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

Private Island Old FL Waterfront Heaven on Earth
Discover the hidden secret of "Terra Ceia Island" (Heaven on Earth.) This 3 bed / 2 bath completely remodeled and charming A frame home offers breath taking sunrises from the bayfront private dock. Imagine enjoying your coffee in adirondack chairs while the sun rises over the Tilette Bayou. Enjoy bike rides through the old Florida country side (Bikes included). And rent a boat and cruise the pristine waterways around the keys. This home has everything you need for relaxation, peace, and fun.

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

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.

Tropical Courtyard Paradise on St. Pete Beach
Charming, cozy, well-appointed/fully stocked ground floor 1 Bedroom Unit with its own Private Entrance, Courtyard & spacious heated Pool. A short 1 minute walk to either St. Pete's Gulf side Upham Beach or all the abundant Nightlife & Restaurants on Gulf Blvd. Free WiFi(Spectrum) & 2 separate 32" HD TV's (Living Room sofa bed & Bedroom Queen bed), have all Premium movie, news, & sports channels. This Unit is affordably priced for the Budget Conscious desiring that Premium Beach Location.

A little piece of Heaven
2 people max cozy cottage with all the amenities of home with a lakefront view. There's a firepit for those colder nights and kayaks & peddleboats for the more adventurous ones, or just sit back and take in some sun on our beautiful dock. Centrally located in between the Veterans Expressway and I 275, minutes from shopping, Lake Park, Adventure Island and Busch Gardens ...Lutz has something for everyone, don't let your friends and family stay in a hotel, we've got it all waiting right here!

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.

Tampa Bay Waterfront Home
Relax, unwind and enjoy the panoramic water views as you soak in the sunrises, sunsets, dolphin shows, manatee visits and watch the boats go by at Reel Paradise. Fish right off the dock and catch huge Snook, Tarpon, Mangrove Snapper and many others! Find peace in the quiet of the river. Enjoy a soak in the NEW hot tub. Create a fire in the fire pit and make memories. Grill your favorite meals on the Weber Charcoal grill or the NEW gas grill. We look forward to meeting you!

*Apollo Escape* – Canalfront Home + Private Pool
Escape to this canalfront pool home—perfect for families or groups looking to unwind and reconnect. With 4 bedrooms, 2 kitchens, a game room, and a private dock, there’s space for everyone to relax. Swim in the pool, grill in the backyard, or enjoy movie night in one of two living rooms. Just 30 minutes from Tampa and minutes to beaches, marinas, and waterfront restaurants—This dog-friendly retreat offers the Florida summer your family deserves.

Lakeview Retreat with Private Pool Perfect Getaway
Welcome to our charming Tampa retreat! This newly renovated house has been carefully designed with an open layout, it features 2 bedrooms and 2 full bathrooms. The highlight of this home is undoubtedly the patio area, beautiful outdoor furniture, and an amazing pool with a stunning and unique view of the lake canal. The location is perfect, everything is nearby with quick access to major highways such as I-4, I-75, and I-275.

Spacious Lakehouse Suite - Nature Lover's Paradise
Bright, clean & well appointed Private patio entrance Includes bedroom, private bathroom & sitting room with TV, microwave, etc. PLEASE TAKE NOTE: the suite shares walls & closed/locked doors with host's home. Spacious lakeside deck & canoe FOR A PRIVATE/ROMANTIC GETAWAY consider our other listing on the property - Miss Ruby, our fully renovated vintage camper with open-air shower and bath-house.

Waterfront Condo with Heated Swimming Pool
Stunning waterfront condo at Sailport Resort with amazing water views from your private balcony, perfect for watching Tampa's incredible sunsets. This stylish 1-bedroom retreat comfortably sleeps 4 with a queen sofa bed. Enjoy a heated pool, poolside bar, fire pit, and more. Ideal for business travelers, couples, and families looking for a resort experience in Tampa, just 5 minutes from the airport.

Relaxing Lake House In Tampa
Welcome to Forest Hills Lakehouse, a peaceful and beautifully maintained lakefront home just minutes from Downtown Tampa and local favorites like Busch Gardens and Armature Works. This charming getaway combines serene outdoor living with easy access to the city’s best attractions — perfect for families, friends, or anyone seeking a rejuvenating stay.
Popular amenities for waterfront rentals in Hillsborough County
Waterfront apartment rentals

Waterfront Courtyard Condo 2 Blocks to Beach

Kayaks & Firepit Mins to Dwntwn!

Ocean Front Condo!

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

Popular Beachside Studio w Relaxing Patio & Palms!

The Oasis

Barefoot Beach Resort Indian Shores

Waterfront studio! Heated pool and hottub
Waterfront house rentals

The perfect lake house getaway near the airport.

Riverside Home! Busch Gardens! Pets! Kayaks! Yard!

Tampa Luxe Waterfront Private Pool, Hot Tub & More

Custom Waterfront 3BR Paradise/Salt WaterPool-Spa

3BR Waterfront House I Raymond James Stadium

Luxurious "Riverfront Oasis" - Waterfront w/pool

°•Relaxing Waterfront Retreat•°

Guest studio on Bayshore in So. Tampa
Waterfront apartment rentals

Relax in a Newly Renovated Beach Front Paradise

Beach Condo with water view!

Spectacular beach to bay views from this resort.

Winter Storm Escape Sale Ocean View Steps to Beach

Indian Shores Gulf Front Rental

Modern Waterfront Condo - Captivating Sunset Views

Beach, dolphin/manatee sightings, fishing, sunsets

Seaside Condo: 2bed/2bath beach condo on the water
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- Anna Maria Island
- Raymond James Stadium
- Busch Gardens Tampa Bay
- John's Pass
- Weeki Wachee Springs
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- Vinoy Park
- Lido Key Beach
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- Amalie Arena
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- ZooTampa at Lowry Park
- River Strand Golf and Country Club
- Hard Rock Casino
- North Beach At Fort DeSoto Park
- Bok Tower Gardens
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