Family-friendly vacation rentals in DeLand

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.

4.96 out of 5 average rating, 129 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!!

5.0 out of 5 average rating, 190 reviews

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

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.

4.99 out of 5 average rating, 548 reviews

Tiny home in Lake Helen

Mira Bella South

Tiny Home with full kitchen on a peaceful 13 acres in a small town. Owner lives on site, but the tiny home is away from the main house so it is private. Ideal for 2 guests, but there is a pull-out sofa which could be comfortable for one more adult or a couple kids. Room for more than one car or a trailer. (Not suitable for 4-legged travelers due to free ranging ducks, peacocks and close proximity to horses and miniature donkeys) (If your dates are unavailable, search Mira Bella North)

4.82 out of 5 average rating, 172 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.

4.98 out of 5 average rating, 106 reviews

A single-story guest house is set amidst greenery, with a neatly landscaped front yard. The exterior features light-colored walls and a welcoming entryway. Several windows provide natural light, while a large tree offers shade to the adjacent area.

Apartment in DeLand

“The Forty” in Central Florida

40min to Everything!!! Beautiful efficiency, sleeps 2 adults and two children comfortably! Fully furnished, with all the little details taken care of. Just pack your clothes and head to beautiful historic Deland, Florida! With so many attractions within driving, your schedule will be packed. There are many natural springs in the area to explore by kayak, boat or bike!! 40 min. to beaches, 40 min. to attractions!! We do accepts pets, the fees and registration must be paid on the app.

4.96 out of 5 average rating, 253 reviews

A cozy living area features a blue sofa adorned with patterned cushions. A light wood table and chair provide space for work or relaxation. Two lamps and a flat-screen TV are positioned next to newly installed windows that offer natural light and outdoor views.

Guesthouse in DeLand

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.

4.99 out of 5 average rating, 174 reviews

Farm stay in Pierson

Ruby Oaks Farm w/ Beach Near St. JohnsRiver

Farm life at its best! Located right next to our tree farm, bass stocked pond with dock on property, decor is Palm trees, Exotic Zebra farm life. There is a Chicken coop to feed chickens and gather eggs (if they are laying). Pasture with miniature Mediterranean donkey, ( Pablo) Zebra. (Ruby ) 1 miniature pygmi goats (Oreo), pig, (Georgia ) and a lamb (Grady ). I am a phone call away! 6 min drive physically. We also have a beautiful venue you can rent for a weddings or an an event.

4.99 out of 5 average rating, 166 reviews

Home in Orange City

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

Indoor spacesPetsCleanliness

A private home is shown featuring a yellow exterior with a metal roof. The front yard is landscaped with grass and small palms, bordered by trees. A garage is visible, and a concrete driveway leads to the entrance, offering accessible parking.

4.87 out of 5 average rating, 209 reviews

A little taste of home away from home

A private home, 2 bedrooms with queen sized beds in each, a shared bathroom between the two bedrooms. Washer and dryer on premise. Ample parking in driveway. Small cement patio in back of the house, accessible through sliding glass door. Small kitchen with new appliances, kitchen table with 5 chairs. Leather couch with reclining seats, two leather reclining chairs. House has well water, which has been tested, and safe to drink

A spacious living area features a large sectional sofa in light tones, complemented by a coffee table and a decorative rug. A pool table is visible in the background, and an open kitchen area with wooden cabinetry and modern appliances enhances the inviting atmosphere.

4.86 out of 5 average rating, 205 reviews

Beautiful, spacious home close to downtown

This large 6 bedroom home is perfect for groups who want to spread out and relax. Close to downtown, Skydive Deland and Stetson University, this is the place to be for your family getaways, wedding party or homecoming reunions. The spacious living area with pool table and open plan kitchen welcome you home after a day of fun in town. Don’t forget the ping pong table in the garage for hours of entertainment!

Superhost

A porch swing is suspended from the ceiling, positioned beside vibrant cushions on a white swing. A small bistro table and chairs are visible, while the surrounding greenery features palm trees and manicured flower beds, providing a serene outdoor space.

4.86 out of 5 average rating, 120 reviews

DeLand Firepit Hideaway • Near Downtown

Escape to this hideaway steps from downtown DeLand. Enjoy a bright, thoughtfully designed space with a cozy living area, fully equipped kitchen, plush queen bedrooms, and private outdoor nook for morning coffee or evening wine. Walk to restaurants, shops, and local events, then return to comfort, privacy, and effortless relaxation. Well‑trained pets welcome.

4.9 out of 5 average rating, 496 reviews

Apartment in DeLand

True Trail Farm

Our studio apartment is pet friendly and sleeps 4 comfortably. 5 minutes to downtown and only 30 minutes to 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. Full kitchen, Qn Bed and Futon. Newly Remodeled chef's kitchen.

Popular amenities for DeLand family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.85 out of 5 average rating, 372 reviews

Two red kayaks are positioned on a tree trunk beside a peaceful lake, reflecting blue skies and lush greenery. A covered patio area is visible, alongside a hot tub, creating an inviting space for relaxation by the water.

Home in Lake Mary

Independent Unique Lake guest house/kayaks/jacuzzy

4.92 out of 5 average rating, 184 reviews

A charming house is set beside the St. Johns River, featuring a welcoming lawn and a spacious outdoor deck. Two comfortable chairs are arranged for relaxation, with an American flag displayed. The surrounding area is shaded by mature trees, creating a peaceful setting.

Home in Astor

River house with 2 boat docks

Guesthouse in Port Orange

A private tropical pool area is framed by lush greenery and vibrant plants, complemented by a stone water feature. The sparkling water reflects sunlight, creating a serene atmosphere. Loungers are positioned nearby for relaxation, inviting guests to enjoy the tranquil setting.

Relaxing Tropical Pool Get Away Suite

4.93 out of 5 average rating, 400 reviews

4.86 out of 5 average rating, 153 reviews

Condo in Daytona Beach

A breathtaking oceanfront studio w/ a pvt balcony.

4.85 out of 5 average rating, 222 reviews

A fire pit is positioned on a wooden deck, with flames gently flickering. Beyond the deck, a serene lake reflects the colors of a sunset, surrounded by marshland and trees. Silhouettes of the landscape contrast with the soft hues of the sky.

Cottage in DeBary

The Luxury Lake Front Zen Casa

4.96 out of 5 average rating, 110 reviews

A spacious outdoor area features a large pool with crystal-clear water, accompanied by a hot tub and a soothing water fountain. Surrounding the pool, a stone patio hosts multiple seating areas beneath a pergola, providing a serene setting for relaxation.

Home in Orlando

Unique Spacious Home w/ Pool near Downtown Orlando

4.93 out of 5 average rating, 147 reviews

Cottage in Clermont

Private Country House | 16 Guests | Gatherings

Superhost

Apartment in Daytona Beach

The Atlantic | Direct Oceanfront | 10th Floor

ViewBeach

4.8 out of 5 average rating, 115 reviews

Family- and pet-friendly home rentals

A spacious single-story house is set in a manicured lawn with lush greenery. Large windows and a welcoming entryway invite natural light into the home. A decorative tree and vibrant plants adorn the front yard, contributing to the overall serene atmosphere.

4.8 out of 5 average rating, 108 reviews

Perfect Gateway to Disney and Retreat Center.

4.8 out of 5 average rating, 239 reviews

DeLand Charmer- Near Daytona Beach and Orlando

4.93 out of 5 average rating, 158 reviews

A set of wooden steps leads up to a charming cottage nestled among trees. The entrance features large glass doors, inviting natural light into the space. The surrounding area is landscaped, enhancing the tranquil ambiance of the private property.

Cottage in Eustis

Red Bird Cottage and Farm: Equestrian lake cottage

Cottage in New Smyrna Beach

The kitchen features wooden cabinetry and a countertop with a double sink. Essential appliances include a coffee maker, microwave, and stove. Natural light enters through a window overlooking lush greenery, enhancing the space's functionality.

Samsula Cottage peaceful setting and relaxing

4.85 out of 5 average rating, 364 reviews

4.98 out of 5 average rating, 122 reviews

Home in South Daytona

Large lighted Pool, 8 min to beach, huge backyard

Indoor spacesComfortPool

4.93 out of 5 average rating, 163 reviews

Home in Eustis

Galloway Getaway Ranch

4.87 out of 5 average rating, 147 reviews

A cozy living area is furnished with a sofa adorned in blue and neutral tones, accompanied by a woven chair. A wooden coffee table is placed in front of the sofa. A wall-mounted television is visible, with a light fixture illuminating the space.

Guesthouse in Deltona

Tranquil Hideaway

The inviting living room features a light-colored sofa flanked by two dark gray armchairs. A round coffee table is centrally placed, surrounded by a textured area rug. Natural light is provided by large windows, enhancing the room's spacious feel.

4.94 out of 5 average rating, 135 reviews

Stunning home with screened patio & fenced yard

Family-friendly home rentals with a pool

Superhost

A covered outdoor area features a swimming pool surrounded by tropical plants. Natural light filters through the transparent roofing, illuminating the space. Lounge chairs are positioned along the pool’s edge, creating a relaxing environment for guests.

Apartment in DeLand

Florida hideaway

4.88 out of 5 average rating, 365 reviews

A wooden tray rests across a bathtub filled with warm water, decorated with rose petals. A glass of wine and a small potted plant are placed on the tray, complemented by candles that provide gentle illumination in the background.

4.94 out of 5 average rating, 124 reviews

The Great Escape! Explore,Romance, Rest,Relaxation

A single-story home is set on a spacious lot, featuring a well-maintained lawn and landscaping. Several palm trees are positioned in front of the house, which includes a two-car garage and a driveway. Clear blue skies and a few scattered clouds frame the scene.

4.92 out of 5 average rating, 103 reviews

Cozy Pool Home with Spacious Private Backyard

Guest suite in Orange City

The Hillside Haven Oasis

4.93 out of 5 average rating, 147 reviews

4.99 out of 5 average rating, 134 reviews

A modern farmhouse is showcased against a bright blue sky, framed by lush greenery and vibrant flower beds. The entrance features large arched windows and a welcoming front door, while palm trees add a tropical touch to the landscape.

Home in Apopka

Rate Discount~ Pool~Private Country Retreat

4.95 out of 5 average rating, 149 reviews

The exterior of a three-bedroom home displays a welcoming entrance with a paved walkway leading to a covered porch. Lush greenery and flowering plants line the front yard, complemented by a white railing. The structure is topped with a metal roof and features large windows.

Farm stay in Apopka

Farmhouse near the Springs

4.87 out of 5 average rating, 284 reviews

Home in Sanford

Private Pool at Flamingo Cottage