Family-friendly holiday rentals in Holly Hill

Bungalow in Ormond-by-the-Sea

A spacious deck area is adorned with an Adirondack chair, positioned to enjoy a breathtaking ocean view. The sun rises on the horizon, casting warm light across the water. Lush greenery, including palm trees, frames the scene, creating a serene coastal atmosphere.

Looking for Beachfront? Book while you can!

Take a private path from the deck, right to the water! This 2 bed /1 bath beach house features a large beachside deck for enjoying coffee and sunrises, watching the kids play or just kicking your feet up to relax. Wash away your worries in a secluded Caribbean outdoor shower. Cook up a delicious meal in the kitchen, or do some grilling. When it gets too hot…enjoy an expansive ocean view from the air-conditioned comfort of the couch. Enjoy the outdoors after the sun goes down at the fire pit!

4.98 out of 5 average rating, 196 reviews

4.98 out of 5 average rating, 122 reviews

Guesthouse in Holly Hill

Private Guesthouse | Gated Bike & Trailer Parking

Welcome to Your Riverside Retreat in Daytona Beach! Relax, unwind, and experience the best of Daytona Beach from our beautifully renovated Riverside Guesthouse — your perfect escape for both relaxation and adventure. Nestled in Holly Hill’s quiet & historic Rio Vista neighborhood, our space offers small-town charm with access to the Halifax River, restaurants, grocery stores, parks, and famous bars. You’ll be just 5–15 mins. from the beach, Pictona, the Int'l Speedway, and local universities.

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.

4.96 out of 5 average rating, 350 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!

A vibrant blue two-story home is featured, set against a lush green lawn. A decorative bird feeder is positioned in the foreground, adding charm to the setting. The house showcases multiple windows and a welcoming entrance, framed by well-kept landscaping.

4.85 out of 5 average rating, 270 reviews

History House of Holly Hill/Daytona

Delightful sunny two-bedroom historic home! Private drive to house. Nestled 1 block from majestic Halifax River and 2.5 miles from the grand Atlantic Ocean. Full kitchen, living room, bathroom, screened patio-downstairs- and use of spacious yard. A few miles south is historic Beach St., Main St. and Ocean Walk shopping, and the 1938 Bandshell. A couple of miles north, along picturesque Riverside Drive, is historic Ormond Beach! Come and relax, walk, kayak, fish, surf, paddleboard & enjoy!

4.95 out of 5 average rating, 102 reviews

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

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.

4.86 out of 5 average rating, 153 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.

4.91 out of 5 average rating, 118 reviews

Pets Welcome + Fenced Yard | Minutes to the Beach!

Welcome to Your Relaxed Florida Beach Escape 🌴 Welcome to our clean, cozy, and thoughtfully designed private home, located only 1.1 miles from the beach, shopping, dining, and local attractions. Whether you’re here for a beach getaway, visiting family, working remotely, or traveling with pets — this home is designed to feel easy, comfortable, and stress-free. This single family home has a fully fenced in yard, and is ideal for guests with pets. A great home to create new family memories!

4.87 out of 5 average rating, 173 reviews

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!

4.88 out of 5 average rating, 263 reviews

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

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.

4.98 out of 5 average rating, 122 reviews

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 😎🌴

Guest suite in Holly Hill

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.

4.95 out of 5 average rating, 741 reviews

Apartment in Daytona Beach

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

4.8 out of 5 average rating, 114 reviews

Popular amenities for Holly Hill family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

A hot tub is situated outdoors beneath a string of decorative lights, reflecting the soft glow of a sunset painted with shades of pink and orange. A white privacy fence encloses the area, creating a calm ambiance for relaxation.

4.89 out of 5 average rating, 106 reviews

Riverside Oasis w/ Hot Tub!

4.94 out of 5 average rating, 120 reviews

Riverfront Retreat | Pool & Hot Tub near Beach

Apartment in Daytona Beach

Ocean View - Deluxe Studio! With Private Balcony

4.96 out of 5 average rating, 104 reviews

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.

4.94 out of 5 average rating, 215 reviews

Breathtaking Ocean View Suite w/ Spacious Balcony!

A panoramic view captures the sparkling ocean meeting a sandy beach under a clear blue sky. Gentle waves lap at the shore, where a few people walk along the shoreline. Colorful umbrellas are arranged in a line, providing shade against the sun.

4.89 out of 5 average rating, 140 reviews

Beautiful 12th floor with Spectacular Views

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.

4.88 out of 5 average rating, 139 reviews

Stunning Studio with Breathtaking Ocean Views

The image showcases the extensive Daytona Beach Resort, featuring a multi-story building with a green roof adjacent to outdoor pools. The resort's proximity to the beach is evident, with a stretch of sand visible in front, complemented by palm trees lining the pool area.

4.79 out of 5 average rating, 207 reviews

Direct Oceanfront Suite with Panoramic Views

4.9 out of 5 average rating, 322 reviews

The secluded outdoor patio features a hot tub, an outdoor kitchen with a bar, and an inviting dining area. Soft lighting illuminates the space, creating a relaxed atmosphere for evening gatherings. Nearby seating options are arranged for comfort and enjoyment.

Guesthouse in Holly Hill

Cottage #2- Pet friendly w Private Hot tub & Deck

Family- and pet-friendly home rentals

4.99 out of 5 average rating, 101 reviews

A spacious living area is highlighted by a large sectional sofa in dark leather, accompanied by a wooden coffee table. A flat-screen TV is mounted on a blue accent wall, while natural light streams through multiple windows with decorative shutters. A seating area with a desk is positioned nearby.

Home in Daytona Beach

3BR w/ Fenced Yard • Near Beach & Speedway

4.95 out of 5 average rating, 186 reviews

A bright living area is featured, showcasing large windows with blinds that allow natural light. A light-colored sofa and armchairs are positioned around a glass coffee table, while a dining table with chairs is centered in the room. Decorative wall art adds character.

Home in Ormond Beach

Serene retreat near Daytona Beach.

4.89 out of 5 average rating, 194 reviews

The exterior of the home features a white brick facade with a blue accent above the garage. A clean driveway leads to the attached garage, while a well-maintained lawn and landscaping enhance the welcoming appearance. Tall trees add a natural backdrop.

Home in Port Orange

2 Bed, 2 Bath Home Near Daytona Beach Shore

Townhouse in Daytona Beach Shores

A table is set with a wooden platter displaying an assortment of snacks, including cheese and crackers, alongside a jar of jam. Two glasses of wine are positioned near a modern propane fire pit, surrounded by decorative glass stones, creating a cozy atmosphere.

Spacious Fun | Family-Friendly | Walk to the Beach

4.91 out of 5 average rating, 109 reviews

Home in Ormond-by-the-Sea

A wooden path leads towards the shore, with clearly visible railings on both sides. Waves can be seen in the distance, meeting the sandy beach under a sky filled with wispy clouds.

Ormond By TheSea Pool Retreat

4.87 out of 5 average rating, 144 reviews

Cottage in Ormond-by-the-Sea

Directly on the Beach! Your Own Private Paradise.

4.97 out of 5 average rating, 220 reviews

4.96 out of 5 average rating, 101 reviews

Home in Port Orange

The Johnson House

4.93 out of 5 average rating, 138 reviews

Home in Daytona Beach

Beach House in the Woods - Social Fire Pit Deck

Family-friendly home rentals with a pool

Condo in Ormond-by-the-Sea

A wide view of the sandy beach features gentle waves lapping at the shore, under a bright blue sky with white clouds. Loungers and umbrellas are positioned on the beach, offering spaces for relaxation.

Lovely 2 bedroom condo directly on no-drive beach

4.82 out of 5 average rating, 115 reviews

Home in Ormond-by-the-Sea

A spacious swimming pool is surrounded by a covered outdoor area, softly lit by string lights. A colorful inflatable unicorn floats in the water, and large windows of the home provide a view of the inviting interior, enhancing the overall atmosphere.

INSTA-WORTHY Beach House! 📸 Pool 200ft from Beach!

4.98 out of 5 average rating, 119 reviews

Condo in Ormond-by-the-Sea

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.

Sea Forever -Oceanfront Getaway in Ormond Beach

5.0 out of 5 average rating, 157 reviews

Apartment in Daytona Beach

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.

"Ocean Overload" w/huge private balcony POOL OPEN

4.96 out of 5 average rating, 101 reviews

Condo in Ormond-by-the-Sea

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.

Updated Oceanfront Condo! Come Relax by the Sea!

4.97 out of 5 average rating, 119 reviews

A modern single-story home is presented with a light-colored exterior and a welcoming front yard. Green grass and various plants frame the entrance, while a well-maintained driveway leads to a spacious garage. Trees in the background provide a natural setting.

5.0 out of 5 average rating, 35 reviews

Pool Party in Daytona! Sleeps 8

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.

5.0 out of 5 average rating, 26 reviews

"Southern Comfort" Pool - Daytona & Ormond Beach