Family-friendly vacation rentals in DeLand

Unique Concrete House Boat! No cleaning fees!

This ferrocement boat Later Gator was made in Sweden in 1973. That’s right! It’s made of concrete! The boat circumnavigated the globe twice before eventually ending up here in sunny Sanford FL. We spent 2 years completely renovating everything and tried to leave as much of the boat’s original personality intact while adding modern amenities. Restaurant/bar, pool, laundry facilities, showers and restrooms, diner, and marina store all on site, and downtown historic Sanford and river walk close by.

Rustic Retreat in the heart of Lake Helen

This charming rustic home has a lot to offer. It has many nooks where your family can unite and create moments for their memory buckets. Florida room allows you to observe nature and is a perfect spot for your coffee. The house has one master bedroom (king size bed) with attached full bathroom. It has a second bedroom with two built-in beds (twin and full size). There is a separate shower room and a separate restroom. Upstairs it has a 3rd bedroom with 2 built in twin beds and a 1/2 bathroom.

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

Simple, clean two bedroom APT walk to Stetson (#4)

This is a second floor apartment in a 1925 building that was fully renovated in 2015. There's a full kitchen with everything you need for cooking. The screened in back porch contains the full sized washer and dryer that guests are free to use and the back door opens to a good sized back yard (shared space) and there's a private front balcony. The apartment is walking distance to Stetson University and about a mile from DeLand's award winning downtown. There is reserved parking for one car.

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.

Mira Bella South

Tiny Home with full kitchen on a peaceful 13 acres in a small town. Owner lives on site, but the tiny home is away from the main house so it is private. Ideal for 2 guests, but there is a pull-out sofa which could be comfortable for one more adult or a couple kids. Room for more than one car or a trailer. (Not suitable for 4-legged travelers due to free ranging ducks, peacocks and close proximity to horses and miniature donkeys) (If your dates are unavailable, search Mira Bella North)

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!

No Worries Carriage House, 5 min walk to Stetson

This second-floor carriage house is all yours. Located on a quiet street amidst historic homes. Walk to Stetson in 5 min. Downtown DeLand is an easy 15 min. walk. Your two bedrooms, full kitchen, private access will be great for a get-away for you and your guests. 42" flatscreen TV with cable and Amazon Prime with no ads. Wifi. The second-story banks of windows look out over beautiful, tropical plants. Space to work or relax. We look forward to you enjoying your stay with us.

Minutes from Stetson University

Stroll into the heart of award-winning downtown DeLand in just 2.5 minutes! This charming 2BR retreat features queen beds, flat-screen TVs in every room, and a fully equipped kitchen. Hosting up to 5? Use our comfy folding bed in the spacious living area. Relax in your private yard with a porch swing or cozy up by the fire pit ($25). Well-trained pets are welcome! Perfect for families or friends looking for comfort and convenience.

A little taste of home away from home

A private home, 2 bedrooms with queen sized beds in each, a shared bathroom between the two bedrooms. Washer and dryer on premise. Ample parking in driveway. Small cement patio in back of the house, accessible through sliding glass door. Small kitchen with new appliances, kitchen table with 5 chairs. Leather couch with reclining seats, two leather reclining chairs. House has well water, which has been tested, and safe to drink

Cottage on horse farm

Casual cottage on horse farm in rural setting. Stroll through the flower gardens and paddock lanes of the 30 acre horse farm. Watch horses trained dressage. Country atmosphere but still only 10 minutes to grocery store, 5 minutes to restaurants, 15 minutes to historical downtown Deland, Stetson University & skydive Deland. 30 minutes to Daytona Speedway, 45 minutes to the beach. NO WI-FI

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.