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!!

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)

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.

“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.

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.

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.

The Lemon Cottage -NO EXTRA FEES

Our cottage is nestled in Orange City RV Park. It is your home away from home! Our kitchen is equipped with all pots, pans, and dishes you will need. Our living room has a queen pull out sofa. Our bathroom provides towels, shampoo & conditioner, and a hair dryer. The bedroom has a queen size bed. We are pet friendly; we allow up to two pets. - 20m Daytona Speedway - 26m Daytona Beach - 35m Universal Studios - 41m Disney World - 66m Kennedy Space Center - 73m Legoland

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.

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.

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.

Yellow Gate Cottage

Your family will be close to everything when you stay at this bungalow just two blocks from downtown DeLand. Relax at this peaceful, recently renovated cottage that has a touch of the past. This home was built in the 1920's and was relocated in 1983. Smoking is not allowed anywhere on property or inside of home.