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House vacation rentals in Oldsmar

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Popular amenities for Oldsmar house rentals

House rentals with a pool

Top guest favorite
A spacious covered screened porch features a heated pool visible nearby. Lounge chairs with cushions are arranged beside the pool. A dining table with chairs is positioned on the porch, alongside a propane gas grill, all set against a backdrop of surrounding greenery.
Home in Port Richey
4.99 out of 5 average rating, 235 reviews

Heated & Screened in Pool-All Essentials Provided

TimRating, 5 stars1 week ago
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
Guest favorite
A private swimming pool is surrounded by a screened patio, with colorful floatation devices resting on the clear water. Lounge chairs are positioned nearby against a bright yellow wall. Natural light floods the area through glass doors, creating a refreshing atmosphere.
Home in Forest Hills
4.91 out of 5 average rating, 105 reviews

Private Pool 2BR/2B 3.5 mi Tarpon & Beaches

StephanieRating, 5 stars2 days ago
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!
Top guest favorite
Home in Dunedin
4.96 out of 5 average rating, 140 reviews

Dunedin 5 STAR! Heated POOL+10 Mins to Beach

ScottRating, 5 stars2 weeks ago
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!
Top guest favorite
A spacious living area is furnished with a large sectional sofa and additional seating, centered around a rustic coffee table. Large windows provide natural light, while a ceiling fan adds comfort. An open layout connects to a dining area and kitchen in the background.
Home in Tarpon Springs
4.96 out of 5 average rating, 363 reviews

Tarpon Fun'n Sun-Pool, Beaches + Backyard Chickens

DavidRating, 5 stars2 days ago
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.
Guest favorite
A heated pool is enclosed by a screened lanai, featuring a unique shape with a brick border. Lounge seating is present around the pool, while a hammock is visible in the background. The tranquil area is surrounded by high wooden fencing for privacy.
Home in Tampa
4.92 out of 5 average rating, 211 reviews

Rooms with a Pool

About1AriesRating, 5 stars3 weeks ago
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!!
Guest favorite
A spacious swimming pool area is enclosed by large glass panels, allowing ample natural light. Two comfortable chairs are positioned beside a small table, offering a relaxing view of the clear water. The pool deck features patterned stone tiles, enhancing the area’s openness.
Home in Tampa
4.95 out of 5 average rating, 129 reviews

Welcome to villa marcelo

EvyrRating, 5 stars1 week ago
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%
Top guest favorite
A serene outdoor space features a large swimming pool surrounded by lounge chairs. A covered area can be seen in the background, offering seating and a barbecue setup. The pool area is illuminated with soft lighting, creating an inviting atmosphere.
Home in Bay Crest Park
4.98 out of 5 average rating, 159 reviews

The T and C Club

MonicaRating, 5 stars1 week ago
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.
Top guest favorite
Home in Tarpon Springs
4.99 out of 5 average rating, 105 reviews

Tropical Pool Retreat in Tarpon Springs

ShannaRating, 5 stars1 week ago
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

Guest favorite
A corner duplex villa is seen with a two-car garage and a welcoming entrance. Mature trees provide shade over the driveway, and a landscaped front yard features greenery along the home’s facade, creating a serene atmosphere.
Home in Palm Harbor
4.88 out of 5 average rating, 25 reviews

Beachhouse Inspired Villa Close Honeymoon Island

KaitlynRating, 5 stars1 week ago
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!
Superhost
A well-maintained exterior of a single-story home is surrounded by lush greenery and palm trees. A spacious driveway leads to the entrance, with a manicured lawn showcasing vibrant grass and tropical plants. The home's facade is light-colored, reflecting the sunny atmosphere.
Home in Oldsmar
4.83 out of 5 average rating, 23 reviews

Sunny's Retreat

VanessaRating, 5 stars3 weeks ago
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.
Top guest favorite
An outdoor area features a private pool surrounded by a concrete deck. Lounge chairs and a dining table are visible beneath a covered patio, while tropical landscaping adds greenery. A path of stepping stones leads toward the pool, inviting relaxation and leisure.
Home in Palm Harbor
4.94 out of 5 average rating, 66 reviews

Private pool, Golf Cart, Completely Renovated!

StephanieRating, 5 stars6 days ago
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!
Guest favorite
A narrow outdoor space is lined by white fencing, featuring two black metal chairs with colorful cushions positioned on a gray brick path. Soft lighting is provided by string lights overhead, creating an inviting atmosphere. A small potted plant is situated between the chairs.
Home in Tampa
4.93 out of 5 average rating, 58 reviews

Hermoso de en Tampa

NestorRating, 5 stars1 month ago
Excellent stay. For us the location was perfect. The place is nice and clean. The host is very friendly and helpful.
Guest favorite
A dining area is featured with a dark wooden table surrounded by four light-colored chairs. A large artwork depicting a beach scene is mounted on the wall, complemented by ambient lighting. Doorways leading to other rooms are visible, enhancing the space's openness.
Home in Tampa
4.9 out of 5 average rating, 39 reviews

tu hogar cerca de todo

sofiaRating, 5 stars4 days ago
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 :)
Top guest favorite
The spacious living room is furnished with a light grey sofa and a pullout couch, accompanied by a modern coffee table. Natural light is welcomed through multiple windows, while a ceiling fan adds comfort. Artwork adorns the walls, creating an inviting ambiance.
Home in Palm Harbor
5 out of 5 average rating, 9 reviews

The Retreat at Palm Harbor - RV & Work-Friendly

DavidRating, 5 stars3 weeks ago
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.
Guest favorite
A well-appointed sleeping area showcases a spacious bed with neutral bedding and decorative pillows. A bright yellow accent chair enhances the room, while a mirror reflects the stylish decor. Vertical blinds allow natural light to filter in, creating a warm ambiance.
Home in Tampa
4.85 out of 5 average rating, 26 reviews

Mari’s Cozy Getaway

AleighaRating, 5 stars3 weeks ago
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
Superhost
A serene backyard is featured, highlighting a sparkling pool surrounded by a spacious deck. Several lounge chairs are positioned nearby for relaxation. Lush artificial grass complements the outdoor space, while wooden fencing provides privacy.
Home in Oldsmar
4.69 out of 5 average rating, 99 reviews

Private Pool Enrique's Home - 3 BR & Fenced

SharonRating, 5 stars1 month ago
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

Guest favorite
The exterior of a single-story house is presented, featuring a two-car garage and a well-maintained lawn. Lush green shrubs frame the entrance, and a small American flag is placed near the mailbox. A partly cloudy sky adds depth to the welcoming scene.
Home in Safety Harbor
4.89 out of 5 average rating, 83 reviews

Nice Sparkling Clean Home with Pool.

ShendaRating, 5 stars2 weeks ago
Great host! Felt like home. Fantastic accommodations.
Guest favorite
A spacious living area features a large grey sectional sofa adorned with orange and blue accent pillows. A marble coffee table sits in front, while a ceiling fan is visible above. Light enters through large windows, illuminating the open layout connecting to a dining area.
Home in Palm Harbor
4.96 out of 5 average rating, 27 reviews

The Coastal Calm - Entire Unit

TracieRating, 5 stars3 weeks ago
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.
Guest favorite
A spacious pool area is complemented by a jetted spa that overflows into the water. Sun loungers are positioned nearby, and greenery surrounds the space. A screened-in patio offers a shaded area, while sunlight glimmers on the surface of the inviting water.
Home in Palm Harbor
4.85 out of 5 average rating, 61 reviews

Valencia Manor, your Favorite Florida Pool Home!

RikkeRating, 5 stars1 week ago
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.
Superhost
An open-concept living space showcases modern furnishings and sleek design. Natural light floods in through large windows, illuminating the comfortable seating area and dining space. The room features a wall-mounted TV, decorative accents, and an inviting view of the screened-in pool area.
Home in Palm Harbor
5 out of 5 average rating, 3 reviews

Luxe Retreat Paradise

JoshRating, 5 stars3 days ago
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!
Top guest favorite
A cozy bedroom features a queen-sized bed with a light pink quilt and decorative pillows. An air conditioning unit is mounted above, while natural light filters through the windows adorned with white blinds. A mirror and a bedside table with a lamp complete the tranquil setting.
Home in Odessa
4.95 out of 5 average rating, 20 reviews

The Weekender- Lake Access, Bikes, Outdoor Living

LaurenRating, 5 stars1 month ago
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.
Top guest favorite
A recreational space features a red felt pool table with colorful balls arranged on the surface. In the background, modern laundry appliances are positioned beside a vibrant wall with geometric designs and nautical motifs, creating a fun atmosphere for leisure activities.
Home in Clearwater
4.97 out of 5 average rating, 39 reviews

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

CatRating, 5 stars1 day ago
Everything was so clean and spacious. Publix was close by. Will be coming back. Very responsive and nice hosts.
Top guest favorite
A balcony view showcases a tranquil scene overlooking the lush green of the golf course, complemented by tall trees. Two comfortable chairs and a small table are positioned on the balcony, inviting relaxation while enjoying the landscape.
Home in Palm Harbor
5 out of 5 average rating, 25 reviews

Newly Listed & Beautifully Renovated Studio Condo.

MichaelRating, 5 stars1 week ago
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.
Guest favorite
A light and airy living room features a spacious white sofa, complemented by a sleek coffee table. A wall-mounted TV displays a beach scene, and a full-length mirror reflects the inviting decor. Decorative plants and baskets add a touch of style to the space.
Home in Clearwater
4.93 out of 5 average rating, 43 reviews

Clearwater cozy House!

LeylaRating, 5 stars1 month ago
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

Destinations to explore

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