
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.

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.

Private 1 Bed Apt with Pool and water front.
Enjoy the use of the onsite pool and Private 1-bedroom apartment in a peaceful waterfront community! Equipped with your own kitchenette and separate living area. Enjoy the serenity of swimming in your own pool on your vacation or relaxing work stay. Lounge chairs will make your stay even more relaxing. Close to the Veterans expressway and easy access to local restaurants, beaches, 10 minutes from the airport, 20 minutes from the river walk, and entertainment. This apartment is 300 square feet

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

Tropical Oasis Retreat w/ Heated Pool
Welcome to a Private oasis located in your very own backyard. Spend the day lounging by the heated pool, grill pit cooking your own food together with privacy fence. Master bed has ensuite bath. When you venture out, this Palm Harbor house is ideally located by Crystal Beach and bike ride to Honeymoon Island for some sparkling Gulf Coast beaches. With multiple golf spots like Innisbrook right next door and Clearwater beach just down the road, you can stay busy year-round. We are pet friendly

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.

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.

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

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).

2 BR 1 Bath; 2 Queen beds, Marble Walk-in Shower!
Experience Modern Comfort at an Affordable Price. Enjoy a stylish experience at this centrally-located place in Tampa’s Seminole Heights. Completely rebuilt and designed for long and short term comfort and luxury! This 910 sf apartment is tucked away in a cozy neighborhood within walking distance to Starbuck! 17 mins from the airport, 15 mins to Stadium, and Ybor City, 7 mins to Lowry Park Zoo, 9 mins to Downtown, and 12 mins to Amalie Arena.

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

Spacious Historic 2/2 Seminole Heights Bungalow

Entire house in Tampa w/ Heated POOL!

Mins to Beach/Studio Home/walk to dwtn/FreeParking

Our Gemini Place: Comfort & Charm in Old Tarpon

Boho Villa

updated cozy home, centrally located, pet friendly

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

2 bedroom with huge yard in Heart of Tampa
Pet-friendly home rentals with a pool

Studio with Pool

Beautiful Tampa Bay Pool Home Near Gulf Beaches

CANAL Oasis Heated Pool-Hot Tub-Waterfront- Kayaks

Clearwater Escape • Pool • Spa • Pet Friendly

House of Relaxation

Downtown Dunedin B&B - Rustic Cabin with Pool

Private pool suite in heart of Tarpon Springs!

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

Flat Bay Dr

Cozy Florida home

Palm Harbor Renovated Hideaway!

Lovely Sunrise

Stylish 2BR/2BA w/ Pool, Gym Near Airport #3

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

Boho Tampa Studio

Cosy Retreat close to everything
When is the best time to visit Oldsmar?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$32,228 GYD | G$35,158 GYD | G$34,949 GYD | G$33,693 GYD | G$33,484 GYD | G$31,391 GYD | G$32,437 GYD | G$31,391 GYD | G$30,345 GYD | G$37,669 GYD | G$31,391 GYD | G$30,763 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 60 vacation rentals in Oldsmar

Nightly prices starting at
Oldsmar vacation rentals start at G$4,185 GYD 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 & 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
60 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!
Destinations to explore
- Seminole Vacation rentals
- Central Florida Vacation rentals
- Miami Vacation rentals
- Saint Johns River Vacation rentals
- Orlando Vacation rentals
- Gold Coast Vacation rentals
- Miami Beach Vacation rentals
- Fort Lauderdale Vacation rentals
- Four Corners Vacation rentals
- Tampa Vacation rentals
- Kissimmee Vacation rentals
- Key West Vacation rentals
- Rentals with a washer and dryer Oldsmar
- Rentals with a fire pit Oldsmar
- House rentals Oldsmar
- Rentals with outdoor seating Oldsmar
- Family-friendly rentals Oldsmar
- Rentals with pools Oldsmar
- Rentals with a fireplace Oldsmar
- Rentals with beach access Oldsmar
- Fitness-friendly rentals Oldsmar
- Hotel rentals Oldsmar
- Rentals with a patio Oldsmar
- Waterfront rentals Oldsmar
- Pet-friendly rentals Pinellas County
- Pet-friendly rentals Florida
- Pet-friendly rentals United States
- Anna Maria Island
- Weeki Wachee Springs
- John's Pass
- Raymond James Stadium
- Dunedin Beach
- Busch Gardens Tampa Bay
- Coquina Beach
- Cortez Beach
- Anna Maria Public Beach
- Vinoy Park
- Amalie Arena
- Bean Point Beach
- Gulfport Beach Recreation Area
- Jannus Live
- ZooTampa at Lowry Park
- North Beach
- Adventure Island
- River Strand Golf and Country Club
- Tampa Palms Golf & Country Club
- Splash Harbour Water Park
- Honeymoon Island Beach
- North Beach At Fort DeSoto Park
- Busch Gardens
- Fred Howard Park