Family-friendly holiday rentals in DeLand

The Monarch House, in the heart of downtown Deland

Welcome! This house was built in 1920 and has been beautifully restored. It's three blocks from the center of downtown Deland! Walk or take a quick bike ride to restaurants and shops. It is a large two story house (2,400sq. ft)! Ping pong, air hockey, foosball, checkers/chess table, cornhole, 4 bikes included, huge front porch for people watching, large natural gas fire pit, grill, basketball hoop, and so much more! The bunk room upstairs has its own separate livingroom too! Nothing compares!!

Indoor spaces · Family · Checkout

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.

Kitchen · Indoor spaces · Amenities

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)

Kitchen · Indoor spaces · Solo travel

Spacious House, Private Salt Pool, Near Downtown

CENTRAL FLORIDA HUB ♡ ▪︎ 5 minutes from downtown Deland and Stetson University. ▪︎ 10 minutes from DeLeon and Blue springs. ▪︎ 30 minutes from Daytona and New Smyrna beach. ▪︎ 1 hour from Orlando, Disney World, Sea World, Universal Studios, Islands of Adventure, Valcano Bay, Wet 'n Wild, Discovery Cove, Gatorland, WonderWorks, Aquatica, Cocoa beach, and St. Augustine. ▪︎ 2 hours from Tampa, Jacksonville, and Gainesville. ▪︎ 4 hours from Tallahassee, Fort Lauderdale, and Miami beach.

Family · Indoor spaces · Sleep quality

“The Forty” in Central Florida

40min to Everything!!! Beautiful efficiency, sleeps 2 adults and two children comfortably! Fully furnished, with all the little details taken care of. Just pack your clothes and head to beautiful historic Deland, Florida! With so many attractions within driving, your schedule will be packed. There are many natural springs in the area to explore by kayak, boat or bike!! 40 min. to beaches, 40 min. to attractions!! We do accepts pets, the fees and registration must be paid on the app.

Kitchen · Family · Access

Second floor apartment at NWS!

This is a fully equipped studio apartment in Northwest Square DeLand. Northwest Square is the adaptive reuse of the 30,000 square foot Trinity United Methodist Church. Located on the Historic Registry, Northwest Square has 4 event spaces, a coffee shop, food hall and tap room, a flower and gift shop, a commercial commissary kitchen, and 15 apartments. There is also an outdoor seating area with a permanent food truck. The apartment has a full kitchen, full bathroom, and queen sized bed.

Kitchen · Indoor spaces · Parking

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.

Family · Kitchen · View

Historic 2BR Near Stetson & Downtown (#4)

This second-floor apartment is located in a renovated historic building near Stetson University and downtown DeLand. The space includes a full kitchen stocked with cooking essentials, full-sized washer and dryer, private screened balcony, private screened porch, a large shared backyard, and reserved parking. The apartment is within walking distance of Stetson University and about a mile from DeLand’s award-winning downtown filled with restaurants, coffee shops, and local events.

Kitchen · Indoor spaces · Getting around

Perfect Gateway to Disney and Retreat Center.

This is a perfect place for your family. Your children will love soaking in a huge pool, that is cleaned and sanitized. There are also"pool toys" on the premises for your usage. BBQ Pit, and Coal Available. This full house with Central A/C, fully certified outdoor pool is a gateway to Disney and other major parks, as well as Daytona Beach. Close to MCO airport in a pristine community. The house is cleaned by a professional company and fully sanitized after each guest.

Indoor spaces · Family · Comfort

Cozy urban styled studio in the heart of Deland.

Enjoy a stylish experience at this centrally-located studio equipped with everything you’d need for a cozy stay in Deland. Whether you’re visiting Stetson or vacationing to the many fun attractions near here (Downtown Deland, Skydiving, Blue Spring State Park, Daytona Beach, New Smyrna Beach, Disney & Universal Theme Parks.) Our hope is that your stay is as comfortable and convenient as possible. Your little piece of home away from home.

Indoor spaces · Family · Comfort

DeLand Firepit Hideaway • Near Downtown

Escape to this hideaway steps from downtown DeLand. Enjoy a bright, thoughtfully designed space with a cozy living area, fully equipped kitchen, plush queen bedrooms, and private outdoor nook for morning coffee or evening wine. Walk to restaurants, shops, and local events, then return to comfort, privacy, and effortless relaxation. Well‑trained pets welcome.

Family · Kitchen · Wi-Fi

True Trail Farm

Our studio apartment is pet friendly and sleeps 4 comfortably. 5 minutes to downtown and only 30 minutes to 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. Full kitchen, Qn Bed and Futon. Newly Remodeled chef's kitchen.

Family · Kitchen · Decor