
Waterfront holiday rentals in Holiday
Find and book unique waterfront rentals on Airbnb
Quick stats about waterfront rentals in Holiday

Total holiday rentals
Explore 30 holiday rentals in Holiday

Nightly prices starting at
Holiday holiday rentals start at £44 per night before taxes and fees

Verified guest reviews
Over 1,050 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 20 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
30 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!
Top-rated waterfront rentals in Holiday
Guests agree: these waterfront rentals are highly rated for location, cleanliness and more.

Angelita's Lake Home 3br3ba w/heated pool
+Spacious family retreat on lake +Free heated pool +Huge last-minute discounts +Big deck, BBQ, dining & firepit +Private backyard lakefront +3 bedrooms, 1 king, 1 queen, 2 twin +3 full baths +Easy to cancel +Pet friendly +Fishing +Games +Quiet serene safe +5 minutes to Gulf sunsets +5 min to Sims Park +20 min to Tarpon Springs +39 min to Tampa airport +50 min to Busch Gardens +5 min to restaurants +Fully equipped kitchen +Free parking & garage +Washer-Dryer +Work area +Hi-speed WIFI +Smart TVs

Riverside Home with Kayaks
My place is a quiet space on the river, on the border of Tarpon Springs and Holiday. The home is on a peninsula, so you will have a view of the sunrise over the river in the back yard, and a view of the sunset over the river in the front yard. It has 6 kayaks available to go exploring the little islands, a sun room, a dock on the water, and an outdoor patio as well as a beautiful screened in green room. We have 2 queen beds, 2 cots with mattresses, and a futon in the sun room. Enjoy your escape!

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

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!

Paradise!Renovated waterfront pool home.Sunsets!
Sunsets to die for! Remodeled in 2023 pool house on the Anclote River with access to the Gulf of America.Imagine fishing,kayaking in the backyard & and spotting 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. Fishing rods.Bonfire pit.Grill.Heated pool for a fee. Portable crib,stroller, high chair. Come,relax&enjoy No hurricane damage!

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!

River Home Heated Pool, Sunset, Dolphin & Fishing
Welcome to the waterfront oasis situated along the serene banks of Anclote River connecting to the Gulf. Enjoy privacy as no backyard neighbors, just a nature. Step outside to your own private paradise, where a screened lanai awaits with a private heated pool. Spend your days lounging poolside, soaking up the Florida sunshine, or marveling at dolphins and manatees. Close driving distance to the world famous beaches (Clearwater, Honeymoon Island), Tarpon Spring, Weeki Wachee & Tampa Bay

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.

Waterfront, Sunsets & Heated Pool & Pet Stay Free!
Close to the beach, family activities, public transport, and the Tampa Airport. You’ll love my place because of the ambiance, the outdoors space, the water view, & the sunsets, PRIVATE Heated pool and VERY comfy beds! I provide fishing poles, tackle box My place is great for everyone and furry friends (pets) too!. Third bedroom is Florida room with sliding glass door. Two twin beds and desk. dinning table. Let me know about your pets. Your pets stay free. Totally fenced yard.

Waterfront Studio Apartment w/access to Gulf
Studio Apartment on ground level. Direct access to Gulf of Mexico w/short boat/kayak ride. Queen-size. 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.

*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…

Gulf of Mexico Waterfront Retreat.
Freshly redone home that is yours to enjoy. Relax on the dock or in the large Florida room to witness a gorgeous sunset. This home has 2 bedrooms, 1 bath, a beautiful modern kitchen, new central AC, and a screened porch. Fenced in back yard for your pet. We are very dog friendly and do not charge a pet fee. We respectfully request cleaning up after any dog ‘deposits’. Quiet neighborhood. A short drive or bike ride to several restaurants.
Popular amenities for waterfront rentals in Holiday
Waterfront apartment rentals

Waterfront 2BR Escape Walk to Beach Pool Sleeps 6

NEW! Amazing Beach & Sunset Views! Fully Renovated

Direct Beachfront Condo, Ocean balcony view!

Gorgeous and Updated Waterfront Condo 2 Bed/2 Bath

Southwind Sunsets

Waterfront studio! Heated pool and hottub

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

Coastal Waterfront Condo Steps to Beach
Waterfront house rentals

Waterfront home w/dock-Kayaks & Jon Boat included!

Waterfront Fishing Paradise

Nature Lovers Retreat

Reel Retreat | Lakefront Home with Hot Tub

Holiday fun canal home

Northern Point of Treasure Island NPR

Relaxing Lake House

Waterfront Getaway w/ Dock & Kayaks – Dog Friendly
Waterfront apartment rentals

Upgraded 3 Bed, 3 Bath Corner Water Front Condo!

Beachfront Condo with Centerline Sunsets

Beachfront in exclusive resort

Florida Breeze

Indian Shores Gulf Front Rental

#1- SALE! Nice 2/2 Condo-Directly on the sand!

Beautiful Top Floor Condo in Indian Rocks

Panoramic Gulf View Beachfront Condo
When is the best time to visit Holiday?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £130 | £148 | £159 | £136 | £126 | £113 | £134 | £128 | £121 | £113 | £121 | £136 |
| 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 |
Destinations to explore
- Miami Holiday rentals
- Four Corners Holiday rentals
- Miami Beach Holiday rentals
- Orlando Holiday rentals
- Fort Lauderdale Holiday rentals
- Panama City Beach Holiday rentals
- Tampa Holiday rentals
- Destin Holiday rentals
- Hollywood Holiday rentals
- Savannah Holiday rentals
- Jacksonville Holiday rentals
- Kissimmee Holiday rentals
- Anna Maria Island
- Weeki Wachee Springs
- Anna Maria Island Beach
- Raymond James Stadium
- Busch Gardens Tampa Bay
- Bean Point Beach
- Amalie Arena
- Hard Rock Casino
- Dunedin Beach
- University of South Florida
- Vinoy Park
- Epperson Lagoon
- John's Pass
- Tropicana Field
- MidFlorida Credit Union Amphitheatre
- Sand Key Beach
- Weeki Wachee Springs State Park
- Fort De Soto Park
- Anna Maria Public Beach
- River Strand Golf and Country Club
- Three Sisters Springs
- Busch Gardens
- Splash Harbour Water Park
- North Beach At Fort DeSoto Park





