Vacation rentals with a pool in Holly Hill

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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 favourite
A modern six-story beachfront condo building is set against a clear blue sky, featuring multiple balconies and large windows. Nearby, sandy beach stretches toward the foreground, with patches of greenery visible. Staircase leads from the beach to the property, enhancing access to the ocean.
Condo in Ormond Beach
4.96 out of 5 average rating, 105 reviews

Updated Oceanfront Condo! Come Relax by the Sea!

Relaxing is easy at this bright and airy Ormond Beach rental! This condo offers 2 bedrooms on the fourth floor overlooking the gorgeous Atlantic Ocean. This beachfront property comes fully equipped for your beach vacation. The balcony overlooks the pool and provides unobstructed views of the Atlantic Ocean. A full kitchen and eat-in dining room provides ample space to cook your favorite meal. All bedrooms have smart televisions with spectrum cable and internet is provided throughout the condo.

Top guest favourite
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, 380 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.

Guest favourite
The backyard area features a private pool surrounded by lush greenery and multiple lounge chairs. A contemporary decorative table is positioned between the chairs, while soft evening light enhances the relaxing ambiance of the space.
Home in Daytona Beach
4.94 out of 5 average rating, 64 reviews

Pool/Garage/Games/10 min drive to Bucees/Beaches

Enjoy your stay at this newly remodeled beautiful tropical oasis retreat where you can relax, work or play. Enjoy a large 65 inch TV in the living room couch/sofa bed and 40 inch tv’s in the master and guest bedroom. Plenty of entertainment, board games, ping pong table and a beautiful sunroom for your photo ops. Grill by the private pool area and soak in the sun at our deck. Laundry onsite. 10 Minute drive to the beaches and 15 minute drive to Daytona International Speedway! Sea you real soon!

Top guest favourite
A private balcony offers a relaxing view of the ocean, with two chairs positioned around a small table. The horizon features sailboats gliding over the water, while the sandy beach stretches below, framed by gentle waves under a clear sky.
Condo in Ormond Beach
4.97 out of 5 average rating, 131 reviews

Guest Favorite Direct Oceanfront Balcony View Pool

Just steps from the beach, this bright and spacious 2-bedroom, 2-bath direct oceanfront condo is your perfect coastal escape. Wake up to panoramic ocean views, sip coffee on the large private balcony, and fall asleep to the sound of the waves. The condo is fully equipped including beach chairs and gear, washer and dryer, ultra-fast Wi-Fi, and free parking. Enjoy a newly renovated oceanfront pool, comfortable beds for up to six guests, and three large smart TVs for streaming your favorite shows.

Top guest favourite
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 Beach
4.98 out of 5 average rating, 107 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!

Guest favourite
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, 190 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

Top guest favourite
A clear pool occupies the center of the outdoor space, reflecting the surrounding area. Comfortable lounge chairs are arranged on one side, while a covered patio features a dining table and seating area. The house is partly visible in the background through sliding glass doors.
Home in Holly Hill
5 out of 5 average rating, 13 reviews

"Southern Comfort" Pool - Daytona & Ormond Beach

Nestled between the beaches of Daytona and Ormond, our vacation home has so much to offer! "Southern Comfort" is the prime location for some R&R or family adventure! Enjoy a BBQ by the POOL followed by a game of cornhole or spend the day walking the BEACH. Take in some excitement at DAYTONA INTERNATIONAL SPEEDWAY or sharpen your pickleball skills at PICTONA! Shop the TANGER OUTLETS or enjoy a dinner cruise on the HALIFAX RIVER! There's so much to do, you're just a short drive/walk to it all!

Top guest favourite
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 Beach
5 out of 5 average rating, 147 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.

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 Seabreeze Historic District
4.89 out of 5 average rating, 157 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 favourite
Condo in Ormond Beach
4.99 out of 5 average rating, 247 reviews

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

Weekend getaway? Time to rewind? Visit our oceanfront studio. We supply everything you will need for a great stay! 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. Pool on premises.

Guest favourite
A spacious living area is highlighted by a large sectional sofa and a cozy ottoman. Natural light floods through the sliding glass doors, revealing a stunning ocean view. Tropical plants add a touch of nature, while modern decor creates a welcoming environment.
Condo in New Smyrna Beach
4.87 out of 5 average rating, 169 reviews

Prime Location: Oceanfront & Near Flagler Ave!

Welcome to Wave Haven! Our spacious 2/2 condo has a stunning direct ocean view and is just steps from the beach. We are also a short walk to popular Flagler Ave., where there is no shortage of great restaurants, bars, and shopping. Onsite amenities include a heated pool, outdoor shower, lounge seating, charcoal grills, and a car wash station. Voted one of Florida’s best beach towns, New Smyrna Beach is a paradise for seafood, outdoor activities, and wildlife

Guest favourite
Home in Daytona Beach
4.85 out of 5 average rating, 20 reviews

Daytona’s paradise/bonfire/BBQ/3Bed/2Baths

Welcome to your perfect getaway! This beautiful, family-friendly home is nestled just minutes from the river, offering stunning views and a serene escape from the everyday. With a private pool, spacious layout, and plenty of amenities, this is the ideal spot for families and groups looking to relax and unwind. 1320 Daytona Avenue is situated in a prime location offers residents and visitors a variety of attractions and amenities within a short distance. 

Popular amenities for Holly Hill rentals with a pool

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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 $82 CAD per night before taxes and fees

  • Verified guest reviews

    Over 1,660 verified reviews to help you choose

  • Family-friendly vacation rentals

    30 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    50 of Holly Hill vacation rentals include wifi 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

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