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Waterfront vacation rentals in Holly Hill

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Top-rated waterfront rentals in Holly Hill

Guests agree: these waterfront rentals are highly rated for location, cleanliness, and more.

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Top guest favorite

A spacious screened porch features multiple rocking chairs with vibrant cushions, offering a comfortable space to relax. Ceiling fans provide airflow, and views of the lake are visible through the open railing. Natural light fills the area, enhancing the tranquil ambiance.

Cottage in Sanford

4.97 out of 5 average rating, 190 reviews

Lakefront,Sanford airport, Boombah, Venue 1902,UCF

The lake front cottage is located on a private estate 1 mile south of Sanford airport, 4 miles to Sanford historic district, and 3 miles from Boombha Sports Complex. This cottage has a Fully equipped kitchen, light bright liv/din area, screened wrap around porch. Perfect spot for your next family vacation or weekend get away. While staying at the cottage you are welcome to enjoy our paddle boards and kayaks. Also catch and release fishing. No pets. Discounts for non-refundable cancellations.

An aerial view highlights a home with a spacious, heated saltwater pool enclosed by a screen. A private dock extends into the water, surrounded by well-maintained greenery and pathways. Nearby, additional homes with varied roof structures can be seen, enhancing the neighborhood's residential setting.

Home in Palm Coast

4.87 out of 5 average rating, 119 reviews

Heated pool home w/boat dock, water front & Marina

*Heated Saltwater Extremely Clean Pool home with dock, closest vacation home to to marina, fuel, boat rentals & intercoastal. Bikes & kayaks included. Shopping, restaurants, bars, golf, walking & biking trails 1 mile. 3-2 sleeps eight. Air mattresses available. Pull out sofa beds Ping-pong & Corn Hole to enjoy. Water views from front & backyard. 10 minutes to beach. St. Augustine & Daytona 30 min. Sand Bars 30 min by boat this home has all you could want in a Florida vacation. Boaters Dream!!

Top guest favorite

An outdoor seating area is featured, with orange swings attached to a wooden frame. A lean-to provides partial coverage, and a fire pit surrounded by chairs is visible on the gravel surface. The building's stairs and a shaded area at the back are also shown.

5 out of 5 average rating, 20 reviews

Blackwater Bunkhouse

Newly Renovated multiple living spaces with own entrance great for large groups of multiple families. St John’s waterfront and close to several springs and restaurants by boat or car. Plenty of parking and also has full 30 rv spot available. 2 screen porches overlooking water. Fire pit with plenty of seating. Gas grill, Smart TV’s in all rooms. Quality mattress. Full kitchen upstairs with 2 bedrooms 2 full baths. Downstairs has 2 bedrooms 1 full bath. Efficiency kitchen and laundry. 2 pull outs.

Home in Port Orange

4.96 out of 5 average rating, 50 reviews

Waterfront | Dolphins | Luxury Design | HOT TUB

Welcome to our beautifully updated waterfront oasis, conveniently situated just minutes from New Smyrna Beach's Flagler Avenue to the south and the renowned Daytona Beach to the north. This tranquil retreat blends serene coastal elegance with easy access to local attractions, offering an unparalleled experience in Florida's picturesque waterfront life. Revel in the morning with a cup of coffee as you observe playful dolphins in the bay right behind the home, adding a touch of magic to your stay.

Large windows provide views of the marina, showcasing docked boats and water reflections. A wall-mounted air conditioning unit is visible, while a grill is placed near the counter. A cozy yellow blanket rests on a seating area, enhancing the inviting interior.

Houseboat in Sanford

4.9 out of 5 average rating, 67 reviews

Boat Tree Marina Floating Home Sanford

Perfect floating getaway for couples. All the comforts of home on this 12x40 floating retreat Located in Boat Tree Marina which has boat rentals, eating options and free parking. Relax on our private deck and watch the boats idle or the occasional alligator or manatee. Lots of turtles too! Fully stocked kitchen with cook top, oven/microwave, dishwasher, full size refrigerator. Beautiful large bathroom with residential type fixtures and a walk-in tile shower!! Free public parking close to dock.

Home in Palm Coast

4.91 out of 5 average rating, 158 reviews

Jeep Beach/Palm Coast Songwriters Festival

Nestled halfway between St. Augustine and Daytona Beach, this adorable canal home is your gateway to a hidden tropical paradise called Palm Coast. The decor is very tropical with bright citrus colors of valencia orange, key lime and lemon yellow. Sea grass and rattan accents give way to that tropical island feel. This quaint home is on the main canal just a few steps away from Palm Harbor Marina, kayak and paddle board rentals, Palm Harbor Golf Course and minutes from Starbucks, I-95 and A1A.

A covered dock area is depicted with wooden steps leading from the cottage. Two chairs are positioned nearby a small table, offering serene views of the water and surrounding boats. The space is bordered by wooden railings, enhancing the waterfront experience.

Guesthouse in Satsuma

4.91 out of 5 average rating, 11 reviews

Dock House - Fish or Work Remotely Waterfront

30 percent discount for monthly stays. Fish from your front door! Bring your up to 20ft boat and dock it at this Waterfront studio cottage - Enjoy Keurig coffee on the covered dock or use the BBQ grill. Work Remotely or Fish the canals & Dunns Creek. Perfect retreat for one-person long stays, this one-room cabin boasts hardwood walls & floors. Fast Internet. Twin bed with recliner, smart TV & built-in kitchen. Available washer/dryer & Kayaks. Single/one person only. No Pets firm.

Home in Crescent City

4.81 out of 5 average rating, 27 reviews

It's all about the water #2!

Cozy waterfront 2/1 located on a deep & wide canal near Lake George and Georgetown. Short boat ride to Salt Springs, Silver Glen or Jupiter Springs - it's all about the water and relaxation here! Bring a boat or rent one nearby. "Bass Capital of the World" fishing, swimming, and/or white beaches/shopping in St Augustine. Pets with a fee. As of 2023, we have THREE homes on the SAME CANAL! Look for similar property listing names to find the other two. Host reviews since 2018!

An aerial view captures the tranquil waterfront property and surrounding neighborhood. The lush green lawn leads to a spacious dock, accommodating boats, with a gazebo canopy providing shaded seating. Palm trees and other foliage enhance the serene outdoor setting along the Intracoastal Waterway.

Home in Palm Coast

4.8 out of 5 average rating, 20 reviews

"Captain's Key Waterside Retreat" Boat Dock! Pool!

Welcome to “Captain's Key Waterside Retreat” a waterfront oasis that promises the perfect blend of luxury, privacy, and tropical bliss. Nestled along the Intracoastal Waterway, it's a haven for those seeking an extraordinary escape on the water. The perfect home base for beach days, exploration, and water adventures. Bring your boat or rent one for the ultimate waterfront experience! This beautiful vacation rental is located in a quiet residential neighborhood.

Top guest favorite

The open living area features large windows offering views of the water. A comfortable sectional sofa is paired with a patterned ottoman. A dining table with chairs is present, and a television is positioned across from the seating. Natural light fills the space.

Boat in Oak Hill

5 out of 5 average rating, 18 reviews

Lagoon Houseboat

Reconnect with nature at this unforgettable escape. Newly remodeled 65ft houseboat on a private dock located on the Indian River Lagoon. This 2 bedroom 1.5 bath houseboat offers spacious comfort and and privacy while enjoying dolphins, manatees and other wildlife. Fish of the boat or the dock, launch your own boat on our private ramp and dock alongside the houseboat.

Top guest favorite

A two-story home is surrounded by tall palm trees, featuring a covered porch with a hammock. The waterfront deck is visible, equipped with comfortable seating and two kayaks ready for use. A small dock provides access to the canal, enhancing the serene outdoor space.

Guest suite in Satsuma

4.99 out of 5 average rating, 100 reviews

Waterfront Apt. in Private Home

Private entrance apartment in our home is a perfect place to relax and unwind. Located on a St. John's River canal with soothing sounds of a small waterfall flowing from a spring fed lake. Queen size bedroom, bathroom, and fully equipped kitchen as well as separate living room with an additional queen size bed. **Neighborhood road paving in progress Jan-Feb 2025**

An aerial view captures a spacious waterfront home with a large yard bordered by palm trees. A private dock extends into the water, accommodating boats. The calm water reflects the surrounding greenery, while neighboring structures provide a glimpse of the local community.

Home in New Smyrna Beach

4.92 out of 5 average rating, 13 reviews

Boaters Dream House!

This stunning waterfront home offers the perfect blend of luxury and relaxation. Boaters dream bring your own boat or rent a boat from Gerry's marina within walking distance. Take your boat to disappearing island, or one of the fabulous restaurants on the water. This property boasts a refreshing pool and a cozy fire pit, ideal for gathering family or friends.

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Popular amenities for Holly Hill waterfront rentals

Free parking on premises

Air conditioning

Waterfront apartment rentals

Two modern high-rise buildings rise against a clear blue sky, showcasing an array of colorful balconies. The sandy beach stretches in front, with gentle waves lapping at the shore. The resort's vibrant facade reflects a welcoming atmosphere for guests enjoying Daytona Beach.

Apartment in Daytona Beach

5 out of 5 average rating, 8 reviews

Ocean Front Two Bedroom, Daytona Beach (Z300)

A spacious living area features large glass doors that open to a balcony overlooking the ocean. Comfortable seating, including an armchair and recliner, provides relaxation options. A dining table for four and a decorative vase enhance the inviting atmosphere. A bicycle is also visible, situated near the front.

Apartment in Daytona Beach Shores

4.96 out of 5 average rating, 27 reviews

Beach Condo life

A bright living area features a spacious sofa with soft throw pillows, a modern coffee table, and a wall-mounted flat-screen TV. Large glass doors allow natural light and showcase views of the ocean. Neutral tones and elegant decor create a contemporary atmosphere.

Apartment in Daytona Beach

4.83 out of 5 average rating, 40 reviews

The LUX Paradise Daytona Beach

Apartment in Flagler Beach

4.65 out of 5 average rating, 31 reviews

Casas de la Playa - Downstairs Unit

A spacious studio features a king bed adorned with a patterned blanket and decorative pillows. A cozy sofa sits beside the bed, alongside a side table with a cup and a snack. Textured walls and soft lighting create a calming atmosphere.

Apartment in Daytona Beach

4.85 out of 5 average rating, 295 reviews

Daytona Breeze Ocean Front In Daytona

Top guest favorite

A spacious living area features large windows offering panoramic views of the ocean. A comfortable seating arrangement includes a light-colored sofa and armchair, while a stylish lamp and a dining area enhance the space. Sunlight fills the room, creating a bright and airy environment.

Apartment in Daytona Beach Shores

5 out of 5 average rating, 9 reviews

Beautiful Penthouse

A private balcony offers outdoor seating with a round table and two chairs. A panoramic view of the ocean waves and beach is visible, with sandy shores and beachgoers in the distance. Bright blue sky with scattered clouds creates a serene backdrop.

Apartment in Daytona Beach

4.89 out of 5 average rating, 54 reviews

Ocean Front - Big Views

A bright sleeping area is designed with light-colored walls and accent decor including themed wall art. A spacious bed is dressed in blue and white stripes, complemented by decorative pillows. A large window provides natural light and ocean views, while a ceiling fan adds comfort.

Apartment in Coronado Beach

4.94 out of 5 average rating, 118 reviews

403 Beach Front Ocean/King/3 bedrooms/Heated Pool

Waterfront house rentals

Top guest favorite

An aerial view of a waterfront neighborhood by the St. Johns River shows a series of houses with varying roof colors nestled along a winding canal. Boats can be seen docked at private docks, surrounded by lush greenery and open water.

5 out of 5 average rating, 19 reviews

Waterfront near springs w/ boat dock, paddleboard

Home in Flagler Beach

4.8 out of 5 average rating, 5 reviews

Palm Paradise Waterfront Home | Flagler Beach

A spacious waterfront deck features a wooden seating area overlooking a serene canal. The cloudy sky reflects softly on the water, with green landscaping visible along the opposite bank. A covered area is present near the seating, providing shade and comfort.

Home in Palm Coast

4.93 out of 5 average rating, 163 reviews

Saltwater Canal Front Villa with Pool

Top guest favorite

A spacious living area is furnished with a light-colored sectional sofa and two accent chairs. A wooden coffee table is positioned at the center, while a ceiling fan adds comfort. The open design connects to a well-equipped kitchen featuring white cabinetry and ample lighting.

Home in Satsuma

5 out of 5 average rating, 15 reviews

Waterfront w/boat slip sleeps 10

Home in Palm Coast

4.79 out of 5 average rating, 24 reviews

Water Front Oasis - Waterfront Views & Heated Pool

4.95 out of 5 average rating, 114 reviews

Fishing Capital on the St John’s River

A bright living area features a comfortable sofa and decorative lounge chairs, creating a casual space for relaxation. A wall-mounted television and large windows provide views of the water. Natural light from the windows enhances the inviting atmosphere of the room.

4.94 out of 5 average rating, 144 reviews

River house with 2 boat docks

The image captures a serene view of the St. Johns River from the interior space, showcasing a spacious wooden deck leading to a dock. The clear blue sky complements the calm water, with structures on the water visible in the distance.

Home in Crescent City

4.97 out of 5 average rating, 36 reviews

The Reeling Inn on the River

Waterfront condo rentals

Condo in Daytona Beach

4.84 out of 5 average rating, 25 reviews

Beachcomber's Haven~ Sleeps 2 ~ Ocean Front

A private oceanfront balcony offers expansive views of the ocean and sandy beach. Gentle waves are visible as they approach the shore, while the colorful structure below complements the bright seaside landscape, creating a serene atmosphere for relaxation.

Condo in Daytona Beach

4.74 out of 5 average rating, 27 reviews

Luxury 16th Floor 1 BR Condo Direct Oceanfront Wyn

A spacious oceanfront balcony is captured, featuring two blue chairs facing the expansive view of the beach and ocean. The shoreline stretches below, with gentle waves lapping at the sand. The clear sky enhances the serene atmosphere.

Condo in Daytona Beach Shores

5 out of 5 average rating, 20 reviews

Livin' The Dream 17NE Oceanfront 2BR Endless Views

Top guest favorite

An oceanfront balcony features a black metal railing with a clear view of the expansive beach and calm waves. The warm colors of the sunset reflect on the water, creating a serene atmosphere. Soft clouds drift in the sky above, completing the tranquil scene.

Condo in Daytona Beach

5 out of 5 average rating, 18 reviews

OceanFront Oasis! Newly Renovated Condo

Top guest favorite

A vibrant sunset paints the sky in warm hues, reflecting beautifully on the water. Silhouettes of palm trees line the horizon, and birds can be seen gracefully flying above the calm river, adding to the serene atmosphere.

Condo in New Smyrna Beach

4.93 out of 5 average rating, 45 reviews

Luxury Waterfront Condo on Bouchelle Island NSB

A living room area is illuminated by natural light from glass doors leading to a balcony with ocean views. A spacious gray sofa and an accent chair are arranged around a wooden coffee table. Decorative artwork and lamps enhance the welcoming atmosphere.

Condo in Daytona Beach

4.92 out of 5 average rating, 105 reviews

Glorious Oceanfront Escape: 1BR Private Balcony

A spacious living area is furnished with two cozy sofas and accented with decorative pillows. A coffee table sits at the center, and soft lighting is provided by two table lamps. A large area rug complements the light-colored walls, leading into the dining area.

Condo in Daytona Beach Shores

4.69 out of 5 average rating, 52 reviews

Gorgeous Beach 2 bed/2 bath luxury condo

A private step-out balcony offers expansive views of the Atlantic Ocean with clear blue skies above. A small, round mosaic table is positioned next to a chair, providing a perfect spot to enjoy the scenery. The ocean waves can be seen gently lapping at the shore.

Condo in Daytona Beach

4.85 out of 5 average rating, 178 reviews

~ Gone COASTAL ~ Stunning ~ OCEAN~VIEW~ Condo

Quick stats about waterfront rentals in Holly Hill

Total rentals
30 properties
Nightly prices starting at
G$16,788 GYD before taxes and fees
Total number of reviews
1.2K reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with a pool
10 properties have a pool

Destinations to explore