
Family-friendly holiday rentals in DeLand
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in DeLand
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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.

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.

Private Cozy Studio near Beach Speedway Pickleball
If you are looking for a quiet, relaxing place to stay and enjoy the best Daytona has to offer, look no further! We are a 10 minute drive to the closest beach access, 15 minutes to the speedway and 3 minutes to Pictona pickleball club. This studio has everything you could need for a weekend retreat or longer. Great for staycations or as a work-from-home alternative. It comfortably fits one or two guests. Queen bed. Due to owners allergies and asthma, we are unable to host any animals.

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!

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.

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. :)

Private entrance/bathroom 10 min from DT Orlando
Welcome to your home away from home! Our cozy room with a attached bathroom is the perfect retreat for your visit to Orlando. Located just 10min from downtown Orlando, 30min from MCO and Disney, and 20 min from Universal, you'll have the best of both worlds - convenience and comfort. Whether you're here for business or pleasure, our room is the perfect place to call your temporary home. Book your stay with us today and experience the best of our city.

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.

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.

Farmhouse Apartment in a Great Location
Farmhouse type decor in a quiet neighborhood near Gemini Springs which has bike and hiking trails by the St John’s River. Boat launches nearby (free), lots of local dining. Located between the Orlando area as well as Daytona. The Sunrail station is very close and it can take you into the Orlando area-Winter Park is a fun trip.

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.
Popular amenities for DeLand family-friendly rentals
Family-friendly home rentals with a hot tub

Traveler's Dream Home - Hot Tub - Steps to Beach

Independent Unique Lake guest house/kayaks/jacuzzy

Luxury One Bedroom Condo with private balcony

The Weathered Inn at Cedar Knoll Flying Ranch

Cottage in a beach community.

5 local springs, Gated Resort in Ocala Forest

Stunning Studio with Breathtaking Ocean Views

The Luxury Lake Front Zen Casa
Family- and pet-friendly home rentals

Fun Ocean Oasis: Pelican Place - Prime Daytona

Condo Down town, Near Kennedy Space Center SpaceX

Tiny House | Airport & Downtown Orlando 15 Min

Serene Log Cabin Retreat near DeLeon Springs

DeLand Charmer- Near Daytona Beach and Orlando

Stunning home with screened patio & fenced yard

Anneliese's Cottage

Samsula Cottage peaceful setting and relaxing
Family-friendly home rentals with a pool

Maitland-Orlando Area, FL. Pool House Bungalow

Oviedo Oasis:2/1 attached Guest Suite;Private Pool

Sapphire Cottage - sleeps 6, on 5 acres with canal

Enjoy the Magic - Floating Cottage on the River

Beachfront, Balcony, 2 Pools, Queen Bed, Smart TV

Quiet Neighborhood in the Country

Lexi's Beach Loft

Gated community XL pool Home 2500sq/f
When is the best time to visit DeLand?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $187 SGD | $199 SGD | $214 SGD | $182 SGD | $199 SGD | $169 SGD | $170 SGD | $172 SGD | $172 SGD | $183 SGD | $199 SGD | $182 SGD |
| Avg. temp | 15°C | 16°C | 18°C | 21°C | 24°C | 27°C | 28°C | 28°C | 27°C | 24°C | 19°C | 17°C |
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 $65 SGD per night before taxes and fees

Verified guest reviews
Over 5,420 verified reviews to help you choose

Pet-friendly holiday rentals
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

Wifi availability
100 of DeLand holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across DeLand rentals

4.8 Average rating
DeLand stays are highly rated by guests – averaging 4.8 out of 5!
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- Universal Studios Florida
- Orange County Convention Center
- Universal Orlando Resort
- Universal's Volcano Bay
- Disney Springs
- SeaWorld Orlando
- Old Town Kissimmee
- Disney's Animal Kingdom Theme Park
- Magic Kingdom Park
- Epcot
- Walt Disney World Resort Golf
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