Pet-friendly vacation rentals in Oldsmar

Find and book unique pet-friendly homes on Airbnb

Top-rated pet-friendly home rentals in Oldsmar

Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

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Top guest favorite

A spacious bedroom features a large bed with a textured blanket and decorative pillows. Natural light enters through multiple windows, illuminating the light grey walls and wooden floor. A ceiling fan is seen above, and an entrance to a closet is visible on the left.

Home in Dunedin

4.91 out of 5 average rating, 255 reviews

Wonderful family friendly home in Dunedin FL

Comfy Kid & Pet friendly Florida home, 15 minutes to Honeymoon Island, Caledesi State park & Clearwater Beach and Clearwater Aquarium. Large kitchen, dining area, & nice screened in back porch. Shopping malls, grocery store and pharmacies two blocks away. Take a stroll in fun Downtown Dunedin, go for a bike ride on the Pinellas Trail or play foosball and table games with the family. Short drive to Busch Gardens, Lowry Park Zoo or the Florida Aquarium. The yard is fenced in and quite spacious.

Guest favorite

A sleeping area features a spacious bed adorned with a floral-patterned coverlet, complemented by decorative pillows. A large dresser stands against the wall, and a television is mounted above a nightstand. Natural light filters through the windows, brightening the room.

Home in St. Petersburg

4.97 out of 5 average rating, 156 reviews

Beach Vacation Dream Pool Home-5 Mins to Beach

This magical outdoor space is waiting for you to create lasting memories! A beautiful interior and a HUGE poolside cabana with TV! The saltwater pool, putting green, life size chess board and fire pit are just a few things that bring this home to life. Home sleeps up to 12 guests and is just 4 minutes to area beaches and 25 minutes to downtown. Optional heated pool for additional cost. Check Airbnb profile for all 17 of our Airbnb homes because each one is fantastic + unique in their own way!

Top guest favorite

A private outdoor patio area is enclosed by a wooden fence, featuring potted plants and colorful landscaping. Two chairs and a small table are positioned for relaxation, with sunlight filtering through trees, creating a serene outdoor space.

Cottage in Dunedin

4.96 out of 5 average rating, 205 reviews

Adorable Dog-Friendly Cottage in Quaint Dunedin

Discover a charming 1920's cottage nestled in the heart of Dunedin, 3 blocks from the water and downtown. This delightful cottage is ideally located 2 blks from the Pinellas Trail, the Fenway Hotel, and the Blue Jay's stadium. Surrounded by lush greenery, the cottage boasts a private outdoor space perfect for you to enjoy your coffee. Inside, you'll find a sunny kitchen, a spacious living and dining area, and comfortable beds to ensure a wonderful stay. Come and enjoy a memorable stay here!

Guest favorite

An aerial view captures the direct beachfront location of the bungalow, highlighting a sandy beach lined by gentle waves. Nearby greenery and residential buildings create a serene backdrop, while the clear blue water contrasts with the beach's soft beige sand, ensuring a tranquil beachfront setting.

Bungalow in Indian Shores

4.95 out of 5 average rating, 152 reviews

Private Beachfront 2BR BUNGALOW*POOL*PETS ok

DIRECT BEACHFRONT BUNGALOW "MARLIN'S HIDEAWAY." Rare free standing direct beach front house! with private sandy beach backyard! NOT a condo - No crowded elevators, hallways, lobby area, NO faraway parking spaces FEATURES: Great room plan, Sleeps 4, sectional couch, TV, Wi-Fi. Kitchen is fully equipped. Bathroom = tub/shower with seat. Approx 800 sq ft AC/heated. Both bedrooms have Smart TVs Private, fenced deck! PETS ok. BARRETT BEACH BUNGALOWS is a boutique resort 4 bungalows +pool

Superhost

Home in Old Seminole Heights

4.82 out of 5 average rating, 175 reviews

Reel relaxing on the river walk 2 Lowry Park Zoo

"Enjoy Tampa Seminole Heights style, in this tastefully decorated house across from the river. 3 bedrooms and 2 1/2 bathrooms located in a quiet neighborhood, you can enjoy this huge space while close to theme parks and entertainment. Imagine spending days kayaking, evenings experiencing the nightlife and then heading home to a 24 ft swim spa. This home is near the river and has a scenic park that is perfect for dog walking or fishing and a natural spring within walking distance.

Guest favorite

A view of Lake Conley is depicted, showcasing calm waters under a clear blue sky. Lush trees line the shore, with a walkway and dock visible on the left, offering access to the water. The scene reflects a tranquil outdoor environment.

Home in Holiday

4.87 out of 5 average rating, 126 reviews

Waterfront, Sunsets & Heated Pool & Pet Stay Free!

Close to the beach, family activities, public transport, and the Tampa Airport. You’ll love my place because of the ambiance, the outdoors space, the water view, & the sunsets, PRIVATE Heated pool and VERY comfy beds! I provide fishing poles, tackle box My place is great for everyone and furry friends (pets) too!. Third bedroom is Florida room with sliding glass door. Two twin beds and desk. dinning table. Let me know about your pets. Your pets stay free. Totally fenced yard.

Top guest favorite

A cozy living area features a brown leather sofa and a compact coffee table atop a textured rug. Natural light floods through windows, enhancing the welcoming atmosphere. A smart TV and wall-mounted art complement the space, with an open view leading to the kitchen.

Cottage in St. Petersburg

4.9 out of 5 average rating, 149 reviews

Adorable Cottage, Pet friendly, near beach & DT

The Cottage is a beautiful, comfy, clean, peaceful home where you will feel just at home, in the hearth of St Pete. It is in a great location, safe & quiet neighborhood, easy-to-access, just a short drive or bike ride away (5-10 minutes) to many good restaurants, grocery stores, museums, library, coffee place, breweries, hospitals, bars and night clubs in downtown & sandy white beaches. Jumped in the sun runner or public transport to downtown or beaches. Perfect for long stay.

Superhost

A well-appointed room showcases a spacious bed with soft linens against a light-colored wall. Natural light streams through multiple windows, enhancing the comfortable seating area featuring a gray sofa and small white dining table. A touch of greenery is added with a potted plant.

Hotel room in Dunedin

4.72 out of 5 average rating, 213 reviews

Seaside Artisan *Dog Friendly* 5

This Airbnb offers a unique experience to stay at a mom and pop style retro motel. The property has total of 10 airbnb’s. There is no lobby for the guests, however we do list for rent the owner suit with front desk on airbnb as well. You can find it under “Seaside Artisan Motel Owner Suit”. This Airbnb is walking distance from the restaurants, shops and bars in Dunedin. It’s about 4 miles away from Honeymoon Island and about 6 miles from Clearwater Beach.

Superhost

An outdoor patio area features a round table surrounded by four floral-patterned chairs. The seating space is complemented by a wooden deck and colorful wall art is visible on the siding. Lush greenery frames the entrance, creating a serene outdoor environment.

Home in St. Petersburg

4.8 out of 5 average rating, 139 reviews

Close to all with a King-bed! Bikes included

Welcome to our beautifully renovated historic one-bedroom peacock themed rental With a private entrance, full kitchen, off-street parking, and personal patio with a BBQ grill, this is the perfect blend of comfort and convenience. Explore restaurants, shopping, and world-famous beaches. Relax in the king bed and take advantage of WiFi, and Smart TVs in the house and bedroom. Experience the best in this charming rental!

Guest favorite

The exterior of a single-story home features a well-maintained front yard with landscaped plants, including a palm tree. The house showcases a light-colored facade with dark shutters and multiple windows, providing a bright and inviting appearance.

Home in Tampa

4.89 out of 5 average rating, 185 reviews

updated, cozy centrally located home, pet friendly

Everything you need at this pet friendly centrally located home that sleeps 6. 2 bedroom 2 bath with a queen size pullout couch. Washer/Dryer, full kitchen, internet, plenty of on site parking, fenced in backyard for the pets. Less than 10 minutes to: Amalie arena, downtown area, riverwalk, south Tampa, Tampa airport, ybor city, highways and nearby attractions.

Guest favorite

A historic boarding house exterior features a welcoming porch with white columns and a detailed stone base. A vibrant mural of pink flowers adds a pop of color to the blue facade, enhancing the overall charm of the property.

Apartment in North Downtown

4.91 out of 5 average rating, 109 reviews

Downtown St. Pete/Historic Old NE Retreat #4

A Historic Old Northeast apartment where the past meets present in St. Petersburg, Florida. Just 1 block from downtown and 5 blocks from the waterfront, this historic boarding house will greet you with a cozy space. The world renowned muralist Sebastian Coolidge welcomes you with his piece "Front Porch Flowers" as you explore all Downtown St. Pete has to offer.

Superhost

An exterior view of the coastal-style duplex reveals a well-maintained front yard covered with gravel and bordered by lush greenery. The entrance displays a welcoming porch with seating, showcasing the home's inviting outdoor space for relaxation. Ample natural light illuminates the surroundings.

Home in St. Petersburg

4.97 out of 5 average rating, 126 reviews

Dog-friendly 1BD Unit in a Duplex/Private Backyard

Welcome to your charming coastal getaway! Nestled in the peaceful and welcoming Bay Pines neighborhood, this cozy home is just 5 minutes from beautiful Madeira Beach. You'll also love being within walking distance of the VA Medical Center, fantastic restaurants, convenient grocery stores, and a picturesque biking and jogging trail.

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What guests are saying

BEACH COTTAGE II

4.89 out of 5 average rating, 27 reviews9 months ago

The house was very nice, not huge, but very accurate with what the pictures showed, and it was actually a lot brighter inside than I expected based on the pictures. Everything was clean and with 5 people, there was plenty of space. They provided beach chairs and an umbrella which was wonderful. We also used the grill which we enjoyed having access to. The only thing we would recommend is more pots/pans/serving bowls, etc. for use in the kitchen - that was a little lacking. Otherwise, communication with the host was outstanding. We had a couple of minor issues that were resolved immediately. They let us check in early and stay late based on our schedule and the fact that no one was coming in behind us. Finally, the location is awesome - right across the street from the beach with easy beach access. We had a great time and would definitely recommend this house.

Cottage in Treasure Island

What guests are saying

Modern cozy | Big yard | POOL/HOTUB (Pet Friendly)

4.72 out of 5 average rating, 53 reviews1 month ago

Overall, highly recommend! We really enjoyed our stay & it was a great location in Tampa. The highway is right by the house. Super pet friendly with the fenced in backyard & walking trails close by. The home is very clean & Kaidy is very responsive if you do need anything. The wildlife is a fun bonus, peacocks & cats were always roaming around.

Home in Tampa

What guests are saying

Bungalow life!

4.82 out of 5 average rating, 38 reviews3 months ago

My wife and I stayed for Christmas week and it was the perfect place to rest and recharge amid the festivities. We loved everything about this charming bungalow and felt very much at home. We especially appreciated the proximity to Crescent Lake for walks with our pup Stanley! Just can’t say enough good things about the experience—clean, cozy, well-stocked with all the essentials, warm and very relaxing. The proximity to I-275 and US-19 makes getting to Tampa and Clearwater easy and the gulf beaches are a short drive west. Best of all, host Gina is a gem of a human! Cathy, Stanley and I give it 4 thumbs and 4 paws up!l 👍🏼👍🏼👍🏼👍🏼🐾🐾 and would love to visit again!

Bungalow in St. Petersburg

What guests are saying

An outstanding place to stay!

4.94 out of 5 average rating, 18 reviews1 month ago

I stayed at Karina's lovely 3-bedroom house 2/15/25-3/15/25. The place was clean, comfortable, and well-supplied. The pool was great. I was in there a lot. The temperature was about 73 degrees. The beach is about 1 hour away (due to traffic). There were many restaurants, grocery stores, LA Fitness, and anything else you might need nearby. If you like dive bars - go to Joy Bar. It has 2 pool tables, 2 dart boards, and cheap drinks. Karina communicated well and promptly. I would absolutely stay here again.

Home in Tampa

What guests are saying

Dog-Friendly 1/1 Place. 5 Mins to the Beach!

5 out of 5 average rating, 6 reviews2 weeks ago

Thank you, Dmitry and Lucy, for a wonderful stay. This place was perfect for my pup and me. The apartment was clean and exactly as advertised. The hosts were thorough with expectations and instructions. 5 minute drive to the beach, very safe feeling neighborhood. I would 100 percent book again when I’m back in the area.

Home in St. Petersburg

What guests are saying

Pet Friendly Caribbean Waterfront Home, w/pool

4.9 out of 5 average rating, 69 reviews1 week ago

Loved my stayed ! Location is at a perfect walking distance to the beach and cafes. PEACEFUL dock for morning coffee, fishing and dolphin watching. Family room is relaxing to watch tv but really have best outdoor view. Comfortable beds and every room is spacious. Will become friends with Elaine right away.

Home in Indian Rocks Beach

What guests are saying

Cozy house in downtown new port richey

4.9 out of 5 average rating, 10 reviews3 days ago

This was a great house in a great location right near downtown. I always like to stay in one story homes with rooms at opposite ends of the house for privacy. The beds, linens and pillows at this house were all on point and we had great sleeps. The house was very clean and seemed to have just been remodeled and felt new. This house is so close to downtown entertainment and Sims park and we had more than we needed to have fun and entertainment. The house was well priced and an excellent value. We had our dog with us and it was a walkable neighborhood. Tom was very accommodating and a responsive host.

Home in New Port Richey

What guests are saying

Centrally located cozy, pet-friendly home

4.8 out of 5 average rating, 5 reviews6 months ago

We didn’t get a chance to actually stay at Sangsang’s place due to hurricane Milton. But the process of cancelling was so simple during such a stressful time. She took care of everything with swiftness and was so kind! We will definitely come back and stay here! Thanks for taking care of us!

Home in Pinellas Park

What guests are saying

Tampa Bay Getaway Seffner-Brandon FL 4 bed 2 bath

4.94 out of 5 average rating, 16 reviews1 month ago

We booked Daniels home because it was dog friendly and also a perfect location. We were traveling to Florida for my daughters wedding which was held nearby at "Flower Farms Event Venue". We had to bring my dog because all of our dog sitters were also attending the wedding. My dog Rocket loved running around the fully fenced yard sniffing all of the beautiful plants and flowers. Rocket gave the yard a 10 out of 10 score and I appreciated the pooper scooper. The home is clean and beds comfortable. The kitchen is fabulous and has every gadget that you would ever need. I would definitely stay again. Oh and we can't forget the fun little nursery/farmers market on the corner...within walking distance. The produce was fabulous.

Home in Seffner

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