Holiday rentals with a kayak in Ormond Beach

Stunning family canal home with heated pool

Enjoy this charming newly remodelled 1880 sq. ft. 3 bed 2 bath home. The King Master Suite with full private bath boasts relaxing views of the pool/canal through the large picture window. The 2nd canal view bedroom features a comfy Queen bed. The third bedroom completes the sleeping arrangements with twins beds. Cook up the days catch while watching dolphins play down at the main canal. The 2025 built heated 30 x 15 swimming pool with more water views will entertain guests and kids!! LBTR#13030

Value · Location · Hiking

DIRECTLY on the ocean. Entire private first floor.

Recently reopened after two months undergoing major renovation! Previously had 110 very favorable reviews while with a different vacation rental company. The only non-five star ratings (a few 4 stars) of the 110 cited the "somewhat outdated" kitchen. That has been totally remedied with keen attention to the highest quality! Everything has been thought of for your enjoyment, even FREE pinball! You need to bring nothing except your enthusiasm for having a relaxing, stress-free and amazing time!!!

Outdoor spaces · Value · Hospitality

Hammock Hideaway

This is a place for those who love Old Florida with an abundance of beautiful live oaks that provide a natural shady “Hammock”. Our space is a Bohemian paradise, a place to sit and relax or enjoy the many nearby adventures. Feel free to use the available bicycles and take a quick 5 minute ride to the beach. Ask us about the kayak or surf boards available for nearby water activities. We want you to be happy, please contact us within the hour of checkin if your are unsatisfied with anything!

Value · Location · River

Beach House in the Woods - Social Fire Pit Deck

The Perfect getaway. Located in the center of a state park. HOWEVER, we are so closely located to everything you need to maximize your vacation in central Florida. We are 15 minutes from the “WORLDS MOST FAMOUS BEACH”. 10 minutes from amazing shopping. 6 minutes to the Speedway. Minutes from I-95 and I-4. You could not ask for a more perfect place to be. The house speaks for itself. It is completely redone and designed in a way to make you feel at home and need NOTHING during your stay.

Location · Outdoor spaces · Family

Pool home 1.5 blocks from the river.

Stay in this cozy, hidden treasure. Located 1.5 blocks from the intracoastal waterway. Park your boat in the spacious, private back yard where you can sunbathe and enjoy a dip in the private, heated pool after a fun day on the river. Kayaking, biking, and the beautiful sunrise are just a short walk from your front door. Beautiful New Smyrna Beach and the city's quaint shopping district are just a 10-15min drive north. The space center & Orlando theme parks are 1.5hr from your front door.

Location · Outdoor spaces · Laundry

Hanging Moss - 3 BR/2 BA farmhouse on 5 acres

Hanging Moss is a return to natural Florida. Set on natural 5 acres in Seminole Estates, a private community. This 3 BR/2 BA is perfect for hosting up to 6 people and ensures you a tranquil vacation. Entryway has handicap access Your host couple live onsite, in a totally separate, YET attached dwelling. This ensures the quality of your stay should an unforeseen need arise. This is a working farm and we have recently constructed a chicken coop for fresh eggs when available.

Outdoor spaces · Value · Nearby

Iron Horse/motorhome /boaters/Jeep Beach Daytona

Bikers Haven! We are ready to welcome you to your dream getaway in Ormond! Photos will be updated professionally shortly. This stunning, newly updated   3-bedroom, 2-bathroom home is the perfect retreat for families, couples, and adventurers looking to experience the best of Florida’s coast. With a private pool, jacuzzi, and an unbeatable location, this home offers the ultimate balance of relaxation and convenience. Over flow? Bring your motorhome at an extra cost. Inquire.

Location · Hot tub · Decor

Manatee & kayak friendly waterfront cottage

Discover our unique tropical canal-front retreat with direct access to Tomoka River & Intracoastal Waterway. This private, fully fenced home offers a boat dock, just 10 mins from Ormond Beach and 20 mins from Daytona Beach. Comfortably accommodating 4-6 guests, it features a fully equipped kitchen, king bed, outdoor oasis with fire pit, and lush landscaping. Perfect for boating, beach trips, and wildlife viewing in a quiet neighborhood, close to vibrant local events.

Outdoor spaces · Location · Pets

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

Costal beach home 200ft. from pristine no-drive beach.. close to grocery, restaurants and entertainment. Large pool deck with new pavers. 2 sun loungers have been added along with fresh landscaping. Large swimming pool. Located on a quiet street, this 2BR/2 BA home is the perfect location to relax & live like a local. Perfect for families & friends, this place is fully stocked and ready for your arrival, just bring your swimsuit, flops & sunglasses.

Outdoor spaces · Location · Sleep quality

Unit 1

700 sq feet apartment on second floor of a Mediterranean style, renovated 1920's building located on Historic Flagler Ave. Be a part of the action. Come for our fun Wine Walks, Bike Week, Art shows. Walk to restaurants, bars, shops and Famous New Smyrna beach. Ocean view from your front balcony. Sleeps 2. Free Private parking for 1 vehicle, 1 small dog up to 15lbs welcome. *Pricing varies: Weekends, Holidays and winter Season.

Outdoor spaces · Location · Indoor spaces

Coastal Suite at Calm Creek

There’s no place quite like this in Flagler Beach! Nestled on Bulow Creek on 3 secluded acres surrounded by majestic oaks and palms, this peaceful getaway is less than 3 miles from the iconic Flagler Beach Pier and downtown. Enjoy complimentary kayaks, canoe, fishing gear, and beach supplies. Relax on the dock, hike nearby trails, or unwind in the Florida sun. Easy drive to St. Augustine and Daytona Beach. Perfect for 2 adults.

Outdoor spaces · Value · Nearby

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!

Location · Outdoor spaces · Laundry