Kid-friendly holiday rentals in DeLand

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.

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*

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.

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.

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.

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.

Charming Log Cabin in Central Florida

Private, relaxing, Cozy (300 sq ft) log cabin on a 6-acre lot with a private full kitchen, and private bathroom. Twin Futon couch with breakfast area, dishware, silverware, cookware, TV, and Internet. Gorgeous large covered patio with quiet seating, looking over the fire pit and the property beyond. Located on a scenic route close to all of Central Floridas attractions. 1 Small dog/cat under 20 lbs and is allowed, $50 fee required per stay. No smoking inside is allowed.

Pristine Guest Suite

This cozy open-plan guest suite is located in our home, with its own entrance. Our home is nestled in a peaceful neighborhood. The kitchen provides everything you need for a meal, while the plush queen-sized bed promises a restful night’s sleep. Step outside and experience the tranquility of our quiet surroundings, with charming downtown DeLand just 5 minutes away. Ideal for solo travelers or couples visiting to explore downtown DeLand or Stetson University!

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.