
Waterfront vacation rentals in Holiday
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Top-rated waterfront accommodations in Holiday
Guests agree: these waterfront accommodations are highly rated for location, cleanliness, and more.

salt living at its best
- Resort Style Water front - Stand alone - Hot tub - Sunrise / sunset views on dock - free Kayaks - Internet / YouTube cable - 65â 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 Peteâs, 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 w/Hot Tub and Putting Green
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.

Nature Lovers Retreat
Relax and enjoy! Welcome to your 3 bedroom 2 bath vacation home. Newly renovated well equipped kitchen, new appliances and laundry room. Perfect for couples or families to make great memories. You can fish, kayak, paddleboat or just sit back and enjoy nature from our dock on Lake Connelly. Very centrally located in the Tampa Bay area and are close to plenty of things to do: Tarpon Springs Sponge docks, Dunedin, Safety Harbor, St. Pete, Honeymoon Island, Fred Howard Park and more

Bay Lake Cottage
Youâll 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 TVâs, 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.

Rachel's Place
Hudson is the best kept secret in Florida. This 2/2 is located just 200 yards from the Gulf of Mexico in the beautiful Sea Pines development. This home is nestled next to thousands of acres of wildlife bird sanctuary. There are kayak trails to follow for hours. Redfish, Sea trout and Mangrove snapper are abundant. This beautifully decorated home is well stocked with anything you may need. There are 2 Kayaks, one two person and one single, 2 adult bikes, and fishing equipment.

Walk to Downtownâ˘King Bed ⢠Outdoor Loungeâ˘Coastal
⨠Relax in your outdoor lounge, enjoy a game night under the lights, and walk to downtown for drinks and dining â 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 â perfect for relaxing or a casual game night. This is a single-story property. Highly rated by guests for location, cleanliness, and comfort.

Waterfront home w/dock-Kayaks & Jon Boat included!
Two-bedroom waterfront duplex featuring a private floating dock with direct access to the Gulf of Mexico. Take advantage of the battery-operated Jon boat or kayaks and explore the beautiful surrounding mangroves and scenic waterways. The backyard feels like your own tropical paradise. The perfect setting to relax, unwind, and soak in the waterfront views. Enjoy the surround sound music system throughout the property for the ultimate vacation atmosphere.

*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 beachesâŚ

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 beautiful Gulf of Mexico beaches. Enjoy breathtaking sunsets around the fire pit. Kayak, paddle board (included) or fish from the dock. Or sit and relax on the screened patio with your favorite beverage at the outdoor bar. Or venture to beautiful downtown Tampa and enjoy the Buccaneers, Tampa Bay Lightning, or the Rays baseball team

Tarpon Lake Escape LLC
Key West-inspired, newly furnished house on Lake Tarpon. Decorated in bright Key West style! 3 bedrooms, 2 bathrooms, 2 porches, and a ping pong table on a corner lot with over 190 feet of water property. One of the best properties on the lake! Innisbrook Golf Resort is 1/2 mile away Clearwater Beach 15 mi Tarpon Springs Sponge Docks 5 mi Downtown Dunedin 9.6mi Honeymoon Island 8.7mi TPA airport 20mi Raymond James Stadium 20mi

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!
Popular amenities for Holiday waterfront rentals
Waterfront apartment rentals

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

Kayaks & Firepit Mins to Dwntwn!

Ocean Front Condo!

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

Waterfront 2BR Escape Walk to Beach Pool Sleeps 6

Waterfront studio! Heated pool and hottub

NEW! Amazing Beach & Sunset Views! Fully Renovated

On private beach! Ground Level Full Kitchen Unit 6
Waterfront house rentals

Blue Marina House

Coastal Paradise Waterfront with Dock, Gulf Access

Beautiful Home with a Pontoon!

Harry's River House âThe charm of the riverâ

Waterfront Palm Harbor Retreat w/Dock+Near Beaches

Reel Life

Tree House Treasure

Waterfront Villa w/Hot Tub⢠Game Roomâ˘Kayaksâ˘Bikes
Waterfront condo rentals

Relax in a Newly Renovated Beach Front Paradise

Beautiful Top Floor Condo in Indian Rocks

Beach Front at âThe Shoreâ

PRICELESS VIEW Boca Ciega Bay Condo 1/1 #209

Amazing views on beachfront

Indian Shores Gulf Front Rental

Florida Breeze

Modern Waterfront Condo - Captivating Sunset Views
When is the best time to visit Holiday?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $243 CAD | $276 CAD | $298 CAD | $259 CAD | $228 CAD | $259 CAD | $250 CAD | $240 CAD | $226 CAD | $211 CAD | $226 CAD | $254 CAD |
| 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 vacation rentals
Explore 20 vacation rentals in Holiday

Nightly prices starting at
Holiday vacation rentals start at $83Â CAD per night before taxes and fees

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

Family-friendly vacation rentals
20 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Vacation rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Holiday vacation 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 guestsâaveraging 4.8 out of 5!
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- Rentals with a washer and dryer Holiday
- House rentals Holiday
- Rentals with a patio Holiday
- Rentals with pools Holiday
- Rentals with a firepit Holiday
- Rentals with lake access Holiday
- Rentals with beach access Holiday
- Pet-friendly rentals Holiday
- Family-friendly rentals Holiday
- Rentals with a fireplace Holiday
- Rentals with outdoor seating Holiday
- Apartment rentals Holiday
- Waterfront rentals Pasco County
- Waterfront rentals Florida
- Waterfront rentals United States
- Anna Maria Island
- Raymond James Stadium
- Busch Gardens Tampa Bay
- John's Pass
- Anna Maria Island Beach
- Weeki Wachee Springs
- Bean Point Beach
- Amalie Arena
- Vinoy Park
- Tampa Convention Center
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- Hard Rock Casino
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- Anna Maria Public Beach
- Jannus Live
- Tropicana Field
- River Strand Golf and Country Club
- University of South Florida
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