
Waterfront holiday rentals in Holiday
Find and book unique waterfront rentals on Airbnb
Top-rated waterfront rentals in Holiday
Guests agree: these waterfront rentals are highly rated for location, cleanliness and more.

Waterfront home w/dock-Kayaks & Jon Boat included!
Escape to this charming two-bedroom waterfront duplex, complete with a floating dock offering direct access to the Gulf of Mexico. Spend your days exploring the area's picturesque mangroves and scenic waterways using the provided battery-powered Jon boat or kayaks. Step outside to a backyard that feels like your own tropical retreat. A surround-sound music system extends throughout the property, creating the perfect atmosphere for entertaining, lounging, or simply soaking in the vacation vibes

A perfect Lake House get away
Make some memories at this unique and family-friendly slice of paradise. Located on 100-acre Lake Anne. 20 minutes from the beautiful Gulf of Mexico beaches. Enjoy breathtaking sunsets around the fire pit. 3 Kayaks and 1 paddle board (included) or fish from the dock. Or sit and relax on the screened patio with your favorite beverage at the outdoor bar, by the fire pit, or on the dock. Or venture to beautiful downtown Tampa and enjoy the Buccaneers, Tampa Bay Lightning, or the Rays baseball team

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!

Waterfront studio great for Pasco scallop season!
Studio Apartment on ground level. Direct access to Gulf of Mexico w/short boat/kayak ride. Queen-size bed and pullout sofa. Microwave, coffee maker, stove top, refrigerator/freezer, 62" Smart TV, gas BBQ. Hot tub (only available from Oct 1st-May 31st) Enjoy the sun, beautiful nature of Anclote River with 3 kayaks and 3 paddle boards. Daily sightings of dolphins, manatees and many species of birds passing by. Fish right off the sea wall. Beach is a short 2-miles away. Overnight boat docking.

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

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.

45% OFF- Pet friendly, waterfront, kayaks, fishing
• Private boat dock & floating dock – Bring your boat and keep it secured in the water! • Kayaks included – Explore the scenic canals and nearby waterways. • Tiki hut – Kick back in the shade with a cool drink. • Fenced in backyard - Paved and fenced in backyard. • Fishing right from the backyard – Cast a line and see what you can catch! • Spacious outdoor seating – Enjoy sunset views and coastal breezes. • Immediate access to the Gulf of Mexico - A short boat ride away.

Lakefront Bungalow |Fenced Yard | 10 Min to Tarpon
Blue Shore Bungalow – Lakefront Getaway Near Tarpon Springs Welcome to The Blue Shore Bungalow — a charming 2-bedroom, 1.5-bath lakefront retreat fully fenced that sleeps 6. Relax with peaceful water views, coastal-inspired interiors, and a cozy outdoor space perfect for morning coffee or sunset lounging. Just minutes from Tarpon Springs, Dunedin, local beaches, restaurants, and shops. Ideal for couples, families, or friends looking for a quiet getaway close to everything.

Walk to Downtown•King Bed • Outdoor Lounge•Coastal
✨ Relax in your outdoor lounge, enjoy a game night under the lights, and walk to downtown for drinks and dining — all just minutes from the beach. This fully remodeled 1-bedroom with king bed is designed for a simple, comfortable stay with everything you need to unwind. Enjoy access to a spacious shared outdoor lounge area — perfect for relaxing or a casual game night. This is a single-story property. Highly rated by guests for location, cleanliness, and comfort.

*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…

Relaxing Lake House
Take it easy at our tranquil getaway. Observe local and migrating birds right from the backyard, fish from the dock, or just relax and enjoy the view from the screened in porch. Minutes from New Port Richey and Tarpon Springs famous Sponge Docks and less than an hour from all the Tampa attractions and Clearwater Beach. Take a day hike at Honeymoon Island Osprey and Pelican Trail and end the hike with a swim at the beach.
Popular amenities for waterfront rentals in Holiday
Waterfront apartment rentals

Anchors UP #2, WALK to Beach, 1 bed/1 bath apt.

Coastal Waterfront Condo 2 blocks to Beach

Kayaks & Firepit Mins to Dwntwn!

15 Steps to the Beach! 2 Bedroom Beach Paradise!

Ocean Front Condo!

Sunrise Suite | Hot Tub | Kayak | SUP | Waterfront

Direct Ocean View Top Floor Renovated. 2BR, 2 Bath

Waterfront 2BR Escape Walk to Beach Pool Sleeps 6
Waterfront house rentals

Holiday fun canal home

River Home with Pool, Sunset, Dolphin & Fishing

Blue Marina House

Coastal Paradise Waterfront with Dock, Gulf Access

Nature Lovers Retreat

Fire pit, Golf Cart, Kayaks, PedalBoat, Fishing!

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

Fountain House On Timberbay Lake
Waterfront apartment rentals

Waterfront Condo - Sunset View of Tampa Bay

Relax in a Newly Renovated Beach Front Paradise

Beachfront Steps to Sand - New Remodeled Bathroom

Beachfront in exclusive resort

Indian Shores Awesome Coastal Beach Condo! 2Br/2Ba

Indian Shores Gulf Front Rental

Walk to Beach, Bars, and Restaurants Nearby

Florida Breeze
When is the best time to visit Holiday?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €155 | €176 | €190 | €165 | €145 | €165 | €159 | €153 | €144 | €134 | €144 | €162 |
| 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 waterfront rentals in Holiday

Total holiday rentals
Explore 20 holiday rentals in Holiday

Nightly prices starting at
Holiday holiday rentals start at €53 per night before taxes and fees

Verified guest reviews
Over 1,040 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Holiday holiday rentals include wifi access

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

4.8 Average rating
Holiday stays are highly rated by guests – averaging 4.8 out of 5!
Destinations to explore
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- Rentals with outdoor seating Holiday
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- Rentals with pools Holiday
- Rentals with lake access Holiday
- Rentals with a patio Holiday
- House rentals Holiday
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- Rentals with a washing machine and dryer Holiday
- Flat rentals Holiday
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