Waterfront vacation rentals in Oldsmar

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Popular amenities for Oldsmar waterfront rentals

Waterfront apartment rentals

Superhost
Apartment in Tampa
4.88 out of 5 average rating, 136 reviews

Lux Beach Condo Waterfront Pool and Balcony

ElaineRating, 5 stars2 months ago
We enjoyed our stay the location, the views are spectacular. So homey and comfortable. A great place for a quite getaway but also plenty to do if you wanted to grab something to eat or sight seeing. Definitely recommend and hope to stay again son.
Top guest favorite
Apartment in Clearwater Beach
4.96 out of 5 average rating, 114 reviews

Anchors UP #3, WALK to Beach, 1 bed/1 bath

JohnRating, 5 stars4 days ago
Great location! Easy access for boating. Highly recommend staying there!
Superhost
Apartment in Madeira Beach
4.81 out of 5 average rating, 335 reviews

Sunshine getaway #2-Walk to Beach-King bed-Docks

CarmenRating, 5 stars1 week ago
The location was perfect for being able to go eat, shop and go to the beach. We didn’t rent a car and other than getting there and back we never had to uber anywhere. There’s so much available practically right next door. Would definitely recommend to anyone looking to be close to all the action at Johns pass.
Superhost
Apartment in Old Seminole Heights
4.74 out of 5 average rating, 115 reviews

Kayaks & Firepit Mins to Dwntwn!

JasmineRating, 5 stars1 week ago
The place was so cute and right in the middle of everything. If I ever find myself staying over in the Tampa area again, this will definitely be somewhere I come back to!
Superhost
Apartment in Clearwater Beach
4.84 out of 5 average rating, 270 reviews

Seaside Chic #3 Waterfront Clearwater Beach

DeborahRating, 5 stars2 weeks ago
We had a truly peaceful and refreshing stay at this lovely home. The space was beautifully maintained, and perfectly situated for a relaxing getaway. Each morning, we were treated to the incredible sight of dolphins and manatees right from the property—a magical experience! And just a short 5-minute walk brought us to the Gulf, where we enjoyed breathtaking sunsets every evening. We also had the pleasure of meeting Lina and her husband, who were both kind and welcoming. It’s clear they take great pride in creating a space where guests can feel at home. I would absolutely recommend this home to anyone looking for a peaceful, nature-filled escape. We hope to return!
Top guest favorite
Apartment in Indian Shores
4.95 out of 5 average rating, 149 reviews

Beach Front Condo!

WendiRating, 5 stars1 day ago
We enjoyed everything about the condo and the area! Was clean and directly looked over the ocean!
Top guest favorite
Apartment in Indian Rocks Beach
4.96 out of 5 average rating, 161 reviews

Direct Ocean View Top Floor Renovated. 2BR, 2 Bath

MatthewRating, 5 stars3 weeks ago
Perfection! Scott was such a responsive and accommodating host. Scott knew we had an early flight, and he let us check in as soon as their place was ready. Scott even made sure there was a pack n play for our little one, which exceeded our expectations. The location directly on the beach made sunsets after a busy day so relaxing. We got to see a lot of seabirds and dolphins right from the balcony. Everything we needed was there. The place was very clean throughout with a fully functioning kitchen and all necessary beach supplies. We made unforgettable memories for our first Florida family vacation, and we could not have asked for a better location with the best host. Thank you so much!
Guest favorite
Apartment in St. Petersburg
4.9 out of 5 average rating, 170 reviews

The Oasis

CherieRating, 5 stars1 day ago
Russell’s place was just as described. The bay of the bay was beautiful! This condo was within short driving distances of many great local beaches and restaurants. It had all the amenities, linens, and other items needed to make our stay perfect. Russell checked in with us prior to our stay, during and after.

Waterfront house rentals

Top guest favorite
Home in Dunedin
4.94 out of 5 average rating, 124 reviews

Ocean Sunsets & Downtown Biking Trails

SuyinRating, 5 stars1 month ago
We booked last minute as it was a last minute family trip and I have to say we all are glad we chose Denay’s place. The space was perfect for our family. The backyard was safe for the kids to play in. Since we rented the entire place (both units) we didn’t have to worry about bothering anyone when the kids were outside. It’s right next to Pinellas Trail so it was nice to be able to walk to the restaurants and have the kids used their scooters on the way there and back. Would definitely recommend!
Superhost
Home in Tampa
4.85 out of 5 average rating, 117 reviews

Lake Oasis—Private Suite, Ducks Visit Daily!

LanaRating, 5 stars1 month ago
What a great place. The ducks are very entertaining!
Guest favorite
Home in Palm Harbor
4.99 out of 5 average rating, 98 reviews

Tarpon Lake Escape LLC

DotRating, 5 stars1 week ago
I wish I could give 10 stars. We were so spoiled with all of the extra touches. I will let you be surprised. I cannot rave enough about how comfortable and welcome Julie has made it. Now, we want to come back in cooler weather and fish in the canal. The young man across the canal was fishing every morning early and he caught quite a few “eating size” Bass. Some of best restaurants are not far. Our favorites are Molly Goodheads, Ozona Blue Grilling, Rusty Bellies and Frenchy’s Outpost. Plus, there is a Trader Joe’s close by. Book it! You will be so happy!
Guest favorite
Home in Brandon
4.93 out of 5 average rating, 109 reviews

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

Oak Manna GlobalRating, 5 stars5 days ago
Thank you for hosting us! The home is beautiful. Great neighborhood and loved all the extra touches. This was a home away from home. We were very comfortable, safe, and loved the pool! We hope to be back in the near future. Thank you!
Top guest favorite
Home in Palm Harbor
5 out of 5 average rating, 12 reviews

Lake Tarpon Waterfront-Private

JaniceRating, 5 stars1 month ago
It was a comfortable spacious home. Ideal for gathering with multiple people. Many amenities included. You could also separate into the warmth of different types of rooms. Laura allowed the family to bring their dogs which made everyone happy. It was close to main road and you could easily get to restaurants, stores or beaches.
Guest favorite
Home in Crystal Beach
4.97 out of 5 average rating, 34 reviews

Waterfront Pool Home with dock

RebeccaRating, 5 stars2 weeks ago
We had a great time and the home was just a described. The kids are already read to return.
Top guest favorite
Home in Apollo Beach
4.94 out of 5 average rating, 109 reviews

Apollo Beach Waterfront Amazing Pool Oasis

JerradRating, 5 stars3 weeks ago
House was exactly as advertised, pool and atmosphere was extremely relaxing!
Top guest favorite
Home in Clearwater
4.97 out of 5 average rating, 38 reviews

Casa Sea Belkis/Beach/Mini Golf/BBQ/Games/Bikes

JerryRating, 5 stars1 month ago
The house was clean and comfortable. The location was close to things we wanted to do so that was great. The neighborhood was quiet and peaceful. We communicated with our hosts using the app prior to our arrival but had no questions or problems after arrival so no need to communicate with them. We enjoyed our stay very much.

Waterfront condo rentals

Guest favorite
Condo in Tampa
4.93 out of 5 average rating, 400 reviews

Tampa Events & Suite w/WtrFrt Bay & Sunset Views

SheilaRating, 5 stars3 weeks ago
Such an awesome place to stay with amazing views. Clean and had extra essentials which makes it nice. Loved the fan and TV above the bed and the large shower. I traveled alone and felt completely safe. I would definitely stay again.
Top guest favorite
Condo in Tampa
4.94 out of 5 average rating, 105 reviews

Tampa Bay Near by Airport & Stadium

ColleenRating, 5 stars2 days ago
This place was perfect! We found that whatever we needed or forgot was provided in the condo. The beds were comfy, lots of pillows, and loved sitting with our coffees (lots of varieties) on the balcony. Definitely be returning.
Guest favorite
Condo in Tampa
4.9 out of 5 average rating, 168 reviews

Waterfront condo with sunset views of Tampa Bay.

JenniferRating, 5 stars3 weeks ago
We really enjoyed relaxing by the pool and having the Big Bamboo bar / restaurant on the premises made it so convenient. The bed was comfortable and shower pressure good. We also appreciated the coffee bar.
Guest favorite
Condo in St. Petersburg
4.95 out of 5 average rating, 194 reviews

Sea La Vie- Studio by the bay!

AnnaRating, 5 stars1 month ago
I escaped MN to find this hidden gem! It was everything I could have asked for and more! I enjoyed the pool throughout my stay and catched a glimpse of a few dolphins. The bed was extremely comfortable and the unit was quiet. There was SPF and aloe in the bathroom cabinet which was perfect because I needed both! Walmart is a short uber away for all of your grocery needs. Doc’s next door was great to walk to for a quick dinner and drinks. The only hiccup I experienced was that pest control needed to enter the unit to spray and didn’t give Alison much notice so she could ensure I was out of the unit. I can’t wait to come back to this gem next year!
Superhost
Condo in Tampa
4.75 out of 5 average rating, 241 reviews

Rocky Point paradise

GlendaRating, 5 stars2 days ago
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!
Guest favorite
Condo in Clearwater Beach
4.9 out of 5 average rating, 374 reviews

Amazing views on beachfront

MicheleRating, 5 stars4 days ago
It was a great stay with plenty of space and easy access to the beach. Just what we anticipated.
Guest favorite
Condo in Indian Rocks Beach
4.83 out of 5 average rating, 106 reviews

Ocean Front Beach Condo Gap Day Special 6/12-6/20!

MohammedRating, 5 stars3 weeks ago
We had a lovely stay at 42 Gulf Blvd IRB! The house is comfortable, the beach area is peaceful and beautiful, and the location is perfect for a relaxing getaway. While we did experience a couple of issues during our stay, we truly appreciate how responsive and caring the management team was. They took our concerns seriously and handled the situation with professionalism and kindness. Their communication made all the difference. We would absolutely stay here again and highly recommend it to others looking for a laid-back and enjoyable beach experience!
Superhost
Condo in Tampa
4.85 out of 5 average rating, 108 reviews

262*NEW! 3 beds x 2 bath. Amazing Waterfront Views

MollyRating, 5 stars1 month ago
Great area. Great view. Awesome pool/ bar area!

Quick stats about waterfront rentals in Oldsmar

  • Total rentals

    20 properties

  • Nightly prices starting at

    G$6,276 GYD 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

  1. Airbnb
  2. United States
  3. Florida
  4. Pinellas County
  5. Oldsmar
  6. Waterfront rentals