
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

Renovated funky eclectic studio
Our renovated space is spacious, comfy, and lively. Perfect for vacation or remote work. **It's a private unit of a triplex house with its own entrance.** You'll enjoy a large bedroom with a queen bed and a work desk, stocked kitchenette (portable stovetop included), and a pull-out couch in living area. Quiet, safe, and centrally located neighborhood: 10 minutes to Tampa International Airport 15 min. to Raymond James Stadium 20 min. to Downtown 30 min. to Busch Gardens 30 min. to beaches

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.

2 King Turtle Nest
We offer BAG DROP! Amazing value studio 3.5 miles from USF and 7 miles from Busch Gardens. Private entrance. The only studio with TWO KING beds in the area. The sofa is memory foam and opens up to California King. Outdoor space and off street parking for two vehicles. Unlike other studios, this unit also has its own on demand hot water source and it's own HVAC allow you to control your own room temp. Pets welcome with approval. Don't miss this amazing value stay.

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).

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

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

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

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

Boho Villa

NEW Heated Salt Pool & Spa on Waterfront Canal

Waterfront Gem Near Clearwater • Swim Spa + Nature

Lakefront Paradise with Heated Saltwater Pool

Cozy Retreat! Walk to Crystal Beach/Park
Pet-friendly home rentals with a pool

Studio with Pool

Heated Pool • Tarpon & Beaches

Insta Worthy Retreat -Arcade Room- Htd Pool- Golf

CANAL Oasis Heated Pool-Hot Tub-Waterfront- Kayaks

Entire house in Tampa w/ Heated POOL!

Tiki Hut Cottage

The Pearl at Ridgewood Park

Guest Favorite Waterview- 2 bed/2 bath apt w/pool
Private, pet-friendly home rentals

Restful Palms

Flat Bay Dr

Private Beach Retreat

Suite Sunshine - An Artist's Delight

Sweetwater Farm Cottage Room

Cabin 3 - Nasturtium Nest

Cosy Retreat close to everything

Modern 2BR/2BA w/ King Bed, Pools + Gym #1
When is the best time to visit Oldsmar?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $212 CAD | $231 CAD | $230 CAD | $222 CAD | $220 CAD | $207 CAD | $205 CAD | $207 CAD | $204 CAD | $248 CAD | $207 CAD | $202 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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- Hotel rooms Oldsmar
- Rentals with a patio Oldsmar
- Rentals with a firepit Oldsmar
- Pet-friendly rentals Pinellas County
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- Anna Maria Island
- John's Pass
- Busch Gardens Tampa Bay
- Raymond James Stadium
- Dunedin Beach
- Weeki Wachee Springs
- Coquina Beach
- Vinoy Park
- Cortez Beach
- Anna Maria Public Beach
- Amalie Arena
- Bean Point Beach
- Jannus Live
- ZooTampa at Lowry Park
- Gulfport Beach Recreation Area
- North Beach
- River Strand Golf and Country Club
- Tampa Palms Golf & Country Club
- Adventure Island
- Honeymoon Island Beach
- Splash Harbour Water Park
- Busch Gardens
- North Beach At Fort DeSoto Park
- Don CeSar Hotel




