Waterfront vacation rentals in Oldsmar

Find and book unique waterfront rentals on Airbnb

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Popular amenities for Oldsmar waterfront rentals

Waterfront apartment rentals

Top guest favorite
Apartment in Tarpon Springs
5 out of 5 average rating, 77 reviews

Waterfront studio w/Hot Tub & spectacular views

SandyRating, 5 stars2 days ago
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.
Superhost
Apartment in Old Seminole Heights
4.77 out of 5 average rating, 102 reviews

Kayaks & Firepit Mins to Dwntwn!

HaleyRating, 5 stars1 week ago
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.
Guest favorite
Apartment in Ozona
4.89 out of 5 average rating, 63 reviews

Waterfront 2/1 Apt. Ozona/Palm Harbor (Beachcomber

Austin JamesRating, 5 stars5 months ago
Nice place! Great location- very responsive host.
Top guest favorite
Apartment in Clearwater Beach
4.98 out of 5 average rating, 126 reviews

Anchors UP #4, WALK to Beach; WATER VIEW; Sleeps 8

Jason And JeriRating, 5 stars1 month ago
Great place right on the bay! We enjoyed the views, the fishing and quiet nights.
Top guest favorite
Apartment in Gulfport
5 out of 5 average rating, 8 reviews

Beautiful Boca Marina Apartment

ShawnRating, 5 stars3 weeks ago
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.
Guest favorite
Apartment in Madeira Beach
4.93 out of 5 average rating, 119 reviews

2nd floor Canal view Pelican 6-King Bed-Johns Pass

RachelRating, 5 stars5 days ago
Amazing view, seamless check in, great location, and excellent communication! Would definitely recommend and would love to stay again.
Guest favorite
Apartment in Indian Shores
4.92 out of 5 average rating, 150 reviews

Surfside Villas - Apartment B

SynaRating, 5 stars1 week ago
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.
Guest favorite
Apartment in Ruskin
4.87 out of 5 average rating, 135 reviews

Sunset Del Mar (studio with a view)

MeghanRating, 5 stars2 weeks ago
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

Top guest favorite
Home in Hudson
4.99 out of 5 average rating, 72 reviews

Angele's House, Waterfront with direct Gulf access

TrinaRating, 5 stars2 weeks ago
We thoroughly enjoyed our 3 weeks at Billy & Diane's. It is a lovely, clean place on one of the canals. It has just been recently renovated & was beautifully done. My husband loved kayaking each day and saw several dolphins on his tours. We enjoyed watching the ducks & ducklings swim by & then come for several daily visits...so cute. There are several restaurants/bars close by & a wonderful ice cream parlour at the end of the street. This is such a serene and restful home to stay. Billy & Diane are great hosts & it was so nice to meet both of them. We can't wait to return...too bad it's not for another year!
Superhost
Home in New Port Richey
5 out of 5 average rating, 9 reviews

Tropical Waterfront Resort Home with Marina, Piano

SharonRating, 5 stars24 months ago
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.
Guest favorite
Home in Port Richey
4.97 out of 5 average rating, 30 reviews

Blue Marina House

CareyRating, 5 stars3 weeks ago
We were pleasantly surprised to find this home as it appeared in its photos. We have experienced the opposite. This home was beautifully maintained - very clean - no clutter. We so enjoyed the covered outside kitchen and sitting area. It seemed pretty private, and provided so many things to entertain: air hockey, massage chair, sauna, jacuzzi, fishing poles........... It's a great house for a family. Would definitely consider renting this again in the future. Thanks for making this such a welcoming home!
Guest favorite
Home in New Port Richey
5 out of 5 average rating, 6 reviews

Waterfront Oasis

TgetgRating, 5 stars1 week ago
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
Guest favorite
Home in Clearwater
4.82 out of 5 average rating, 17 reviews

Waterfront Pool Home - 8PPL 4BR

NicoleRating, 5 stars2 weeks ago
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.
Superhost
Home in Brandon
4.82 out of 5 average rating, 33 reviews

Water Front Home to Alafia River

SeniquaRating, 5 stars2 weeks ago
House was clean with lots of things to do on property. Private area and relaxing. Accommodated my 10 guest.
Guest favorite
Home in Brandon
4.92 out of 5 average rating, 104 reviews

Relaxing 3BR/2BA POOL Home w. Pond View & HOT TUB

JamieRating, 5 stars2 weeks ago
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.
Superhost
Home in Coquina Key
4.87 out of 5 average rating, 55 reviews

Heart of St. Pete Waterfront Private Dock House

MichaelRating, 5 stars8 months ago
We really enjoyed our stay, even though it was windy and rainy during the first couple of days. The panoramic views of the bay made it all the more scenic during that time. There was a minor issue with the AC that the host was very responsive and fast in dealing with. All rooms were clean and there was adequate utensils and cookware, larger sized refrigerator and all other required appliances. It was a relatively central location convenient to the beaches, sights, and downtime each within 15-20min. The immediate neighborhood was safe and the neighbors seemed nice. I would recommend using navigation to avoid getting off track when getting around, as some areas between the home and downtown or between the home and the beach did not appear as nice.

Waterfront condo rentals

Guest favorite
Condo in Tampa
4.93 out of 5 average rating, 174 reviews

Waterfront Condo - Sunset View of Tampa Bay

KeyonRating, 5 stars1 week ago
Had a great time very clean and peaceful my host was amazing and very communicative definitely coming back!
Superhost
Condo in St. Petersburg
4.83 out of 5 average rating, 126 reviews

Breathtaking Waterview Condo!

JeffRating, 5 stars1 week ago
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
Top guest favorite
Condo in Clearwater Beach
4.99 out of 5 average rating, 124 reviews

✔Waterfront |3BR |2Kings |Pool |Balcony |Beach

CourtneyRating, 5 stars1 month ago
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!
Guest favorite
Condo in Tampa
4.9 out of 5 average rating, 166 reviews

Waterfront condo with sunset views of Tampa Bay.

SerenaRating, 5 stars1 day ago
We had an amazing stay !! Very good views and comfortable room . Definitely will be returning next time we are in Tampa 😊
Guest favorite
Condo in Madeira Beach
4.91 out of 5 average rating, 122 reviews

Arie Dam 302, Beach Front Condo - 2Bed/2Bath

MikeRating, 5 stars1 week ago
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.
Top guest favorite
Condo in St. Petersburg
4.98 out of 5 average rating, 262 reviews

PRICELESS VIEW Boca Ciega Bay Condo 1/1 #209

MarieRating, 5 stars2 weeks ago
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!
Superhost
Condo in Madeira Beach
4.82 out of 5 average rating, 141 reviews

Lovely Water View Condo, Top Floor, Steps to Beach

MichelleRating, 5 stars1 week ago
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!!
Top guest favorite
Condo in Tampa
4.95 out of 5 average rating, 292 reviews

Modern Waterfront Condo - Captivating Sunset Views

KimRating, 5 stars1 week ago
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

    $30 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

  • Wifi availability

    20 properties include access to wifi

Destinations to explore

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