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
Condo in Daytona Beach Shores
4.99 out of 5 average rating, 134 reviews

Escape 2 The Beach Daytona Beach FL 2BR 2B

Beachfront paradise with the Atlantic on one side, the Halifax River on the other, and Daytona’s skyline ahead. Enjoy heated pools (adults & kids), hot tub, gym, club room, billiards, ping pong, shuffleboard, basketball, pickleball, and tennis. Relax in king beds with luxury mattresses, cook in a fully equipped kitchen, and unwind on the balcony. Beach chairs included. Elevator to Top of Daytona restaurant. Two covered parking spaces free. Escape 2 The Beach Daytona Beach FL As seen on YouTube

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
4.93 out of 5 average rating, 381 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 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-by-the-Sea
4.97 out of 5 average rating, 132 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-by-the-Sea
4.98 out of 5 average rating, 108 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-by-the-Sea
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!

Guest favourite
Home in Holly Hill
4.86 out of 5 average rating, 21 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. 

Guest favourite
The image features an oceanfront view from a balcony. A glistening swimming pool is situated below, surrounded by palm trees and lounge chairs. The sunlight reflects off the calm ocean waters in the background, creating a serene atmosphere.
Condo in Ormond-by-the-Sea
4.86 out of 5 average rating, 161 reviews

Ormond Beach oceanfront condo

Top-floor oceanfront condo perfect for families. Enjoy stunning balcony views, two bedrooms, two baths, and comfortable space for six. Steps to the beach, pool, and elevator—vacation is effortless here. Fully equipped kitchen, cozy living area, and walkable dining and shops nearby. Relax with ocean breezes and sunrise mornings. Elegant coastal decor adds a touch of luxury. Create lasting memories in comfort and style. Your beach escape awaits.

Superhost
A refreshing private pool is surrounded by a spacious patio, featuring an umbrella for shade and four outdoor chairs. Lush palm trees and a white fence provide privacy, while a grill is positioned nearby for outdoor cooking.
Home in Port Orange
4.83 out of 5 average rating, 111 reviews

Renovated Home with Private Pool 5 min from Beach

Stunning renovated beach home just 5 minutes from the sandy shores, perfect for families or groups. It features 3 bedrooms with queen beds, plus a queen sofa bed in the living room—ideal for up to 8 guests. Enjoy a long 3-car driveway with additional parking next to the house. Unwind in the inviting backyard with a pool or dine on the patio. With 2 full bathrooms, there's plenty of space to refresh after a day at the beach.

Top guest favourite
Condo in Daytona Beach Shores
4.91 out of 5 average rating, 33 reviews

Seaside Sanctuary

The new pool is now open! Beach access directly from our property. Everything is provided to make your stay carefree and comfortable as can be. You can choose to dine it, or take advantage of the attached diner, which offers breakfast and lunch. Within walking distance, you will find a Winn Dixie grocery store, a liquor store, a post office, other shopping and dining. Across the street is a miniature golf course.

Popular amenities for Holly Hill rentals with a pool

When is the best time to visit Holly Hill?

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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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