Holiday houses 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 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.

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.

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!

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

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!

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.

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.

Riverside Rendezvous

Indulge in waterfront bliss at our 3/2 Riverside Rendezvous. Enjoy breathtaking views & sunrises from the porch, where almost every room has a view. Guests relish the serene atmosphere and proximity to all FL attractions. Enjoy waterfront walks ,kayaking, manatees, dolphins, and lazy beach days. Disney, rocket launches, fireworks, & FL's Springs are very close or enjoy Daytona Races, Bike Week, Car Shows, and festivals! Pictona, Florida's premier Pickle Ball facility is a 10min walk.

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.

Driftwood Hideaway - Near Beach, Speedway, Pictona

Welcome to the Driftwood Hideaway, a charming and private bungalow just two blocks from the Halifax River and minutes from Daytona Beach, Ormond Beach, the famous Daytona International Speedway, and Pictona. This cozy 3-bed, 1-bath home offers the perfect base for your Daytona getaway, whether you're here to explore, relax, or enjoy outdoor adventures. From the Sand, Sun, and Great Weather – What’s Not to Love About Daytona?

Pool Party in Daytona! Sleeps 8

Enjoy the best of Daytona Beach in this spacious, modern pool home! It sleeps 8 comfortably and is just minutes from beaches, dining, top attractions, and local parks. Unwind in your own private backyard oasis featuring a sparkling pool and serene park views. Perfect for families or groups, this home offers the ideal blend of relaxation, privacy, and fun—no crowds, no stress, just your own slice of paradise.