Waterfront holiday rentals in Keystone

4.93 out of 5 average rating, 152 reviews

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

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!

4.99 out of 5 average rating, 105 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

+Spacious family retreat on lake +Free heated pool +Huge last-minute discounts +Big deck, BBQ, dining & firepit +Private backyard lakefront +3 bedrooms, 1 king, 1 queen, 2 twin +3 full baths +Easy to cancel +Pet friendly +Fishing +Games +Quiet serene safe +5 minutes to Gulf sunsets +5 min to Sims Park +20 min to Tarpon Springs +39 min to Tampa airport +50 min to Busch Gardens +5 min to restaurants +Fully equipped kitchen +Free parking & garage +Washer-Dryer +Work area +Hi-speed WIFI +Smart TVs

4.96 out of 5 average rating, 135 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 the beautiful Gulf of Mexico beaches. Enjoy breathtaking sunsets around the fire pit. 3 Kayaks and 1 paddle board (included) or fish from the dock. Or sit and relax on the screened patio with your favorite beverage at the outdoor bar, by the fire pit, or on the dock. 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, 205 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, 132 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!

4.96 out of 5 average rating, 111 reviews

A tranquil poolside view captures the serene waters of the Anclote River at sunset. Soft purple lighting reflects from the pool's surface. Spacious seating areas invite relaxation, with silhouettes of boats visible in the background against the vibrant sky.

Home in Holiday

Paradise!Renovated waterfront pool home.Sunsets!

Sunsets to die for! Remodeled in 2023 pool house on the Anclote River with access to the Gulf of America.Imagine fishing,kayaking in the backyard & and spotting dolphins!Watch birds, ducks, manatees. All new appliances and granite countertops. New quartz bathroom cabinets!New tiles throughout the house including Florida room. Cooler,chairs&umbrella, kids beach toys. Fishing rods.Bonfire pit.Grill.Heated pool for a fee. Portable crib,stroller, high chair. Come,relax&enjoy No hurricane damage!

4.98 out of 5 average rating, 271 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, Private Dock, Romantic, Fishing

You’ll have the Entire 500sq ft Cottage & private entry, deck and fishing dock, charcoal grill, 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 drapes, luxury quality hair products, high thread count linens. Fully stocked kitchen, reverse osmosis drinking water, k-cup/drip coffee machine. The lake has bass, complimentary fishing poles/tackle box. Rentable Canoe & Kayaks.

4.96 out of 5 average rating, 119 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!

4.81 out of 5 average rating, 124 reviews

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.

Home in Northdale

¡25% OFF in August! Eco Getaway & Golf-Heated Pool

HEATED POOL HOUSE. Enjoy the total renovated 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. Comfortable sofabeds to enjoy SMART TV FREE WiFi & HIGHEST Internet. Private 4-6 cars parking. Large covered porch excellent for board games with nice view to the pool area, lake & nature reserve. Total privacy & fenced patio w/lounge chairs & hammock for total enjoyment. Bikes available.

4.96 out of 5 average rating, 131 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.

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.

4.97 out of 5 average rating, 142 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.

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!

Popular amenities for Keystone waterfront rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Waterfront apartment accommodation

Superhost

A serene bedroom features a spacious bed with a light blue coverlet and an accent throw. Decorative wall art of circular designs enhances the ambiance. A bedside table with a lamp provides soft lighting, and a white ceiling fan is installed, complementing the light-colored walls and marble flooring.

Apartment in Town 'n' Country

Cozy room, private bath & kitchenette near airport

4.88 out of 5 average rating, 403 reviews

4.9 out of 5 average rating, 105 reviews

A pool area is presented featuring a spacious swimming pool surrounded by lounge chairs and colorful umbrellas. A deck with pavers leads to the water, while palm trees and a building provide a backdrop, contributing to a relaxing atmosphere.

Apartment in Tampa

Sunset Paradise

4.81 out of 5 average rating, 216 reviews

An outdoor space features a wood-burning fire pit surrounded by a cozy seating area. A glass table holds a wine glass, and a calm river reflects the evening sky, dotted with trees along the shoreline. The tranquil atmosphere invites relaxation beside the water.

Apartment in Tampa

Kayaks & Firepit Mins to Dwntwn!

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.

Waterfront Studio Apartment w/access to Gulf

5.0 out of 5 average rating, 107 reviews

Apartment in Indian Shores

A spacious living area is furnished with two comfortable leather sofas and a wooden side table. A large flat-screen TV is positioned nearby. Natural light floods the room through expansive glass doors leading to a balcony, with ocean views visible in the distance.

Direct Beachfront Condo, Ocean balcony view!

4.93 out of 5 average rating, 230 reviews

Apartment in St. Petersburg

Waterfront studio! Heated pool and hottub

4.95 out of 5 average rating, 150 reviews

4.93 out of 5 average rating, 117 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 Clearwater Beach

Mid-Century Modern #4 Waterfront Clearwater Beach

4.89 out of 5 average rating, 189 reviews

Waterfront house rentals

4.88 out of 5 average rating, 117 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

4.98 out of 5 average rating, 116 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

4.98 out of 5 average rating, 137 reviews

A serene waterfront view captures a canal lined with homes and docks. The still water reflects the soft hues of the sunset, while palm trees and boats add to the tranquil atmosphere.

Home in Town 'n' Country

Canal-front Sanctuary | Manatees, Pool, Hot Tub

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.

4.83 out of 5 average rating, 217 reviews

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

A serene outdoor setting is presented by a fire pit surrounded by comfortable seating. String lights hang from trees, softly illuminating the area. The view of Lake Cedar reflects the evening sky, enhancing the calm atmosphere. Two red chairs are visible on the grassy edge.

4.96 out of 5 average rating, 106 reviews

The house in Lake Cedar

4.96 out of 5 average rating, 95 reviews

A peaceful lakeside view features a wooden dock extending into calm waters. Lush trees line the shore, reflecting the serene surroundings. A clear blue sky with scattered clouds adds to the tranquil atmosphere, inviting relaxation and connection with nature.

Home in Northdale

Secluded Lakefront Home with Dock

Superhost

A grassy lakeside area features several blue Adirondack chairs arranged around a central fire pit. Tall trees with Spanish moss gently frame the scene, while the calm lake water reflects the surrounding greenery.

Home in Odessa

Peaceful Lakefront Home!

4.89 out of 5 average rating, 18 reviews

4.9 out of 5 average rating, 62 reviews

A scenic outdoor space features a circular fire pit surrounded by several wooden Adirondack chairs. Lush greenery and tall trees frame the view of the tranquil lake, while a canoe rests on the shore nearby.

Home in Odessa

Lakefront Cabin Retreat: Hot Tub, Kayak & PingPong

Waterfront condo accommodation

A comfortable living area features a neutral-colored sofa, a round dining table, and a ceiling fan. Large sliding glass doors provide access to a balcony, allowing natural light to fill the space and offering views of palm trees outside.

4.93 out of 5 average rating, 253 reviews

Waterfront Condo - Sunset View of Tampa Bay

Condo in Clearwater Beach

A set of two white wicker chairs and a small table are positioned on a balcony, providing views of the Gulf of Mexico. The ocean and sandy beach stretch into the distance, with clear blue skies overhead.

Amazing views on beachfront

4.9 out of 5 average rating, 490 reviews

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, 386 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.

4.86 out of 5 average rating, 142 reviews

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

4.95 out of 5 average rating, 127 reviews

Tampa Bay Waterfront Views Rocky Point

Condo in Clearwater Beach

A scenic view of a fishing pier extends into the water, framed by gentle waves and a sandy beach. The sky is filled with colorful clouds, reflecting hues of orange and blue as the sun sets on the horizon.

Upgraded 3 Bed, 3 Bath Corner Water Front Condo!

4.98 out of 5 average rating, 183 reviews

4.9 out of 5 average rating, 236 reviews

Top Floor | Mangrove Bayview + Pool at Tampa Bay