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.

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Top guest favourite
A screened-in patio features a heated swimming pool, surrounded by white decking. The pool offers a view of the canal with palm trees and neighboring properties beyond. The tranquil outdoor space is complemented by a backyard with swings and a dock visible in the background.
Home in Town 'n' Country
4.93 out of 5 average rating, 152 reviews

Waterfront Resort with HEATED POOL!

🌴 Escape to this luxurious waterfront retreat in the peaceful community of Tampa Shores ☀️ an outdoor lover’s dream with direct bay access to the Intracoastal. Enjoy fishing, dolphin 🐬and manatee 🌿🦭 watching, or simply relax on your private dock surrounded by nature. Start your morning with coffee ☕️ on the second-story screened patio, offering breathtaking canal views and overlooking the heated private swimming 🏊‍♀️ pool below. The possibilities are endless! Lay back and enjoy your stay!

Top guest favourite
A bright and airy living area features large windows allowing natural light to fill the space. Comfortable seating is arranged around a woven coffee table, with art pieces adorning the walls. A door leads to outdoor views, enhancing the inviting atmosphere.
Home in Terra Ceia
4.98 out of 5 average rating, 124 reviews

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.

Guest favourite
Lounge chairs are arranged on the sandy beach, accompanied by thatched umbrellas providing shade. The calm waters of the bay are visible in the background, and a multi-story building is situated beyond the beach area.
Apartment in Tampa
4.86 out of 5 average rating, 142 reviews

262*NEW! 3 beds x 2 bath. Amazing Waterfront Views

This is paradise, in Tampa Bay! All waterfront resort conveniently located at the Sailport, of Rocky Point Island! This updated and spacious condo offers 2 bedrooms and 2 bathrooms with a full kitchen and stunning views of the Bay. The condo comes equipped with amenities such as a heated geo-thermal pool, volleyball court, barbecue, fire pits, lounge areas, as well as a fitness outdoor area. It's prime location for entertaining guests, friends, and family. Your minutes from airports, and beaches

Top guest favourite
A private outdoor space features lush greenery framing a stone pathway leading to a wooden seating area. The area is adorned with tropical plants, creating a serene ambiance. A small bar-height table with stools is visible in the background.
Bungalow in Oldsmar
4.96 out of 5 average rating, 205 reviews

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

Guest favourite
Home in St. Petersburg
4.71 out of 5 average rating, 116 reviews

Waterfront Oasis, Hot Tub, Sauna

Welcome to our beautiful waterfront home nestled between St Pete Beach & Gulfport, FL, where you'll experience the joys of the quintessential Florida lifestyle! Relax in the large outdoor living space, fish off the dock, boat on the pristine waters of the Gulf of Mexico and take in the ocean breeze. ☑ 2 mi to St. Pete Beach, 2.5 mi to Gulfport & 5 mi to John's Pass ☑ On the Intracoastal Waterway w/boat access out to the Gulf of Mexico ☑ Hot tub, Sauna, Outdoor kitchen, bar, dock, boat lift

Guest favourite
A serene outdoor space is featured, showcasing a circular arrangement of Adirondack chairs surrounding a fire pit. Soft string lights illuminate the area, with a hammock positioned nearby. The backdrop includes the water, a boat dock, and trees under a colorful sunset sky.
Home in Tampa
4.92 out of 5 average rating, 231 reviews

Luxurious "Riverfront Oasis" - Waterfront w/pool

Luxurious, riverfront home with a coastal-farmhouse design, creating the ultimate Florida getaway or staycation! Spend your vacation relaxing in our private heated, waterfall pool, around the fire pit, or dining on the lit up boat dock. Beautifully furnished and professionally designed with lots of additional amenities, including bathrobes, aromatherapy diffusers, TWO fully stocked kitchens, bluetooth speaker, fishing poles and more! Plus, spectacular views of the Downtown Tampa Skyline!

Guest favourite
A spacious living area features a light gray sectional sofa positioned in front of a coffee table adorned with a small flowering plant. Double glass doors lead to an outdoor space, while potted plants add a touch of greenery to the neutral-toned room.
Townhouse in Tampa
4.85 out of 5 average rating, 343 reviews

3bd/2.5 bath townhome Bayshore Beautiful

Beautiful 3 bedroom, 2.5 bath in South Tampa. 2 blocks off Bayshore Blvd. Walk to Counter Culture and Barcelona Wine Bar. 1 mile to Hyde Park, 2 miles to downtown and Convention Center, 3 miles to Ballast Point, 4 miles to MacDill AF, 5 miles to Raymond James stadium, 13 miles to Busch Gardens, 24 miles to Clearwater Beach. Each bedroom has a queen bed. Additional queen air mattress is available. Each bedroom has smart HD TV. Keypad for entry and ring doorbell mounted next to door.

Top guest favourite
Two wooden Adirondack chairs are positioned on a deck overlooking a serene lake. A floating dock extends into the water, featuring two red lounge cushions. The clear blue sky enhances the tranquil atmosphere, with greenery visible along the shoreline.
Cottage in Tampa
4.98 out of 5 average rating, 270 reviews

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.

Guest favourite
A serene pool area is framed by lush greenery, with a clear blue pool inviting relaxation. Gentle steps lead into the water, and a wooden deck extends nearby, offering additional seating. The tranquil view of the lake canal enhances the peaceful atmosphere of the space.
Home in Tampa
4.97 out of 5 average rating, 140 reviews

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.

Top guest favourite
A relaxing screened porch features a colorful hammock and a cozy seating area with woven chairs. A wooden table rests nearby, and lush greenery surrounds the space, with views of the lazy river visible through the mesh screens.
Guest house in Tampa
4.97 out of 5 average rating, 636 reviews

The RiverShed | On the River, Seminole Heights

Relax under Spanish moss beside the lazy Hillsborough River. Let the day slip away dozing in a hammock on a spacious screened porch. Roll back the barn doors to reveal a serene, private bedroom retreat, cozy but fully equipped with AC, mini kitchen, and fast WiFi. Brew fresh coffee in the morning, step onto the porch, and say hello to a brand new day in the heart of Seminole Heights, Tampa.

Guest favourite
Home in Tampa
4.81 out of 5 average rating, 135 reviews

Walk to Raymond James · 4BR Villa, Sleeps 8

Escape to our Paradise Villa: Your Tampa Oasis Awaits! This cozy villa is minutes from Raymond James Stadium, Tampa International Airport, cruise ports, and downtown. Near Al Lopez Park, ZooTampa, and Busch Gardens, it’s perfect for football fans, families, or cruise travelers. Book now and discover why our Paradise Villa is Tampa’s hidden gem—your perfect stay starts here!

Guest favourite
The exterior of a two-story mansion is showcased, featuring elegant arched windows and a red-tiled roof. A stairway leads to the entrance, while a decorative fountain is positioned in front. Lush landscaping surrounds the home, enhancing its inviting appearance.
Home in Tampa
4.94 out of 5 average rating, 116 reviews

** Tampa Riverfront Mansion ** Pool / Hot Tub / ..

You have arrived at the Tampa Riverfront Mansion. Brand new 2019 complete renovation. As you drive up to this house you will be struck by its magnitude. This 5 bedroom, 4.5 bathroom home has vaulted ceilings throughout the downstairs, and is tastefully decorated in a contemporary Florida theme.

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