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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Guest favorite
Adirondack chairs are arranged on a pebbled area facing a tranquil canal, with a sunset casting a warm glow over the scene. The serene water reflects the colorful sky, surrounded by lush greenery and residential homes lining the opposite bank.
Home in Forest Hills
4.94 out of 5 average rating, 62 reviews

Holiday fun canal home

Fabulous newly remodeled waterfront home on a Gulf accessible canal. Hot tub & patio seating around gas tablefire! New beds w/ adjustable bases. Enjoy: billiard table, sound system throughout, lanai dining + outdoor grill, mini-fridge/sink & seating around a fire pit. Canal amazes w/views of seasonal wildlife: sometimes manatees & jumping mullet! Fish, canoe (1) & kayak (2) w/ lifejackets provided. Also: jetted tub, indoor fireplace, fully equipped kitchen & laundry. Florida favorites nearby.

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, 111 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, 169 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

Guest favorite
A screened-in lanai offers a comfortable seating area with a wicker couch and coffee table overlooking a swimming pool. The space is adorned with potted plants and hanging light fixtures. A dog sits by the couch. The backdrop features a private yard, enhancing the outdoor atmosphere.
Home in Forest Hills
4.92 out of 5 average rating, 39 reviews

Heated Pool, Hot Tub & Sand Volleyball

Your perfect getaway awaits in this pet-friendly 2BR/2BA retreat! Relax by the in-ground pool and hot tub, play a game of sand volleyball, unwind on the deck or have a BBQ. The fully fenced yard offers privacy, while the covered outdoor seating, pool-side hammock, fire pit, and a variety of games make it fun for all. With WiFi, AC, and a workspace, it’s perfect for both short and long stays. Just minutes from the beach, dining, and entertainment. *Starting 5/1, there is a spa heater charge.

Guest favorite
A tranquil poolside view captures the serene waters of the Anclote River at sunset. Soft purple lighting reflects from the pool's surface. Spacious seating areas invite relaxation, with silhouettes of boats visible in the background against the vibrant sky.
Home in Forest Hills
4.96 out of 5 average rating, 95 reviews

Paradise!Renovated waterfront pool home.Sunsets!

No hurricane damage!Sunsets to die for! Completely remodeled in 2023 pool house on the Anclote River with access to the Gulf of America.Imagine fishing,kayaking in the backyard &sometimes you can spot dolphins!Watch birds, ducks, manatees. All new appliances and granite countertops.New quartz bathroom cabinets!New tiles throughout the house including Florida room. Cooler,chairs&umbrella, kids beach toys that you can take to the beach.Bonfire pit.Grill.Heated pool for a fee. Come,relax&enjoy

Top guest favorite
A spacious covered screened porch features a heated pool visible nearby. Lounge chairs with cushions are arranged beside the pool. A dining table with chairs is positioned on the porch, alongside a propane gas grill, all set against a backdrop of surrounding greenery.
Home in Port Richey
4.99 out of 5 average rating, 272 reviews

Heated & Screened in Pool/Coffee Bar/Fully Stocked

🏡 Private Pool House with Large Covered & Screened-In Porch Relax and unwind in this inviting private pool home, featuring a large covered and screened-in porch—perfect for enjoying the outdoors without the bugs. 🌊 Heated Pool Take a dip in the private pool, heated year-round with an electric heat pump (weather permitting), offering comfort no matter the season. Whether you're sipping coffee on the porch or enjoying a swim, this cozy retreat is ideal for a peaceful and private getaway.

Top guest favorite
A well-equipped kitchenette features a granite countertop with three bar stools. Natural light enters through a window, illuminating the space, which is complemented by a small dining area and a comfortable seating arrangement. A wall-mounted TV and a lamp add to the cozy ambiance.
Farm stay in Odessa
4.96 out of 5 average rating, 107 reviews

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!

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, 133 reviews

Sunny Pool Home • Near Tarpon & 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.

Guest favorite
Apartment in Holiday
4.85 out of 5 average rating, 20 reviews

The Cozy Spot !

“Our space is designed to make you feel at home from the very first moment.What makes this place special is its perfect mix of comfort, style, and location.A cozy and modern atmosphere, ideal for both relaxing and working. Comfortable beds and well-organized spaces, created with your comfort in mind. Outdoor area perfect for enjoying your morning coffee or a glass of wine at sunset Great location/ shopping centers / restaurants / local attractions] yet quiet enough for peaceful rest.

Top guest favorite
Home in New Port Richey
4.93 out of 5 average rating, 148 reviews

Luxury Private Pool House ! Mackarosa ! Tampa Bay.

If you are used to traveling in comfort,then this is best choice for you.House after renovation.High ceilings and beautiful decor will give you a pleasant feeling of comfort.The king bed,will give you pleasant sleep after an active day or a long trip.The kitchen has everything.The pool has a solar panel heated.Airport(35 min)Beaches(19min) Smoking in the house and living with animals are prohibited.After each gust the house is disinfected.Enjoy your stay

Guest favorite
A sparkling saltwater pool is featured in the backyard, with a gently curving shape and a clear blue surface. The area is fenced for privacy, with a well-maintained lawn and a sunny sky visible above.
Home in Holiday
4.96 out of 5 average rating, 103 reviews

Private 3 Bedroom House w/ Heated SaltWater Pool

Spend your holidays in HOLIDAY, FL! We welcome you to our cozy, fully renovated house with a large, heated private in-ground, SALTWATER pool. The house has three bedrooms and enough room for 7 guests, along with two full bathrooms. The kitchen is stocked with all cookware essentials needed. The house has everything you need for vacations, so you may kick back and relax. It is centrally located to many attractions if you're up for a drive.

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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