Family-friendly holiday rentals in DeLand

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Top-rated family-friendly rentals in DeLand

Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

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Guest favourite
The charming exterior of the house features a welcoming front porch with a classic American flag. Two bicycles in vibrant colors are positioned near the entrance, accompanied by well-maintained landscaping that includes various plants and shrubs.
Home in DeLand
4.96 out of 5 average rating, 114 reviews

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!!

Top Guest favourite
A compact space features a trundle bed topped with a floral comforter and decorative pillows. Framed artwork adorns the wall above, while a small dining table for two is positioned nearby. A kitchenette with a microwave and refrigerator is visible, with natural light streaming through the window.
Tiny home in Apopka
4.97 out of 5 average rating, 230 reviews

Tiny Home Near the Springs

Fresh air and back to nature. Imagine a tiny but comfortable hotel room in a rural setting. You'll hear roosters crow as the sun rises. Take a walk on a moonless cloudless night, and you may see stars. This 190 sq. ft. tiny house is a ten minute drive to either Rock Springs or Wekiva Springs, a four minute bike ride to the West Orange Trail which runs for 22 miles, and a 15 minute drive to the Lake Apopka Wildlife Drive. The major theme parks are a 30 to 45 minute drive, depending on traffic.

Guest favourite
A cozy outdoor gathering area is illuminated by string lights, featuring a central fire pit surrounded by rustic log stools. The vintage blue bus is positioned nearby, with soft lighting visible from its windows, creating a peaceful ambiance under the night sky.
Campervan/RV in DeLand
4.85 out of 5 average rating, 149 reviews

Retro Bus Camping / DeLand Woods campfire manatees

Stay in a 1970s Vintage Blue Bird Wanderlodge Bus we call The Hermitage Manatee. It's a 35ft camper perfect for the adventurer who is open to TINY living and escape to nature. It is located on a private acre section of our property next to our home. Plenty of parking for your motorcycle, trailer or truck. We are located outside Ocala Nat'l Forest, 2.5 mi. from a National Wildlife Refuge, 4 mi. from DeLeon Springs State Park and 6 mi. from Stetson in Downtown Deland and close to Daytona Beach.

Top Guest favourite
The exterior of the bungalow features a pale blue façade with white trim and a welcoming yellow door. A Florida flag hangs prominently, and two plants sit on the porch steps. Steps with handrails lead to the spacious front porch, surrounded by lush greenery.
Bungalow in DeLand
5 out of 5 average rating, 143 reviews

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.

Guest favourite
A charming two-story house is showcased, featuring a well-maintained lawn and a symmetrical facade. Lush greenery surrounds the property, including a flowering bush and palm trees. The front door is framed by soft yellow flowers, contributing to a welcoming exterior.
Home in DeLand
4.94 out of 5 average rating, 152 reviews

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!

Guest favourite
A compact kitchen area features modern black cabinetry and a wooden countertop. A stainless steel sink is visible, along with neatly arranged kitchen items. Stairs lead to a private sleeping area, illuminated by warm lighting, and a framed artwork is displayed on the wall.
Boat in Sanford
4.91 out of 5 average rating, 331 reviews

Unique Concrete House Boat!!! NO CLEANING FEES!!!

This ferrocement boat 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.

Guest favourite
The exterior of the cottage showcases a charming façade featuring white siding and contrasting turquoise accents. A small patio area is furnished with a table and chairs, surrounded by a neatly kept lawn and a picket fence.
Cottage in Astor
4.84 out of 5 average rating, 390 reviews

St John's Cottage Astor- escape to the forest!

A little bit of Old Florida - stay in this quirky cottage on the edge of Ocala National Forest with its beautiful clear springs! Set in an acre of land away from the crowds, with plenty of room to bring your toys, you're all set for outdoor adventures - Springs galore, river boating, horseback,kayaking ,skydiving, hiking- gorgeous outdoor deck& patio, grill! We allow one non-shedding dog, no pet fee charged, we just ask that your fur baby is kept off the furniture at all times.

Top Guest favourite
A cozy lounge area features a gray sofa and a small dining table with two wooden chairs. A wall with natural wood accents complements a colorful beach-themed art piece. Light streams through a nearby window, enhancing the inviting atmosphere.
Guest suite in Orange City
4.94 out of 5 average rating, 124 reviews

The Hillside Haven Oasis

Enjoy a warm and inviting stay in our beautiful Sanctuary in your own private guest quarters, sweetly dubbed, "The Hillside Haven Oasis" This is an extension of our home, similar to a Mother In Law Suite. Only shared space would be the outdoors and we leave that for your private enjoyment. We created this Oasis with a desire is for our guests to feel calm, comfort and tranquility while being showered with Florida Sun. It would be our privilege to serve you as our guests here. :)

Guest favourite
Home in Orange City
4.98 out of 5 average rating, 118 reviews

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

Top Guest favourite
A light-filled living space features a gray sofa positioned across from an open doorway leading to a porch. A round white coffee table displays a decorative tray, while a wall clock and nature-themed artwork add subtle touches to the room.
Tiny home in Lake Helen
4.99 out of 5 average rating, 475 reviews

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.)

Top Guest favourite
A cozy studio features a spacious bed with a decorative blue and white coverlet. Natural light streams through the floral-patterned curtains, illuminating the wood-grain flooring. A ceiling fan, air conditioning unit, and various furniture pieces provide comfort and functionality within the inviting space.
Guesthouse in DeLand
4.9 out of 5 average rating, 499 reviews

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.

Top Guest favourite
A serene lake scene is captured at sunset, reflecting hues of orange and blue across the water's surface. A wooden dock extends into the lake, surrounded by lush greenery, providing a tranquil atmosphere.
Guest suite in Chuluota
4.99 out of 5 average rating, 629 reviews

Enjoy Our Beautiful Sunsets and Peaceful Sunrises

Our Studio is nestled in Chuluota near Oviedo, UCF, Geneva on historically beautiful Lake Catherine. Our lake is land locked and feels very private where you can relax and enjoy the view. Coffee on the lake in the mornings or a glass of wine at sunset is what we live for and you can enjoy that same view from our paradise that we call our Key West Studio.

Popular amenities for DeLand family-friendly rentals

When is the best time to visit DeLand?

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Avg. price$221 AUD$234 AUD$253 AUD$214 AUD$234 AUD$199 AUD$200 AUD$204 AUD$204 AUD$216 AUD$234 AUD$214 AUD
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Quick stats about holiday rentals that are family-friendly in DeLand

  • Total holiday rentals

    Explore 100 holiday rentals in DeLand

  • Nightly prices starting at

    DeLand holiday rentals start at $77 AUD per night before taxes and fees

  • Verified guest reviews

    Over 5,420 verified reviews to help you choose

  • Pet-friendly accommodation

    Find 40 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wi-Fi availability

    100 of DeLand holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across DeLand rentals

  • 4.8 Average rating

    DeLand stays are highly rated by guests—averaging 4.8 out of 5!