definitely return to this air bnb! Michael was a wonderful, personable, and responsive Host, and did not hesitate to answer any questions I had about the property. The grounds are beautifully maintained, and the pool was actually cleaned twice during our 9-day stay. My husband appreciated the workout area, and I enjoyed relaxing on the very comfortable patio furniture. Definitely 10/10.

Waterfront Oasis
What a great location - both inside and out. Be it the pool for the kids to swim. Be it the boat deck to cast the rod while enjoying a cold one after a day at the beach. Be it putting on a couple of racks of ribs on the traeger pellet smoker. Be it it the biggest tv ive ever seen to watch the game. be it the awesome kitchen to gather the fam around This place has it all. And if something isnt right the host will respond quick to get it sorted Ill be back next year. Thats for sure
* House with Dock and Direct Access to the Gulf *
Our family had a great stay at this house and we really enjoyed the accessibility to the islands with the pontoon boat.

Luxury Water Front Lake house
Great place to stay! Can’t to town for a concert at the Yuengling center and was about a 20min car ride. Walking distance to the hard rock which was awesome! The house was very clean and the view was great! Michael was vey nice and responsive. Will definitely stay again!

Waterfront Pool Home - 8PPL 4BR
House was in a great location 20-30 minutes away from Tampa airport and all surrounding beaches. Restaurants and grocery shops nearby within 5-10 minute. Location felt safe. House was clean and spacious. Main shower was a little difficult to use but worked well. Having the waterfront was great for sunrises and sunsets and having the pool was nice when we didn’t want to be around crowds. Family friendly. Would recommend and would stay again when revisiting the area.

Water Front Home to Alafia River
House was clean with lots of things to do on property. Private area and relaxing. Accommodated my 10 guest.

Relaxing 3BR/2BA POOL Home w. Pond View & HOT TUB
This was my second stay at Jose’s home, and it was great once again. The home is very clean and comfortable and the neighborhood is quiet and peaceful. My daughter and I thoroughly enjoyed the pool and spa….and had fun feeding the ducks in the pond behind the house. I highly recommend Jose’s home and hope to stay again in the near future.
Waterfront condo accommodation

Waterfront Condo - Sunset View of Tampa Bay
Had a great time very clean and peaceful my host was amazing and very communicative definitely coming back!

Breathtaking Waterview Condo!
We really enjoyed our stay at this condo. It was a very clean condo with beautiful views from the patio. Saw dolphins almost every morning and at dusk. Close to many restaurants. Close to the beach also had a very nice and clean pool with plenty of chairs for seating. When we were there, the pool was not crowded at all. There were also beach towels, beach chairs, and beach umbrellas available to use. Well stocked kitchen with good pans for cooking and two grills that were available to use at no additional cost Overall it was a great stay and we will definitely be back

✔Waterfront |3BR |2Kings |Pool |Balcony |Beach
This place was wonderful. Very well stocked condo with everything you could need for your stay. We loved walking to dinner at night and watching dolphins from the balcony in the mornings! Great place to stay!

Waterfront condo with sunset views of Tampa Bay.
This stay exceeded our expectations! Everything was perfect, would recommend to friends and family!

Arie Dam 302, Beach Front Condo - 2Bed/2Bath
Our family of 6 had the best time! Our condo was so nice, clean, and comfortable. It was great to have beach towels and chairs to use as well!! The beach and view was amazing. We had no idea it would be so beautiful. The pool wasn’t quite ready but that didn’t matter (repairs due to the hurricane) the ocean was enough. Our son rented a fishing pole from Hubbards Marina and had the best time fishing off the shore while our other kids swam. We would go back and stay at the same place again. The beach was not crazy busy. Early mornings and late evenings were so peaceful.

PRICELESS VIEW Boca Ciega Bay Condo 1/1 #209
Valeries place was AMAZING! Words and pictures don't do the view from the balcony justice. The condo was cozy and very clean. It had everything I needed for a five week stay. I enjoyed coffee every morning on the balcony, watching dolphins and boats go by. The sunsets were spectacular, a perfect view from the balcony. I had an excellent experience renting from Valerie. It was exactly as depicted. I would highly recommend staying at Boca Ciega Resort in Valerie's condo. You will not be disappointed!

Lovely Water View Condo, Top Floor, Steps to Beach
We had a great stay at Kristin’s condo. The place was very clean and tidy, tastefully decorated, and well equipped with everything you need for a home-away-from home beach getaway. The beach gear provided (towels, chairs, umbrella, floatation devices, and buggy) was so appreciated and made a huge difference for our daily saunter to the beach. The location was perfect, within easy walking distance to the beach, restaurants and bars. The condo had a lovely balcony overlooking the marina. It was great being able to see both the sunrise from the balcony and the sunset at the beach every day. Kristin was quick to respond to inquiries and provided incredibly helpful information. We would highly recommend this Airbnb and would definitely stay here again!!

Modern Waterfront Condo - Captivating Sunset Views
Rosana had all the amenities we needed like a small cooler, ice maker, sun block etc. She's a thoughtful host. We LOVED the sunsets from the balcony!
Quick stats about waterfront rentals in Oldsmar
Total rentals
20 properties
Nightly prices starting at
$47 AUD before taxes and fees
Total number of reviews
1.1K reviews
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wi-Fi availability
20 properties include access to Wi-Fi
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- Anna Maria Island
- Dunedin Beach
- Anna Maria Public Beach
- Weeki Wachee Springs
- John's Pass
- Sunset Beach
- Bean Point Beach
- Cortez Beach
- Busch Gardens Tampa Bay
- Amalie Arena
- Raymond James Stadium
- Gulfport Beach Recreation Area
- Howard Park Beach
- North Beach
- Clearwater Beach
- Coquina Beach
- Vinoy Park
- Fort De Soto Park
- Tampa Theatre
- Curtis Hixon Waterfront Park
- ZooTampa at Lowry Park
- Jannus Live
- Splash Harbour Water Park
- Adventure Island