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Vacation rentals in Holly Hill

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Quick stats about vacation rentals in Holly Hill

  • Total vacation rentals

    Explore 230 vacation rentals in Holly Hill

  • Nightly prices starting at

    Holly Hill vacation rentals start at $28 CAD per night before taxes and fees

  • Verified guest reviews

    Over 8,700 verified reviews to help you choose

  • Family-friendly vacation rentals

    130 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 70 rentals that welcome pets

  • Vacation rentals with a pool

    50 properties feature pools

  • Rentals with dedicated workspaces

    120 properties have a dedicated workspace

  • Wifi availability

    220 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

Top-rated vacation rentals in Holly Hill

Guests agree: these stays are highly rated for location, cleanliness, and more.

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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 Holly Hill
4.92 out of 5 average rating, 78 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
Home in Holly Hill
5 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 favourite
A modern kitchen area features stainless steel appliances, including a refrigerator and microwave. Gray cabinets are complemented by white countertops, and open shelving displays decorative items. Two bar stools are positioned at a quartz countertop, enhancing the space's functionality and style.
Villa in Holly Hill
4.96 out of 5 average rating, 100 reviews

Modern Guesthouse in Daytona Beach

Enjoy your FL stay in a stylish, newly renovated and centrally located, Guesthouse! The Guesthouse is completely detached and private from the main house- you will have the entire unit during your stay. Quartz countertops, washer/dryer, queen bed, and pull out couch with additional bedding. Sleeps 4 comfortably! 9 mins to beach, 15 mins to Daytona International Speedway, Airport, and Tanger Outlets. 5 mins to Riviera Golf Course. Grocery (Publix) and riverside park/fenced playground nearby.

Top guest favourite
The kitchen area features black appliances, including a stove and refrigerator, complemented by wooden flooring. A cozy seating area is visible in the background, showcasing a reclining chair and a small dinette. Natural light streams through a window, creating an inviting atmosphere.
Home in Holly Hill
4.96 out of 5 average rating, 346 reviews

2nd Floor Home with Fun Amenities!

You will find your oasis right in the middle of Holly Hill. This second floor get-a-way has modern amenities and is close to lots of the happening places/events in Daytona Beach. It is 3 miles to the beach, 5 miles to the Speedway, or 1 mile to the intercoastal. Also, if you want to venture further, you are less than a 2 hour drive to the Orlando theme parks or 1 hour north to the Oldest City! Like to play Pickleball? Pictona is only 5 blocks away! With 24 courts, it is a wonderful facility!

Guest favourite
Home in Holly Hill
4.86 out of 5 average rating, 35 reviews

The Rider House Daytona | Pool |7 min to Beach

Stylish industrial 3BR/2BA private Florida home just 7 min from Daytona Beach. Private pool, fire pit, coastal-style bar, BBQ, gazebo, pool table, record player, Smart TV, high-speed WiFi, washer/dryer, full kitchen & keyless check-in. King, Queen & bunk beds. Located in a quiet neighborhood near the Speedway, outlets & dining. This isn’t a hotel stay, it’s a private space created for connection, downtime, and unforgettable Daytona moments. Book your stay and make it your next favorite memory

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, 23 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!

Guest favourite
A light-filled living area features a comfortable gray sofa adorned with colorful pillows. A round wooden coffee table sits in front, displaying decorative items. In the background, a dining area is visible with a glass-topped table and modern chairs, alongside a well-appointed kitchen.
Home in Holly Hill
4.88 out of 5 average rating, 60 reviews

Cozy Pet-Friendly Bungalow close to Twin Beaches!

Experience the allure of this quaint bungalow, with a fully fenced in backyard for you pup! This delightful 2 bed, 2 bath haven boasts contemporary comforts. Delight in the outdoor oasis for relaxation. Nearby are scenic walking paths, intracoastal waterway's dolphins, and attractions: LESS than 1/4 Mile to the water with lots of paths & parks. 3.7 miles to Daytona's drive-on beach 3.5 miles to Ormond Beach's beautiful beach 0.7 miles to public boat launch 15 min drive to Daytona Speedway.

Superhost
A charming turquoise bungalow is framed by lush greenery and trees. A stone pathway leads to the welcoming front porch, which features rocking chairs. The exterior showcases a well-maintained facade and is set on a spacious lot with ample natural light.
Bungalow in Holly Hill
4.88 out of 5 average rating, 256 reviews

Cozy Boho Beach Bungalow

Welcome to The Boho Beach Bungalow! Enjoy a nice walk to the riverside, or pack up for a full day at either Daytona or Ormond beach (7 min drive each). Privately fenced in and gated yard and parking! Conveniently located 1 mile from Publix Supermarket, 30 minutes from New Smyrna, 55 minutes from Historic St. Augustine. 🐾 We’re happy to welcome well-behaved dogs! Up to two dogs are allowed with a $125 pet fee per stay. Please review our House Rules for our full pet policy before booking.

Top guest favourite
Guest suite in Holly Hill
4.95 out of 5 average rating, 737 reviews

Private Cozy Studio near Beach Speedway Pickleball

If you are looking for a quiet, relaxing place to stay and enjoy the best Daytona has to offer, look no further! We are a 10 minute drive to the closest beach access, 15 minutes to the speedway and 3 minutes to Pictona pickleball club. This studio has everything you could need for a weekend retreat or longer. Great for staycations or as a work-from-home alternative. It comfortably fits one or two guests. Queen bed. Due to owners allergies and asthma, we are unable to host any animals.

Superhost
A modern living area features a gray-colored sofa positioned next to a window, allowing natural light to fill the space. A round glass dining table is situated in the center, surrounded by wooden chairs. A ceiling fan enhances the comfort of the room.
Home in Holly Hill
4.91 out of 5 average rating, 127 reviews

Home in Daytona Beach

3 Bedrooms/1 Bath. Recently renovated. Everything you need. Located on a very quiet street and nice neighbors. 10 minutes to Daytona Beach, 10 minutes to International Speedway, 5 minutes from I95 . New Kitchen and stainless steel appliances, granite counter tops, nice wood floor. Covered back patio with barbecue grill. Nice place to accommodate anyone looking to relax, business, or pleasure. Please message me if any questions. No smoking allowed inside house.

Guest favourite
The living area features wood floors and high ceilings, enhancing the spacious feel. A large couch is positioned near a coffee table, with colorful pillows adding subtle accents. A modern TV and decorative fireplace are visible, along with natural light streaming through several windows.
Bungalow in Holly Hill
4.9 out of 5 average rating, 149 reviews

Charming Spanish Villa, 2Bdr, Close to Everything!

This unique & cozy 2 bedroom Spanish Villa is near everything. Old Florida charm with stylish design, wood floors and high ceilings give this historic home an airy & comfortable feel. 5 minutes to the beach, river & attractions. Just blocks from River Esplanade & Main street for nightlife and restaurants. Within 2 miles of the Ocean Center, 8 minutes to Daytona Speedway. 45 mins to Orlando attractions. For quiet nights in, enjoy movies on our 65” Ultra HD TV.

Guest favourite
Home in Holly Hill
4.95 out of 5 average rating, 277 reviews

Modern Bungalow| Centrally located

Unique place located in Daytona Beach! Centrally located, plenty of room for a comfortable accommodation with a bright open concept that makes it easy for guest to relax and entertain. Fully fenced in backyard with BBQ grill and fire-pit. One block away from the river, with sidewalk, 5 minute drive to the beach, 5 minutes to downtown and 14 minutes to the Speedway. Enjoy nearby local restaurants or fine dining, shopping, entertainment and coastal activities.

Popular amenities for Holly Hill vacation rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Stay near Holly Hill's top sights

Ocean Center

66 locals recommend

Daytona Lagoon

306 locals recommend

Daytona Beach Bandshell

178 locals recommend

Ormond Beach

18 locals recommend

Daytona Beach Resort & Conference Center

3 locals recommend

Ocean Walk Shops

100 locals recommend

Other great vacation rentals in Holly Hill

Home in Holly Hill
5 out of 5 average rating, 4 reviews

Cozy retreat. Near beaches/nascar/universities

Top guest favourite
Home in Holly Hill
5 out of 5 average rating, 7 reviews

Magnolia Manor On The Water Front

Top guest favourite
Home in Holly Hill
5 out of 5 average rating, 17 reviews

Riverside Rendezvous

Top guest favourite
The exterior of a well-maintained river side home is presented, showcasing a light-colored façade, multiple windows, and a gently sloping roof. A grassy area surrounds the structure, with trees and clear blue skies in the background, suggesting a peaceful neighborhood setting.
Home in Holly Hill
5 out of 5 average rating, 21 reviews

*8 Min from beach* - Cedar Sea House

Guest favourite
Home in Holly Hill
5 out of 5 average rating, 20 reviews

Green Gecko Guesthouse

Top guest favourite
Apartment in Holly Hill
4.93 out of 5 average rating, 74 reviews

Cozy Beach Town Getaway

Home in Holly Hill
4.97 out of 5 average rating, 39 reviews

Daytona Beach Vacation Home ~ 4 Mi to Main St Pier

Guest favourite
A modern single-story home features a light-colored exterior and a well-maintained front yard with lush green grass. Large windows provide ample natural light, while a welcoming entry with a chair adds a casual touch to the inviting facade.
Home in Holly Hill
4.91 out of 5 average rating, 56 reviews

Vacation house

When is the best time to visit Holly Hill?

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Frequently Asked Questions

  • What are the best places to stay in Holly Hill?

    Vacation rentals in residential neighborhoods around Holly Hill provide easy access to parks, local cafés, and riverfront spaces. Look for homes or apartments with outdoor seating or family amenities for a comfortable stay.

  • What are the best things to do in Holly Hill with kids?

    Kids frequently enjoy community parks, playgrounds, and family-friendly waterfront spots near the Halifax River. Local recreation centers often host arts, sports, and outdoor programs suitable for children.

  • What are some of the best things to do in Holly Hill?

    Enjoy walks in Sunrise Park, explore riverside pathways, or stop by local galleries and cafés. Many visitors relax by the Halifax River or join in for community events throughout the year.

  • How is the weather in Holly Hill?

    Holly Hill has mild winters around 49–69°F (9–21°C) and hot, humid summers reaching 90°F (32°C). Expect wetter months from late spring through early fall, with frequent sun and occasional afternoon showers.

  • When is the best time to visit Holly Hill?

    Late winter through spring is often recommended for warm, comfortable temperatures and lower humidity. Summer brings hotter weather and increased rainfall, while fall typically sees outdoor community events and cooler evenings.

  • What are the best places to visit in Holly Hill?

    Explore Sunrise Park, local community centers, and riverfront recreation areas in Holly Hill. Small art spaces and the city’s historic neighborhoods provide a window into the area’s culture and history.

  • What are some hiking trails in Holly Hill?

    Stroll along shaded paths in Holly Hill’s public parks or explore riverfront walking trails with open views. For more variety, check nearby nature reserves for additional hiking and wildlife observation.

  • What are some family activities we can do in Holly Hill?

    Families frequently enjoy riverside playgrounds, local sports fields, and public parks. Picnicking, biking, and light water activities around the Halifax River are also often recommended for all ages.

  • What are some of the best day trip ideas from Holly Hill?

    Explore historic districts in nearby towns, visit state parks for nature walks, or enjoy the Atlantic beaches. The area around Holly Hill frequently suggests boat tours, cultural museums, and local art galleries.

  • Are there any pet friendly accommodations available in Holly Hill?

    Holly Hill has pet-friendly accommodations, including vacation homes and apartments where pets are welcome. Look for properties with fenced yards or green spaces, and enjoy walks together in the city’s parks.

  • What are some local tips for visiting Holly Hill?

    Start your day early to experience local breakfast spots, and check out weekly outdoor markets for fresh produce. Spend some time along the Halifax River for scenic views, and join in on community activities when possible to connect with residents.

  • What is Holly Hill known for?

    Holly Hill is known for its riverfront parks, historic neighborhoods, and close-knit community atmosphere. The city’s blend of natural spaces and small-town character shapes a relaxed, welcoming environment.

  • What are the best hidden gems to explore in Holly Hill?

    Explore riverside parks, neighborhood art spaces, and small local markets that reflect Holly Hill’s community spirit. Quiet walking trails and boat launches around Halifax River invite peaceful moments along the water.

  • What are the best foods to try in Holly Hill?

    Holly Hill has locally rooted seafood dishes, Southern-inspired comfort food, and classic American fare. Cuban sandwiches and fresh-caught fish are frequently suggested, especially at smaller, family-run restaurants.

  • What should I bring for a trip to Holly Hill?

    Pack lightweight clothing for warm days, a light jacket for cooler evenings, and comfortable walking shoes. Sunscreen, hats, and swimwear are useful for outdoor activities, especially given the area's sunny climate most of the year.

  • What is the nightlife in Holly Hill like?

    Nightlife in Holly Hill has casual bars, live music venues, and neighborhood pubs where locals gather. For broader options, explore nearby areas known for beachside lounges and dance clubs.

  • What are the most popular events or festivals in Holly Hill?

    Holly Hill hosts community gatherings, outdoor arts events, and classic car displays, often coinciding with spring and fall weekends. Nearby, the Daytona Beach area is known for motorsport events and seasonal celebrations that draw visitors from across the region.

  • Are there family friendly vacation rentals in Holly Hill?

    Holly Hill has a variety of family-friendly vacation rentals, including homes and apartments with multiple bedrooms and living spaces. Many options feature kitchens and outdoor areas, making it easier to relax together and explore at your own pace.

Destinations to explore