
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

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.

Charming Guest House in Tampa
Welcome to your cozy getaway in Tampa! Our guest house combines comfort and style, perfect for any traveler—whether visiting for leisure or work. Relax in a thoughtfully designed space featuring a peaceful bedroom, modern bathroom, and private patio ideal for morning coffee or unwinding in the evening. Nestled in a quiet neighborhood, you’re just minutes away from Tampa’s top attractions, dining spots, and beaches. Book your stay and let us make your visit truly memorable!

Modern and Comfortable One Bedroom Studio
Welcome to our beautifully renovated studio, just 10 minutes from Tampa International Airport. Enjoy a private entrance, fully equipped kitchen, high-speed internet, Smart TV, a comfortable full-size bed, and a stylish bathroom. Perfectly located about 11 miles away from Tampa Downtown. Also Pet Policy: $65 for one pet; additional fees for more. Host Interaction: We're available for any needs or requests. Additional Details: Check-in: 3 PM Check-out: 11 AM

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!

Villa Italia "Villas by Christine"
Perfect location, Charming Villa!! Guests are loving the newly renovated Villa Italia. Two luxury Masters with separate bathrooms - one upstairs & one down. Within the upstairs bedroom you have a queen size bed along with a full size couch for lounging during the day. We are pet friendly. Please let us know you will be bringing your pet. Pet fee of $100. can be paid beforehand or is due upon arrival.

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.

Downtown Dunedin B&B - Rustic Cabin Studio with He
Welcome to our brand new rustic cabin located in our backyard within walking distance to downtown Dunedin! Everything in the cabin is brand new, fresh & clean! Located in Downtown Dunedin & within easy walking distance to restaurants, breweries, shopping & everything Dunedin has to offer! Dunedin Stadium, home of Spring Training for the Toronto Blue Jays is just 1 mile away...easily walkable!

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!

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

The Jungalow SOHO - Pool/Hot Tub

Home close to TPAAirport beaches*Bucs*BuschGardens

Peaceful Pet friendly 2 BR cottage with hot tub.

Rooms with a Pool

NEW Heated Salt Pool & Spa on Waterfront Canal

NICE 1 BR/1 BA (+ 2BA W/D). 5 min DT, 10 beach!

Clearwater Gameroom- Pool/Mini golf/Home Theatre

Charming Of Sand and Sea Home
Pet-friendly home rentals with a pool

Heated Pool 4 bed 6.9 miles to Honeymoon Island.

Insta Worthy Retreat -Arcade Room- Htd Pool- Golf

Heated Pool • Near Tarpon & Gulf Beaches 5 mi

The Pearl at Ridgewood Park

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

Luxury Beach Bungalow | Walk to Dining & Sunset

Sea La Vie- Studio by the bay!

TropicalPOOL Oasis- 5 Minutes to Beach-Fun Decor!
Private, pet-friendly home rentals

Casual, relaxing 2/2 SFH remodeled, in Dunedin.

Flat Bay Dr

Palm Harbor Renovated Hideaway!

Cozy Hen House Retreat

Suite Sunshine - An Artist's Delight

Cosy Retreat close to everything

Palm Harbor Biking, Sunsets & Beaches

Waterfront Gem Near Clearwater • Swim Spa + Nature
When is the best time to visit Oldsmar?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$32,217 GYD | G$35,146 GYD | G$34,937 GYD | G$33,682 GYD | G$33,472 GYD | G$31,380 GYD | G$31,171 GYD | G$31,380 GYD | G$30,962 GYD | G$37,656 GYD | G$31,380 GYD | G$30,753 GYD |
| 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 70 vacation rentals in Oldsmar

Nightly prices starting at
Oldsmar vacation rentals start at G$6,276 GYD per night before taxes and fees

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

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

Vacation rentals with a pool
30 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!
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- Family-friendly rentals Oldsmar
- Rentals with pools Oldsmar
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- Waterfront rentals Oldsmar
- Rentals with a hot tub Oldsmar
- Rentals with a fireplace Oldsmar
- Rentals with a patio Oldsmar
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- Rentals with outdoor seating Oldsmar
- Rentals with a fire pit Oldsmar
- Rentals with beach access Oldsmar
- House rentals Oldsmar
- Hotel rooms Oldsmar
- Pet-friendly rentals Pinellas County
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- Anna Maria Island
- Busch Gardens Tampa Bay
- Raymond James Stadium
- John's Pass
- Dunedin Beach
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- Cortez Beach
- Amalie Arena
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- ZooTampa at Lowry Park
- Tampa Palms Golf & Country Club
- River Strand Golf and Country Club
- Gulfport Beach Recreation Area
- Adventure Island
- St Pete Beach
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- Busch Gardens
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