
Pet-friendly vacation rentals in Holiday
Find and book unique pet-friendly homes on Airbnb
Quick stats about vacation rentals that are pet-friendly in Holiday

Total vacation rentals
Explore 110 vacation rentals in Holiday

Nightly prices starting at
Holiday vacation rentals start at €17 per night before taxes and fees

Verified guest reviews
Over 2,670 verified reviews to help you choose

Family-friendly vacation rentals
80 properties offer extra space & kid-friendly amenities

Vacation rentals with a pool
30 properties feature pools

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wi-Fi availability
110 of Holiday vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Holiday rentals

4.6 Average rating
Holiday stays receive an average rating of 4.6 out of 5 from guests
Top-rated pet-friendly home rentals in Holiday
Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

Luxury Private Pool House ! Mackarosa ! Tampa Bay!
Experience comfort and style in this beautifully renovated home featuring high ceilings, elegant finishes, and bright open spaces. Three king beds and TVs in every bedroom ensure a relaxing stay after a day of travel or exploring. Fully equipped kitchen. Private solar-heated screened pool for year-round enjoyment. Airport – 35 min • Beaches – 19 min No smoking. Professionally cleaned and sanitized after every stay. Located in a quiet, safe neighborhood—perfect for families and peaceful getaways.

Dream Home in Holiday with POOL & SPA and More
Dream home in Holiday with POOL & SPA,This beautifully remodeled 3-bedroom, 2-full-bathroom residence offers modern and comfort. Key Features, Updates: Benefit from recent upgrades, including a new roof , kitchen, appliances, Bathrooms, Doors and fresh paint . Step into stylish luxury brand new luxury vinyl wood flooring. Outdoor Oasis: Relax in your fully Pcv fenced backyard with your pool and spa. The jacuzzi and the Pool is Not Heated, Pet Allow (Only ONE)with a fee $100 Please ask you host

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

Lakefront home near beaches w/ waterview, pets ok
Imagine yourself waking up to a million-dollar view on Tampa Bay's largest lake - lake Tarpon. Close your eyes, relax and lose yourself to the sound of wind chimes, the caws and squeals of the birds, lapping of waves against the dock and fresh lake breeze. Watch an Osprey catch fish and other wildlife as you sip your morning coffee sitting on the dock. This is a quintessential lake house that one always desires in their dreams. Well that dream is attainable when you make this home your abode!

Angel's Waterfront Home Fishing Dock Heated Pool
We love giving families peaceful getaway memories! +Backwaters of Gulf +Heated pool +Fishing, yes tarpon! +Big dock, BBQ, dining +Dolphin & Manatee watching +3 BRs: 1 King, 2 Queens +2 full baths +Easy to cancel +Pet friendly +Quiet neighborhood +Games +10 min to Tarpon Springs +9 min to Anclote River Park +20 min to Fred Howard Park +43 min to Tampa Airport +52 min to Busch Gardens +5 min to restaurants +Fully equipped kitchen +Free parking +Washer-Dryer +Work area +Hi-speed WIFI +Smart TVs

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

Lake House w/ Kayaks, Fishing & Heated Comm Pool
Relax at this peaceful 3BR/2BA lake house! Minutes from Tarpon Springs Sponge Docks & beaches, the home has a fully remodeled modern interior, and a fully equipped kitchen with wine fridge & a coffee station. Enjoy the back patio & 2 decks for outdoor lounging. Kayaks & fishing poles are available to explore the lake & wildlife. Down the street, guests have access to a community pool & lounge area with a lanai, BBQ, games & relaxing spaces. Bikes are available to ride to the pool and parks!

Charming Blue Bungalow With Amazing Yard
Don't miss a stay at the Blue Bungalow while enjoying the historic and beachy town of Tarpon Springs. This spacious 2-bedroom 1 bathroom home built in 1936 has been tastefully updated but still has much of it's original charm. Then there's the best backyard with a grill, dining area, a fire pit, cornhole court, and a spacious deck. The home is located minutes from several beaches, a dog park, the Pinellas Trail and Greek town. Restaurants, breweries and fun community events are abundant.

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.

*NEW* Riverside Retreat w/Pool
Take it easy at this unique and tranquil getaway. Welcome to our Riverside Retreat where you will enjoy incredibly relaxing peaceful days, and sunset views. Recently renovated 2 Bedroom, 2 Full Bathroom, pool home with dock and privacy fenced backyard on the Anclote River. This home is fully equipped and is ready for you to enjoy. Conveniently located and only a 9-minute drive to the World-famous Sponge Docks and minutes from our award winning beaches…

Private pool home near Tarpon Springs 5 mi
🌴 Private pool home near Tarpon Springs, Gulf beaches, restaurants, and local attractions—perfect for a relaxing Florida getaway. Enjoy a fenced patio, BBQ area, fast WiFi, workspace, fully equipped kitchen, 24/7 self check-in, and on-site parking. Easy access to Dunedin, Clearwater, Tampa, and nearby beaches. ✨ Note: pool heat is available Nov–Mar, weather permitting. ⏳ Last-minute promos active—book and lock in your dates!

Cozy Home w/ Fire Pit & Outdoor Lounge
Cozy and stylish home in Holiday, FL perfect for families, couples, or small groups ✨ Enjoy a private backyard with a fire pit, covered patio, and outdoor seating—perfect for relaxing after a beach day. Inside you’ll find comfortable beds, a fully equipped kitchen, fast WiFi, and bright cozy spaces designed to feel like home. Located in a quiet neighborhood just minutes from beaches, restaurants, shopping, and local attractions.
Popular amenities for Holiday pet-friendly home rentals
Pet-friendly house rentals

Waterfront, Sunsets & Heated Pool & Pet Stay Free!

Tropical Oasis Retreat w/ Heated Pool

Cozy Retreat! Walk to Crystal Beach/Park

Tarpon Family Retreat-Heated Pool, Fire Pit & Fun!

Coastal Family Escape w/Heated Pool•Near Beaches

Coastal Holiday Home w/Pool - Minutes to Beaches

Holiday fun canal home

Waterfront, Fishing, Firepit @ The Pier Cottage
Pet-friendly home rentals with a pool

Private pool suite in heart of Tarpon Springs!

LAST Minutes OFFER-Weekend available at River Side

Pvt Pool, Free Kayaks, Wlk to Gulf, Fish, Bike Trl

Family 2BR Oasis w/Private Pool & HDTV, PAWsitive

Private 3 Bedroom House w/ Heated SaltWater Pool

Heated pool, golf, grill! Fun-Packed Family Oasis

The Jungalow SOHO - Pool/Hot Tub

Tiki Hut Cottage
Private, pet-friendly home rentals

Cozy apartment, great location

East Riverside Downtown Bungalow

Lakefront Bungalow |Fenced Yard | 10 Min to Tarpon

Pet friendly, Waterfront, Kayak, Fire pit, Game Rm

Waterfront Palm Harbor Retreat w/Dock+Near Beaches

Lakeside Retreat

Seaside Nest

Beautiful Home with a Pontoon!
When is the best time to visit Holiday?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €111 | €135 | €153 | €139 | €110 | €111 | €117 | €118 | €103 | €104 | €103 | €117 |
| 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 |
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- Anna Maria Island
- Weeki Wachee Springs
- Anna Maria Island Beach
- Raymond James Stadium
- Busch Gardens Tampa Bay
- Bean Point Beach
- Amalie Arena
- Tampa Convention Center
- Hard Rock Casino
- Dunedin Beach
- University of South Florida
- Vinoy Park
- Epperson Lagoon
- John's Pass
- Tropicana Field
- Fort De Soto Park
- Sand Key Beach
- MidFlorida Credit Union Amphitheatre
- Weeki Wachee Springs State Park
- Anna Maria Public Beach
- River Strand Golf and Country Club
- Three Sisters Springs
- Splash Harbour Water Park
- North Beach At Fort DeSoto Park





