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Guesthouse vacation rentals in DeLand

Find and book unique guesthouse rentals on Airbnb

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Popular amenities for DeLand guesthouse rentals

Family-friendly guest house rentals

Top guest favorite
A master bedroom features a queen bed dressed with light bedding and decorative pillows. Soft green walls enhance the space, while natural light filters in through window shutters. A small nightstand is placed beside the bed, accompanied by a cozy chair positioned by a glass door.
Guesthouse in Orlando
5 out of 5 average rating, 210 reviews

Your Home Away From Home

MargaretRating, 5 stars3 months ago
Can't say enough about this charming house. Guests absolutely loved it! Definitely our go-to for the next show at Clarcona. Look forward to seeing you then.
Guest favorite
A spacious bed is positioned against a light blue wall, complemented by mirrored accents on the headboard. Two lamps are placed on mirrored nightstands, and decorative wall mirrors above the bed enhance the room's brightness. Flowing gray curtains frame a large window, allowing natural light.
Guesthouse in Port Orange
4.87 out of 5 average rating, 204 reviews

Chic & Cozy Modern Pool Home

JessicaRating, 5 stars2 months ago
Dariya's place was very peaceful, no disturbances what so ever, beautiful place place. Quite responses whenever i had questions. Conveniently located near restaurants and shopping. I would definitely recommend.
Guest favorite
The exterior of a single-story house is showcased, featuring a combination of light peach-colored walls and stone accents. A neatly manicured lawn and small hedges frame the entrance, which is marked by a covered porch. A driveway leads to a garage door on the left.
Guesthouse in Orlando
4.83 out of 5 average rating, 341 reviews

Nice Brand New Studio !!

VanessaRating, 5 stars3 months ago
Cute, cozy place with a pool. Perfect for a couple, close to everything. Hosts were friendly and responsive.
Top guest favorite
A charming guesthouse is nestled among lush tropical vegetation, surrounded by diverse greenery and tall trees. Sunlight filters through the leaves, casting dappled light on the exterior and patio area, creating a serene and inviting atmosphere.
Guesthouse in Windermere
4.94 out of 5 average rating, 270 reviews

Paradise nook near Orlando's theme parks

KevinRating, 5 stars3 days ago
Noga’s place is very quiet and peaceful! It is easy to get to wherever you need to be as well. There is also a giant stone head in the yard! Do you know where you are!? You’re in the jungle baby!
Guest favorite
An outdoor shower is framed by rustic wooden panels, providing privacy while being surrounded by natural scenery. A grassy area and trees are visible in the background, enhancing the serene atmosphere of the space, suitable for refreshing outdoor experiences.
Guesthouse in Fort McCoy
4.88 out of 5 average rating, 285 reviews

Blueberry Farm Country Cottage

AyushiRating, 5 stars3 days ago
We had the most wonderful stay at Blueberry Farm Country Cottage! Cassandra and Walt are the kindest hosts, and their cottage is a little slice of countryside heaven. It’s cozy, peaceful, and thoughtfully stocked with everything you need for a relaxing getaway.The location couldn’t be better just 30 minutes from some of Florida’s most beautiful springs like Silver Springs, Juniper, Silver Glen, and Salt Springs. We loved the private fenced yard and patio area it was perfect for unwinding in the evenings. The fire pit made for the best s’mores nights, and the outdoor shower was such a refreshing treat (seriously, don’t skip it!). They even provided charcoal and firewood, so we got the camping experience without sacrificing comfort. The chickens and fresh eggs were such a sweet bonus, and their dog and cat were absolutely adorable, so friendly and welcoming, just like their humans.All in all, it was the perfect mix of nature. We’re already dreaming about our next visit :)
Guest favorite
The entrance features a light beige door with a dark frame, complemented by decorative planters filled with green grass and white flowers. Stone pavers lead to the door, enhancing the welcoming atmosphere of the space.
Guesthouse in New Smyrna Beach
4.94 out of 5 average rating, 31 reviews

Newly renovated!* Downtown New Symrna Apartment

DavidRating, 5 stars2 months ago
Wonderful place in an excellent location easily walkable to great restaurants and shops. Very clean and comfortable. Will definitely stay here again when I come to visit family.
Top guest favorite
A comfortable living area features a dark leather sofa, a wooden coffee table, and a dining table with chairs. Bright light filters in from the outdoor patio, revealing lush greenery and a seating area beyond the sliding glass doors adorned with a vibrant red umbrella.
Guesthouse in College Park
4.97 out of 5 average rating, 439 reviews

The Coach House- 2 bedroom/3 bath Orlando Getaway!

AyeshaRating, 5 stars3 weeks ago
We had such a lovely stay! Space was super clean, spacious, and full of natural light with beautiful high ceilings. The walk up to the guest house was charming and peaceful too. Really enjoyed our time here! 🏡
Top guest favorite
A spacious living area features a large, light-colored sofa and a circular glass coffee table. A television is mounted on the wall, and natural light filters through a window adorned with sheer curtains. Colorful artwork and decorative elements accentuate the coastal theme.
Guesthouse in Historic Cocoa Village
4.97 out of 5 average rating, 311 reviews

Tree House in Cocoa Village

RosemaryRating, 5 stars2 weeks ago
We love Susan's place! The decor was really cool and creative. The beds were comfortable, the rooms were spacious. Susan thought of everything and there were little extra touches, like the basket of snacks. The tropical flowers and garden area was very private and inviting with plenty of seating areas. Susan responded immediately to our questions and provided great information up to and during our visit. Oh and the fresh eggs she provided, yummy! The location is great. Easy to find and within walking distance to great restaurants and things to do.

Guest house rentals with a patio

Top guest favorite
A modern living area features a gray sofa adorned with turquoise accent pillows, positioned beside a low black coffee table. A large area rug with abstract patterns covers the floor. The open kitchen and dining area are visible in the background, showcasing a stylish design.
Guesthouse in Kissimmee
4.98 out of 5 average rating, 259 reviews

Little Blue House with private entrance & parking

GraceRating, 5 stars3 days ago
Monica’s Casa Azul is a cozy, quiet place with bright, cheerful interior and a nice private outdoor area.
Guest favorite
A charming arched bridge is framed by lush greenery and hanging Spanish moss. The surroundings are filled with trees and plants, creating a serene outdoor space that invites exploration.
Guesthouse in Orlando
4.95 out of 5 average rating, 166 reviews

Jefferson St. Cottage

SelenaRating, 5 stars1 week ago
Came down for a solo trip to Orlando and enjoyed my time at Twyla’s guesthouse. Felt right at home and explored and felt very safe in the home and neighborhood. Had no problems and would stay again.
Guest favorite
The living area features a soft mustard-yellow sofa complemented by two green accent chairs. A glass coffee table sits in front of the sofa, and a large flat-screen TV is mounted on the wall, above a decorative piece showcasing soothing colors.
Guesthouse in Orlando
4.95 out of 5 average rating, 146 reviews

The 𝕆𝕣𝕝𝕒𝕟𝕕𝕠 is the first step in the process.

SammieRating, 5 stars3 weeks ago
place was very clean and pretty spacious for a 1 BR. The layout was nice. Javier was very chill and was understanding. The bed room was very nice as well.
Top guest favorite
A private entryway is shown leading to a studio guest house, featuring a vibrant green door and multiple windows. A spacious patio area includes comfortable seating and potted plants. The exterior displays a well-maintained roof and a wooden decking that enhances outdoor accessibility.
Guesthouse in Mount Dora
4.94 out of 5 average rating, 184 reviews

Enjoy downtown: modern studio w/ kitchenette

ReneeRating, 5 stars2 weeks ago
Carrie's place was perfect for a quick getaway "staycation." Loved the walk through the neighborhood to the water and downtown.
Guest favorite
A modern studio space is highlighted by a spacious bed with a grey wooden frame and blue accents. A kitchenette equipped with stainless steel appliances is visible, alongside a compact dining area. Natural light enters through window coverings, complementing the cozy atmosphere.
Guesthouse in Orlando
4.94 out of 5 average rating, 100 reviews

Modern & Cozy Retreat - Orlando City Center Epic

MalikRating, 5 stars2 weeks ago
I loved our stay at genesis air bnb it was very clean and very comfortable. I would definitely stay here again it actually was one of the cleanest Airbnbs I’ve stayed at. Genesis Airbnb get a 10 out of 5 for me 👍🏽💯
Guest favorite
A bedroom features a spacious bed dressed in white linens, positioned against a striking black wall adorned with abstract patterns. Natural light is allowed in through an adjacent door, while decorative elements, including wall art and a plant, add a touch of character.
Guesthouse in Delaney Park
4.95 out of 5 average rating, 273 reviews

Private Guest Suite in heart of Downtown Orlando

MadisonRating, 5 stars4 days ago
Great host !! Super responsive, easy going and accommodating to anyone and everyone !! Love the private area on the side of the house. Easy access to downtown Orlando as well . Will definitely stay again.
Guest favorite
A neatly arranged sleeping area features a queen size bed with light blue bedding and dark blue accents. Flanking the bed are two nightstands, each with a contemporary lamp. Above the bed, circular mirrors are displayed, adding visual interest to the space.
Guesthouse in Orlando
4.94 out of 5 average rating, 109 reviews

Guest Home | MCO & Downtown 15 Min | Private Unit

JeffreyRating, 5 stars1 day ago
My stay was very comfortable after driving 18 hours to the location. Yeanne was kind, responsive, and maintained a nice unit to stay. I highly recommend!
Guest favorite
An outdoor pool is centered within a landscaped patio area, surrounded by lush greenery and mature plants. Two teak lounge chairs are positioned in the foreground, facing the calm water, while sun umbrellas and vibrant seating are visible nearby.
Guesthouse in Orlando
4.88 out of 5 average rating, 130 reviews

Vintage Florida Vibes House

CameronRating, 5 stars5 days ago
My husband and I recently stayed here and it was wonderful! The yard is beautiful with plants and trees and the pool was amazing. There is all the amenities you need. It is about a 15-20 minute drive to Universal and a little over 20 minutes to Sea world. Ben has clear instructions on finding the place, check in/out, how to use and pool. He also has a book of good spots around for eating, activities and night life. We would definitely stay here again!

Guest house rentals with a washer and dryer

Top guest favorite
A well-appointed bathroom features dual sinks mounted on a granite countertop, with decorative mirrors positioned above. Stone tiles surround the space, and a spacious shower is enclosed by glass. Natural wood accents add warmth to the neutral color palette.
Guesthouse in Ormond Beach
4.96 out of 5 average rating, 113 reviews

Eland Cottage a rural setting close to everything

AbigailRating, 5 stars2 months ago
Very accommodating host, clean home, in a beautiful location that feels secluded but near anything you need!
Top guest favorite
Guesthouse in Orlando
4.97 out of 5 average rating, 334 reviews

Oasis Garden Cottage -cozy, chic, near everything!

JacobRating, 5 stars2 weeks ago
This was a nice little guests house! Perfect for a short stay. The covered driveway was an excellent perk to keep the car cool in the Florida heat. Kitchen was well stocked with dishes and even a few complementary snacks. Keurig and coffee were super convenient. Great selection of books and games to use. Yard is well maintained and beautiful. Had everything we needed! Iron, pull out bed, cot, plenty of bedding and towels. TV and faux fireplace for relaxing were perfect. Front patio chairs under the awning were great for morning reading and coffee. The only two small downsides were the small shower, it was cramped and sometimes difficult to use but there’s also a tub. Also the bedroom was not super private. It had a pocket door and the other doorway was just a curtain. Overall, a very excellent Airbnb experience!
Top guest favorite
A vibrant street scene showcases a line of shops under sunny skies. Flower beds filled with pink and white blooms enhance the brick-paved walkways, while trees line the street, providing greenery. Colorful awnings invite guests to explore the local boutiques and eateries.
Guesthouse in College Park
4.93 out of 5 average rating, 247 reviews

Bungalow Near Epic Universe and Downtown Orlando!

CrystalRating, 5 starstoday
Quiet and clean. Driveway was a bit of a pain. But, you could park on street if you don’t want to attempt it. Outside private area with cute lights.
Guest favorite
Two wooden chairs are positioned outdoors, facing lush green grass and a tree-lined area. The natural surroundings include tall trees and a glimpse of an expansive landscape, creating a serene setting ideal for relaxation.
Guesthouse in College Park
4.9 out of 5 average rating, 177 reviews

8th Green Cottage - A relaxing oasis in the city

KristiRating, 5 stars1 month ago
Matt’s cottage is so comfortable and well equipped. I was traveling with my English bulldog Henry. I was looking for a place that was close to downtown Orlando as I was attending a wedding. When I arrived my first impression of the home was how comfortable, quaint and wonderfully decorated. Henry and I took several walks around the neighborhood. The surroundings are just beautiful and it steps from a golf course. The homes in the neighborhood have lots of character and are just beautiful. I definitely will stay again if I ever end up back in Orlando. If you’re looking for a nice place to stay and you don’t want to be in a hotel. This is a great option. Don’t hesitate to book.
Top guest favorite
A coffee station is presented in the corner of a kitchen, featuring a Keurig coffee maker and a milk frother. Above, a wooden shelf displays a sign reading 'Coffee bar' along with a colorful box. A small dish holds sugar packets and coffee stirrers, complementing the granite countertop.
Guesthouse in Orlando
4.98 out of 5 average rating, 105 reviews

The Cottage A Pet Friendly Guesthouse

TanajhiaRating, 5 stars5 days ago
Had a great stay! The place was super clean and cozy. Johnnie was so welcoming and checked in to make sure everything was perfect. Would definitely stay again! Highly recommend to anyone looking for a clean, comfortable, and well-hosted stay
Guest favorite
Guesthouse in Cocoa
4.95 out of 5 average rating, 106 reviews

Indian River Guest House-Waterfront-Dock-Near Port

MichaelRating, 5 stars1 week ago
Nice and spacious. We had everything we needed in the B&B and our host Jennifer was fantastic. We had an issue and left a day earlier than intended as Jennifer was so helpful. The location made it easy to get to all the best attractions.
Top guest favorite
Guesthouse in Orlando
4.97 out of 5 average rating, 296 reviews

Peculiar One bedroom Studio.

HuyRating, 5 stars2 weeks ago
Great little place nested away in a quiet, safe neighborhood. No problems finding and getting into the AirBnb, straightforward instructions.
Guest favorite
A charming guesthouse exterior features dark blue siding and a welcoming front porch. Lush greenery and ornamental plants frame the entrance, adding a vibrant touch. A concrete driveway leads to the side of the house, where additional structures are visible amidst a sunny backdrop.
Guesthouse in Orlando
4.85 out of 5 average rating, 257 reviews

Lovely Spacious Guesthouse in Mills 50 District

JoelRating, 5 stars2 weeks ago
The place is really very pleasant! The surroundings were really excellent! We always felt safe. The air conditioning is very weak, there is no closet or shelf for clothes. Would recommend this place! Thank you for the stay.

Quick stats about guesthouse rentals in DeLand

  • Total rentals

    10 properties

  • Nightly prices starting at

    G$10,455 GYD before taxes and fees

  • Total number of reviews

    1.8K reviews

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    10 properties include access to wifi

  • Popular amenities

    Kitchen, Wifi, and Pool

Destinations to explore

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  4. Volusia County
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