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

Private 1 Bed Apt with Pool and water front.
Enjoy the use of the onsite pool and Private 1-bedroom apartment in a peaceful waterfront community! Equipped with your own kitchenette and separate living area. Enjoy the serenity of swimming in your own pool on your vacation or relaxing work stay. Lounge chairs will make your stay even more relaxing. Close to the Veterans expressway and easy access to local restaurants, beaches, 10 minutes from the airport, 20 minutes from the river walk, and entertainment. This apartment is 300 square feet

The Zen Den Studio
Welcome to our home away from home, where you can relax and take it easy or enjoy all the excitement close by. Our Seaside Studio sleeps 2 guests comfortably, one queen size bed, one queen sofa bed, 1 full bath, and a fully stocked kitchen. Our studio provides all the amenities of a home with an extraordinary location close to all of your vacation needs. You can take a walk to the Blue Jays Stadium, you are 1 Mile to Downtown Dunedin where restaurants and shops awaiting to please your palate.

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

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

Stars by the Sea - Cozy home close to beaches
Our home is beautifully updated, fully furnished and decorated in a beach theme. The master bedroom has a comfortable king size bed and the second bedroom has a queen. We have a beautiful pond in the back. Perfect for you to relax and BBQ while enjoying our wonderful Florida weather. The house has a Smart TV, Internet w/Wi-Fi, dishwasher, washer, dryer, and much more. Everything you need to make your stay perfect. We are close to great shopping, dining and to some of Florida's best beaches.

Gulf Harbors Vacation Oasis
This lovely Gulf Harbors home with open floor plan & in-ground heated pool is the perfect getaway! Home on canal that leads directly to the Gulf in minutes-amazing view & quiet, safe neighborhood! Perfect home base for shopping, restaurants, kayaking, exploring, & especially Scalloping in Pasco county! This region includes all state waters south of the Hernando – Pasco county line & north of the Anclote Key Lighthouse in northern Pinellas County,& includes all waters of the Anclote River.

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
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.

Tree House Treasure
We're a quiet, small, serene old neighborhood on the end of a cul-de-sac and nearly floating on a lagoon! Florida nature at it's finest. The home is just 4 feet off the sea wall so the home is best suited for adults that are looking for that quiet get-a-way. Upper has 2 beds & a tri-fold mattress. Our driveway is shared so we can accommodate for one vehicle and it must fit under our carport and there is no street parking. No smoking, vaping, or illegal drugs permitted.

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

Bayside Retreat your tropical oasis
"Bayside Retreat" is a Charming Private 1~bedroom/1 bath with full living room suite, located right on the water of upper Tampa Bay. Spend a quiet day lounging in the grotto pool, kayaking the bay, or a lazy day reading in the hammock. Enjoy breath taking sunrise and sunsets from the dock. Your own Tropical Paradise away from the rest of the world....... Just 15min to Raymond James Stadium. Centrally located 15 miles from TPA Airport

1 block to dwnt/7min beach/King bed/Free parking
✨ Modern Villa in New Port Richey. Enjoy this beautifully remodeled 1-bedroom villa, fully equipped with everything you need for a comfortable stay. Nestled within walking distance of historic downtown and just minutes from the beach, this stylish retreat offers the perfect blend of convenience and relaxation with a TV in the bedroom for relaxing nights in. Everything inside is brand new, making it the ideal home base for your getaway.
Popular amenities for Holiday waterfront rentals
Waterfront apartment rentals

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

Waterfront studio w/Hot Tub and Putting Green

Bayfront Beauty – Views from Your Private Balcony

We cross 102

↱Riverfront Escape w/included kayaks near dwntwn↰

Ocean Front Condo!

Mid-Century Modern #4 Waterfront Clearwater Beach

Direct Ocean View Top Floor Renovated. 2BR, 2 Bath
Waterfront house rentals

SunWild Ventures Home *Golf Cart & Kayaks*

Blue Seahorse

Rachel's Place

Waterfront Oasis-Tarpon Sunsets-Pool-Kayak-Fishing

Tarpon Lake Escape LLC

Lakefront home near beaches w/ waterview, pets ok

Endless Summers |Direct Gulf Access |Oversized lot

Saltwater Pool • Kayaks • Pedal boat + more!
Waterfront condo rentals

Waterfront Condo - Sunset View of Tampa Bay

Beautiful Beachfront 2-bedroom

Sea La Vie- Studio by the bay!

Tropical Beachfront Penthouse-Beach Cottages

2 King Suites | Stunning Views | Walk Everywhere!

PRICELESS VIEW Boca Ciega Bay Condo 1/1 #209

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 | $268 CAD | $279 CAD | $277 CAD | $262 CAD | $230 CAD | $262 CAD | $236 CAD | $236 CAD | $230 CAD | $236 CAD | $230 CAD | $252 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 $70 CAD per night before taxes and fees 
 - Verified guest reviews- Over 1,180 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 guests—averaging 4.8 out of 5! 
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- Rentals with a patio Holiday
- Rentals with beach access Holiday
- Rentals with a firepit Holiday
- Waterfront rentals Pasco County
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- Anna Maria Island
- John's Pass
- Raymond James Stadium
- Weeki Wachee Springs
- Busch Gardens Tampa Bay
- Dunedin Beach
- Anna Maria Public Beach
- Vinoy Park
- Amalie Arena
- Bean Point Beach
- Jannus Live
- Gulfport Beach Recreation Area
- ZooTampa at Lowry Park
- North Beach
- Fort Island Beach
- River Strand Golf and Country Club
- Adventure Island
- Tampa Palms Golf & Country Club
- Splash Harbour Water Park
- Honeymoon Island Beach
- North Beach At Fort DeSoto Park
- Busch Gardens
- Fred Howard Park
- Don CeSar Hotel
