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 €61 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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Top guest favorite
A spacious balcony features two black chairs and a table with a vibrant yellow surface, providing an inviting spot to enjoy the panoramic views of the Atlantic Ocean. Gentle waves can be seen in the distance, while sunlight casts soft shadows on the balcony floor.
Apartment in Daytona Beach

"Ocean Overload" w/huge private balcony POOL OPEN

Wake up to breathtaking panoramic views of the Atlantic Ocean in this beautiful 9th-floor condo. Perfectly located for a relaxing beach getaway, this unit offers comfort, style, and unforgettable scenery from sunrise to sunset. ‼️Our pools and amenities are OPEN—1 outdoor & 1 indoor pools, sauna, gym! Due to the recent hurricane,2 others pools remain closed, the Tiki bar and hotel restaurant are unavailable.There is also visible damage to the seawall. The beautiful beach and ocean areOPEN! 🏖️☀️

4.96 out of 5 average rating, 102 reviews
Top guest favorite
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-by-the-Sea

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.

4.97 out of 5 average rating, 123 reviews
Top guest favorite
Condo in Daytona Beach

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.

4.86 out of 5 average rating, 155 reviews
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

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.

5.0 out of 5 average rating, 157 reviews
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

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

4.94 out of 5 average rating, 217 reviews
Top guest favorite
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

"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!

5.0 out of 5 average rating, 27 reviews
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

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!

4.86 out of 5 average rating, 174 reviews
Top guest favorite
Home in South Daytona

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 😎🌴

4.98 out of 5 average rating, 124 reviews
Top guest favorite
Condo in Ormond-by-the-Sea

Top Rated! Direct Oceanfront Amazing Views Pool

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.

4.97 out of 5 average rating, 152 reviews
Top guest favorite
The exterior of the home is framed by lush green grass and mature trees, providing a spacious front yard. The structure features a combination of brick and siding, with several windows allowing natural light. A driveway leads to the entrance, inviting guests into the property.
Home in Ormond Beach

Heated pool, short drive to beach.

home is located minutes from beautiful Ormond/Daytona beaches and Daytona International Speedway, Iron horse and Boot hill saloons. You can spend the day at the beach or in the screened in lanai and pool area available with a grill and plenty of seating, so you never have to leave the house if you don't want to! With 4 bedrooms and 2 bathrooms this has plenty of room to bring the whole family and relax. All the comforts of being home along with everything needed to have a great time.

4.95 out of 5 average rating, 101 reviews
Guest favorite
Apartment in Daytona Beach

The Reserve | Oceanfront Studio | Private Balcony

Hello — before you book this unit, please read this listing all the way through, every section. We have put everything we know into it: the renovation, the parking, the beach access, what is open and what is closed, and exactly what this unit is. It matters, so please read it. Welcome to The Reserve — a direct oceanfront studio with a fully private balcony looking straight out over the Atlantic.

4.82 out of 5 average rating, 114 reviews
Guest favorite
Home in Holly Hill

Riverfront Retreat | Pool & Hot Tub near Beach

Escape to this coastal retreat with all the perks of waterfront living. Enjoy a riverfront resort-style pool with a full-size sun shelf and spacious, serene hot tub. Take in skyline and river views from the 30’ master suite balcony. Watch dolphins, manatees, and herons from the backyard. Only 5-10 minutes to Daytona Beach, the Speedway, Ocean Center, Pictonia, downtown, shops, dining & more!

4.94 out of 5 average rating, 120 reviews

Popular amenities for Holly Hill rentals with a pool

When is the best time to visit Holly Hill?

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