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

Total vacation rentals
Explore 70 vacation rentals in Oldsmar

Nightly prices starting at
Oldsmar vacation rentals start at ﺩ.ﺇ 73 per night before taxes and fees

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

Family-friendly vacation rentals
50 properties offer extra space & kid-friendly amenities

Vacation rentals with a pool
40 properties feature pools

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wi-Fi availability
70 of Oldsmar vacation 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.

Wonderful family friendly home in Dunedin FL
Comfy Kid & Pet friendly Florida home, 15 minutes to Honeymoon Island, Caladesi 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.
PetsWalkabilityLaundry

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 spacesWalkabilitySleep quality

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
PetsWalkabilityComfort

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!
Outdoor spacesPetsGetting around

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.
PetsOutdoor spacesComfort

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.
PetsOutdoor spacesAmenities

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).
PetsOutdoor spacesLaundry

Cozy Retreat! Walk to Crystal Beach/Park
Cozy Crystal Beach Retreat – Pet Friendly Enjoy this charming 2BR, 1BA home with queen beds and a pull-out sofa. Pets welcome with fee! Relax in the fully fenced backyard with picnic table, perfect for outdoor meals or your furry friend to play. Walk to the water or explore the nearby Pinellas Trail. Just minutes to downtown Dunedin (7 mi), Honeymoon Island (7.5 mi), Clearwater Beach (13 mi), and Tampa Intl Airport (22 mi). Ideal for couples, families, or a relaxing getaway!
WalkabilityPetsCleanliness

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.
Outdoor spacesPetsValue

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.
Outdoor spacesWalkabilityTV

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.
Outdoor spacesWalkabilityComfort

Luxe Apartment - Partial Water View - XL Balcony
Upscale, comfortable suite located within central Safety Harbor. This beautiful apartment is great for a quick getaway or a longer vacation rental. Located steps away from Bayshore Blvd which borders Tampa Bay and a 10-minute walk to Main Street Safety Harbor. Beautifully professionally designed contemporary and comfy décor. Easily walk to many restaurants, breweries, and shops!
Outdoor spacesPetsParking
Popular amenities for Oldsmar pet-friendly home rentals
Pet-friendly house rentals

The Jungalow SOHO - Pool/Hot Tub
Outdoor spacesWalkabilityQuiet

Harbor Breeze Hideaway 4/2 King size bed!
Outdoor spacesPetsComfort

Home close to TPAAirport beaches*Bucs*BuschGardens
WalkabilityOutdoor spacesIndoor spaces

Retro Dream Near Clearwater Beach & Pet Friendly
WalkabilityPetsBeach

Tropical Oasis Retreat w/ Heated Pool
PetsWalkabilityKitchen

Rooms with a Pool
Outdoor spacesWalkabilityCheck-in

Oldsmar Oasis
AccuracyBathroomFamily

Peaceful Hideaway
PetsWalkabilityParks
Pet-friendly home rentals with a pool

Cozy Tampa Home with Large Heated Pool
Outdoor spacesPetsBeach

Paradise palms oasis Clearwater
PetsOutdoor spacesParking

Guest Favorite Waterview- 2 bed/2 bath apt w/pool
WalkabilityOutdoor spacesQuiet

NEW Heated Salt Pool & Spa on Waterfront Canal
Outdoor spacesPetsCheck-in

Mint House by Kasa | Studio in Tampa Downtown
WalkabilityKitchenCondition

Tampa Waterfront Heated Pool/ Hot Tub Oasis w Dock
PetsOutdoor spacesHot tub

Mermaid cottage
Outdoor spacesWalkabilityValue

Family/Group Getaway w/ Pool Near Clearwater Beach
WalkabilityOutdoor spacesComfort
Private, pet-friendly home rentals

House in Oldsmar near Clearwater / Tampa Hot tub*
HospitalityQuietBackyard

The Palm Harbor Cottage
PetsWalkabilityGrill

Bay Lake Cottage
WalkabilityOutdoor spacesNearby

Suite Sunshine - An Artist's Delight
Outdoor spacesPetsIndoor spaces

Tropicoquette|Beach|Pool|Airport|Clearwater|STPete
WalkabilityPoolBeach

Gulf View on Bay: Newly Renovated
WalkabilityViewBeach

Mobbly bay full
PetsOutdoor spacesAccuracy

2 Bed 2 Bath Remodeled House Palm Harbor
PetsAccuracyTV
When is the best time to visit Oldsmar?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 632 | ﺩ.ﺇ 731 | ﺩ.ﺇ 742 | ﺩ.ﺇ 643 | ﺩ.ﺇ 525 | ﺩ.ﺇ 602 | ﺩ.ﺇ 547 | ﺩ.ﺇ 551 | ﺩ.ﺇ 544 | ﺩ.ﺇ 569 | ﺩ.ﺇ 606 | ﺩ.ﺇ 577 |
| 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 Vacation rentals
- Four Corners Vacation rentals
- Miami Beach Vacation rentals
- Orlando Vacation rentals
- Panama City Beach Vacation rentals
- Fort Lauderdale Vacation rentals
- Tampa Vacation rentals
- Destin Vacation rentals
- Savannah Vacation rentals
- Hollywood Vacation rentals
- Jacksonville Vacation rentals
- Kissimmee Vacation rentals
- Anna Maria Island
- Weeki Wachee Springs
- Anna Maria Island Beach
- Raymond James Stadium
- Busch Gardens Tampa Bay
- Coquina Beach
- Bean Point Beach
- Amalie Arena
- Tampa Convention Center
- Dunedin Beach
- Hard Rock Casino
- University of South Florida
- Vinoy Park
- John's Pass
- Epperson Lagoon
- Fort De Soto Park
- Tropicana Field
- Sand Key Beach
- MidFlorida Credit Union Amphitheatre
- Weeki Wachee Springs State Park
- Cortez Beach
- Anna Maria Public Beach
- Img Academy
- River Strand Golf and Country Club





