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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 Holiday
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
A private backyard features a custom-made pool surrounded by a wooden deck. Lounge chairs and a sun umbrella are positioned nearby, while palm trees and lush greenery offer a tropical ambiance. A white privacy fence encloses the space, enhancing the serenity.
Home in St. Petersburg
5 out of 5 average rating, 162 reviews

Beautiful Tampa Bay Pool Home Near Gulf Beaches

MackenzieRating, 5 stars1 week ago
We had a great time at Ruta’s airbnb. She was always very quick to respond when we needed anything which was greatly appreciated. She has everything you would need at her airbnb and she gave us great recommendations.
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 stars1 week 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!
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!!
Top guest favorite
A spacious outdoor area showcases a heated saltwater pool surrounded by lounge chairs and shaded seating under a bright parasol. The tranquil space is framed by lush greenery and features large sliding glass doors leading into the home.
Home in Beach Park
4.95 out of 5 average rating, 111 reviews

Private Oasis w/ Heated Pool and Arcade!

DarlineRating, 5 stars1 week ago
Matthew's home was beautiful, clean and exactly how it was described in the listing. Matthew answered all of my questions very quickly and was kind and friendly. The neighborhood was very nice and upscale, it was peaceful and I felt very safe staying there. The pool was such a nice treat and clean with lots of seating. I would definitely recommend staying here if you need a place in Tampa, so close to the airport, Steinbrenner Field and the football stadium, so convenient! Thank you Matthew!!

Weekly house rentals

Superhost
A spacious sleeping area features a dark bedframe with a decorative blue and white patterned comforter. A well-equipped kitchenette is visible, showcasing modern appliances and a stylish bar area with two stools. Natural light illuminates the room, highlighting clean, neutral tones.
Home in Tampa
4.69 out of 5 average rating, 232 reviews

Tampa Bay Cozy apartment

ManuelRating, 5 stars2 weeks ago
Place was just like the pictures and descriptions definitely I will be back soon
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!
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

Beautiful in 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

your home close to everything

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 :)
Superhost
A modern living space features a red sofa and two blue armchairs, arranged around a central rug. A round dining table with blue chairs is positioned nearby. A television hangs on the wall, and a plant adds a touch of greenery to the room.
Home in Tampa
4.93 out of 5 average rating, 27 reviews

The memories house

AmandaRating, 5 stars3 weeks ago
This was the cleanest place I have stayed. I had no issues.
Top guest favorite
A cozy living area showcases a vibrant green couch paired with a wooden coffee table. A wall of bookshelves filled with colorful books serves as a backdrop, while decorative items are placed on a shelf above. Bright patterned area rugs and light from the window enhance the space.
Home in Palm Harbor
4.98 out of 5 average rating, 45 reviews

Hatties Hill Florida

EmyRating, 5 stars8 months ago
Susan is an amazing host! Extremely responsive, goes above and beyond for her guests. The place is very spacious, looks exactly like the photos and it feels like home. Very well equipped, it has everything one needs for short or long stays. The area offers great walks for those who want to keep active. Highly recommended if you are looking for a great place in Florida close to amazing beaches.
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
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.

Private house rentals

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.
Top guest favorite
A comfortable living area is depicted, featuring a light-colored sofa and two accent chairs. A round coffee table sits on a patterned area rug, complemented by a ceiling fan and soft lighting from a nearby lamp. A potted plant adds a touch of greenery.
Home in Tarpon Springs
4.96 out of 5 average rating, 81 reviews

Cozy, Quiet 2-Bedroom 2-Bath Downtown

MariaRating, 5 stars6 days ago
Sean's place is such a pleasant place, very comfortable, clean, well located We're happy staying there. It was a short time but we're able to do some of the sightseeing the town offers We had been in Greece two years ago, the chance of visiting again is remote, so Tarpon Springs brought us some good memories of the wonderful trip we had once. Thank you Sean, Sarah and Shannon!
Top guest favorite
A heated saltwater pool is enclosed within a screened patio, surrounded by lounge chairs and lush greenery. A cozy living area features a comfortable sofa and vibrant artwork, while an outdoor space offers seating around a fire pit, illuminated by string lights for a welcoming ambiance.
Home in Palm Harbor
5 out of 5 average rating, 61 reviews

Near Beach, Heated Pool, Backyard Games, Fire Pit

SharayahRating, 5 stars1 week ago
Karolina was a wonderful host and was quick to respond to any inquiries we had. The home exceeded our expectations. It was beautifully decorated, CLEAN (a huge plus for us), well stocked with everything we needed, and more! The grounds were beautifully landscaped, which made spending time outdoors even more enjoyable. We especially loved spending time by the pool and in the game room. We all loved how comfortable the beds were. Karolina has created a space that is warm, inviting, comfortable, tranquil, and fun. It truly felt like home away from home. We hope to come back one day!
Superhost
A bright living area features a spacious gray sectional sofa and a decorative area rug with intricate patterns. On one side, a kitchenette with white cabinets is visible, along with a black refrigerator and small appliances. Greenery is present, adding a touch of nature.
Home in Tampa
4.71 out of 5 average rating, 101 reviews

Cozy Boho Guest House w/Patio

BattyRating, 5 stars5 days ago
I really liked this accommodation, the place is very quiet and private, I would return without hesitation
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.
Guest favorite
A spacious screened-in patio features comfortable seating arrangements with wicker armchairs, designed for relaxation. A circular table sits at the center, accompanied by a fire pit. The saltwater pool glistens in the background, surrounded by tropical greenery and ample natural light.
Home in Palm Harbor
4.96 out of 5 average rating, 89 reviews

FREE Heated Pool & Spa l Book your Summer Vacation

VickiRating, 5 stars2 weeks ago
A great place for my family to relax and enjoy Florida!
Top guest favorite
A single-story guesthouse is depicted with a modern dark garage door and a neatly landscaped front yard. A large tree provides shade over a portion of the property, while greenery surrounds the walkway leading to the front entrance.
Home in Tampa
4.98 out of 5 average rating, 41 reviews

Unique Cozy Getaway Near Airport

NathalyRating, 5 stars6 days ago
great place, i really enjoyed my stay!

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