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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 stars1 month 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, 201 reviews

Chic & Cozy Modern Pool Home

Gary-KathyRating, 5 stars1 month ago
We loved how private and quite the place was. It was as described. All the right touches to make you feel at home. It was almost as if your were on some private island as it was surrounded by mature trees. Just beautiful and only minutes away from all the conveniences.
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, 340 reviews

Nice Brand New Studio !!

MitchellRating, 5 stars1 month ago
Great little place in a cul-de-sac. Alvaro was incredibly friendly and helpful. I would gladly stay again.
Guest favorite
A clean bathroom is presented, featuring a shower area with a white curtain that provides privacy. A small cart holds toiletries and towels, while a dark blue rug adds a touch of color to the space. Natural light may enter from the door area.
Guesthouse in Fort McCoy
4.88 out of 5 average rating, 281 reviews

Blueberry Farm Country Cottage

RebeccaRating, 5 stars1 month ago
We had a wonderful stay with Walt and Cassandra. The house is very nice. The furniture and decor are very personalized and absolutely harmonious with the whole location The kitchen was excellently equipped - almost the best Airbnb we have ever had during all our travels. It was very easy to cook dinner. Another positive thing to mention is the bed - we slept very well on the mattress. About the area: The house is quiet and you can easily relax away from the hustle and bustle of a city. Super starry sky due to the low light pollution. There are chickens on the property, which provided us with fresh eggs every morning. There are also 2 cats living on the property. We can absolutely recommend the accommodation and would book it a second time.
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
4.93 out of 5 average rating, 30 reviews

Newly renovated!* Downtown New Symrna Apartment

PamelaRating, 5 stars3 weeks ago
This was not our first stay. We will definitely be back. It’s the perfect location for us. Close to family and love walking to great restaurants and shops. Even though it’s so close to so much it’s quiet and private. Thank you again Sandy for another wonderful stay! Can’t wait to come back!
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, 433 reviews

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

DanRating, 5 stars5 days ago
Can’t say enough good things about this rental. We only stayed a night but could have lived there. So many thoughtful touches, including snacks, cake, wine and a full bar! Would 1000% recommend. We’ll definitely be back!!
Top guest favorite
A private tropical pool area is framed by lush greenery and vibrant plants, complemented by a stone water feature. The sparkling water reflects sunlight, creating a serene atmosphere. Loungers are positioned nearby for relaxation, inviting guests to enjoy the tranquil setting.
Guesthouse in Port Orange
4.93 out of 5 average rating, 342 reviews

Relaxing Tropical Pool Get Away Suite

DeannaRating, 5 stars1 week ago
Sandra’s place was as beautiful as the pictures. So comfortable, peaceful and just the perfect size for 2 people. We would stay again.
Guest favorite
A covered porch is showcased, adorned with climbing plants and vibrant foliage. Two sets of double doors lead into the cottage. A mix of potted plants and outdoor seating arrangements provides a welcoming atmosphere, inviting guests to enjoy the surrounding natural beauty.
Guesthouse in Mount Dora
4.88 out of 5 average rating, 329 reviews

A Lakeshore Cottage vintage 1926

ChristopherRating, 5 stars3 weeks ago
We had a great time at Susan’s place. The backyard was like our own private rainforest. The dock was great for the views…very peaceful and relaxing. Susan was very helpful with recommendations. Mount Dora is only a few minutes away and has plenty of tasty restaurants. I would highly recommend Susan’s place and look forward to staying again!

Guest house rentals with a patio

Guest favorite
A cozy living area is depicted, featuring a blue sofa, light wooden chairs, and a coffee table with decorative items. Natural light filters through two windows adorned with light curtains. A dining table is seen in the background, accompanied by comfortable seating.
Guesthouse in College Park
4.85 out of 5 average rating, 171 reviews

Cozy Escape in the Heart of Orlando w/ Fire Pit

VanessaRating, 5 stars1 week ago
Stayed here for two nights with my cat and dog. Mary Margaret's place was as described, was clean, and in a central and easy location. I did appreciate I was able to park in the driveway vs. on the busy street. As a few have mentioned, the smell from the air fresheners was a bit overwhelming, but I removed them and it solved the problem. The bed was cozy and comfortable. I would stay again!
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
4.94 out of 5 average rating, 160 reviews

Jefferson St. Cottage

MorganRating, 5 stars3 weeks ago
I felt very comfortable staying here! It was a clean and beautiful space. I would definitely stay here again :)
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, 176 reviews

Enjoy downtown: modern studio w/ kitchenette

SandyRating, 5 stars3 weeks ago
We enjoyed staying at Carrie’s, it was exactly as pictured. Close enough to town that walking to restaurants was comfortable. Clean and comfortable bed, towels and sheets.
Guest favorite
The exterior of the property is framed by a vibrant tropical garden, featuring lush greenery and colorful plants. A stone pathway leads to the entrance of the house, bordered by well-maintained grass and large trees, creating a welcoming approach.
Guesthouse in Orlando
4.87 out of 5 average rating, 127 reviews

The Little House

RyneRating, 5 stars6 days ago
The place was conveniently located and Ricardo was responsive and proactively provided me with check-in instructions prior to my arrival. This was so helpful because I was traveling and getting into Orlando late so I’m happy I had the information prior to my arrival. Highly recommend!
Guest favorite
The secluded outdoor patio features a hot tub, an outdoor kitchen with a bar, and an inviting dining area. Soft lighting illuminates the space, creating a relaxed atmosphere for evening gatherings. Nearby seating options are arranged for comfort and enjoyment.
Guesthouse in Daytona Beach
4.93 out of 5 average rating, 182 reviews

Cottage #2- Pet friendly w Private Hot tub & Deck

CarlRating, 5 stars6 days ago
loved the place the outdoor amenities were great and very relaxing
Guest favorite
The outdoor pool area features a refreshing pool surrounded by lush greenery and various tropical plants. Two teak lounges are positioned on a patterned rug near the water, providing a comfortable spot to relax. A large umbrella shades a seating area in the background.
Guesthouse in Orlando
4.87 out of 5 average rating, 121 reviews

Vintage Florida Vibes House

JasmineRating, 5 stars1 week ago
Ben was a great host and very attentive. His house is so lovely and I cant wait to book again!
Guest favorite
A well-equipped kitchen area features white cabinetry with black hardware and a small sink. Open shelving displays decorative items and kitchen essentials. A coffee maker is positioned next to an electric oven, while a gray mat is placed in front of the counter, complementing the wood-look flooring.
Guesthouse in DeLand
4.97 out of 5 average rating, 100 reviews

The Glass-Flower Cottage

ToriRating, 5 stars2 weeks ago
I will definitely be staying here again when I visit Deland. Thank you for allowing me to stay in your beautiful cottage.
Guest favorite
A welcoming outdoor space is highlighted by vibrant green palm plants in terracotta pots. A wooden bench is positioned against a decorative green wall featuring the phrase 'Welcome to the Jungle.' The warm wooden decking adds to the inviting atmosphere.
Guesthouse in Orange City
4.87 out of 5 average rating, 136 reviews

Moon light Cottage

JolineRating, 5 stars1 month ago
This is such a gem! The room is cutely decorated, comfortable bed and pillows, cute desk, a humidifier, and I love the long mirror! The Keurig was fully stocked with plenty of coffee and creamer. The outdoor shower was our favorite part! Such a cool experience and the water stayed nice and hot for three shower in a row! The yard and amenities are the perfect touch to this wonderful stay! We will definitely come back!

Guest house rentals with a washer and dryer

Top guest favorite
A charming gazebo is framed by a lush landscape, featuring a gravel path leading to yellow benches under a blue roof. Surrounding greenery includes various plants and trees, creating a serene environment in a peaceful outdoor setting.
Guesthouse in Ormond Beach
4.96 out of 5 average rating, 112 reviews

Eland Cottage a rural setting close to everything

AbigailRating, 5 stars2 weeks ago
Very accommodating host, clean home, in a beautiful location that feels secluded but near anything you need!
Top guest favorite
Guesthouse in Deer Island
4.95 out of 5 average rating, 113 reviews

Sapphire Cottage - sleeps 6, on 5 acres with canal

FelipeRating, 5 stars1 week ago
The house exceeded all expectations, and the host was incredibly responsive.
Top guest favorite
An aerial view captures a scenic marina area, featuring a charming red-and-white lighthouse surrounded by palm trees. The landscaped waterfront space is bordered by calm waters, with boat docks visible in the distance and paved pathways inviting leisurely walks along the shoreline.
Guesthouse in Mount Dora
4.95 out of 5 average rating, 210 reviews

Walk to Downtown! - The Carriage House

RobertRating, 5 stars1 month ago
Great place and people. Sparkling clean, nice decor, super comfortable and perfect location. Shower and bed were A- Plus. Plan to go back next year . Fantastic Bonus - don’t miss petting Scarlett (the super friendly family dog) in the yard.
Top guest favorite
A clear pool is surrounded by lush greenery, featuring palm trees and flowering plants. The tranquil water reflects the sky, and a patterned tile edge frames the pool, accentuated by a bright concrete deck that offers space for lounging.
Guesthouse in Orlando
4.93 out of 5 average rating, 102 reviews

Kyle's Place - Private Unit, Pool + Laundry Room

KaylaRating, 5 stars1 day ago
Place was a peaceful stay, area was quiet which i loved ! Place was clean loved my stay here and would highly recommend to anyone :)
Guest favorite
A simple black console table is featured in the room, showcasing a ceramic vase filled with delicate twigs. A colorful piece of wall art adds visual interest, while a television and plants are visible in the background, creating a cohesive and inviting space.
Guesthouse in Orlando
4.96 out of 5 average rating, 140 reviews

The 𝕆𝕣𝕝𝕒𝕟𝕕𝕠 is the first step in the process.

MehmetRating, 5 stars1 month ago
Everything was great, it was clean and comfortable. Javier and Adnan were very easy to communicate and they were very helpful. Definitely worth to stay and if I come to Orlando I will definitely stay in that place again.
Superhost
A circular hot tub is illuminated with blue lighting, featuring tiled edges and water cascading gently over the sides. The smooth, rounded surface showcases swirling water, creating a serene atmosphere within a well-designed outdoor space.
Guesthouse in Orlando
4.93 out of 5 average rating, 255 reviews

Modern Guest Studio (Private) Pool / Spa available

MarkRating, 5 stars1 week ago
Good location, great set up, everything was clean, the place was easily accessible and very clear instructions. I’ll definitely book it again if I go back to Orlando!
Top guest favorite
A bright outdoor patio area features a round wooden table with four orange chairs and a large umbrella. Lounge chairs are positioned nearby, and a potted plant adds a touch of greenery. The space is surrounded by well-manicured grass and trees in the background.
Guesthouse in De Leon Springs
4.82 out of 5 average rating, 175 reviews

Relaxing, Private Studio on 6 Acres

MelanieRating, 5 stars3 days ago
Vicki’s place was wonderful. It is located on a beautiful piece of land and offered the perfect get away for my dog and I. She was very communicative and everything went very smoothly. I especially appreciated the bed, which was an excellent mattress with natural fiber sheets( very rare in air bnbs these days). I got to meet Vicki when I locked myself out and she was quick to come help me back in and so sweet. Do not miss the star gazing if you book this place. I will be back for sure!
Top guest favorite
Guesthouse in Sanford
4.95 out of 5 average rating, 269 reviews

Palmetto Pool Retreat

LindaRating, 5 stars3 days ago
Jill is very responsive. The AirBnb was just as described and even had coffee, creamer, and sugar so you don’t have to shop before arriving. Cute little place; very clean and had all that you’d need.

Quick stats about guesthouse rentals in DeLand

  • Total rentals

    10 properties

  • Nightly prices starting at

    ﺩ.ﺇ184 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

  1. Airbnb
  2. United States
  3. Florida
  4. Volusia County
  5. DeLand
  6. Guesthouse rentals