
Pet-friendly holiday 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

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.

Private Tiny Home • Central Spot • Pet Friendly
Rise & Shine in our Oakleaf Tiny Home complete with a smart HDTV, comfy queen bed, full bathroom, and wonderful kitchenette. This tiny home has 240 SqFt of peaceful coziness. Enjoy your morning coffee on a custom made porch facing a lush green privacy wall while enjoying a Florida Sunrise🌞 The best part is that the it’s centered in the heart of Tampa Bay, close to the best attractions & hotspots. The neighborhood is quiet and safe. We look forward to hosting you!

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).

Eco-Friendly Tampa Cottage - Full Kitchen+Parking
Close to Tampa’s best eats and entertainment! Our peaceful and eco friendly fully renovated space includes a full kitchen, queen memory foam bed, and comfy sleeper sofa—perfect for couples, solo travelers, or small families. Walk to a classic arcade and craft beer bar at the end of the street, or explore a huge selection of international cuisine nearby. Enjoy expansive off-street parking, a relaxing patio, and a non-toxic, environmentally conscious space.

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.
Popular amenities for Oldsmar pet-friendly home rentals
Pet-friendly house rentals

Heated Pool 4 bed 6.9 miles to Honeymoon Island.

Home close to TPAAirport beaches*Bucs*BuschGardens

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

Entire house in Tampa w/ Heated POOL!

House of Relaxation

NEW! renovated duplex minutes from the Beach!

Wonderful family friendly home in Dunedin FL

Lakefront home near beaches w/ waterview, pets ok
Pet-friendly home rentals with a pool

Studio with Pool

Insta Worthy Retreat -Arcade Games- Htd Pool- Golf

CANAL Oasis Heated Pool-Hot Tub-Waterfront- Kayaks

Beach or Golf Getaway • Heated Pool/Spa • Pets OK

Seminole Heights Riverside Paradise w/Pool

Ultra Modern Pool Home w/ Rooftop private HOT TUB

Private pool suite in heart of Tarpon Springs!

Boaters Paradise- Waterfront Heated Pool King Beds
Private, pet-friendly home rentals

Quiet Boho Studio in Tampa-10 mi to Airport

Nieves Family Accommodations

Boho Tampa Studio

Sweetwater Farm Cottage Room

Lake Tarpon Waterfront-Private

The Retreat at Palm Harbor - RV & Work-Friendly

Cosy Retreat close to everything

Relaxing beach gateway
When is the best time to visit Oldsmar?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $270 NZD | $294 NZD | $293 NZD | $282 NZD | $280 NZD | $263 NZD | $261 NZD | $263 NZD | $259 NZD | $315 NZD | $263 NZD | $258 NZD |
| 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 holiday rentals that are pet-friendly in Oldsmar

Total holiday rentals
Explore 60 holiday rentals in Oldsmar

Nightly prices starting at
Oldsmar holiday rentals start at $35 NZD per night before taxes and fees

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

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

Holiday rentals with a pool
30 properties feature pools

Rentals with dedicated workspaces
40 properties have a dedicated workspace

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

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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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- Family-friendly rentals Oldsmar
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- 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