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Vacation rentals with a pool in Holly Hill

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Holly Hill

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Top guest favorite

A spacious private balcony features a table and two chairs, offering panoramic ocean views. The bright blue ocean meets a clear sky, creating a calming backdrop. The balcony's railing showcases a decorative design, enhancing the open feel of the space.

Condo in Ormond Beach

4.97 out of 5 average rating, 118 reviews

Top Rated Oceanfront Condo Balcony Beach Gear View

Steps from the sand, this 2 bed / 2 bath direct oceanfront condo offers amazing panoramic ocean views, a large balcony, and everything you need for a perfect stay. Enjoy free parking, your own free washer and dryer, a large newly renovated oceanfront pool, beach gear, and fast Wi-Fi. Sleeps 6 with comfy beds and 3 large streaming TVs. Located in a safe, quiet community near top attractions. We’ve thoughtfully included all the essentials to ensure a seamless getaway. Check out our 5-star reviews!

Top guest favorite

An aerial view captures a serene beachfront scene, showcasing gentle waves lapping against soft sand. A pool area with several lounge chairs complements the expansive green space leading to wooden walkways that provide access to the beach.

Condo in Ormond Beach

5 out of 5 average rating, 141 reviews

Sea Forever -Oceanfront Getaway in Ormond Beach

Whether you are looking for a romantic getaway, a fun place to hang with good friends or a family vacation...Look no further, you have found the perfect spot. Come stay at "Sea Forever" where the ocean waves will help cure what ails you. Life is so good here. So much to do, Sun, Surf, Sand and Fun. A day trip to St. Augustine, Great Shopping and some of the very best seafood restaurants around. Enjoy the most spectacular sunrises on the east coast. Book it now. You will be so glad you did.

Condo in Daytona Beach

4.77 out of 5 average rating, 115 reviews

Nautical wreck, Heated Pool! 2 BATH!,ocean view!

Enjoy a stylish experience at this centrally-located place. Just fully renovated and furnished and ready to be enjoyed by you. 675 sq/ft condo-tel with FULL kitchen and everything you need to enjoy your vacation. JUST BRING YOUR TOOTHBRUSH! Bedroom has its own bathroom and living room has its own so no disturbing your kids or friends at night time. Oceanfront complex and my condo has a nice side view of ocean from my 5th floor private balcony also from front door. 2 pools one is heated!

A sunlit outdoor space features a circular pool surrounded by a wooden deck. Two lounge chairs are positioned nearby, accompanied by a small table and chairs. Lush greenery and palm trees create a natural backdrop, enhancing the relaxation area.

Home in Seabreeze Historic District

4.89 out of 5 average rating, 149 reviews

Cowboy Pool | Mini Golf | Beach | Ocean Center

PET & BIKER FRIENDLY! Come stay at our tropical oasis just 1 block to the beach, steps from the Ocean Center & 1 street from Main Street! Whether you are in town for business, a convention at the Ocean Center or coming to enjoy the beach, our home is perfectly suited for all types! Bring your bathing suit & flip flops, we have taken care of the rest! Disney World & Universal Studios are 1hr & 15mins away! St Augustine(The first city in the US!) is only 1hr away! Take a day to explore!

Top guest favorite

A bright and airy studio space is illuminated by natural light from large windows overlooking the ocean. A comfortable futon is positioned beside a small table, while a balcony with views of the waves is accessible. Decorative touches include ocean-themed furnishings.

Condo in Ormond Beach

4.99 out of 5 average rating, 232 reviews

Oceanfront Studio- Can’t get closer to the beach!

Need time away to rewind? Visit our oceanfront studio. We supply everything you will need! We have beach access, no damage, and an open pool! Safe, quiet building of only 33 units. The OCEAN is located directly in front of this comfy condo, with no roads to cross! This is a remodeled 2nd floor 389 sq ft condo at the Symphony Beach Club. Private balcony and full kitchen no need to leave the premises. This is a DIRECT OCEAN FRONT unit with an ocean view from your private balcony.

Top guest favorite

A tranquil pool area is surrounded by a screened enclosure, showcasing a crystal-clear saltwater pool. Comfortable lounge chairs are positioned near the water, and lush greenery, including ferns and tropical plants, enhances the serene setting.

Guest suite in Lake Mary

4.96 out of 5 average rating, 348 reviews

Stylish & spa like Getaway - peaceful garden suite

Relax and unwind from your busy life in this serene and quiet getaway. We are located 5 minutes to shopping and dining in downtown Lake Mary in a beautiful and safe neighborhood. Enjoy the solar heated saltwater pool and the comfy outdoor lounge area, Enjoy the backyard with its mature trees and tropical flowers. The indoors come with a luxury and modern wellness bathroom. Soak in the oversized tub or reenergize in the stylish rainfall shower with inbuilt bench and mood lighting.

Condo in Ormond Beach

4.88 out of 5 average rating, 235 reviews

Beachfront Condo with heated pool and epic view

We welcome you to our vacation home in Ormond Beach Florida and close to world famous beach of Daytona. Enjoy your holidays in a quiet part of Ormond Beach, where you can spend the days by the pool or in the sand. The apartment is family friendly, with "all you need" for kids and adults. Spacious two bed, two bath with full access to the common area in top floor. Snowbirds, longterm rentals ands Military; contact us for special rates and quotes. Find us on IG @ormondybeach

A clear blue pool is centered in the foreground, with lounge chairs arranged around it. Beyond the pool, the ocean stretches into the distance, framed by a bright sky with scattered clouds. A beachfront area is visible, providing easy access to the shore.

Condo in Daytona Beach

4.71 out of 5 average rating, 317 reviews

Need for Speed Daytona Beachfront studio!

Welcome to our "Need for Speed" Automotive & Motorcycle Themed Beach Studio, a newly remodeled Studio that is super clean & conveniently located directly on the World's Most Famous Beach in sunny Daytona Beach, Florida. We have beachfront pools & Main Street Pier views from our Kitchen window. Everything is within walking distance with many activities for children, families, couples, friends & solo travelers! All toiletries included in your stay! there is 1 parking spot.

Home in Orange City

4.98 out of 5 average rating, 113 reviews

The Lemon Cottage -NO EXTRA FEES

Our cottage is nestled in Orange City RV Park. It is your home away from home! Our kitchen is equipped with all pots, pans, and dishes you will need. Our living room has a queen pull out sofa. Our bathroom provides towels, shampoo & conditioner, and a hair dryer. The bedroom has a queen size bed. We are pet friendly; we allow up to two pets. - 20m Daytona Speedway - 26m Daytona Beach - 35m Universal Studios - 41m Disney World - 66m Kennedy Space Center - 73m Legoland

Top guest favorite

An inviting oceanfront studio is showcased, featuring a king bed with light aqua accents and a cozy seating area with a charcoal sofa. Natural light fills the space through large windows offering a direct view of the beach, while a small dining area is visible in the background.

Condo in Daytona Beach

4.96 out of 5 average rating, 107 reviews

Oceanfront Studio with Brand New Pool!

*** Brand new pool and beach access are open!*** Welcome to Daytona Beach Bliss! Enjoy our newly remodeled oceanfront studio just steps from the beach. The private 5th floor balcony has a beautiful direct ocean view! Catch the sunrise in the morning and you might even spot some dolphins! Located in Daytona Beach Club, this cozy studio sleeps 4 with a king bed and a pull out couch. The space is best suited for 2 adults or a family with 2 adults and 1-2 kids.

Condo in Daytona Beach

4.99 out of 5 average rating, 129 reviews

Breathtaking Direct Oceanfront

Remodelled and Fully furnished with a king size bed and a queen Murphy bed, and 2 air aconditioner, with spectacular ocean view through the floor to ceiling and wall-to-wall windows, On The World's Famous Daytona Beach.Oceanfront pool,patio for lounging and Tiki Bar,free parking, close to restaurants,bars, supermarkets, Daytona International Speedway,Main Street,Ocean Walk,golf,bandshell,fishing, boating,pickleball and is 1 hour from Disney Parks & Nasa

Top guest favorite

A well-appointed bedroom features a spacious bed dressed in gray and white linens, accented by vibrant orange throw pillows. A large mirror reflects the bed and lamps on either side, while a textured area rug adds warmth to the tiled floor.

Condo in Ormond Beach

4.95 out of 5 average rating, 115 reviews

Orange You Happy at the Beach. Beach Front Condo

Modern cozy beachside condo suite. Enjoy the beach view from your 3rd floor balcony. Small beachside pool. Small quant and quiet complex. Well appointed kitchen. Just bring your luggage. Beach chairs and beach towels provided. Close to restaurants and attractions. Covered parking ( first come basis ) and additional free parking in lot. Per condo rules no pets or smoking. Booking limited to 25 and older. Two persons per unit only. No children.

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Popular amenities for Holly Hill rentals with a pool

Free parking on premises

Air conditioning

House rentals with a pool

Top guest favorite

Home in Port Orange

5 out of 5 average rating, 16 reviews

*NEW HOME* Directly Across from Beach with Pool

A wooden path leads towards the shore, with clearly visible railings on both sides. Waves can be seen in the distance, meeting the sandy beach under a sky filled with wispy clouds.

Home in Ormond Beach

4.87 out of 5 average rating, 110 reviews

Ormond By TheSea Pool Retreat

Top guest favorite

Home in Ormond Beach

4.96 out of 5 average rating, 24 reviews

Walk to Beach – 3BR w/ Heated Pool & Fenced Yard

Top guest favorite

Home in Flagler Beach

4.97 out of 5 average rating, 123 reviews

Resort-Style Living: Beach Home w/Salt Pool, Spa,

A single-story coastal home showcases a light-colored exterior with turquoise accents. A spacious driveway leads to a garage on the left. Lush green grass surrounds the house, complemented by neatly arranged plants in the front garden, all set against a softly clouded sky.

Home in Port Orange

4.96 out of 5 average rating, 28 reviews

Charming Coastal Retreat

A heated swimming pool is enclosed by a screened lanai, showcasing clear blue water that glistens in the sunlight. Lounge chairs line one side of the pool area, offering a place to relax. The scenic canal is visible beyond the pool, enhancing the tranquil setting.

Home in Palm Coast

4.84 out of 5 average rating, 135 reviews

Stunning family canal home with heated pool

Top guest favorite

A sparkling pool is depicted, featuring a shallow entry with a textured concrete surrounding. Lounge chairs are positioned along the pool's edge, set against a backdrop of greenery. Sunlight reflects off the water's surface, creating a calming atmosphere.

Home in Countryside

5 out of 5 average rating, 50 reviews

4 bedroom house(bikers welcomed) heated pool.

A spacious heated pool is framed by a stone patio, surrounded by a grassy area and bordered by a wooden fence. The house features large windows that overlook the waterfront, while a few trees provide shaded spots. Clear blue skies enhance the serene outdoor setting.

Home in Port Orange

4.89 out of 5 average rating, 28 reviews

Heated Pool Home Paradise on Lake

Condo rentals with a pool

Top guest favorite

A private balcony features two chairs overlooking the beach and ocean. The view includes the soft waves lapping at the shore and a pier extending into the water. The clear blue sky complements the calm coastal scenery.

Condo in Daytona Beach Shores

5 out of 5 average rating, 50 reviews

Oceanfront view Modern & Private Condo at Sunglow

Condo in Daytona Beach

4.84 out of 5 average rating, 259 reviews

Beachfront, Balcony, 2 Pools, Queen Bed, Smart TV

A pool area is visible, featuring a large swimming pool and a whirlpool surrounded by a brick patio. Loungers are positioned nearby, with palm trees and ocean views in the background. A tiki hut is situated adjacent to the pool, under a sunset sky.

Condo in Daytona Beach

4.87 out of 5 average rating, 146 reviews

Oceanview Condo near Pier - TikiBar Pool HotTub

An expansive outdoor pool is surrounded by loungers and umbrellas, creating a leisure-friendly environment. The three-story building features multiple balconies, with lush palm trees enhancing the tropical atmosphere. Clear blue waters reflect the bright sky, inviting relaxation and enjoyment.

Condo in Daytona Beach Shores

4.85 out of 5 average rating, 164 reviews

Plush Top Floor, Ocean Front, King Bed, Full Kitch

A balcony features two high-top chairs paired with a round table, offering an ideal spot for relaxed mornings. The sea glistens in the distance, reflecting sunlight, while a gentle breeze can be imagined through the open sliding door.

Condo in Daytona Beach

4.86 out of 5 average rating, 72 reviews

Let's Get Boho| Sleeps 2

Condo in Daytona Beach

4.76 out of 5 average rating, 87 reviews

Romantic at Sea| Ocean Front Complex| Pool Open

Top guest favorite

A clear blue swimming pool is situated on a raised deck, with sun loungers arranged around it. The beach and ocean are visible in the background, where people are enjoying the sand and surf. Palm trees line the edge of the beach.

Condo in Daytona Beach

4.94 out of 5 average rating, 66 reviews

Ocean Jewel Box

A bright and airy living area features a comfortable grey sofa adorned with decorative pillows and a coffee table at its center. A television is mounted on a light-colored cabinet, while large sliding glass doors provide an unobstructed view of the ocean and lead to a private balcony.

Condo in Daytona Beach

4.93 out of 5 average rating, 112 reviews

Glorious Oceanfront Escape: 1BR Private Balcony

Other vacation rentals with a pool

A spacious living area features a ceiling fan with wooden blades and a light fixture. Sheer white curtains frame the oceanfront view, while a small balcony table and chairs overlook the beach. A cozy white sofa is positioned beside a round coffee table.

Condo in Daytona Beach

4.87 out of 5 average rating, 47 reviews

Beachcomber's Haven~ Sleeps 2 ~ Ocean Front

Top guest favorite

A cozy bedroom features a spacious bed with a light-colored blanket draped over it. Green walls create a calming atmosphere, complemented by decorative wall art. A large window allows natural light to filter in, while a small plant and rug add warmth to the space.

Apartment in Port Orange

4.97 out of 5 average rating, 32 reviews

Relaxing Poolside Apartment

Top guest favorite

The studio features a full-sized bed with light-colored bedding, paired with a bedside table holding a lamp. A cozy couch sits nearby, while a TV is positioned for easy viewing. Scenic artwork depicting a coastal view adorns the wall, enhancing the space.

Condo in Daytona Beach

4.93 out of 5 average rating, 84 reviews

Ocean-View Studio Condo & Pool

A bright living area features a comfortable sectional sofa with accent pillows and a coffee table. Large windows allow natural light and showcase ocean views. A flat-screen TV is mounted on the wall, and a kitchen island offers additional dining space. Neutral tones create a modern ambiance.

Apartment in Daytona Beach

4.85 out of 5 average rating, 61 reviews

The LUX Paradise Daytona Beach

A serene bedroom features a spacious bed adorned with striped bedding. A comfortable armchair sits nearby, positioned by large windows that offer expansive views of the ocean and access to a private balcony with seating.

Condo in Ormond Beach

4.85 out of 5 average rating, 34 reviews

Scenic beachfront condo

A serene backyard features a private pool surrounded by a sandy area and scattered plants. A spacious house stands nearby, with outdoor seating visible. The area is shaded by trees, contributing to a tranquil atmosphere.

Home in Daytona Beach

4.88 out of 5 average rating, 68 reviews

Spacious, Peaceful Family Home, Daytona Beach, FL

Top guest favorite

A bright bedroom features a spacious bed covered in a light blue quilt, complemented by decorative pillows. Large windows offer expansive ocean views, while a comfortable armchair and a small desk are positioned nearby. Wood flooring adds warmth to the serene space.

Apartment in Ormond Beach

4.99 out of 5 average rating, 72 reviews

Luxury, Direct Oceanfront Condo

A serene shoreline scene captures the gradual transition of the sky from orange to blue, as the sun sets on the horizon. Gentle waves lap against the sandy beach, while silhouettes of wooden posts stretch into the water, framing the tranquil ocean view.

Apartment in Daytona Beach

5 out of 5 average rating, 7 reviews

Daytona Oceanfront Coastal Bliss

Quick stats about vacation rentals with a pool in Holly Hill

Total rentals
30 properties
Nightly prices starting at
ﺩ.ﺇ220 before taxes and fees
Total number of reviews
910 reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace

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