Waterfront holiday rentals in Keystone

4.98 out of 5 average rating, 165 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

4.93 out of 5 average rating, 122 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

Imagine yourself waking up to a million-dollar view on Tampa Bay's largest lake - lake Tarpon. Close your eyes, relax and lose yourself to the sound of wind chimes, the caws and squeals of the birds, lapping of waves against the dock and fresh lake breeze. Watch an Osprey catch fish and other wildlife as you sip your morning coffee sitting on the dock. This is a quintessential lake house that one always desires in their dreams. Well that dream is attainable when you make this home your abode!

4.88 out of 5 average rating, 226 reviews

A serene lake view is showcased, featuring a wooden dock with colorful chairs overlooking calm waters. Lush greenery and vibrant flowers frame the foreground, while reflections of clouds and trees are visible on the water's surface.

Guest suite in Tampa

Convenience & Peace Private Suite w/ own entrance

Both Convenience & peace! Enjoy your stay in our guest suite with serene water views on a small lake. Spacious suite features a full bedroom, full bath, & living room. We offer a comfy queen bed & if there’s a 3rd occupant, a trundle bed is available. Separate entrance to suite. Located in a quiet neighborhood with minimal traffic. Close to USF, Busch Gardens, Lowry Zoo, & just 12 minutes to downtown. Finally, small dogs are welcome (extra fee applies, see house rules for details) (no cats).

4.97 out of 5 average rating, 135 reviews

A serene lakefront view is framed by tall trees draped with Spanish moss. A wooden dock extends into the calm water, providing a space for relaxation. Soft shadows are cast across the lush green lawn, inviting guests to enjoy the peaceful surroundings.

Cottage in Lutz

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!

4.96 out of 5 average rating, 105 reviews

A well-equipped kitchenette features a granite countertop with three bar stools. Natural light enters through a window, illuminating the space, which is complemented by a small dining area and a comfortable seating arrangement. A wall-mounted TV and a lamp add to the cozy ambiance.

Farm stay in Odessa

Cabin 3 - Nasturtium Nest

Discover the peaceful retreat at Cahaba Cabins, a hidden gem nestled on a working microgreen farm in Odessa. The property offers a unique blend of charm and agricultural expertise. We offer three cozy cabins where you can unwind and reconnect with nature while still being close to everything the Tampa Bay area has to offer. Each cabin offers two queen beds, a private bathroom, and a kitchenette—providing all the essentials for a relaxing stay. We look forward to seeing you on the Farm!

4.98 out of 5 average rating, 252 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, 119 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

5 out of 5 average rating, 154 reviews

The grotto-style pool area features natural rock formations with cascading waterfalls and lush tropical plants. A hot tub is integrated into the design, providing a relaxing space. The serene water reflects the clear blue sky, while views of the bay are visible in the background.

Home in Oldsmar

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

4.93 out of 5 average rating, 112 reviews

A charming exterior view of the home showcases a grey facade with white trim. The covered porch is lined with decorative lattice work. Sunlight filters through the trees, highlighting the outdoor area with gravel and a brick path leading to the entrance.

Home in Lutz

Sandhill Hideaway

Take it easy at this unique and tranquil getaway. Located just north of Tampa and near everything this quiet and rustic location is one of the last in the area within a fast moving world. Enjoy sunsets with a western view across the tranquil lake and wetland area. Perfect for a work getaway, a launching point for local trips to the beach or historical areas. This home is on an unpaved rustic road located on a dead end street.

4.99 out of 5 average rating, 108 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

Key West-inspired, newly furnished house on Lake Tarpon. Decorated in bright Key West style! 3 bedrooms, 2 bathrooms, 2 porches, and a ping pong table on a corner lot with over 190 feet of water property. One of the best properties on the lake! Innisbrook Golf Resort is 1/2 mile away Clearwater Beach 15 mi Tarpon Springs Sponge Docks 5 mi Downtown Dunedin 9.6mi Honeymoon Island 8.7mi TPA airport 20mi Raymond James Stadium 20mi

4.98 out of 5 average rating, 206 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, delight in the opportunity to interact with our friendly farm animals, adding a touch of rural charm to your agritourism escape.

4.86 out of 5 average rating, 112 reviews

Home in Tampa

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 Keystone waterfront rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Waterfront apartment accommodation

Apartment in Clearwater Beach

4.95 out of 5 average rating, 115 reviews

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

Apartment in Tarpon Springs

An aerial view showcases a modern two-story house surrounded by water and greenery. A private boat dock is positioned in the foreground, along with a manicured lawn featuring a putting green and colorful kayaks. Solar panels are visible on the rooftop.

5 out of 5 average rating, 95 reviews

Waterfront studio w/Hot Tub and Putting Green

Apartment in West Park Village

4.93 out of 5 average rating, 45 reviews

Stylish 2BR/2BA w/ Pool, Gym Near Airport #3

Apartment in Indian Shores

The living area features a spacious couch and a flat-screen television, with a soft area rug anchoring the space. Floor-to-ceiling sliding glass doors provide sweeping ocean views and direct access to the private balcony, creating an inviting connection to the beach.

4.92 out of 5 average rating, 143 reviews

Ocean Front Condo!

Apartment in Land O' Lakes

A modern kitchen is designed with white cabinetry and granite countertops. Stainless steel appliances, including a refrigerator and microwave, are visible. A small dining table with a decorative cloth and two chairs is placed nearby, complemented by fresh flowers in a vase.

4.93 out of 5 average rating, 83 reviews

Cozy 1bed/1 bath apartment

Apartment in Independence Square

A view from the balcony captures a stunning sunset over the Gulf, where vibrant hues blend in the sky. The sandy beach is visible below, with a winding path leading to the shoreline. Figures can be seen strolling along the beach, adding life to the serene scene.

4.96 out of 5 average rating, 183 reviews

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

Apartment in Paradise Lakes

A cozy seating area features two recliners and a plush sofa, complemented by a bright blue wall. A leafy green plant adds a touch of nature, while a framed art piece enhances the space. A small wooden table is positioned next to the seating.

4.96 out of 5 average rating, 25 reviews

Millers, Cosy Premium Retreat Clothing Optional

4.97 out of 5 average rating, 66 reviews

An outdoor area features a private pool surrounded by a spacious patio. Dining furniture includes a large table with accompanying chairs and a blue umbrella for shade. Bright blue lounge chairs are positioned nearby, with greenery visible in the background.

Apartment in Lutz

Rare & amazing 3 bdrm 2 bath apt/suite w/pool

Waterfront house rentals

Home in Downtown New Port Richey

A well-equipped kitchen showcases modern appliances, including a refrigerator and microwave. Open shelving displays various dishware and glassware. A small counter features two wooden stools. Natural light enters through a nearby window, complementing the bright color scheme.

4.91 out of 5 average rating, 152 reviews

1 block to dwnt/7min beach/King bed/Free parking

4.88 out of 5 average rating, 105 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 Tampa

Tampa Getaway Pool Home

4.9 out of 5 average rating, 42 reviews

Home in Lutz

Fishing Lake Paradise near Busch Garden/ Moffitt

Home in Timberlane Woodlake

A hot tub is set on a wooden deck surrounded by bar stools, with views of a lush backyard and a serene lake beyond. Tall palm trees frame the scene, while the sky displays soft clouds and warm lighting.

4.95 out of 5 average rating, 327 reviews

The perfect lake house getaway near the airport.

4.97 out of 5 average rating, 109 reviews

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

Lakeview Retreat with Private Pool Perfect Getaway

4.95 out of 5 average rating, 41 reviews

A fire pit surrounded by four blue adirondack chairs sits on a brick patio, overlooking a calm waterway. Lush green vegetation is visible in the background, providing a natural and peaceful setting.

Home in Bay Crest Park

Waterfront Home with Kayaks, Dock & Boatlift

4.96 out of 5 average rating, 159 reviews

A heated saltwater pool and spa are presented, set against a serene waterfront view. Lush palm trees and well-maintained landscaping frame the area, while the tranquil canal reflects the clear blue sky. Comfortable seating is positioned nearby for relaxation.

Home in Tampa Shores

NEW Heated Salt Pool & Spa on Waterfront Canal

4.9 out of 5 average rating, 145 reviews

A private pool area is surrounded by lush greenery, featuring a spacious pool with a spa at one end. Sunlight reflects off the clear water, highlighting the relaxing atmosphere of the outdoor space.

Home in Sunset Park

Tampa Waterfront Heated Pool/ Hot Tub Oasis w Dock

Waterfront condo accommodation

The living area showcases a stylish futon, designed to convert into a bed, complemented by a circular coffee table atop a textured rug. A modern kitchen area features a granite countertop, wooden cabinetry and two bar stools, while large windows allow natural light to fill the space.

4.93 out of 5 average rating, 427 reviews

Stunning Waterfront Suite with Bay & Sunset Views

4.91 out of 5 average rating, 188 reviews

A sunset is captured over the intercoastal waterway, with warm hues reflecting on the water's surface. Silhouettes of palm trees line the foreground, while distant markers indicate the waterway's navigation. The scene conveys a tranquil ambiance, enhanced by the fading light.

Condo in St. Petersburg

Heron's Hideaway- Studio by the 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, 117 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, 268 reviews

Rocky Point paradise

4.95 out of 5 average rating, 116 reviews

Condo in St. Petersburg

Updated Condo-Heated Pool-Private Balcony

Superhost

4.83 out of 5 average rating, 117 reviews

Waterfront Condo with Heated Swimming Pool

4.98 out of 5 average rating, 283 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

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.