
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.

Cabin 3 - Nasturtium Nest
Discover the peaceful retreat at Cahaba Cabins, a hidden gem nestled on a working microgreen farm in Odessa. The property offers a unique blend of charm and agricultural expertise. We offer three cozy cabins where you can unwind and reconnect with nature while still being close to everything the Tampa Bay area has to offer. Each cabin offers two queen beds, a private bathroom, and a kitchenette—providing all the essentials for a relaxing stay. We look forward to seeing you on the Farm!

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.

Relaxing beach gateway
Kick back and relax in this calm, stylish space.Only 5 miles from Clearwater beach! Newly renovated spacious studio with brand new bathroom and kitchenette! Spacious studio featuring 1 king bed, a fully equipped kitchenette , free 1 parking spot, high speed internet, flat screen TV. Quiet area located 5 min away from downtown Clearwater and steps away from beautiful park. There is also a dog park 5 minutes away. No smoking No parties Pets allowed 2 parking spot available

Boho Oasis • Pool •Fire Pit • Near Beach & Airport
Welcome to my 3-bedroom, 2-bath Airbnb home in vibrant Tampa, Florida. BoHo Zen-style oasis, complete with a pool, BBQ area, and ping pong table, provides the perfect backdrop for your getaway. Just 15 minutes from the airport and the Bay Area. centrally located near major stores, convenience is at your doorstep.. Fully equipped kitchen and bedrooms are beautifully decorated, offering comfort and restful nights can't wait to host you and share this peaceful haven with you…😌

Cozy Retreat! Walk to Crystal Beach/Park
Cozy Crystal Beach Retreat – Pet Friendly Enjoy this charming 2BR, 1BA home with queen beds and a pull-out sofa. Pets welcome with fee! Relax in the fully fenced backyard with picnic table, perfect for outdoor meals or your furry friend to play. Walk to the water or explore the nearby Pinellas Trail. Just minutes to downtown Dunedin (7 mi), Honeymoon Island (7.5 mi), Clearwater Beach (13 mi), and Tampa Intl Airport (22 mi). Ideal for couples, families, or a relaxing getaway!

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

Cottage on Pinellas Bike Trail
This cottage on the trail is a gem. It is an easy one mile bicycle ride to downtown Dunedin and a quick stroll to waterfront Edgewater Park to watch sunsets or see the lights of Clearwater Beach across the intracoastal waterway. Circular driveway with a carport for off street parking. The cottage is equipped with a Keurig, microwave, mini fridge, as well as beach amenities and wifi. There's a fenced back patio for you to enjoy our beautiful weather!

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!

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

Peaceful Pet friendly 2 BR cottage with hot tub.

Rooms with a Pool

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

MODERN/Mins to Beach/walk to dwtn/Free parking

Clearwater Gameroom- Pool/Mini golf/Home Theatre

Charming Of Sand and Sea Home

Modern Paradise home near Clearwater Dunedin Beach

Watch the Sunrise at Sunrise! @ Clearwater home.
Pet-friendly home rentals with a pool

Heated Pool 4 bed 6.9 miles to Honeymoon Island.

The Jungalow SOHO - Pool/Hot Tub

Heated Pool • Near Tarpon & Gulf Beaches 5 mi

The Pearl at Ridgewood Park

The House of Relaxation

Luxury Beach Bungalow | Walk to Dining & Sunset

Heated Pool* 8.5 miles to Honeymoon Island. 4 bdr

SHEEK and Glam- heated pool Updated! 3 mi to beach
Private, pet-friendly home rentals

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

Palm Harbor Renovated Hideaway!

Mulligan's

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

Suite Sunshine - An Artist's Delight

Modern 2BR/2BA | King Bed + Pool, Gym #6

Palm Harbor Retreat | 2BR/2BA Near Gulf Coast Fun

2 Bed 2 Bath Remodeled House Palm Harbor
When is the best time to visit Oldsmar?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $218 AUD | $238 AUD | $237 AUD | $228 AUD | $227 AUD | $212 AUD | $211 AUD | $212 AUD | $210 AUD | $220 AUD | $234 AUD | $222 AUD |
| 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 70 holiday rentals in Oldsmar

Nightly prices starting at
Oldsmar holiday rentals start at $42 AUD per night before taxes and fees

Verified guest reviews
Over 2,060 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
70 of Oldsmar holiday 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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- Fitness-friendly rentals Oldsmar
- Rentals with pools Oldsmar
- Waterfront rentals Oldsmar
- Rentals with a washing machine and dryer Oldsmar
- Rentals with a patio Oldsmar
- Rentals with beach access Oldsmar
- Hotel rooms Oldsmar
- House rentals Oldsmar
- Rentals with a fireplace Oldsmar
- Rentals with outdoor seating Oldsmar
- Rentals with a hot tub Oldsmar
- Rentals with a fire pit Oldsmar
- Family-friendly rentals Oldsmar
- Pet-friendly rentals Pinellas County
- Pet-friendly rentals Florida
- Pet-friendly rentals United States
- Anna Maria Island
- Raymond James Stadium
- Busch Gardens Tampa Bay
- John's Pass
- Weeki Wachee Springs
- Coquina Beach
- Vinoy Park
- Dunedin Beach
- Amalie Arena
- Cortez Beach
- Bean Point Beach
- Anna Maria Public Beach
- Jannus Live
- Tampa Palms Golf & Country Club
- ZooTampa at Lowry Park
- River Strand Golf and Country Club
- Hard Rock Casino
- North Beach At Fort DeSoto Park
- Splash Harbour Water Park
- Adventure Island
- Busch Gardens
- The Don CeSar
- Gulfport Beach Recreation Area
- Lakewood National Golf Club




