Vacation rentals with a pool in Holly Hill

Find and book unique homes with a pool on Airbnb

Quick stats about vacation rentals with a pool in Holly Hill

  • Total vacation rentals

    Explore 50 vacation rentals in Holly Hill

  • Nightly prices starting at

    Holly Hill vacation rentals start at ﺩ.ﺇ 257 per night before taxes and fees

  • Verified guest reviews

    Over 1,720 verified reviews to help you choose

  • Family-friendly vacation rentals

    20 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    40 of Holly Hill vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Holly Hill rentals

  • 4.7 Average rating

    Holly Hill stays receive an average rating of 4.7 out of 5 from guests

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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Guest favorite
Condo in Daytona Beach
4.86 out of 5 average rating, 152 reviews

A breathtaking oceanfront studio w/ a pvt balcony.

This bright, breezy seaside studio features a private balcony with a stunning direct oceanfront view from the room and balcony. This studio is ideal for families or up to 4 guests with included bedding (2 queen beds). This beach unit is part of the Daytona Resort and Conference Center building. This building has been recovering from previous hurricane damages. The indoor pool and north side outdoor pool just reopened for use. Enjoy both pool view and ocean view directly from the room.

Top guest favorite
A spacious studio room is seen, featuring a queen bed with a patterned coverlet and a twin bed that can be converted to a king. Light filters in through large windows, illuminating the room. There is a plush area rug on the floor, adding comfort.
Condo in Daytona Beach
4.89 out of 5 average rating, 185 reviews

Clean City view Studio + beach gear on the beach!

Queen and a twin bed that opens to king, stocked with beach gear. We offer beach chairs, umbrella, boogie boards and more for 2. On the beach with city view. NO pets. NO smokers. Light cooking only. No children under 10. WARNING: Resort’s garage and sea wall are not operational Access to beach is adjacent to resort on North side, right next to our beautiful BEACH FRONT POOL! Parking lot is on the South side. Our unit doesn’t have a balcony. We are N Daytona Beach, almost Ormond Beach.

Top guest favorite
Home in Holly Hill
5.0 out of 5 average rating, 11 reviews

The Stillwater - Pool, Riverfront & Viewing Dock

The Stillwater is a relaxing riverfront getaway minutes from downtown Daytona Beach & The Speedway featuring a large screened pool with a brand-new travertine deck and a scenic viewing dock with bench seating. This 3-bedroom home includes a king suite with a handicap-accessible bathroom, a double bedroom, and a queen room with a dedicated workspace. Enjoy a fully equipped kitchen, a front fire-pit seating area with skyline views, and an open-air garage that lets the river breeze flow through.

Top guest favorite
A bright living area is visible with a light-colored sectional sofa facing a large sliding glass door that opens to a balcony. A blue accent wall features artwork of a heron. A wooden console table holds decor items, and a ceiling fan is present for comfort.
Condo in Ormond-by-the-Sea
5.0 out of 5 average rating, 157 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 wrap-around balcony offers expansive views of the sandy beach and rolling waves of the Atlantic Ocean. The horizon features a clear blue sky, enhancing the serene coastal setting. Lush greenery borders the balcony, providing a sense of privacy.
Condo in Ormond-by-the-Sea
4.98 out of 5 average rating, 124 reviews

Beachfront Luxury with Spectacular Ocean Views!

Newly remodeled spacious 2/2 condo located directly on the beautiful Atlantic Ocean. Sip coffee or wine on the wrap around balcony while watching the waves roll in, spot dolphins & seagulls as you enjoy the southeastern exposure. This condo is suitable for adults & children at least 12 yrs old. New Casper beds, ocean views from every room & modern design. Enjoy the refreshing pool for fun or exercise. No drive beach & walking distance to the grocery store. No need to leave this sanctuary!

Top guest favorite
A bright and airy living area features large windows showcasing stunning ocean views. A white leather sofa sits on polished wooden flooring. A round table with chairs is positioned near the window, complemented by a decorative indoor plant adding a touch of greenery to the space.
Condo in Daytona Beach
4.94 out of 5 average rating, 212 reviews

Breathtaking Ocean View Suite w/ Spacious Balcony!

NOTICE–Amenity Update Our building has been undergoing repairs. Some amenities have now reopened, while others remain closed as work continues. Currently Open: • 1 Outdoor Heated Pool • 1 Indoor Pool • 1 Hot Tub • Fitness Center & Sauna Still Under Repair: • Additional Outdoor Pools • Beach Access from the Pool Deck (Beach access is available via the North Side Beach Access) • Covered Parking Garage (Free parking is available in our south side parking lot) Thank you for your understanding

Superhost
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 Daytona Beach
4.87 out of 5 average rating, 173 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
Home in South Daytona
4.98 out of 5 average rating, 119 reviews

Large lighted Pool, 8 min to beach, huge backyard

Welcome to your tropical getaway in the heart of Daytona Beach! Located 3 miles from the beaches & 12 minutes from Nascar Speedway. This home includes a large swimming pool surrounded by a HUGE private yard, ping pong table, BBQ grill, 3 bedrooms, 4 beds, 2 bathrooms, & 1 premium queen airbed. Every room has Smart TVs & fast Wi-Fi (500 Mbps). Our fully stocked kitchen includes an air fryer, rice cooker, blender & more! Lastly, our quiet & safe neighborhood will ensure a peaceful stay 😎🌴

Top guest favorite
Condo in Ormond-by-the-Sea
4.97 out of 5 average rating, 148 reviews

Fall Special Direct Oceanfront Balcony Pool Views

You found the right one! Directly on the beach, this bright and spacious 2-bedroom, 2-bath oceanfront retreat is your perfect getaway. Wake up to panoramic ocean views, sip coffee and read on the private oceanfront balcony, and fall asleep to the sound of the waves. Fully equipped including beach chairs and gear, washer & dryer, fast Wi-Fi, and free parking. Enjoy a free to use library, newly renovated oceanfront pool, comfortable beds for up to six guests, and three large smart TVs.

Guest favorite
Apartment in Daytona Beach
4.8 out of 5 average rating, 111 reviews

The Atlantic | Direct Oceanfront | 10th Floor

Welcome to The Atlantic — a direct oceanfront studio on the 10th floor where the ocean fills your entire window. Clean, comfortable, and positioned for some of the best unobstructed water views in the building. Renovations are underway — some daytime noise and occasional dust is part of the process. Three outdoor lots provide adequate parking — see property description for full details. One spot included; additional parking available as a paid upgrade with 24-hour notice

Guest favorite
A wide view of an oceanfront condominium building is captured from the water, showcasing its architectural design against a clear blue sky. Gentle waves create a dynamic foreground, while distant beachgoers enjoy the shoreline along with palm trees lining the beach.
Condo in Daytona Beach
4.88 out of 5 average rating, 139 reviews

Stunning Studio with Breathtaking Ocean Views

Oceanfront studio with beautiful views and a shared balcony. Current pricing reflects ongoing storm-related repairs. The building and amenities are managed by a HOA. Some amenities may be closed or under repair. Best suited for guests who value location and ocean views over luxury or hotel-style service. **Open Amenities • 8:00 AM – 10:00 PM • One Outdoor Pool • Indoor Pool • South Spa • Fitness Center / Gym • Sauna **Primary guest registration with ID required.

Guest favorite
A cozy seating area features a dark-toned sofa adorned with a patterned pillow. A mild yellow and teal wall adds character, while three framed prints of beach scenes hang above the sofa. A modern, white coffee table with a potted plant sits centrally.
Condo in Daytona Beach
4.82 out of 5 average rating, 170 reviews

Its a Vibe Beachfront Condo in Daytona Beach

This beach condo was recently renovated in July 2023 and is located on the main strip in Daytona Beach. New pool opened March 2025! Sitting in the heart of everything, it is walking distance to the Daytona Main Street Boardwalk and Pier, restaurants, bars and event locales like the Ocean Center Convention. It's also only 15 minutes away from Daytona International Speedway and the airport.

Popular amenities for Holly Hill rentals with a pool

When is the best time to visit Holly Hill?

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Avg. priceﺩ.ﺇ 485ﺩ.ﺇ 569ﺩ.ﺇ 639ﺩ.ﺇ 562ﺩ.ﺇ 529ﺩ.ﺇ 533ﺩ.ﺇ 643ﺩ.ﺇ 635ﺩ.ﺇ 588ﺩ.ﺇ 573ﺩ.ﺇ 477ﺩ.ﺇ 492
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