Kid-friendly holiday rentals in DeLand

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Top-rated family-friendly rentals in DeLand

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

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Guest favourite

Guest house in Sanford

4.94 out of 5 average rating, 152 reviews

Little Hidden Cottage- Near Sanford Airport

Located in Sanford Florida, our Hidden Little Cottage is a private guest house with its own entrance, features a full kitchen and bath room, queen size bed, full size pull out couch and twin size travel bed, and provides flexible self check-in. We are located 7 minutes from the Sanford Airport and Boombah Sports Complex, 10 minutes to Downtown Sanford, I –4 & 4–17. We are also central to many Central Florida attractions such as Natural Springs, Sandy Beaches, Theme Parks and Historic Districts.

Guest favourite

Guest house in Orange City

4.87 out of 5 average rating, 142 reviews

Moon light Cottage

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! DM me for garage upgrade 48hrs prior*

Guest favourite

Campervan/Motorhome in DeLand

4.84 out of 5 average rating, 145 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

Home in Lake Helen

4.96 out of 5 average rating, 165 reviews

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.

Guest favourite

Guest suite in Sanford

4.98 out of 5 average rating, 227 reviews

The Secret Sanctuary in Sanford, 5min from Airport

Welcome to your quiet, spacious, and private sanctuary. Enjoy all new appliances in the full size kitchen, a 50” flat screen TV, and a shaded outdoor area surrounded by greenery. It is located only minutes from the Orlando Sanford International Airport, Historic Downtown Sanford’s restaurants and shops, Lake Monroe’s scenic waterfront, and is centrally located between Florida’s beaches and the amusement parks. **Space is cleaned with EPA approved cleaners, including high touch surfaces**

Top guest favourite

Bungalow in DeLand

5 out of 5 average rating, 127 reviews

Persimmon Place, family friendly historic cottage

Experience the delight of a little piece of history in our 1920s historic Bungalow. Renovated with modern conveniences while keeping its historic charm. Within a few blocks from Downtown and Stetson. Great front porch for people watching or a cozy back porch to relax. Great fenced backyard for kids. Be it for business or pleasure, you will find everything you need for a sumptuous stay. Daytona 23 miles New Smyrna Beach 25 miles Orlando 37 miles St Augistine 64 miles Cape Canaveral 79 Miles

Top guest favourite

Home in DeLand

4.96 out of 5 average rating, 136 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!

Top guest favourite

Guest house in DeLand

4.98 out of 5 average rating, 197 reviews

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.

Guest favourite

Cottage in Astor

4.84 out of 5 average rating, 373 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.

Superhost

Home in DeLand

4.78 out of 5 average rating, 209 reviews

DeLand Charmer- Near Daytona Beach and Orlando

Just minutes to the award winning Main Street and Stetson University. Ask me a question. I know where all the goodies are! Great location in between Daytona Beach and Orlando, the best of both worlds within just 30 minutes! You will enjoy the personal touches and decor this home has to offer. You will be pleased with these new cozy beds. Very quite and relaxing. The grocery store is within 1 block. We strive for excellent hospitality and want you to come back again and again.

Top guest favourite

Guest suite in Orange City

4.94 out of 5 average rating, 108 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. :)

Top guest favourite

Guest house in Lake Helen

4.95 out of 5 average rating, 242 reviews

Hidden Gem - Cottage in Lake Helen

Nestled in a beautiful paved and gardened backyard space. My 640 sq/ft private cottage is behind my home in the small quiet town of Lake Helen, only a mile off of I-4. The cottage is filled with all the amenities that will make you feel at home. The cottage has one queen bed and the sofa bed is perfect for children. Also a pack and play for little ones. The cottage is perfect for two but will suit 4.