Family-friendly vacation 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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Top guest favorite

A screened wrap-around porch offers views of the lake, with sunlight casting striped shadows on the floor. Two lounge chairs are positioned for relaxation, while a colorful playpen is set against the railing. Decorative surfboards are mounted on the walls, enhancing the space's charm.

Cottage in Sanford

4.97 out of 5 average rating, 205 reviews

Lakefront,Sanford airport, Boombah, Venue 1902,UCF

The lake front cottage is located on a private estate 1 mile south of Sanford airport, 4 miles to Sanford historic district, and 3 miles from Boombha Sports Complex. This cottage has a Fully equipped kitchen, light bright liv/din area, screened wrap around porch. Perfect spot for your next family vacation or weekend get away. While staying at the cottage you are welcome to enjoy our paddle boards and kayaks. Also catch and release fishing. No pets. Discounts for non-refundable cancellations.

Top guest favorite

The interior of the cozy cabin features warm wooden walls and a lofted sleeping area accessed by a wooden ladder. A small kitchenette is visible, along with a seating area that includes cushions and a rustic table. Natural light enters through various windows.

Cabin in Sorrento

4.98 out of 5 average rating, 176 reviews

Western Theme Cabin at Puzzle Ranch

Relax in this beautiful wild west themed cozy cabin in Sorrento Florida. Beautiful 5 acres property with relaxing trail to walk around. The cabin sleeps 4 guests, with a bed at the loft and a full size murphy bed in the main area. Full bathroom and kitchenette with small fridge, microwave, coffee maker, and more. TV and wifi. The night stay includes the petting farm access to enjoy all the different farm animals. Also you can reserve horseback leadline rides, hay rides, and gemstone mining

Top guest favorite

An airy bedroom features two built-in beds with blue accents, positioned under a sloped ceiling. Natural light filters through a window, illuminating the space. Nightstands with lamps are placed beside each bed, and a small plant adds a touch of greenery.

Home in Lake Helen

4.96 out of 5 average rating, 168 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.

Top guest favorite

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, 132 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.

Superhost

A secluded saltwater pool is surrounded by a privacy fence, featuring a smooth entry ladder and colorful beach balls floating on the water's surface. Relaxing lounge chairs are positioned along the poolside, inviting enjoyment under the sun.

Home in DeLand

4.81 out of 5 average rating, 151 reviews

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.

Top guest favorite

A well-equipped kitchen area features white cabinetry with black hardware and a small sink. Open shelving displays decorative items and kitchen essentials. A coffee maker is positioned next to an electric oven, while a gray mat is placed in front of the counter, complementing the wood-look flooring.

Guesthouse in DeLand

4.97 out of 5 average rating, 107 reviews

The Glass-Flower Cottage

This romantic cottage is perfect for some much-needed relaxation. Your private fenced-in yard has its own outdoor dining area, charcoal grill, paver walkway, and fire chiminea. Nicely located within 2 miles of Historic Downtown Deland, there are numerous unique shops, exquisite eateries, and exciting nightlife nearby. The famous Daytona Beach and Daytona 500 Speedway are 21-25 miles away. Enjoy a cup of coffee and relax a while. Don’t see availability, check out our other places!

Superhost

A ferrocement boat with a sleek white exterior is docked beside a yellow house. A covered deck extends along the front, while greenery frames the scene. The boat’s distinctive shape is visible against the calm water, with a railing leading to the dock providing access.

Boat in Sanford

4.91 out of 5 average rating, 317 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 favorite

A lush outdoor area is highlighted by vibrant green plants and a decorative sign that reads 'Welcome to the Jungle.' A natural wood bench is positioned on the wooden deck, providing a serene spot for relaxation amid the greenery.

Guesthouse in Orange City

4.85 out of 5 average rating, 156 reviews

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!

Superhost

A wooden bottle opener with 'DeLand Florida' engraved alongside a palm tree is positioned in front of two clear wine glasses. A dark wine bottle is visible in the background, resting on a woven surface that adds texture to the scene.

Home in DeLand

4.78 out of 5 average rating, 210 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 favorite

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, 116 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. :)

Superhost

The log cabin features a covered entrance with a path leading to a fire pit area surrounded by decorative white stones. A wooden bench and two simple chairs are positioned near the fire pit, set against a backdrop of open lawn and mature trees.

Cabin in De Leon Springs

4.77 out of 5 average rating, 166 reviews

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.

Top guest favorite

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, 462 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.)