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Waterfront vacation 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.

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Condo in Indian Rocks Beach

4.89 out of 5 average rating, 110 reviews

Harbourside, 2/2, Waterfront-Newly Remodeled!

The two large slides and the lazy river will be closed periodically the week of January 9, 2023 through January 16 2023 for required slide maintenance. The kids splash pad will also be closed for cleaning and painting a couple days that week. The big pool will remain open. 4 FREE daily water park passes and parking for one car is included! 3/5 minute walk to the BEACH! This 2/2 condo is located at the 'Harborside@Marker 33' and 'Splash Harbour Water Park' complex. Your 3rd floor unit has a

Home in Indian Rocks Beach

4.84 out of 5 average rating, 325 reviews

Stunning views! Spot dolphins from the pool!

BTR#2114 This home has it ALL including incredible open water sunsets! Every detail has been carefully thought out and updated. This is a VERY upscale, coastal, single story waterfront home. A complete waterfront remodel w/ dock & pool that looks and feels like a new home w/ stunning water views from your own back patio! The water glistens and sparkles from 3 pm thru sunset and after, the sky is set on fire for 40 minutes. White sandy beach is only few blocks away! Amazing home inside & out!

Home in Clearwater

4.97 out of 5 average rating, 29 reviews

Waterfront 4BR/2 Bath Private dock/kayaks/Hot Tub!

Come relax on the water! Kayak out to Tampa bay or watch the kids kayak while you enjoy the hot tub! Fish from the private dock or sip your coffee from the large deck and covered patio! Your family will be close to everything when you stay at this centrally-located place. Waterfront home only 5 miles from the most beautiful beaches on the Gulf of Mexico. Located just across from protected mangroves, you’ll feel like the only ones on this beautiful waterway that leads out to the bay.

Rental unit in Clearwater Beach

4.98 out of 5 average rating, 119 reviews

Anchors UP #4, WALK to Beach; WATER VIEW; Sleeps 8

Intracoastal WATERFRONT, steps from sugar WHITE SAND beach with FREE parking. Huge window in living room provides a serene view where gulls, pelicans, and DOLPHINS might be spotted. Fully RENOVATED from top to bottom, this 1400sf apartment offers spacious WALK-IN showers, soft/comfortable beds, full kitchen and WATER VIEW. For a clean, relaxing, and AFFORDABLE getaway, choose Anchors UP. Beach/Shops/Restaurants/Bars-10minute walk; Pier 60/Marina/N. Beach-15 minute walk

Condo in Indian Rocks Beach

4.99 out of 5 average rating, 113 reviews

Villa Al Golfo Pristine Waterfront Oasis

Pristine villa in the lovely seaside Gulf town of Indian Rocks Beach, 2 short blocks to the beach & the Intracoastal in your backyard. All newly renovated, both inside and out, enjoy unobstructed water views, private entrance, personal patio & your own indoor/outdoor fireplace. When you aren't lounging outside or taking a glide on our paddle board, you'll love the gourmet kitchen, comfy living room, two large TV's, cable/wifi, luxe memory foam beds & secured safe.

Home in Indian Rocks Beach

4.84 out of 5 average rating, 234 reviews

Amazing water front view home newly renovated

Don't miss the amazing waterfront sunset from the deck. This 1900 sq ft newly renovated,3 bdrm 2 bth home is 10 minutes walk to the beach or park at the beach parking. Sleeps 10, 1 king bd, 2 queen bds, 2 queen pull outs, 6 parking spaces, large deck, dock available for guests, patio furniture, gas grill, much more. Close to shopping, restaurants, and entertainment. Fly in through Tampa international airport and Saint Petersburg airport. Business tax BT# 1701

Rental unit in Redington Shores

4.88 out of 5 average rating, 8 reviews

Waterfront Upstairs

Escape to Paradise: Waterfront Airbnb in Redington Shores, Florida! xperience the ultimate beachfront getaway at our exquisite Airbnb in the breathtaking Redington Shores. Nestled along the pristine shores of Florida's Gulf Coast, our waterfront oasis offers a slice of paradise like no other. With stunning views, luxurious amenities, and a serene atmosphere, your dream vacation awaits! Peaceful, quiet and walkable to good food.

Home in Holiday

5 out of 5 average rating, 6 reviews

Waterfront, Heated Pool, Kayaks, Jetski rentals

Waterfront Views, Heated Pool Places to visit * Key Vista Nature Preserve: .05 miles * Anclote Gulf Park: 1.4 miles * Anclote River Park: 2.6 miles * Tarpon Springs Docks: 5.7 miles * Fred Howard Park Beach: 8.5 miles * Downtown Palm Harbor: 11 miles * Dunedin Causeway Beach: 16 miles * Honeymoon Island State Park: 17 miles * Clearwater Beach: 23 miles Theme Parks * Busch Gardens: 31 miles * Adventure Island: 31 miles

Rental unit in Clearwater Beach

4.86 out of 5 average rating, 111 reviews

Coastal Waterview Condo 2 Blocks to Beach

Wake up to your own water view with our comfortable direct waterfront 1 bedroom 1 bath villa on world-famous Clearwater Beach! Quiet & centrally located neighborhood on the edge of residential and commercial districts allowing for easy walking distance to everything on Clearwater Beach. Watersports on-site with office, offering amazing Island Jet ski tours, kayak & paddleboard rentals, parasailing!

Home in Hudson

4.91 out of 5 average rating, 106 reviews

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 with queen sized beds plus a pull-out sofa in the living room, 1 bath, a beautiful modern kitchen, new central AC, and a screened porch. Fenced in back yard for your pet. Quiet neighborhood. A short drive or bike ride to several restaurants.

Condo in St. Petersburg

4.85 out of 5 average rating, 273 reviews

No Pool due to Helene - Waterview Condo Resort

Elevator down. Up one flight of stairs. NO POOL. Pool damage due to Helene until further notice. Expected to be repaired by November/December. Waterfront condo with pool view. Pinellas trail across the street to ride your bike or hike, a beautiful 38 mile trail. Plenty of restaurants nearby and grocery stores. Only 8 min drive to beach. 15 min from downtown St. Pete.

Townhouse in Tampa

4.98 out of 5 average rating, 113 reviews

Modern, Waterfront, 2,000 square foot Townhouse.

Private home, great location just ten minutes from Tampa airport and a public boat ramp on Courtney Campbell Causeway. Fifteen minutes to Raymond James stadium, International mall and downtown Tampa. convenient location to Clearwater St. Pete and all area attractions. quiet residential neighborhood!

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Popular amenities for Holiday waterfront rentals

Free parking on premises

Air conditioning

Waterfront apartment rentals

Rental unit in Indian Rocks Beach

4.87 out of 5 average rating, 45 reviews

Tranquility Awaits you, only 200 Steps to Beach Paradise, Quaint *Pet Friendly* Apartment Steps Away from Beach #2

Rental unit in Tarpon Springs

5 out of 5 average rating, 60 reviews

Waterfront studio w/Hot Tub & spectacular views

Rental unit in Old Seminole Heights

4.81 out of 5 average rating, 453 reviews

↱Riverfront Escape w/included kayaks near dwntwn↰

Rental unit in Ozona

4.92 out of 5 average rating, 60 reviews

Waterfront 2/1 Apt. Ozona/Palm Harbor (Beachcomber

Rental unit in Tampa

4.68 out of 5 average rating, 60 reviews

Waterfront, Covered Parking, Heated Pool & More!

Rental unit in Indian Rocks Beach

4.95 out of 5 average rating, 151 reviews

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

Rental unit in St. Petersburg

5 out of 5 average rating, 26 reviews

Waterfront penthouse 1bdrm by Madeira beach

Rental unit in Indian Shores

4.92 out of 5 average rating, 149 reviews

Surfside Villas - Apartment B

Waterfront house rentals

Home in Hudson

4.99 out of 5 average rating, 68 reviews

Angele's House, Waterfront with direct Gulf access

Home in New Port Richey

5 out of 5 average rating, 9 reviews

Tropical Waterfront Resort Home with Marina, Piano

Home in Hudson

4.85 out of 5 average rating, 33 reviews

Hudson getaway come Sea it your self Waterfront

Home in Port Richey

4.96 out of 5 average rating, 27 reviews

Blue Marina House

Home in Palm Harbor

4.9 out of 5 average rating, 100 reviews

* House with Dock and Direct Access to the Gulf *

Home in Hudson

4.86 out of 5 average rating, 64 reviews

Waterfront Home on Canal

Home in Tampa

4.91 out of 5 average rating, 149 reviews

Waterfront*Kayak Paddle Board *Heated Pool

Home in Clearwater

5 out of 5 average rating, 5 reviews

Waterfront Pool Home - 8PPL 4BR

Waterfront condo rentals

Condo in Tampa

4.92 out of 5 average rating, 137 reviews

Waterfront Condo - Sunset View of Tampa Bay

Condo in Clearwater Beach

4.99 out of 5 average rating, 119 reviews

✔Waterfront |3BR |2Kings |Pool |Balcony |Beach

Condo in Treasure Island

4.92 out of 5 average rating, 111 reviews

Waterfront Condo - Dolphin sightings-Walk to beach

Condo in Tampa

4.95 out of 5 average rating, 148 reviews

Waterfront condo with sunset views of Tampa Bay.

Condo in Madeira Beach

4.91 out of 5 average rating, 119 reviews

Arie Dam 302, Beach Front Condo - 2Bed/2Bath

Condo in Madeira Beach

4.8 out of 5 average rating, 121 reviews

Lovely Water View Condo, Top Floor, Steps to Beach

Condo in Clearwater

4.93 out of 5 average rating, 139 reviews

5 *Waterfront Condo,3 Beds,2 Baths, Pool, HOT-TUB.

Condo in Tampa

4.94 out of 5 average rating, 253 reviews

Modern Waterfront Condo - Captivating Sunset Views

Quick stats about waterfront rentals in Holiday

Total rentals
20 properties
Nightly prices starting at
$40 before taxes and fees
Total number of reviews
920 reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with a pool
10 properties have a pool

Destinations to explore