Holiday houses in DeLand

Cozy Cottage in DeLand

Enjoy a stylish experience at this cozy home in the heart of quaint, historic DeLand. This updated home offers the perfect blend of charm and chic modern living. Centrally located to the award-winning Mainstreet of downtown DeLand, & just a 7 minute walk from shops, diverse restaurants and brewery. The open plan design and large windows create a warm and spacious feeling. The house accommodates up to 5 guests making it ideal for families or adult groups visiting DeLand or Stetson University

Persimmon Place, family friendly historic cottage

Come unwind in a piece of history. Our 1920s historic bungalow offers just that! We've renovated this home to provide all the comforts you expect, while ensuring its unique character shines through. You'll love our prime location, just a few blocks from the lively heart of Downtown and the beautiful Stetson University campus. Start your day on the front porch, perfect for enjoying the neighborhood, or find a peaceful retreat on the back porch overlooking the fenced yard – a haven for kids.

Walk to Stetson University & Downtown DeLand

Clara House is a 1920s home that has been beautifully restored. Located 3 blocks from Stetson Campus and downtown Deland. This home offers ample space to spread out and relax, with a fully equipped kitchen, pet friendly fenced in back yard. Clara house is 30 minutes from Daytona speedway and New Symrna beaches. Blue Springs state park is 6 miles away and 45 minutes to Orlando. 5 miles to Bridal Oakes, and directly across the street from north west square. This is a non smoking house!

Tropical Cottage & Garage 2 Miles from Blue Spring

This cozy spring escape sits privately behind a unoccupied garage among the quiet oak streets of Orange city. conveniently located 2 miles from Blue springs state park, 5 miles from Downtown Deland and 30 minutes from the beautiful beaches of Daytona and New Syrmrna. This property provides a unique connection to nature. Enjoy an outdoor bathroom experience with a shower under the stars. Blue Springs is now open for swimming & water fun as of May 23, 2025! Garage amenities included!

Cozy Casita Getaway

Welcome to our Cozy Casita just moments from downtown! Nestled in a quiet neighborhood, Cozy Casita offers the perfect blend of tranquility and city convenience. Enjoy easy access to attractions, vibrant restaurants, and stores, while returning to a serene retreat. Step into our thoughtfully designed space featuring modern comforts, and then step outside to the relaxing backyard. Immerse yourself in the best of both worlds, where city life meets the calm comfort of home.

Stetson & Downtown DeLand Coastal Cottage

You will be within very close walking distance to both Downtown DeLand's dining, shopping, and year-round events as well as Stetson University. This cozy cottage was built in 1916 and although the home has kept it's charming historical integrity, it's been renovated with relaxing coastal finishes. The upstairs master bedroom features a King, guest room has two Twin-XL beds. Guests will enjoy free wi-fi internet, Hulu and Netflix, and two parking spaces in the driveway.

Mira Bella South

Tiny Home (one of two guest houses) on a private 13 acres in a small equestrian town. Away from the main house, so it is private, but not isolated. Ideal for 2 guests, but there is a pull-out sofa which could be comfortable for one more adult or a couple younger kids. (Some have mentioned it's not that comfy for grown-ups. Very firm.) (If dates you want are unavailable, search for Tiny Home in Lake Helen - Mira Bella North.)

The Cottage at True Trail Farm

Our studio Cottage is pet friendly and sleeps 2 comfortably. This is a tiny house where we have managed to fit all essentials for a relaxing stay. We are 5 minutes from historic downtown and 30 minutes to the World’s Most Famous Beach, Daytona Beach. Enjoy fresh eggs from our chickens in the morning before heading to the Springs for a cool dip or manatee watching only 10 minutes away.

Central Florida Garden Guesthouse

Open, airy studio apartment in a park-like setting. Come stay in a prime location whether you want to explore downtown DeLand, head to the beach, or visit the attractions in Daytona or Orlando. Open the french doors from your sleeping area to a beautiful private deck with plenty of outdoor living space.