
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.

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

Modern Paradise home near Clearwater Dunedin Beach
Welcome to Safety Harbor house Florida . Close to downtown main street,fun shops,restaurants ,fishing pier water front park and family friendly activities. the home sleeps 6 guests. Has a nice pool and it is great for couples ,solo adventures,business travelers,families with kids .Fully equipped brand new kitchen brand new bedrooms. Wifi TV Alexa. Tampa international airport 15 minutes Clearwater Beach 15 minutes Palm Harbor tarpon springs sunset beach 10 minutes Saint Petersburg 15 minutes.

Taste Of Florida-10 mi from Tampa Airport
Welcome to our Taste of Florida! This wonderful, private little Coastal gem (nestled in Beautiful Carrollwood and only 10 miles from the airport) is perfectly located and equipped for vacationers, business travelers and those who just want to get away from the hustle and bustle. Whether you are visiting any of the nearby premier hospitals, theme parks, outlet malls or college campuses, this private in-law suite studio is sure to allow you to relax during your stay in the Tampa Bay Area.

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.

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.

Farm and lake stay at Malfini Cay
PRIVATE GUESTHOUSE...Lakefront -full kitchen living room-very large bedroom-full bath-2.5 acres. Newly decorated/remodeled. 2 flat screen TVs-Roku (Netflix and Spectrum app)-WIFI -laminate flooring-high thread count sheets-comfy queen bed. IKEA sleeper sofa in livingroom. All kitchen appliances with coffee bar/Keurig-W/D. Wooded setting-beautiful views of ski lake. Gas grill/firepit. HOUSEBROKEN PET FRIENDLY. WE NOW CHARGE A PET FEE (see below for details).

Entire Guest House near Tampa airport
Welcome to our charming guest house! Located just 12 minutes away from Tampa Airport, 20 minutes from Raymond James Stadium, and a quick 35-minute drive from Clearwater, our entire guest house offers you convenience and comfort. With a private entrance, you'll have all the privacy you need. Whether you're here for a game, a beach getaway, or to explore the city, our cozy space is your perfect home base. Book now for an unforgettable stay!

Private apartment perfectly located in Citrus park
A comfortable, quiet, and private apartment located in the Citrus Park area. A private entrance to a fully furnished apartment; includes a small kitchen, washer and wifi. The veterans expressway is 1.5 miles away, that can get you anywhere in Tampa within 15 minutes! Citrus Park mall 1.7 miles away. Several eateries, shops, and Tampa trail within a 1 mile radius. Tampa internal airport 12 miles away.

Luxe Apartment | Water Views | Covered 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!

Renovated chic Parisian studio
Perfect for a couple or a couple of friends! Our studio is vibrant, modern, and a fun take on Parisian interior style. ***The studio is a private unit of a standing triplex house with its own entrance. Located in a central area of Tampa. 10 minutes from the airport, 30 minutes from our beaches, and 20 minutes from Downtown!

Modern & Spacious Retreat with Private Pool!
Welcome to our exquisite Airbnb in Oldsmar, Florida, where luxury and convenience converge in a SINGLE-story haven. This delightful getaway promises an unforgettable stay for travelers seeking relaxation, outdoor adventures, and a touch of historical charm.

Private Guest House
Quiet neighborhood tucked back on a private one-acre lot in a country area. Beaches are 15 miles away. We are located about 12 miles north of downtown Tampa and 30 miles north of St. Pete. Full kitchen facilities. Small bathroom. SMALL Bathroom!
Popular amenities for Oldsmar pet-friendly home rentals
Pet-friendly house rentals

Heated Pool 4 bed 6.9 miles to Honeymoon Island.

Spacious Historic 2/2 Seminole Heights Bungalow

Palm Harbor Renovated Hideaway!

Fun, Funky, Pool, Fire Pit! 4 miles to Beach

Wonderful family friendly home in Dunedin FL

Beach Vacation Dream Pool Home-5 Mins to Beach

Boho Villa

Lake Tarpon Waterfront-Private
Pet-friendly home rentals with a pool

MJ’s Condo Minutes from TPA and Busch Gardens

CANAL Oasis Heated Pool-Hot Tub-Waterfront- Kayaks

Entire house in Tampa w/ Heated POOL!

Tiki Hut Cottage

House of Relaxation

Boho 3BR/2BA Pool, Ping Pong, BBQ, FirePit Airport

your home close to everything

Modern 2BR/2BA | Pool + Gym Near Airport #8
Private, pet-friendly home rentals

Quiet Boho Studio in Tampa-10 mi to Airport

Tampa's Hidden Gem - 1BR/1BA Guest Suite

Nieves Family Accommodations

Sweetwater Farm Cottage Room

Boho Tampa Studio

Renovated Retreat

Cosy Retreat close to everything

Amazing Private Beach Home
When is the best time to visit Oldsmar?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec | 
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $216 CAD | $236 CAD | $235 CAD | $226 CAD | $225 CAD | $211 CAD | $209 CAD | $211 CAD | $208 CAD | $253 CAD | $211 CAD | $207 CAD | 
| 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 | 
Quick stats about vacation rentals that are pet-friendly in Oldsmar

Total vacation rentals
Explore 60 vacation rentals in Oldsmar

Nightly prices starting at
Oldsmar vacation rentals start at $28 CAD per night before taxes and fees

Verified guest reviews
Over 1,960 verified reviews to help you choose

Family-friendly vacation rentals
40 properties offer extra space and kid-friendly amenities

Vacation rentals with a pool
30 properties feature pools

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wifi availability
60 of Oldsmar vacation rentals include wifi 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!
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- Fitness-friendly rentals Oldsmar
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 - Family-friendly rentals Oldsmar
 - Pet-friendly rentals Pinellas County
 - Pet-friendly rentals Florida
 - Pet-friendly rentals United States
 
- Anna Maria Island
 - John's Pass
 - Raymond James Stadium
 - Weeki Wachee Springs
 - Busch Gardens Tampa Bay
 - Dunedin Beach
 - Coquina Beach
 - Cortez Beach
 - Anna Maria Public Beach
 - Vinoy Park
 - Amalie Arena
 - Bean Point Beach
 - Jannus Live
 - Gulfport Beach Recreation Area
 - ZooTampa at Lowry Park
 - North Beach
 - River Strand Golf and Country Club
 - Adventure Island
 - Tampa Palms Golf & Country Club
 - Splash Harbour Water Park
 - Honeymoon Island Beach
 - North Beach At Fort DeSoto Park
 - Busch Gardens
 - Fred Howard Park