Waterfront holiday rentals in Keystone

4.98 out of 5 average rating, 173 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

4.97 out of 5 average rating, 137 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, 109 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, 255 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.

5 out of 5 average rating, 127 reviews

The kitchen features light turquoise walls and dark wood cabinetry. Open shelving displays dishware and decorative items. A stainless steel stove and microwave are installed, with a large sink beneath a window. Counter space is available for meal preparation and dining.

Home in Sea Pines

Rachel's Place

Hudson is the best kept secret in Florida. This 2/2 is located just 200 yards from the Gulf of Mexico in the beautiful Sea Pines development. This home is nestled next to thousands of acres of wildlife bird sanctuary. There are kayak trails to follow for hours. Redfish, Sea trout and Mangrove snapper are abundant. This beautifully decorated home is well stocked with anything you may need. There are 2 Kayaks, one two person and one single, 2 adult bikes, and fishing equipment.

A vibrant red flower stands in the foreground, drawing attention to the tranquil blue pool beyond. The pool area, enclosed by white fencing, is set against a backdrop of green foliage, complementing the peaceful outdoor setting.

4.8 out of 5 average rating, 111 reviews

Getaway & Golf- Heated Pool Home

HEATED POOL HI OUSE. Enjoy the total renovated heated pool, deck and patio in the entire cozy house NOT shared, 4 bedr, 2 Pack N Play, 2 bathr, 2 kitch, 2 living rooms and laundry. Private 4-6 cars parking. Large covered porch excellent for board games w/nice view of the pool area, lake & nature reserve. Total privacy & fenced patio w/lounge chairs & hammock for total enjoyment.Comfortable sofabeds to enjoy SMART TV FREE WiFi & HIGHEST Internet.Bikes available.

4.96 out of 5 average rating, 120 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, 122 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, 133 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.

4.98 out of 5 average rating, 110 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, 209 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.

A modern kitchen and dining area is featured, showcasing a spacious marble-topped dining table surrounded by white chairs. The kitchen counters and appliances in sleek black and stainless steel complement the light color palette of the walls, creating a clean and inviting atmosphere.

4.82 out of 5 average rating, 108 reviews

Paradise Villa Central Tampa-Walk to Bucs Stadium

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!

Popular amenities for waterfront rentals in Keystone

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Waterfront apartment rentals

4.9 out of 5 average rating, 277 reviews

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.

Flat in Treasure Island

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

Flat in Old Seminole Heights

A foggy morning scene along the shoreline of the Hillsborough River is captured. The calm water reflects the trees and structures in the distance, while rocks line the bank. Mist rises gently from the water, enhancing the tranquil atmosphere.

4.82 out of 5 average rating, 541 reviews

↱Riverfront Escape w/included kayaks near dwntwn↰

4.89 out of 5 average rating, 193 reviews

A spacious studio is featured with a large bed dressed in pastel pink linens. A ceiling fan is visible above, while a seating area with wooden chairs and a kitchenette can be seen in the background. Decorative wall art adds a touch of color to the white walls.

Flat in Clearwater Beach

Bright Waterfront Studio Walk to Sand

4.92 out of 5 average rating, 145 reviews

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.

Flat in Indian Shores

Ocean Front Condo!

Flat in Old Seminole Heights

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.

4.95 out of 5 average rating, 101 reviews

Seminole Heights River Retreat - Central Tampa

4.93 out of 5 average rating, 84 reviews

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.

Flat in Land O' Lakes

Cozy 1bed/1 bath apartment

4.96 out of 5 average rating, 27 reviews

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.

Flat in Paradise Lakes

Millers, Cosy Premium Retreat Clothing Optional

4.98 out of 5 average rating, 148 reviews

A bright living area features a spacious gray sofa with accent pillows, complemented by two patterned chairs. A dining table with wooden chairs is positioned nearby. A large window offers a view of the water and marina, enhancing the room's open feel.

Flat in Clearwater Beach

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

Waterfront house rentals

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.

4.88 out of 5 average rating, 107 reviews

Tampa Getaway Pool Home

Home in Downtown New Port Richey

5 out of 5 average rating, 11 reviews

Harry's River House “The charm of the river”

4.99 out of 5 average rating, 70 reviews

A modern two-story home features a balanced façade with white walls and large arched windows. Lush palm trees and landscaped greenery frame the entrance, creating an inviting approach. The dual garage doors provide additional functionality, complementing the home's contemporary design.

Home in Palm Harbor

Luxury Waterfront w/ Private Heated Pool

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.

4.96 out of 5 average rating, 110 reviews

Lakeview Retreat with Private Pool Perfect Getaway

4.99 out of 5 average rating, 75 reviews

A heated salt-water pool is enclosed by a screened patio, providing a spacious area for relaxation. Comfortable lounge chairs are positioned nearby, with bright outdoor decor enhancing the inviting setting. Large glass doors open to the interior, allowing natural light to fill the space.

Home in Port Richey

Angelita's Lake Home 3br3ba w/heated pool

5 out of 5 average rating, 43 reviews

A wooden dock stretches over calm water, framed by white railings. One black Adirondack chair is positioned to enjoy views of the water and distant shoreline against a backdrop of a pastel sky at dusk.

Home in Palm Harbor

Waterfront Palm Harbor Retreat w/Dock+Near Beaches

5 out of 5 average rating, 29 reviews

Home in Crystal Beach

Waterfront Villa w/Hot Tub• Game Room•Kayaks•Bikes

5 out of 5 average rating, 5 reviews

Grandma's Lake House Escape, in the heart of Tampa

Waterfront apartment rentals

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, 430 reviews

Stunning Waterfront Suite with Bay & Sunset Views

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, 119 reviews

Tampa Bay Waterfront Views Rocky Point

Apartment in St. Petersburg

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.

4.91 out of 5 average rating, 190 reviews

Heron's Hideaway- Studio by the bay!

Apartment in St. Petersburg

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.

4.98 out of 5 average rating, 284 reviews

PRICELESS VIEW Boca Ciega Bay Condo 1/1 #209

Apartment in Gulf Island Beach and Tennis Club

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.

4.91 out of 5 average rating, 105 reviews

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, 359 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.

4.85 out of 5 average rating, 132 reviews

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