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Waterfront holiday rentals in Oldsmar

Find and book unique waterfront rentals on Airbnb

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Popular amenities for waterfront rentals in Oldsmar

Waterfront apartment rentals

Top guest favourite
Flat in Clearwater Beach
4.96 out of 5 average rating, 114 reviews

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

JohnRating, 5 stars1 week ago
Great location! Easy access for boating. Highly recommend staying there!
Guest favourite
Flat in Tampa Shores
4.92 out of 5 average rating, 39 reviews

~ Luxurious Waterfront Hideaway ~ 11m to Downtown!

LynnRating, 5 stars2 weeks ago
Had a wonderful 2 weeks here. Jessica was very helpful and obliging. Will definitely be coming back. Beds and pillows super comfortable. Everything was here that we needed.
Superhost
Flat in Tampa
4.74 out of 5 average rating, 115 reviews

Kayaks & Firepit Mins to Dwntwn!

JasmineRating, 5 stars2 weeks 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!
Top guest favourite
Flat in Indian Shores
4.95 out of 5 average rating, 150 reviews

Beach Front Condo!

WendiRating, 5 stars6 days ago
We enjoyed everything about the condo and the area! Was clean and directly looked over the ocean!
Top guest favourite
Flat in Independence Square
4.96 out of 5 average rating, 162 reviews

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

AdrianneRating, 5 stars2 days ago
We absolutely loved our stay at Scott’s place. The condo was sparkling clean- I am extremely picky about cleanliness and was not disappointed. The kitchen was well equipped and we appreciated all of the beach gear Scott had available for use. We loved the location and the view from the balcony is unmatched. Scott was quick to respond with the minor issue we had at check in and quickly resolved the issue. We had the best time and will definitely be back!
Superhost
Flat in Tampa
4.85 out of 5 average rating, 112 reviews

2 PM check in-water view from Balcony-Pool

ColleenRating, 5 stars1 week ago
The condo was clean and location is convenient to the airport and other Tampa attractions.
Top guest favourite
Flat in Treasure Island
4.99 out of 5 average rating, 103 reviews

Popular Beachside Studio w/ Shady Patio & Palms!

MasonRating, 5 stars1 week ago
Had a great time staying here! We can for a long weekend and Lara was super helpful to accolade us for showing up early and wanting to get our beach vacation started! The until was so cute and perfect for 2 people. The beach is literally steps from your door. Made it easy to go back and forth if we forgot something inside or if we needed to take a couple trips to get all of our beach gear set up. There wasn’t a ton to do near on treasure island so we took a quick 20 minute uber into St. Pete’s which has so much to do, great restaurants, and awesome night life!
Guest favourite
Flat in St. Petersburg
4.9 out of 5 average rating, 170 reviews

The Oasis

CherieRating, 5 stars6 days 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

Guest favourite
Home in Palm Harbor
4.88 out of 5 average rating, 73 reviews

Quiet Oceanside Getaway - PALM HARBOR, FL

RuthRating, 5 stars3 weeks ago
The space and location were ideal for our needs. The house is very spacious and comfortable. The pool was great very convenient!
Guest favourite
Home in Palm Harbor
4.9 out of 5 average rating, 104 reviews

* House with Dock and Direct Access to the Gulf *

BethRating, 5 stars2 weeks ago
I felt this place was too good to be true … but having stayed 4 nights, I can positively say this place way exceeded our expectations!!! We’ve already talked to our family that we will be regulars when we come to Palm Harbor to visit. Thank you Ruth for sharing your amazing place (and boat and kayaks and paddle boards) with us!! We will definitely be back!!
Top guest favourite
Home in Palm Harbor
4.98 out of 5 average rating, 51 reviews

Luxury Waterfront w/ Private Heated Pool

MelissaRating, 5 stars1 month ago
We absolutely LOVED this house and will probably make it an annual trip. The house is gorgeous and soooo well stocked! My whole family enjoyed the house and the games downstairs! The snacks and personalized note was such a thoughtful touch. What a fantastic spot! Chris was great too! 10/10 would recommend this listing!
Guest favourite
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 stars1 week 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!
Guest favourite
Home in Tampa
4.85 out of 5 average rating, 227 reviews

Beautiful two bedroom w/ pool table & free parking

KaitlynnRating, 5 stars2 weeks ago
the house is really nice. we really enjoyed the screened porch and pool table even though it was unlevel and there was only one usable cue stick. it was kinda like a mix of putt putt and pool haha :) it was also nice that there were doggy doors.
Superhost
Home in Tampa
4.82 out of 5 average rating, 106 reviews

4BR Heated Pool Relaxation Home | Airport | Beach

Dianne GesselleRating, 5 stars2 weeks ago
Excellent service, attention and good service
Superhost
Home in Tampa
4.8 out of 5 average rating, 282 reviews

Guest studio on Bayshore in So. Tampa

EdRating, 5 stars1 week ago
Quiet and nice location - close enough to Raymond James Stadium for our Metallica show - (20-$25 Uber XL) 2 houses off the bay where there is a nice biking / walking sidewalk along the water. Great host, very quick to respond. Also there is Berns Steakhouse around the corner - booking in advance? Their reservations at Berns are 60 days out and a must eat - take the tour after dinner and enjoy the dessert rooms after that. Also Wrights Deli is the go to spot for lunch and worth the wait there.
Top guest favourite
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 apartment rentals

Guest favourite
Apartment in Tampa
4.93 out of 5 average rating, 400 reviews

Tampa Events & Suite w/WtrFrt Bay & Sunset Views

SheilaRating, 5 stars4 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.
Superhost
Apartment in Tampa
4.88 out of 5 average rating, 170 reviews

Waterfront condo with sunset views of Tampa Bay.

JenniferRating, 5 stars1 month 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 favourite
Apartment in St. Petersburg
4.92 out of 5 average rating, 158 reviews

Heron's Hideaway- Studio by the bay!

SaraRating, 5 stars2 weeks ago
What a treasure!! Though small, it completely met our needs. Was clean and homey. Ideal location between downtown Saint Pete and the beaches. Loved the view of the water from the balcony. Kids loved the pool.
Top guest favourite
Apartment in Tampa
4.94 out of 5 average rating, 105 reviews

Tampa Bay Near by Airport & Stadium

ColleenRating, 5 stars1 week 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.
Superhost
Apartment in Tampa
4.75 out of 5 average rating, 241 reviews

Rocky Point paradise

GlendaRating, 5 stars1 week 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 favourite
Apartment in Clearwater Beach
4.9 out of 5 average rating, 374 reviews

Amazing views on beachfront

MicheleRating, 5 stars1 week ago
It was a great stay with plenty of space and easy access to the beach. Just what we anticipated.
Top guest favourite
Apartment in St. Petersburg
4.98 out of 5 average rating, 268 reviews

PRICELESS VIEW Boca Ciega Bay Condo 1/1 #209

SarahRating, 5 stars5 days ago
Just like the photos! Beautiful and comfortable for our stay… Love the location, close to everywhere we wanted to go! Comfortable bed, the couch could use some updating. The pool is very warm, but a nice spot to hang out. Didn’t get to see any dolphins 😞 Overall, enjoyed our stay, will definitely be back!
Superhost
Apartment 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

    $38 SGD 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