
House vacation rentals in Oldsmar
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Top-rated house rentals in Oldsmar
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Popular amenities for Oldsmar house rentals
House rentals with a pool

Heated & Screened in Pool-All Essentials Provided
Very clean and very well equipped. House was very responsive and even checked in on us mid stay to see if we needed anything! Would definitely rent again

Private Pool 2BR/2B 3.5 mi Tarpon & Beaches
Absolutely loved this place. It was very comfortable and my kids loved the pool. The only negative was not being able to take a bath in the large jetted tub. There wasn’t a stopper provided to be able to fill the tub and relax in the bath. All else was amazing and my kids and I loved it!

Dunedin 5 STAR! Heated POOL+10 Mins to Beach
Great place! We were in town for a baseball tournament and it was the perfect location close the the Blue Jays Spring Training facility. Close to the beach and lots of restaurants. The house was very clean and had everything we needed for our stay. We will definitely book here again!

Tarpon Fun'n Sun-Pool, Beaches + Backyard Chickens
Beautiful house and pool area. The back is private with plenty of space. Jeff was always responsive and everything was as described. The girls being able to get eggs every morning was an added touch of experience for them. The house was clean and we had everything we needed for the ten day stay. Tarpon Springs is an annual tradition and we weren't disappointed.

Rooms with a Pool
my husband and I took our 3 kids here for memorial day weekend. the house in a nice quiet and clean neighborhood which we loved. we only had one problem when we arrived which was the AC was out and in Florida that can be a huge problem. but we let the host know right away and they called someone to fix it. we cooled off in their beautiful pool until it was fixed and before we went to bed we had a cool house. so thank you for your prompt response in getting that fixed. other than that the house is truly a gem. very clean, great amenities and the guidebook was a wonderful addition! my kids really enjoyed the pool and hot tub and the place is very spacious where we had our room. they pretty much had everything you could think of product wise so we didn't need to get much for our stay. we are from Florida but we don't visit Tampa often but this is a place we know we will come to visit again for sure!!! thank you Aaron and Sophie for making my family vacay and wonderful one!!

Welcome to villa marcelo
Our stay was wonderful! We needed ample space for a bachelorette vacay, and Franddy did not disappoint. Ample space, great amenities, super responsive and flexible. If you need a chill spot that’s not too far from attractions in Tampa, definitely recommend 100%

The T and C Club
Tom's place was perfect for our family. We especially loved the salt water pool and the pool table. Tom was very good at communicating everything clearly. He also has very friendly and helpful neighbors.

Tropical Pool Retreat in Tarpon Springs
It's our second stay at this house. Great location and nice place with a pool. We bring jet ski and able to use the garage, which makes it very convenient. Kids and wife love it. Howard beach and Sunset beach only 5 minutes down the street. Tarpon Springs has good bakery, seafood and pizza joint, all of which just a couple of miles away. Honeymoon beach is also close if you like more of a beachy feel. Overall, we love the area and will come back next year for another week.
Weekly house rentals

Beachhouse Inspired Villa Close Honeymoon Island
First off I’d like to say that Sophia and Andrew were exceptional hosts. Unfortunately we got in really late and Sophia was still available to help with our check-in! The place was beautiful and perfect for our stay, clean, tidy, quiet and roomful. We brought our 2 doggies and the fenced in backyard was perfect for them. Very unique to see a piano, and a record player (which we definitely used.) All in all we would 100% stay again and recommend anyone looking in the area to book!

Sunny's Retreat
Great place to stay on a family vacation. Lots of restaurants in the surrounding areas. Home was very welcoming and the owners were very nice and responsive to any and all questions we had. Patio area was very nice and accommodating. Host was very nice and stayed in contact with me the entire trip. They were also willing to take care of a small issue with no hesitation and that speaks volumes to their willingness to help make sure their guests have an amazing experience. We look forward to our next trip! Thank you.

Private pool, Golf Cart, Completely Renovated!
We had a wonderful stay! The house was very clean and had everything we needed for the beach and pool. The golf cart was an amazing addition as there are many places to eat in driving distance to the house. Jarrett was very responsive and friendly. Would absolutely stay here again!

Hermoso de en Tampa
Excellent stay. For us the location was perfect. The place is nice and clean. The host is very friendly and helpful.

tu hogar cerca de todo
Absolutely loved this booking! Alan was a great and responsive host. We had no issues the whole weekend and felt right at home. Will definitely be booking again :)

The Retreat at Palm Harbor - RV & Work-Friendly
We enjoyed our week here! Pouria's home is in a great location on a quiet street. The king size bed was comfortable and we had plenty of space to spread out. The backyard is large and private. This was a perfect stay and we highly recommend this home if you're in the area.

Mari’s Cozy Getaway
I had a great stay, definitely quiet! Would stay here again, was very close too where I needed too go and everywhere was 7-10 minutes away! Definitely recommend

Private Pool Enrique's Home - 3 BR & Fenced
We had a fantastic stay! The house is in a perfect central Tampa Bay location—super close to the airport, downtown Tampa, and the beautiful Pinellas County beaches. With family and friends in both areas, it made visiting everyone a breeze. The home was very clean, spacious, and well set up for our group—plenty of comfy beds for 5 adults and 2 small kids. The kids especially loved the swimming pool and arcade game, which kept them entertained for hours. The fully stocked kitchen had everything we needed to cook big family meals, including an air fryer and crockpot we definitely made use of. The outdoor grill was a great bonus, too! We appreciated that the neighborhood was quiet, safe, and dog-friendly—huge plus for our pups. The host was easy to communicate with and always quick to respond to messages. Highly recommend this home for families or groups looking to enjoy all that Tampa Bay has to offer!
Private house rentals

Nice Sparkling Clean Home with Pool.
Great host! Felt like home. Fantastic accommodations.

The Coastal Calm - Entire Unit
This home had everything we needed for our first family beach trip! We stayed for a whole week and had plenty of included supplies. The home was even better than the photos! We look forward to our next visit here.

Valencia Manor, your Favorite Florida Pool Home!
We had the best time at Jerzy’s place. Such a great place to stay, it really felt like home away from home. Really clean, had everything you could ever need, and a really nice pool. We loved the neighbourhood and the beaches, Honeymoon Island was especially nice. Jerzy is a great host, very easy to get a hold of. We would love to come back.

Luxe Retreat Paradise
Absolutely loved my stay at Anna’s house! The place was spotless, beautifully decorated, and felt extremely welcoming. I especially appreciated how private and peaceful it was—perfect for relaxing after a long day. Anna was a wonderful host and made everything easy. Highly recommend for anyone looking for a getaway!

The Weekender- Lake Access, Bikes, Outdoor Living
This place was absolutely amazing. From the moment I walked in, the house was clean and welcoming. Everything I needed was exactly where Kimberleigh said it would be. Kimberleigh has everything you could possibly need, from make up remover wipes to hair ties and straighteners in case you forgot your own. The home was sparkling clean and quite comfortable, with extra throw blankets and pillows. Every detail you can think of for a peaceful getaway has been executed. Kimberleigh, thank you for the clear communication and quick responses to everything and having such a beautiful getaway spot you’re willing to share with the world. I didn’t want to leave but I will certainly be back.

Casa Sea Belkis/Beach/Mini Golf/BBQ/Games/Bikes
Everything was so clean and spacious. Publix was close by. Will be coming back. Very responsive and nice hosts.

Newly Listed & Beautifully Renovated Studio Condo.
Myrele was wonderful to communicate with, and even offered me an early check in and late check out. Place was modern and clean and super quiet. Definitely would stay In Myrele condo again.

Clearwater cozy House!
We attended a conference nearby and felt right at home. Tomer and Natalia were very responsive and very accommodating. The place was clean and stocked with everything we needed.
Quick stats about house rentals in Oldsmar
Total rentals
90 properties
Nightly prices starting at
R542 ZAR before taxes and fees
Total number of reviews
2.5K reviews
Family-friendly rentals
60 properties are a good fit for families
Pet-friendly rentals
40 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