Some info has been automatically translated. Show original language

House vacation rentals in Oldsmar

Find and book unique houses on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for Oldsmar house rentals

House rentals with a pool

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, 104 reviews

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

JessicaRating, 5 stars1 week ago
Clean place Prompt host Many amenities in the house
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, 362 reviews

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

DavidRating, 5 stars3 weeks ago
Overall our stay was great! Jeff was very responsive, and left us a lot of recommendations for local restaurants. The house was very clean and the pictures accurately reflected how to house looked. The only downsides were the large bugs that somehow got in the home. There were 3 occasions this happend but they seemed harmless. The net around the pool had a tear in it allowing spiders and lizards inside of the pool area but they stayed around the outside of the pool so we could avoid them.
Top guest favorite
A screened-in private pool surrounded by a spacious deck is visible, featuring colorful floatation rings resting on the water. Comfortable seating areas are arranged nearby, with overhead lighting softly illuminating the space. Lush greenery can be seen in the background, enhancing the serene atmosphere.
Home in Palm Harbor
4.95 out of 5 average rating, 148 reviews

Tropical Getaway w/Heated Pool & King Beds

TammyRating, 5 stars6 days ago
We had a wonderful stay and felt right at home. It was clean and cozy and had everything you could need and more. Such a cute and safe area!
Superhost
The outdoor space features a heated pool surrounded by a smooth concrete deck. Several lounge chairs are positioned nearby for relaxation. Lush landscaping includes palm trees, and soft lighting adds ambiance to the area, creating an inviting environment for leisure.
Home in Oldsmar
4.86 out of 5 average rating, 92 reviews

Modern & Spacious Retreat with Private Pool!

AnnaRating, 5 stars2 weeks ago
The house was perfectly located from the airport, St Pete’s and Clearwater beach.
Superhost
A private pool is surrounded by a spacious concrete deck, featuring several lounge chairs and tropical landscaping. The clear blue water is set against a backdrop of a blue sky and a white fence, creating an inviting outdoor retreat.
Home in Tampa
4.85 out of 5 average rating, 104 reviews

Luxurious House with private Pool.

CollinRating, 5 stars4 days ago
The house was perfect for my wife, my dad, my good friend, and myself for the Metallica weekend. I have season tickets for the Bucs, but typically make the 2hr drive back home. Now we have a place to go back to for an extended trip. The pool is great! The house was clean and as advertised. If you are heading to either Raymond James Stadium or Steinbrenner Field, it's about a 15 minute drive depending on traffic. We will definitely be back.
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 stars2 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
Home in Tarpon Springs
4.99 out of 5 average rating, 105 reviews

Tropical Pool Retreat in Tarpon Springs

ShannaRating, 5 stars1 day 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.
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
4.96 out of 5 average rating, 128 reviews

Welcome to villa marcelo

EvyrRating, 5 stars5 days 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%

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, 231 reviews

Tampa Bay Cozy apartment

ManuelRating, 5 stars1 week ago
Place was just like the pictures and descriptions definitely I will be back soon
Top 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
5 out of 5 average rating, 26 reviews

The Coastal Calm - Entire Unit

TracieRating, 5 stars2 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 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, 24 reviews

Beachhouse Inspired Villa Close Honeymoon Island

KaitlynRating, 5 stars5 days 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 stars2 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
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
4.95 out of 5 average rating, 57 reviews

Beautiful in Tampa

NestorRating, 5 stars3 weeks ago
Excellent stay. For us the location was perfect. The place is nice and clean. The host is very friendly and helpful.
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.
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 stars2 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 stars2 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

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, 82 reviews

Nice Sparkling Clean Home with Pool.

KalinRating, 5 stars2 weeks ago
Stayed here two years in a row, both times me and my family enjoyed every minute of our stay!
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, 79 reviews

Cozy, Quiet 2-Bedroom 2-Bath Downtown

StacyRating, 5 stars2 weeks ago
Home is in a great location to get to the docks and downtown which was why we were visiting. Neighbors are very close by so we could hear everything late at night from the bedrooms. Homes are a bit dated in the neighborhood and this was not too modern inside but very comfortable and Sean is so great at responding and being flexible.
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, 64 reviews

Private pool, Golf Cart, Completely Renovated!

JamesRating, 5 stars6 days ago
This home is beautiful decorated. Comfortable. It is our 2nd time staying in 2025. We love the location. We especially love having full access to the golf cart to go to many of our favorite restaurants. The pool is beautiful. 4 of us stay here and we will return again when we are in the area. It is central to all the places we love to go. Jarrett is a great and responsive host.
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 stars4 days 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!
Top guest favorite
An outdoor space is showcased, featuring a manicured lawn bordered by pathways and illuminated by string lights. A screened patio encloses a heated spa pool, while lounge chairs are positioned nearby, creating a welcoming area for relaxation and enjoyment.
Home in Clearwater
5 out of 5 average rating, 62 reviews

Clearwater retreat: Luxury Spa & Comfort Stay

AnthonyRating, 5 stars1 week ago
Had a great stay at Brian’s place! The home was spotless, comfortable, and exactly as described. Check-in was smooth, communication was clear and responsive, and the kitchen was well-stocked with everything we needed. The guidebook was a nice touch and helped us explore the area. Highly recommend and would definitely stay again!
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
4.89 out of 5 average rating, 38 reviews

your home close to everything

DreRating, 5 stars4 days ago
Such an amazing stay with an even more incredible host Alan was always available to answer all our questions made great suggestions for local restaurants A definite must stay again next time we are in Tampa
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, 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.
Top guest favorite
A heated salt-water pool is enclosed by a screened patio, providing a spacious area for relaxation. Comfortable lounge chairs are positioned nearby, with bright outdoor decor enhancing the inviting setting. Large glass doors open to the interior, allowing natural light to fill the space.
Home in Port Richey
4.96 out of 5 average rating, 28 reviews

Angelita's Lake Home 3br3ba w/heated pool

BrendaRating, 5 stars3 weeks ago
I’ve stayed at a lot of airbnbs but this is probably the best one so far! The place was spotless. They had everything you needed. Comfortable furniture and beds. Definitely not cheap IKEA stuff. The pool was amazing and spotless. Floats were very clean. Outdoor dining furniture was very nice. So pretty at night with all the solar lights. Close to Tarpin Springs and Tampa. What really topped it off was there wasn’t 2 hours of work we had to do to check out! This place is amazing! 6 stars.

Quick stats about house rentals in Oldsmar

  • Total rentals

    90 properties

  • Nightly prices starting at

    G$6,274 GYD 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