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Holiday houses in DeLand

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Top-rated holiday rentals in DeLand

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Guest favourite
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.
Home in DeLand
4.96 out of 5 average rating, 115 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!!

Guest favourite
A cozy outdoor gathering area is illuminated by string lights, featuring a central fire pit surrounded by rustic log stools. The vintage blue bus is positioned nearby, with soft lighting visible from its windows, creating a peaceful ambiance under the night sky.
Campervan/RV in DeLand
4.82 out of 5 average rating, 150 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
A charming exterior of a single-story home is showcased, featuring a light yellow door and white railing on a cozy front porch. Lush greenery and potted plants enhance the approach, with a gravel pathway leading to the entrance. Clear blue skies create a bright atmosphere.
Home in DeLand
4.98 out of 5 average rating, 103 reviews

Cozy Cottage in DeLand

Enjoy a stylish experience at this cozy home in the heart of quaint, historic DeLand. This updated home offers the perfect blend of charm and chic modern living. Centrally located to the award-winning Mainstreet of downtown DeLand, & just a 7 minute walk from shops, diverse restaurants and brewery. The open plan design and large windows create a warm and spacious feeling. The house accommodates up to 5 guests making it ideal for families or adult groups visiting DeLand or Stetson University

Guest favourite
Home in DeLand
4.89 out of 5 average rating, 18 reviews

The Art House

Welcome to The Art House. Enjoy this beautifully renovated 1922 craftsman home in the heart of DeLand, Florida. Full of original artwork, it’s a perfect location to enjoy DeLand’s quaint downtown. We sit directly across the street from the Northwest Square entertainment hub, with a restaurant, bar and frequent live music, and just a few blocks from all the downtown shops and restaurants. This two bedroom two bath 103 year old home, with lots of charm and character, is the perfect getaway.

Top Guest favourite
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, 147 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.

Guest favourite
A charming two-story house is showcased, featuring a well-maintained lawn and a symmetrical facade. Lush greenery surrounds the property, including a flowering bush and palm trees. The front door is framed by soft yellow flowers, contributing to a welcoming exterior.
Home in DeLand
4.94 out of 5 average rating, 156 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!

Guest favourite
A cozy seating area features a teal sofa adorned with two decorative pillows. Above, shelves are filled with books and decorative items. A small lamp illuminates the space, while a window offers a view of the outdoors, complemented by a nearby mini fridge.
Guesthouse in Orange City
4.85 out of 5 average rating, 165 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!

Top Guest favourite
A charming two-story cottage with white exterior and blue shutters is showcased. A welcoming front porch with a bright blue door is framed by lush greenery, including a palm tree. A decorative garden area with small pink flamingos adds a playful touch.
Home in DeLand
4.99 out of 5 average rating, 83 reviews

Stetson & Downtown DeLand Coastal Cottage

You will be within very close walking distance to both Downtown DeLand's dining, shopping, and year-round events as well as Stetson University. This cozy cottage was built in 1916 and although the home has kept it's charming historical integrity, it's been renovated with relaxing coastal finishes. The upstairs master bedroom features a King, guest room has two Twin-XL beds. Guests will enjoy free wi-fi internet, Hulu and Netflix, and two parking spaces in the driveway.

Superhost
A small private studio is shown from the yard, featuring a screened porch with a seating area. The surrounding yard is spacious and includes a privacy fence, with a few trees and shrubs adding greenery. Sunlight filters through the trees, creating a calm outdoor space.
Guesthouse in DeLand
4.65 out of 5 average rating, 89 reviews

Close to downtown Deland

Cute and small private studio that is located behind the main home with a private entrance and separate driveway with privacy fence away from the main home. The space offers a comfortable queen bed, 32 inch smart TV, refrigerator, microwave and kitchen utensils. The shower is separate from the toilet room. Pet friendly with a good size yard. Grocery store, convenience store, and coffee shop all within walking distance. Less than 2 miles to downtown Deland.

Top Guest favourite
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, 485 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.)

Guest favourite
A charming craftsman cottage is framed by lush greenery, featuring a welcoming front porch with seating. The entrance is highlighted by a wooden door flanked by windows, and a decorative accent adds character. Steps lead up to the porch, enhancing accessibility.
Bungalow in DeLand
4.86 out of 5 average rating, 341 reviews

Schur Haven Craftsman Cottage.

Clean, cozy two bedroom craftsman cottage just two blocks from downtown. Schur Haven is a great place to relax and connect with the history of Deland. It sleeps four in two beds, has parking for two cars, and has a great front porch. Cable and wifi are included along with a washer and dryer. The kitchen is small and basic, but has the essentials you'll need if you want to cook.

Top Guest favourite
A modern, open interior showcases wooden beams above, with a ceiling fan and mounted flat-screen TV. A comfortable seating area with dark leather recliners is visible. A cozy sleeping area features a spacious bed with blue linens. A dining table complements the space, surrounded by light-colored chairs.
Guesthouse in Deltona
4.99 out of 5 average rating, 135 reviews

Crater Key Lake House

Welcome to your lakeside retreat like no other! Our Airbnb offers the perfect blend of relaxation and convenience. Indoors, modern comfort meets tech-savvy convenience. Whether you're seeking a serene escape or an action-packed vacation, our Airbnb offers the best of both worlds. Book your stay today and make memories that will last a lifetime.

Popular amenities for DeLand holiday rentals

When is the best time to visit DeLand?

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Frequently Asked Questions

  • Where should I stay in DeLand?

    Make yourself at home in DeLand by choosing from our most frequently booked neighborhoods. We have over 210 vacation rentals in Daytona Park Estates, over 4,210 vacation rentals in Victoria Park, and over 160 vacation rentals in Garden District.

  • Are there vacation rentals with a dedicated workspace in DeLand?

    Yes! Work meets play with ease at over 100 vacation rentals in DeLand featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in DeLand?

    Four-legged friends are welcome in DeLand. Choose from more than 50 vacation rentals for guests traveling with pets.

  • Are there DeLand vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 20 vacation homes with pools in DeLand, available on Airbnb. Make a splash and soak up the sun in style!

  • How much does it cost to stay in apartment rentals in DeLand?

    Experience the best of DeLand with our apartment rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do guesthouse rentals in DeLand have wifi?

    Absolutely! We offer over 10 guesthouse rentals with wifi in DeLand. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in DeLand have a bbq area?

    Absolutely! We offer over 30 house rentals with a bbq area in DeLand. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in DeLand have a gym?

    Absolutely! We offer over 10 house rentals with a gym in DeLand. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in DeLand have self check-in?

    Absolutely! We offer over 20 house rentals with self check-in in DeLand. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly vacation rentals in DeLand?

    DeLand has more than 100 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

Quick stats about holiday rentals in DeLand

  • Total holiday rentals

    Explore 180 holiday rentals in DeLand

  • Nightly prices starting at

    DeLand holiday rentals start at $60 AUD per night before taxes and fees

  • Verified guest reviews

    Over 10,610 verified reviews to help you choose

  • Family-friendly holiday rentals

    100 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 50 rentals that welcome pets

  • Holiday rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    100 properties have a dedicated workspace

  • Wi-Fi availability

    180 of DeLand holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Self check-in, Gym and BBQ grill across DeLand rentals

  • 4.8 Average rating

    DeLand stays are highly rated by guests—averaging 4.8 out of 5!

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