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Pet-friendly vacation rentals in Holiday

Find and book unique pet-friendly homes on Airbnb

Top-rated pet-friendly home rentals in Holiday

Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

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Top guest favorite
An outdoor seating area is arranged around a central fire pit, surrounded by decorative gravel. Several black lounge chairs provide comfortable seating, while a wooden fence and palm plants create a sense of privacy and relaxation in the space.
Home in Port Richey
4.96 out of 5 average rating, 102 reviews

Your Florida coastal vacation awaits you!

Come relax with the whole Family at our newly renovated home with all modern amenities and appliances. Located in Port Ritchey FL, the villa sleeps 8 with a Sunroom & Lanai sitting area, and a garage / gaming area for the kids. It’s north from the famous beaches in St. Petersburg, and 30mins to Tarpon Springs. Our home is centrally located and minutes away from restaurants, shopping and near by Hudson beach. Plus some of Florida's most famous springs with manatees and other wildlife's to see.

Top guest favorite
A private outdoor space features lush greenery framing a stone pathway leading to a wooden seating area. The area is adorned with tropical plants, creating a serene ambiance. A small bar-height table with stools is visible in the background.
Bungalow in Oldsmar
4.98 out of 5 average rating, 161 reviews

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

Top guest favorite
An outdoor deck area is furnished with a glass-top dining table and four chairs, surrounded by vibrant potted plants. Lounge seating is positioned to one side, offering a relaxed space. The house is visible in the background, featuring a light exterior and a stylish mirror on the wall.
Home in Tarpon Springs
4.96 out of 5 average rating, 102 reviews

The Modern Farmhouse

Minutes from Historical Downtown Tarpon Springs and Sponge Docks. Touristic area with restaurants, shopping & 2 beaches (10 min drive). This historical farmhouse was built in 1918 & completely renovated. Lovely front porch with swing, open floor plan with a modern kitchen, formal dining, 2 large bathrooms with shower & tub, 1st FLOOR. Butlers pantry/ laundry room. The outdoor area has a huge deck, with plenty of seating, lounge swing, gas fire pit, outdoor kitchen, gas grill & 65" Roku TV.

Top guest favorite
Two wooden Adirondack chairs are positioned on a deck overlooking a serene lake. A floating dock extends into the water, featuring two red lounge cushions. The clear blue sky enhances the tranquil atmosphere, with greenery visible along the shoreline.
Cottage in Tampa
4.98 out of 5 average rating, 244 reviews

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.

Top guest favorite
A private swimming pool is surrounded by a screened patio, with colorful floatation devices resting on the clear water. Lounge chairs are positioned nearby against a bright yellow wall. Natural light floods the area through glass doors, creating a refreshing atmosphere.
Home in Forest Hills
4.91 out of 5 average rating, 127 reviews

Heated Pool • Near Tarpon & Gulf Beaches 5 mi

🌴 Heated private pool oasis (Nov–Mar) 5 mi to Tarpon Springs—ideal to recharge. 🏡 Private patio for BBQ and outdoor time in a quiet area for great sleep. Perfect for families & friends: fast Wi-Fi + workspace, fully equipped kitchen, 🔑 24/7 self check-in, and 🚗 on-site parking. Easy access to Dunedin, Clearwater, Tampa, and beaches (times vary with traffic). ✨ Note: pool heat available Nov–Mar (weather permitting). ⏳ Last-minute promos active—book and lock in your dates!

Top guest favorite
The entrance features a white gate leading to a small front porch. Surrounding greenery and colorful plants are positioned along the walkway. Two windows with shutters provide natural light to the entryway, complemented by a decorative flamingo and a welcoming doormat.
Home in Tarpon Springs
4.94 out of 5 average rating, 145 reviews

Our Gemini Place: Comfort & Charm in Old Tarpon

Welcome to Gemini Place, a cool, quiet 2/2 filled with an easy charm. This solid 1,100- sq. ft house is in the heart of old Tarpon and is a perfect, simple escape for a few days, a few weeks or longer. The north-facing house sits on a one-way brick street and is an easy walk to everything in this quaint, Greek-flavored town. We are close to some of the best beaches in the U.S. We're pet friendly but do have restrictions and a fee that is determined by several factors. Please inquire.

Top guest favorite
Guesthouse in Town 'n' Country
4.99 out of 5 average rating, 302 reviews

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!

Guest favorite
An aerial view captures a cozy lakeside home surrounded by lush greenery and palm trees. The screened-in private pool is visible, along with a nearby dock extending into the water. A fire pit area is seen, providing a space for gatherings. Scenic views enhance the outdoor experience.
Home in Holiday
4.92 out of 5 average rating, 103 reviews

Lakefront Paradise with Heated Saltwater Pool

Discover lakeside bliss at this 2-bedroom retreat with a private pool, dock, and outdoor fire pit. Enjoy stunning waterfront views, relax by the pool, or gather around the fire under the stars. The bedrooms offer a cozy haven, and the fully equipped kitchen ensures convenience. Just minutes from pristine beaches, this retreat provides the ideal balance of relaxation and recreation. Your perfect lakefront getaway awaits!

Top guest favorite
A heated pool is surrounded by lush palm trees, providing a sense of seclusion. A stone statue and decorative elements are featured along the pool's edge. Sunlight reflects off the water, creating a serene atmosphere in this private outdoor oasis.
Home in Palm Harbor
4.99 out of 5 average rating, 150 reviews

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

Guest favorite
Two bright yellow chairs are positioned across from each other on a patterned area rug. A small round table with a decorative design sits between them. A cozy sleeping area is visible in the background, featuring a bed with light-colored bedding and framed artwork on the walls.
Guest suite in Tampa
4.95 out of 5 average rating, 183 reviews

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!

Guest favorite
A modern kitchen showcases sleek stainless steel appliances, including a refrigerator and oven. White cabinetry and open shelves display glassware and cooking essentials. Counter space is efficiently utilized with a sink and dishwasher, ensuring convenience for meal preparation.
Home in Tarpon Springs
4.87 out of 5 average rating, 141 reviews

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

🌴 Escape to Tarpon Springs! This newly renovated 1B/1B private home is perfectly located—just 5 minutes to the beach and the famous Sponge Docks, and a short stroll to charming downtown. Whether you’re here to relax, explore, or soak in the local culture, this getaway puts you right in the heart of it all.

Guest favorite
A compact bedroom features a neatly made bed adorned with decorative pillows. A small nightstand with a lamp is positioned beside the bed. Wall art depicting floral designs enhances the room's decor. A fan hangs from the ceiling, providing airflow.
Apartment in Port Richey
4.91 out of 5 average rating, 134 reviews

La Palma

Welcome to La Palma New apartments is very quiet place, WiFi , kitchen, free parking, close to the beach and nice Restaurant, 45 minutes from the Tampa Airport, 5 minutes to New Port Richey Downtown. Maximum of 2 Pets are allowed but there is $100 fee for pets, to stay in for a later checkout is a $20 fee.

Popular amenities for Holiday pet-friendly home rentals

When is the best time to visit Holiday?

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Avg. priceﺩ.ﺇ514ﺩ.ﺇ584ﺩ.ﺇ613ﺩ.ﺇ558ﺩ.ﺇ477ﺩ.ﺇ540ﺩ.ﺇ503ﺩ.ﺇ507ﺩ.ﺇ441ﺩ.ﺇ448ﺩ.ﺇ441ﺩ.ﺇ503
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Quick stats about vacation rentals that are pet-friendly in Holiday

  • Total vacation rentals

    Explore 70 vacation rentals in Holiday

  • Nightly prices starting at

    Holiday vacation rentals start at ﺩ.ﺇ184 per night before taxes and fees

  • Verified guest reviews

    Over 2,310 verified reviews to help you choose

  • Family-friendly vacation rentals

    60 properties offer extra space & kid-friendly amenities

  • Vacation rentals with a pool

    30 properties feature pools

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    70 of Holiday vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Holiday rentals

  • 4.7 Average rating

    Holiday stays receive an average rating of 4.7 out of 5 from guests

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