Holiday rentals 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, 114 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/Motorhome in DeLand
4.85 out of 5 average rating, 149 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
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, 143 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, 152 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.
Guest house in Orange City
4.85 out of 5 average rating, 163 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 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, 126 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
Home in Orange City
4.98 out of 5 average rating, 120 reviews

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

Guest favourite
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.
Home in DeLand
4.86 out of 5 average rating, 189 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

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, 477 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.)

Top guest favourite
A cozy studio features a spacious bed with a decorative blue and white coverlet. Natural light streams through the floral-patterned curtains, illuminating the wood-grain flooring. A ceiling fan, air conditioning unit, and various furniture pieces provide comfort and functionality within the inviting space.
Guest house in DeLand
4.9 out of 5 average rating, 501 reviews

The Cottage at True Trail Farm

Our studio Cottage is pet friendly and sleeps 2 comfortably. This is a tiny house where we have managed to fit all essentials for a relaxing stay. We are 5 minutes from historic downtown and 30 minutes to the World’s Most Famous Beach, 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.

Top guest favourite
The living area contains a comfortable seating arrangement with a spacious couch and two armchairs. Natural light floods in through multiple windows, and a light rug sits under a small coffee table. A fan is positioned above for airflow, enhancing the inviting ambiance.
Guest house in Lake Helen
4.95 out of 5 average rating, 100 reviews

Lake Helen Getaway

Keep it simple at this peaceful and centrally-located studio less than a mile off of I4 in a quiet equestrian, golf cart community. Close to shopping/restaurants, Stetson University, historic downtown Deland, Blue Springs, DeLeon Springs, Cassadaga spiritualist community, Daytona Beach, New Smyrna Beach, and only 48mi from Disney/38mi Universal Studios.

Top guest favourite
A second-story balcony features white railings and overlooks a lush yard. Two chairs are positioned on the balcony, while the building's grey exterior is complemented by a metal roof. Leafy branches frame the upper section of the image.
Flat in DeBary
4.94 out of 5 average rating, 143 reviews

Farmhouse Apartment in a Great Location

Farmhouse type decor in a quiet neighborhood near Gemini Springs which has bike and hiking trails by the St John’s River. Boat launches nearby (free), lots of local dining. Located between the Orlando area as well as Daytona. The Sunrail station is very close and it can take you into the Orlando area-Winter Park is a fun trip.

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 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.

  • 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.

  • 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 $52 SGD 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 & child-friendly amenities

  • Pet-friendly holiday rentals

    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

  • Wifi availability

    180 of DeLand holiday rentals include wifi 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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