
Pet-friendly holiday rentals in Oldsmar
Find and book unique pet-friendly homes on Airbnb
Quick stats about holiday rentals that are pet-friendly in Oldsmar

Total holiday rentals
Explore 70 holiday rentals in Oldsmar

Nightly prices starting at
Oldsmar holiday rentals start at $28 AUD per night before taxes and fees

Verified guest reviews
Over 2,060 verified reviews to help you choose

Family-friendly holiday rentals
50 properties offer extra space and kid-friendly amenities

Holiday rentals with a pool
40 properties feature pools

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wi-Fi availability
70 of Oldsmar holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Oldsmar rentals

4.8 Average rating
Oldsmar stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated pet-friendly home rentals in Oldsmar
Guests agree: These pet-friendly homes are highly rated for location, cleanliness and more.

Innisbrook Condo 1st Floor next to Island Course
Host is picking up the 14.1-16.5 Airnbn service fees. Innisbrook Gated Golf Resort we have a 1st floor Condo w/walk-out patio. Close to beaches with family activities, restaurants and dining. You’ll love our place because of the location, the ambiance, the neighborhood, the outdoors space, etc. *Please be advised that the amenities; pools, tennis, golf are only available to owners w/ membership and not guests of AirBnb unless a member is with you. Bars/Restaurants are open to airbnb.
Outdoor spacesWalkabilityValue

salt living at its best
- Resort Style Water front - Stand alone - Hot tub - Sunrise / sunset views on dock - free Kayaks - Internet / YouTube cable - 65” smart TV - Spacious Bedroom with king size bed, walk in closet and flat TV - Washer and Dryer in unit - Designated work space -Pet friendly - Fenced private patio - Free 2 cars / Boat Parking. - Central location ( beaches, restaurants, Tampa, St Pete’s, safety Harbor, Dunedin - 11 minutes from Ruth Eckerd event Hall - Pristine clean - Coffee station - Dining area
Outdoor spacesWalkabilityShared spaces

Lakefront home near beaches w/ waterview, pets ok
Imagine yourself waking up to a million-dollar view on Tampa Bay's largest lake - lake Tarpon. Close your eyes, relax and lose yourself to the sound of wind chimes, the caws and squeals of the birds, lapping of waves against the dock and fresh lake breeze. Watch an Osprey catch fish and other wildlife as you sip your morning coffee sitting on the dock. This is a quintessential lake house that one always desires in their dreams. Well that dream is attainable when you make this home your abode!
WalkabilityOutdoor spacesLaundry

Walk Downtown and to Waterfront, Mins to Beaches
Just steps to Main Street Dunedin and minutes to Honeymoon Island and Clearwater Beach, this stylish upstairs 2-bedroom cottage blends modern coastal design with exceptional comfort. Tropical murals, treetop views, two king beds, and a sleeper sectional create a chic and indulgent stay. Fully stocked. Walk to dining, shops, breweries, and Dunedin’s stunning waterfront sunsets, then drive minutes to the beaches. Pet-friendly. Every detail beautifully done—reserve the Barefoot Parrot today.
Outdoor spacesWalkabilityCondition

Bay Lake Cottage
You’ll have the Entire 500sq ft Cottage & private entry, deck/dock, all to yourself. Located on a 37-acre private ski lake. Key-pad entry, private parking. 1 king bed, 1 bath, queen sofa bed, washer/dryer, WiFi, smart TV’s, blackout curtains,shampoo,conditioner,hairdryer,WiFi. Fully stocked kitchen, smokeless grill, wine fridge upon request, k-cup/drip coffee machine. The lake has bass, we provide fishing poles/tackle box. Rentable Kayaks & Canoe. Dogs okay, sorry no cats, pet fee $50.
Outdoor spacesPetsHospitality

Private Pool Home Near Clearwater & Tampa
Only 25 minutes from Clearwater Beach and Tampa, 33 minutes from Buch Gardens, 1.5 hrs from Disney, 18 minutes from Tampa International Airport. This house is completely renovated with a lot of space for you, family and/or friends. The entire house for you and your family. We have a beautiful pool with a Grill for your convinience and a garage for your car. 3 bedrooms for up to 7 persons. A 65" TV in the living room. Wi-Fi. The house has everything you need to have a relaxing time.
Outdoor spacesPetsLaundry

Peaceful Pet friendly 2 BR cottage with hot tub.
Wellcome to our tranquil 2-bedroom, 1-bathroom farmhouse, nestled in the peaceful countryside of Palm Harbor. Whether you're seeking relaxation or adventure, this fully remodeled country cottage provides a serene and comfortable retreat. Whether you're relaxing with a movie, soaking in the hot tub, or exploring the nearby attractions, our farmhouse offers a serene and comfortable home away from home. Book your stay today! Please note that the minimum age requirement to book is 23.
PetsWalkabilityLaundry

Farm and lake stay at Maison de L'eau Douce
LAKEHOUSE PRIVATE cabin-farmhouse décor-full kitchen/living room-cozy bedroom/full bath-W/D- 2.5 acres-2 flat screen TVs with Roku (Netflix, Spectrum cable app, and more)-bamboo hard wood flooring- high thread count sheets-very comfy queen bed. IKEA Sleeper sofa in livingroom. Kitchen: gas range-dishwasher-microwave-Keurig machine. Wooded setting-large deck with views of the lake. WIFI. Gas grill/firepit. HOUSEBROKEN PET FRIENDLY. WE NOW CHARGE A PET FEE (see below for details).
WalkabilityPetsView

Heated Pool 4 bed 7 miles to Honeymoon Island.
This stylish place is perfect for family vacation or work trip.. all brand new furnishing and appliances.. heated pool and 3 TVs for your enjoyment. The home is also conveniently located near many beaches, honeymoon island 6.9 miles Fred Howard park 11 miles ,Clearwater beach 14 miles ,Tampa and St. Pete . Please check house rules for more info. When you book, please put the exact number of guests that are going to be staying at the property.
WalkabilityPetsTV

Chic|Pool|PuttingGreen|Beaches
Enjoy a relaxing family getaway in the Sunshine State! Spend days relaxing on the beach and enjoying outdoor fun for the whole group with a bounce house, putting green, and more at this stylish home. Whether you’re traveling with family and friends or on business, this is a great place to discover the beautiful. Clearwater Beach area. 8 Min Walk to Saint George Lake 12 Min Drive to Wall Springs Park 22 Min Drive to Clearwater Beach.
WalkabilityOutdoor spacesBackyard

Hot Tub, Heated Pool, 2 Master Suites, Beach
Minutes from the beach is this fully renovated home with brand-new furniture. Enjoy an extra-large backyard with a hot tub, heated pool & plus a bonfire pit! Relax in the sunny Florida sunroom or park in the private double garage. Located in a quiet neighborhood, just minutes from Honeymoon Island and shopping centers. Strict no parties or events policy. Perfect for families and small groups seeking a peaceful, luxury getaway.
WalkabilityOutdoor spacesCondition

Tropical Oasis Retreat w/ Heated Pool
Welcome to your private backyard oasis. Relax by the heated pool, grill and dine outdoors, all within a fenced-in space. This home is ideally located—just a short drive to Crystal Beach, minutes from downtown Palm harbor, Dunedin and Tarpon Springs, and bike ride away to Pinellas Trail, golf courses, Honeymoon Island, and Clearwater Beach. Pets are welcome
WalkabilityOutdoor spacesAccess
Popular amenities for Oldsmar pet-friendly home rentals
Pet-friendly house rentals

Harbor Breeze Hideaway 4/2 King size bed!
Outdoor spacesWalkabilityAir conditioning

Retro Dream Near Clearwater Beach & Pet Friendly
Outdoor spacesWalkabilityPool

Cozy Retreat! Walk to Crystal Beach/Park
WalkabilityOutdoor spacesKitchen

Home close to TPAAirport beaches*Bucs*BuschGardens
Outdoor spacesWalkabilityIndoor spaces

Modern Private Estate | Central to Tampa & Beaches
Outdoor spacesHospitalityCleanliness

beautiful home oldsmar near to the beach
PetsWalkabilitySleep quality

Modern Tropical Oasis • Heated Pool & Firepit
WalkabilityPetsDecor

Tropicoquette|Beach|Pool|Airport|Clearwater|STPete
WalkabilityAccuracyLocation
Pet-friendly home rentals with a pool

Mint House by Kasa | Studio in Tampa Downtown
WalkabilityBathroomPool

Rooms with a Pool
WalkabilityPetsQuiet

Mermaid cottage
PetsOutdoor spacesPool

Cozy Tampa Home with Large Heated Pool
PetsOutdoor spacesComfort

Private House with Pool and Cabana
Outdoor spacesWalkabilityCleanliness

Entire house in Tampa w/ Heated POOL!
WalkabilityOutdoor spacesBathroom

Heated Pool* 8.5 miles to Honeymoon Island. 4 bdr
PetsOutdoor spacesLong stay

Paradise palms oasis Clearwater
Outdoor spacesPetsAccess
Private, pet-friendly home rentals

Heart of Town Cottage with Hot Tub
Outdoor spacesWalkabilityCheck-in

Guest Favorite Waterview- 2 bed/2 bath apt w/pool
Outdoor spacesWalkabilityAir conditioning

The Sunshine Cottage - Like Grandma's with WIFI
WalkabilityPetsBarbecue

Private suite near airport, terrace & queen bed
Outdoor spacesLong stayLocation

Oldsmar fully furnished home/ pet friendly
Outdoor spacesWalkabilityAccuracy

Mobbly bay full
PetsOutdoor spacesCondition

Modern Home right off Main Street + Privacy!
WalkabilityOutdoor spacesBarbecue

Waterfront Gem Near Clearwater • Swim Spa + Nature
PetsOutdoor spacesLong stay
When is the best time to visit Oldsmar?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $244 AUD | $282 AUD | $287 AUD | $248 AUD | $203 AUD | $233 AUD | $211 AUD | $213 AUD | $210 AUD | $220 AUD | $234 AUD | $223 AUD |
| Avg. temp | 17°C | 18°C | 20°C | 23°C | 26°C | 28°C | 29°C | 29°C | 28°C | 25°C | 21°C | 18°C |
Destinations to explore
- Miami Holiday rentals
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- Anna Maria Island
- Weeki Wachee Springs
- Anna Maria Island Beach
- Raymond James Stadium
- Busch Gardens Tampa Bay
- Coquina Beach
- Bean Point Beach
- Amalie Arena
- Dunedin Beach
- Hard Rock Casino
- University of South Florida
- Vinoy Park
- John's Pass
- Epperson Lagoon
- Fort De Soto Park
- Sand Key Beach
- Weeki Wachee Springs State Park
- MidFlorida Credit Union Amphitheatre
- Anna Maria Public Beach
- Cortez Beach
- River Strand Golf and Country Club
- Img Academy
- North Beach At Fort DeSoto Park
- Splash Harbour Water Park





