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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 private tropical pool area is framed by lush greenery and vibrant plants, complemented by a stone water feature. The sparkling water reflects sunlight, creating a serene atmosphere. Loungers are positioned nearby for relaxation, inviting guests to enjoy the tranquil setting.

Guesthouse in Port Orange

4.94 out of 5 average rating, 365 reviews

Relaxing Tropical Pool Get Away Suite

Relaxing Tropical themed pool, spa with grilling area and tiki bar. Private secure parking space near detached suite with gated entry code access. Centrally located to all main area attractions and events. Coffee, shopping, and walking distance from the popular local restaurants and drinking establishments, also two waterfront dog walking parks in the neighborhood. Only 2 miles to beachside. Our home away from home resort is the perfect place to find peace, tranquility and a short stay getaway.

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!

A modern studio space features a spacious bed with crisp linens and decorative pillows, complemented by a cozy sofa. A large mural of a beach scene enhances the ambiance. The kitchen area is equipped with essential appliances, and a dining table for two is also present.

Condo in Daytona Beach

4.94 out of 5 average rating, 109 reviews

Escape To The Beach~Pool~Kitchen~Sleeps 3~Parking

Inquiry @ ‪570 234 0504 Welcome to your beach life! *North swimming pool (heated) is open* *Sea wall under construction-Beach access through silver beach avenue- 3 mins walking* Step into this beautiful studio located in Ocean Jewels club. Right on the beach and close to the boardwalk, Daytona 500, Excellent restaurants, shops, entertainment, exciting attractions, and landmarks. ✔ Comfortable Queen-Size Bed +futon ✔ Fully Equipped Kitchen ✔ Smart TV ✔ High-Speed Wi-Fi ✔ Swimming pool (heated)

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.

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.

A spacious studio room features a queen-size bed adorned with a blue coral-patterned quilt. A welcoming sofa bed and side table are positioned nearby. Soft lighting is provided by table lamps on either side of the bed, while a decorative wall art piece enhances the coastal theme.

Condo in Daytona Beach

4.89 out of 5 average rating, 345 reviews

Oceanfront Escape | Pool, Beach Access, Prime Spot

Welcome to your Daytona Beach escape! This oceanfront condo features a Queen-size bed, a queen-size sofa bed, and a full-size kitchen—ideal for a relaxing stay. Step out onto the pool deck with direct beach access and soak up the sun! Located less than 1 mile from the Daytona Beach Boardwalk, Main Street Pier, The Ocean Center, and Daytona Lagoon Water Park, you'll be close to amusement rides, arcades, shops, and famous restaurants. Book now for an unforgettable beachfront getaway!

Top guest favorite

An expansive view showcases a sandy beach leading to the ocean, with gentle waves rolling in under a clear blue sky. A swimming pool, bordered by lounge chairs, sits adjacent to the beach, offering a welcoming spot for relaxation.

Apartment in Ormond Beach

4.87 out of 5 average rating, 106 reviews

Seaside Serenity: Stylish & Cozy Oceanfront Condo!

Welcome to our charming oceanfront beach condo in the enchanting town of Ormond Beach! Nestled in a tranquil setting, this idyllic retreat offers an unforgettable coastal getaway. Located in the peaceful neighborhood of Ormond Beach, you'll find an array of charming shops, delectable restaurants, and vibrant local attractions just a short drive away. Whether you're seeking outdoor adventures, or prefer exploring the rich history of the area, this town offers something for everyone.

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, 347 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.

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

Home in Orange City

4.98 out of 5 average rating, 112 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

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 spacious living area features a blue sofa, accent chairs, and vibrant coastal decor. Large sliding doors lead to a private balcony with ocean views, while natural light filters through patterned curtains. A ceiling fan provides additional comfort in this inviting space.

Condo in Ormond Beach

4.85 out of 5 average rating, 210 reviews

Cozy Condo by Ocean Views

Escape to this inviting 1-bedroom condo at Tropic Sun in Ormond Beach, perfect for couples or small families. With ocean views from your balcony and a full kitchen, you'll feel right at home. Relax with indoor and outdoor pools, hot tubs, a fitness center, and direct beach access just steps away. Whether you're unwinding at the resort or exploring Daytona Beach attractions nearby, this cozy retreat offers everything needed for a memorable coastal vacation.

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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

The house features a welcoming exterior with a stone-accented entrance and large windows. Lush green lawn surrounds the property, complemented by palm trees and decorative landscaping. A two-car garage is visible on one side, enhancing the home's spacious appearance.

Home in South Daytona

4.98 out of 5 average rating, 42 reviews

Open concept Florida home in South Daytona

A screened-in heated pool is visible, featuring colorful floats including a unicorn, a flamingo, and a rainbow lounge. Sunlight shines through the enclosure, highlighting the water. White walls surround the pool area, with a green lawn visible outside.

Home in South Daytona

4.88 out of 5 average rating, 112 reviews

Heated Pool house 4 miles away from the beach

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 clear saltwater pool is featured, with a light blue surface reflecting the sky. Two floating items, a pink flamingo and a striped beach ball, bring a playful touch. Surrounding the pool are two lounge chairs, and the patio area is clad in light tiles.

Home in Edgewater

4.86 out of 5 average rating, 101 reviews

Pool, short drive to Flagler Ave and Canal St.

Home in Daytona Beach

4.78 out of 5 average rating, 239 reviews

The Blue Marlin, steps from the beach!

Top guest favorite

The pool area features a vibrant mermaid design on the bottom, surrounded by a screened enclosure. A spa is integrated beside the pool, with lush greenery visible in the background. Evening lighting highlights the calm blue water, creating a serene atmosphere.

Home in South Daytona

4.97 out of 5 average rating, 29 reviews

Luxury 3 King Beds Home w/Pool

Condo rentals with a pool

Top guest favorite

Condo in Ormond Beach

4.98 out of 5 average rating, 103 reviews

Beachfront Luxury with Spectacular Ocean Views!

Condo in Daytona Beach

4.85 out of 5 average rating, 257 reviews

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

Top guest favorite

Condo in Sea Woods

4.98 out of 5 average rating, 123 reviews

Heated Pool | Ocean Views | Direct Beach Access

Top guest favorite

A clear blue pool is surrounded by a sunlit deck featuring several lounge chairs. A shaded area with seating can be seen in the background, providing a place for relaxation. Lush greenery borders the pool area, creating a tranquil outdoor environment.

Condo in Sea Woods

4.97 out of 5 average rating, 286 reviews

Lexi's Beach Loft

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, 163 reviews

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

A spacious studio unit features a comfortable bed facing a large window that overlooks the ocean. Soft blue curtains frame the view, while a flat-screen TV is mounted on the wall. A cozy seating area is provided with a blue chair, enhancing the room's tranquil atmosphere.

Condo in Daytona Beach

4.78 out of 5 average rating, 115 reviews

Gorgeous Oceanfront Studio w balcony and pool!

A large swimming pool is shown, sparkling under bright sun and framed by a sunny deck with numerous lounge chairs. Palm trees are visible in the background, along with a tall building that adds a modern touch to the coastal scene.

Condo in Daytona Beach Shores

4.88 out of 5 average rating, 115 reviews

Amazing Ocean Front in Daytona / POOL

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!

Other vacation rentals with a pool

Condo in Daytona Beach

4.86 out of 5 average rating, 37 reviews

Daytona Beach Penthouse. Oceanfront Balcony + 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

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

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

A coastal view is captured from the inside, featuring an expansive window that showcases the ocean and beach below. A chair is positioned nearby, with the brightness of the sun accentuating the serene atmosphere. The kitchenette is visible, providing a sense of convenience.

Apartment in Daytona Beach

4.58 out of 5 average rating, 36 reviews

Ocean Front Coastal Condo

Condo in Daytona Beach

4.76 out of 5 average rating, 87 reviews

Romantic at Sea| Ocean Front Complex| Pool Open

Apartment in Daytona Beach

4.92 out of 5 average rating, 12 reviews

Ocean Vibez ~ Ocean Front Complex ~ Pool Open

Condo in Daytona Beach

4.96 out of 5 average rating, 28 reviews

Sandy Toes Retreat on the Beach

Quick stats about vacation rentals with a pool in Holly Hill

Total rentals
30 properties
Nightly prices starting at
€ 51 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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