Vacation rentals in DeLand

Hot Tub Hideaway | Pet-Friendly DeLand Escape

Relax with the whole family at this peaceful place to stay! Pet friendly, with a large fully fenced yard with fire pit & gas grill. King size master bed, queen sized guest bed. Screened in relaxation porch area, with 55" TV, couch, fans, and 6-person hot tub. This getaway is close to 3 marinas for boat rentals, air boat rides, and large boat ramp for endless exploring on the St. Johns River & Lake Beresford. Downtown Historic Deland & Stetson University are 5 minutes away with year-round events.

Cozy Canal House w/River access

Experience Old Florida. This peaceful abode is 150 yds from the St Johns River, the canal and boat dock handle a 28' boat and the Spanish moss filled trees provide a shady waterfront spot to relax. 2023 rebuild, most everything is new. With a fully equipped kitchen, 3 dining areas/tables and 2 living rooms with TV's, there's plenty of room for the family to spread out. Master: Westin Heavenly King bed Bedroom 1: Memfoam Queen Bedroom 2: Memfoam Queen + New queen pull-out couch + Trundle couch

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!!

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.

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.

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.

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.

The Casita at Casa Cascada

A tranquil oasis located in the historic, walkable Garden District. A mini-resort designed and built by artist Michael E. Arth, is hosted by Michael and his partner, Shasta. This is a destination location centrally located in downtown DeLand, between Orlando and Daytona Beach, close to various springs and the St. John's River. The beaches are only 25 minutes away. Downtown Orlando is 40 minutes, Orlando Airport is an hour away. Day trip to the Kennedy Space Center and theme parks.

Charming Parkside Home

Charming home walkable or bikeable to Historical Downtown DeLand and neighboring playground. Located on a quiet street, this three bedroom home has plenty of living space and a fully-stocked kitchen. Enjoy a walk at Bill Dreggors Park, take the kids to Freedom Playground, play some board games, or have a bonfire in the backyard! We’ve recently added a pack n play style crib for families with small children. Please note that the garage and shed are not for guest use

The Grey Cottage

This remarkably charming old home with its pretty front and back yard that surrounds the property, also offers a beautiful front and back porch where you can take a breath and sit out and enjoy your favorite beverage whilst you enjoy the beauty of the native plants and flowers. Situated in the heart of the historic district it is the perfect choice to unwind and relax in this beautiful old town that is filled with many fun activities.

Lakefront Getaway

Relax and unwind in our spacious 2,500 sq ft home with peaceful lake views throughout. Just 10 minutes from downtown DeLand and Stetson, this 3BR/2BA retreat offers two large living rooms, a pool table, balconies, and decks perfect for lounging. Enjoy cooking in the fully stocked kitchen or grill outdoors with a view. Beaches at Daytona and New Smyrna are only 30 minutes away—your perfect getaway awaits!

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.