
Pet-friendly holiday rentals in Oldsmar
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in Oldsmar
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Popular amenities for Oldsmar pet-friendly home rentals
Pet-friendly house rentals

Private Pool 2BR/2B 3.5 mi Tarpon & Beaches
Clean place Prompt host Many amenities in the house

Beautiful Tampa Bay Pool Home Near Gulf Beaches
This Airbnb was amazing! The house was clean and well organized. Ruta thought of everything from kitchen utensils and cookware to recreational games and equipment. There were plenty of chilled waters available to us in the refrigerator as well as extras in the garage refrigerator. The rooms are very spacious. The beds are extremely comfortable and complimented by multiple choices of pillows and blankets. The pool area is very nice with clean refreshing water and an intimate setting. There is plenty of living space to spread out as well as a game room with a pro-sized pool table. There is a variety of card games and even a poker set. Additionally a pack and play is provided by the host. I would definitely book this home again and will refer it to friends and family. Ruta really thought of everything.! 🤗🎊🥳🙌🏽

Walk to the water from this pet friendly home!
beautiful space. surrounded by beautiful nature. quiet. lots of light with the skylights. gorgeous remodeled bathroom. if you need a quiet respite for your trip, this is the spot. thank you!

Our Gemini Place: Comfort & Charm in Old Tarpon
It was very easy to communicate with Beth during the entire process. The house was cute and very clean. Just as described. Location was great, very centrally located

Lakefront home near beaches w/ waterview, pets ok
Visited with my husband and our two kids. We had such a great time on our stay! Beautiful lake view, super clean and exactly as described. Excellent communication. The beds were incredibly comfortable! Would absolutely recommend this place for a small family. Very conveniently located near Honeymoon Island! Quiet neighborhood and peaceful setting on the lake.

Beautiful two bedroom w/ pool table & free parking
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.

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!!

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!
Pet-friendly home rentals with a pool

Seasalt Breeze private cozy unit
Beautiful, very clean condo, very clean pool. Great location only a short drive to Clearwater beach. Margaret was very responsive to our questions and was an excellent host. Would highly recommend staying at this location.

The Pearl at Ridgewood Park
Great place and awesome Host!

Tiki Hut Cottage
We loved our stay here! The pictures do not do it justice. Our space was perfect for our family of 4 and was much bigger than the pictures showed. There is plenty of storage space for your things and the loft is perfect for the kids to have their own space. The tiki porch was awesome and the pool is right outside the back door. My kids loved feeding the turtles and koi in the pond. It is a short drive to the beach and only a 5-minute drive to downtown Dunedin. We loved coming back and relaxing in the pool after a day out. The property is so peaceful and relaxing. We would definitely stay here again!

House of Relaxation
Great home with everything we needed, we really enjoyed our stay!!

Guest Favorite Waterview- 2 bed/2 bath apt w/pool
Sylvia was a great host and very responsive. The location was great and close to family. The view from the condo was spectacular with beautiful sunsets. Great for bird watching. Nice quiet area. Would recommend to family and friends.

Heated Pool* 8.5 miles to Honeymoon Island. 4 bdr
The house was very clean and tidy. It was spacious and had all we needed for a comfortable and relaxing stay. Host was friendly and responded to communications swiftly. Lots of lovely beaches and other attractions near by.

Modern & Spacious Retreat with Private Pool!
Our stay was exactly as the pictures showed and more! Access to getting into the house was super easy and addressed ahead of time before arrival, and leaving was just as easy requiring little to no pick up, I would recommend this place to anyone. I would say the only downside was that one of the bathrooms made a squealing noise when toilets were being flushed, but it was something that was easy to block out after a while. Best stay we’ve had in a long time ! :)

UTOPIA!Heated Pool &Hot Tub 2 master suites w KING
Great house, very comfortable and roomy for our group of 6. The pool area was nicely appointed with chic decor furnishings, and was a great common hang out area for us. The home was conveniently located for our various day trips to Indian Rocks, Tampa and Clearwater. Another perk is, it's less than a 1/4 mile to a lil shopping area with a Publix grocery store, bar/restaurant and a few other shops. Note the home is on a main road but it did not interfere with our stay and is located in a nice neighborhood. Well stocked with beach towels, bath towels and linens. Beach umbrellas, chairs and coolers available to have a great day at the beach! Sandra was super quick to respond to any questions or needs that we had, communication was seamless. We would definitely stay here again.
Private, pet-friendly home rentals

Flat Bay Dr
This is my 3rd time at this apartment and I love it

Palm Harbor Renovated Hideaway!
Great location. A quick 35 min ride into Tampa or St Pete. Great host

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!

Tampa's Hidden Gem - 1BR/1BA Guest Suite
Great host!!! I had questions prior to and during my stay, and Codie responded each time within 10 minutes. There was also a minor issue on my second nights stay, and Codie had a handyman address the issue first thing the following morning. Will definitely look at staying here again.

Hyde Park "Industrial-chic" with Private Backyard
We had a great time and really enjoyed staying! thank you for having us. I would definitely recommend it!

Luxury Modern Tiny Home
John and Dana were awesome! Great communication and the place was as described. This is our second time staying there and will definitely be back.

Villa Italia "Villas by Christine"
I travel to Clearwater often and have been to a ton of Airbnbs in various locations around the area. Christine's home is my new favorite location. The Safety Harbor is always a nice area to visit, the house is nice and clean, everything is updated, it just has a cozy feeling when you walk in. I will definitely be looking for this home for my next road trip to Clearwater. Thanks and see ya next time

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.
Quick stats about holiday rentals that are pet-friendly in Oldsmar
Total rentals
60 properties
Nightly prices starting at
₹1,709 before taxes and fees
Total number of reviews
1.9K reviews
Family-friendly rentals
30 properties are a good fit for families
Rentals with a pool
30 properties have a pool
Rentals with dedicated workspaces
40 properties have a dedicated workspace
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- Anna Maria Island
- Weeki Wachee Springs
- Dunedin Beach
- Anna Maria Public Beach
- John's Pass
- Bean Point Beach
- Busch Gardens Tampa Bay
- Raymond James Stadium
- Cortez Beach
- Amalie Arena
- Coquina Beach
- Gulfport Beach Recreation Area
- Vinoy Park
- North Beach
- Fort De Soto Park
- Tampa Theatre
- Jannus Live
- Curtis Hixon Waterfront Park
- ZooTampa at Lowry Park
- Splash Harbour Water Park
- Adventure Island
- River Strand Golf and Country Club
- North Beach At Fort DeSoto Park
- Ben T Davis Beach