Holiday rentals in DeLand

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Top-rated holiday rentals in DeLand

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Top guest favourite

Guest suite in DeLand

4.97 out of 5 average rating, 39 reviews

Calm, Cozy, and Country Guest Suite

Our richly furnished, private guest suite lives up to it's title with ease. Nicely tucked away in a country setting, (but just a couple of miles from the city) our suite offers elegance and comfort. Everything you need is at your fingertips. A dual, ductless ac system allows you to customize the temperature to that sweet spot. A stackable washer and dryer makes the short and longer stays very efficient and effortless. Come relax and unwind. Don’t see availability, check out our other places!

Guest favourite

Guest house in Orange City

4.87 out of 5 average rating, 142 reviews

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*

Top guest favourite

Home in Lake Helen

4.96 out of 5 average rating, 165 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 favourite

Home in DeLand

4.98 out of 5 average rating, 83 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

Superhost

Home in DeLand

4.78 out of 5 average rating, 209 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 favourite

Guest suite in Orange City

4.94 out of 5 average rating, 108 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

Guest house in Deltona Lakes

4.88 out of 5 average rating, 17 reviews

Detached Guest Room

About this place : Built as an extra room for family when they come to visit. Private and quiet. Bathroom is detached from the guest room. Access to bathroom and laundry with a digital code . Microwave, refrigerator , and coffee maker inside the room. Walking distance to shopping center and restaurants. Approximately 43 minutes from Disney parks on I-4 express . “Feel Good Winery and Vineyard close by. 15 minutes from Cassadaga Spiritualist Camp .Park and other nature trails.

Top guest favourite

Treehouse in St. Cloud

4.96 out of 5 average rating, 980 reviews

TreeHouse in the Cloud, (Close toTheme Parks

The treehouse is a private getaway for a couple that want to experience the magic. Check out video tours on U-Tube. Type in Treehouse in the Cloud. There have been several movie and other photo shoots done on property. Please text request and details, and we can negotiate fees. Our other AirBnB is just next door; Country gem horses close to Theme parks [link] Which is 1,000 sq ft and sleeps six.

Guest favourite

Guest house in DeLand

4.87 out of 5 average rating, 15 reviews

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!

Superhost

Flat in Orange City

4.78 out of 5 average rating, 100 reviews

Private Apt Full Kit Q bed furn patio

Remodeled Private detached carriage house apartment. Detached from main house. Location location 5 minutes from Blue Springs State Park home of the manatee, 30 min to Daytona Beach, 10 minutes to downtown Deland and Stetson University. Outdoor private space for you to enjoy fresh air and nature. Interior design has several specia architectural design. Extra privacy as Apartment is 50 feet from main house . New April 2024 dedicated continuous hot.

Top guest favourite

Tiny home in Lake Helen

4.99 out of 5 average rating, 458 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

Guest house in Lake Helen

4.95 out of 5 average rating, 242 reviews

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.