Waterfront holiday rentals in Wesley Chapel

4.99 out of 5 average rating, 142 reviews

Home in Hernando Beach

July 4th - Firepit, Golf Cart, Kayaks, PedalBoat!

Welcome to Azalea by the Sea, your perfect vacation escape! Enjoy endless water activities and relaxation right in your own backyard. Highlights You’ll Love: •🛶 Kayaks for exploring the waterways •🌊 Water Mat for fun on the water •🔥 Fire Pit for cozy evenings under the stars •🎯 Cornhole Boards for friendly competition •.🚗 Golf Cart •🌿 5 Minutes to Weeki Wachee River — perfect for kayaking, paddleboarding, or spotting manatees •🎵 Nearby Bars & Restaurants with live entertainment every night!!

4.93 out of 5 average rating, 117 reviews

The outdoor space features a pool surrounded by lounge chairs. A gazebo provides shaded seating, while a nearby charcoal grill is positioned on a stone-paved area. Lush greenery surrounds the scene, enhancing the tranquil atmosphere.

Home in Tampa

River Front Heated Pool Estate-Busch Garden/USF

Discover your ideal family get away at our riverfront home!The perfect blend of relaxation & recreation. Our home offers a tranquil setting that exudes serenity while conveniently close to Tampa's amenities. Unwind in the hot tub,take a dip in the pool,or engage in games of ping pong & pool. We kindly request that you respect our strict policy against parties. Quiet time after 10 pm. ***PLZ NOTE: Recent hurricane destroyed gazebo and river dock .Gazebo is on order & dock is slated for repair.

4.94 out of 5 average rating, 197 reviews

A charming cottage exterior is presented, featuring a green front door and a large screened porch. Lush landscaping, including diverse plants and flowers, frames the entrance. Spanish moss hangs from the trees, creating a tranquil outdoor atmosphere under a partly cloudy sky.

Cottage in Lutz

Little piece of Heaven 2

This 2 bedroom cozy cottage is nestled on an almost 1.5 acres piece of property on a serene spring fed lake. The cottage is a laid back coastal feel with all of the amenities of home & tucked away in between the hustle and bustle of Tampa without ever knowing it. Easy access to the Veteran's Expressway that will take you to anywhere from Clearwater and our pristine beaches to Downtown St. Pete. I275 will take you to Downtown Tampa, Busch Gardens and Adventure Island. I-4 will take you to Orlando

4.97 out of 5 average rating, 184 reviews

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

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

Superhost

An indoor pool is centrally located, surrounded by a tiled patio and a sculpture positioned on the edge. Large windows allow natural light to fill the space, revealing a view of the adjacent dining and kitchen areas. A second level overhangs the pool area.

Villa in Lutz

4.84 out of 5 average rating, 105 reviews

Leithen Lodge Is Like a Scottish Castle in N Tampa

Leithen Lodge is a gated lakeside Gem awaiting your luxury visit. Private pool & spa heated for add’l charge of $100per day spa only, $35 per day, wood burning fireplace, gourmet kitchen & fantasy master suite. Paradise Lakes is a CLOTHING OPTIONAL resort. North of Tampa but within drive of beaches, outlet malls Busch Gardens trendy Seminole Heights Tarpon Springs and countless outdoor and nature adventures. Be King or Queen of your own Castle as you enjoy your own Game of Thrones Fantasy...

A comfortable living space is shown, featuring a light-colored sofa near a large window. The window offers a view of lush greenery outside. A television sits on a wooden console, which holds various books and decorative items.

4.98 out of 5 average rating, 248 reviews

PondView/Pool/Pickleball/Dryer/Washer/Ground Floor

Pond View ground floor Condo located in within minutes of Tampa Bay's main attractions: Bush Gardens, Hard Rock Cafe and Casino, Tampa Aquarium, Top Golf, Ybor City, Convention Center, I FLY and shopping malls. Condo has a large Resort Style pool, Keyless entry, washer/dryer in the unit and owner on site for if needed. Pickleball, Tennis court, Volleyball, Disc Golf and 24/7 Gym also available. Relaxing community with several ponds and trails to be explored near the unit. FUN/SUN/Business

4.98 out of 5 average rating, 217 reviews

An outdoor porch features a two-person Jacuzzi, inviting relaxation while overlooking a lake. Warm lighting is provided by lanterns, creating an ambient atmosphere against the backdrop of a colorful sunset and silhouettes of trees.

Tiny home in Dade City

Eco-Luxurious Lakefront haven (Fire pit & Hot Tub)

Experience the perfect blend of an eco-friendly retreat and modern luxury of our lakefront container home. Nestled in the heart of nature, this stylish oasis promises an unforgettable experience where you can immerse yourself amidst the beauty of the countryside without sacrificing comfort. Plus, enjoy the opportunity to interact with our farm animals, adding a touch of rural charm to your agritourism escape. Also, feel free to check out my other listing, Casa de Elvira on my host profile.

4.94 out of 5 average rating, 139 reviews

A screened-in patio showcases a private in-ground pool surrounded by paver stones. Lush greenery lines the spring-fed pond in the background, reflecting the blue sky and trees. Patio chairs and an umbrella provide space for relaxation by the water.

Guest suite in Lutz

Lakefront Retreat w/Pool-Views-Elegant Furnishings

Private UPSTAIRS GUEST SUITE comfortably accommodates 3 guests. Features an elegant bedroom, a combo bedroom/entertainment room with kitchenette; plus a full bath & work station. Enjoy a beverage overlooking the nature preserve; relax and swim in the pool. Located just north of Tampa, midway between Orlando & the Gulf Beaches. Just minutes by car to I-75, I-275, outlet mall, ice hockey complex & restaurants. 7 miles to USF/Moffitt/Busch Gardens; 20 to Airport; 30 to Beaches; 60 to Disney.

4.98 out of 5 average rating, 260 reviews

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

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.

4.96 out of 5 average rating, 123 reviews

A stone fire pit is surrounded by two blue chairs, positioned on a grassy area by the waterfront. Trees provide shade, and a dock is visible across the lake, complementing the serene outdoor setting.

Home in Odessa

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

4.96 out of 5 average rating, 124 reviews

A spacious outdoor area features comfortable lounge chairs and a patio, surrounded by greenery. The deck extends toward the water, with a view of the canal. A covered seating area and plants add to the inviting atmosphere, while overcast skies hint at a serene ambiance.

Cottage in Lutz

Serene Waterfront Cottage with Tranquil Setting

Bring your kayaks, paddle boards , and the whole family to this great place with lots of room for fun. There’s an outdoor fire pit, beach volleyball court, basketball hoop, ping-pong table, grill, swings, 2 hammocks, and lots more. Inside there’s a wood-burning fireplace, 2 large bathrooms, 3 bedrooms, separate master suite located upstairs with private bath, inside laundry room, separate dining area, spacious kitchen , and 2 large gathering areas.

4.93 out of 5 average rating, 136 reviews

A serene lakeside view is presented from a covered deck, featuring a dining table set with plates and glassware. Two chairs and a colorful lounge chair are visible, with water reflecting the blue sky and surrounding trees in the background.

Guest suite in Lutz

Spacious Lakehouse Suite - Nature Lover's Paradise

Welcome to your cozy retreat. The suite is attached to the main home with its own private entrance, offering a peaceful, separate space with no shared interior areas. For transparency, it does share walls and secured connecting doors with the main house. As with most attached spaces, you may occasionally hear soft, everyday household sounds. Bright, clean and well appointed. Spacious lakeside deck & canoe for guests' enjoyment.

Popular amenities for Wesley Chapel waterfront rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Waterfront apartment accommodation

Apartment in Madeira Beach

The entrance to the bungalow is lined with a stone pathway and surrounded by tropical landscaping. Colorful plants and shrubs frame the orange exterior of the building, which features two doors leading to separate units. A sign indicates the name of the property.

4.92 out of 5 average rating, 109 reviews

#3-Sea Turtle Bungalows@John's Pass 1B/1B

Apartment in Madeira Beach

A direct view of the Gulf shoreline is visible from the balcony, showcasing a sandy beach with beach chairs and umbrellas. A private pool is located below, surrounded by a patio area with several lounge chairs, creating an inviting setting for relaxation.

4.9 out of 5 average rating, 115 reviews

Welcome to Gulf-Front Paradise!

Apartment in Treasure Island

A clean swimming pool is positioned alongside a waterfront, framed by a white fence. Sun loungers are neatly arranged on a deck, with palm trees and a dock visible in the background. The sky features soft clouds and clear blue tones, creating a serene outdoor setting.

4.9 out of 5 average rating, 280 reviews

Beach & Bay 1 Bdrm Condo Boat/Fish Dock with Patio

4.95 out of 5 average rating, 107 reviews

A deck area is visible, furnished with a glass-top table and two chairs under an orange umbrella. The view overlooks a serene river, surrounded by lush greenery and trees, creating a peaceful outdoor environment.

Apartment in Tampa

Seminole Heights River Retreat - Central Tampa

Apartment in Wesley Chapel

A modern kitchen features extensive white cabinetry and a large granite countertop island with three woven stools. Stainless steel appliances, including a refrigerator and microwave, are visible. Natural light enters through a nearby window, creating a bright and functional cooking space.

4.87 out of 5 average rating, 15 reviews

Renovated Saddlebrook 1st Floor Condo w/ Views

Apartment in St. Petersburg

A balcony area features a round wooden table surrounded by two chairs, one woven and one metal. A decorative piece is displayed on the wall, with two fishing poles leaning against the balcony railing overlooking the water and marina.

4.9 out of 5 average rating, 189 reviews

The Oasis

4.88 out of 5 average rating, 49 reviews

A modern living area features a soft grey sofa with textured upholstery and a stylish coffee table with a gold base. A blue accent chair complements the space, while a large TV is mounted on the wall, next to a well-lit dining area visible in the background.

Apartment in New Tampa

Vista Lagoon Near USF and Moffitt

Apartment in Madeira Beach

4.77 out of 5 average rating, 145 reviews

Bay & Blvd | Steps to Beach, Pool & John's Pass

Waterfront house rentals

4.94 out of 5 average rating, 114 reviews

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

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

4.88 out of 5 average rating, 109 reviews

A well-maintained private pool area is enclosed with a screened lanai, offering protection from insects. The pool's clear water reflects the blue sky with scattered clouds, while the surrounding patio features an outdoor table, creating an inviting space for relaxation and enjoyment.

Home in Town 'n' Country

Tampa Getaway Pool Home

5 out of 5 average rating, 33 reviews

Home in Wesley Chapel

Lake Waterfront Retreat IBIS COVE Canoe/Fish/Relax

4.98 out of 5 average rating, 112 reviews

The image captures a serene view of the canal with calm, reflective waters. Lush greenery lines the banks, while several boats are seen docked along the shore. Bright sunlight illuminates the scene, highlighting the tranquility of the waterfront setting.

Home in Palm Harbor

Tarpon Lake Escape LLC

4.93 out of 5 average rating, 125 reviews

A wooden dock extends over the calm waters of Lake Tarpon, surrounded by lush greenery. The expansive blue sky and gentle waves create a serene ambiance, ideal for enjoying nature. The space offers direct access to the lake, enhancing the outdoor experience.

Home in Palm Harbor

Lakefront home near beaches w/ waterview, pets ok

4.98 out of 5 average rating, 99 reviews

A warm glow from a fire pit illuminates the backyard, surrounded by lush greenery and palm trees. A deck adorned with string lights can be seen in the background, under a night sky featuring soft clouds and a bright moon.

Home in Port Richey

Waterfront home w/dock-Kayaks & Jon Boat included!

4.95 out of 5 average rating, 158 reviews

Home in Apollo Beach

Waterfront Pool Oasis Kayaks, Games & Beach Vibe

4.83 out of 5 average rating, 207 reviews

An outdoor area is showcased with a multicolored basketball court in the foreground, leading to a spacious yard. A dining set with an umbrella sits under a tree, and a swim spa is visible in the background, surrounded by manicured landscaping and stepping stones.

Home in Tampa

River Oasis w/ Swim Spa & Hoop Court walk to Zoo

Waterfront condo accommodation

4.89 out of 5 average rating, 222 reviews

Lovely Waterview Condo/ heated pool

A vibrant, themed living area features colorful hanging lamps and intricate wall decorations. Lush greenery is present, alongside a mixture of patterned seating arrangements. Large glass doors open to a balcony, allowing natural light to fill the space and offering a view of the outdoors.

4.97 out of 5 average rating, 221 reviews

Tiki Themed Waterfront Condo on Tampa Bay

A vibrant sunset is captured over the water, displaying hues of orange and yellow in the sky. The sun descends toward the horizon, with silhouettes of distant trees visible along the shoreline.

4.95 out of 5 average rating, 123 reviews

Tampa Bay Waterfront Views Rocky Point

A wooden pier extends over smooth waters, bordered by rocky outcrops. The sky is painted in vibrant hues of orange and purple as the sun sets on the horizon, casting a tranquil glow across the scene.

4.76 out of 5 average rating, 276 reviews

Rocky Point paradise

4.98 out of 5 average rating, 290 reviews

A serene balcony offers a view of the waterfront, with two green chairs and a glass table positioned to enjoy the scenery. Palm trees are visible in the foreground, and the calm water reflects the bright blue sky, creating a tranquil outdoor space.

Condo in St. Petersburg

PRICELESS VIEW Boca Ciega Bay Condo 1/1 #209

4.92 out of 5 average rating, 107 reviews

A spacious living area features a dark sectional sofa and a large flat-screen television. Brightly colored artwork adorns the walls, and a glass coffee table adds a modern touch. Natural light enters through a sliding glass door, with views of the outdoor patio.

Condo in Hudson

Florida Breeze

A serene balcony view captures a sunset over calm waters, with silhouetted palm trees in the distance. A small round table with a lantern sits next to a comfortable chair, creating an inviting space for relaxation.

4.95 out of 5 average rating, 369 reviews

Modern Waterfront Condo - Captivating Sunset Views

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.