DeLand vacation rentals

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Top-rated vacation rentals in DeLand

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Guest favorite

Guesthouse in DeLand

4.96 out of 5 average rating, 75 reviews

The Glass-Flower Cottage

This romantic cottage is perfect for some much-needed relaxation. Your private fenced-in yard has its own outdoor dining area, charcoal grill, paver walkway, and fire chiminea. Nicely located within 2 miles of Historic Downtown Deland, there are numerous unique shops, exquisite eateries, and exciting nightlife nearby. The famous Daytona Beach and Daytona 500 Speedway are 21-25 miles away. So, come enjoy a complimentary cup of coffee while you take time out to refresh and rejuvenate.

Sep 15 – 22

G$18,556 GYD per night

Guest favorite

Guesthouse in DeLand

4.99 out of 5 average rating, 140 reviews

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.

Jun 20 – 27

G$20,333 GYD per night

Superhost

Home in DeLand

4.82 out of 5 average rating, 176 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.

Dec 12 – 19

G$22,594 GYD per night

Guest favorite

Guest suite in DeLand

4.91 out of 5 average rating, 98 reviews

Cozy urban styled studio in the heart of Deland.

Enjoy a stylish experience at this centrally-located studio equipped with everything you’d need for a cozy stay in Deland. Whether you’re visiting Stetson or vacationing to the many fun attractions near here (Blue Spring State Park, Daytona Beach, New Smyrna Beach, Disney & Universal Theme Parks.) Our hope is that your stay is as comfortable and convenient as possible. Your little piece of home away from home. UPDATE for 2023: Brand New Nectar Mattress.

Oct 12 – 19

G$18,006 GYD per night

Guest favorite

Apartment in DeLand

4.9 out of 5 average rating, 129 reviews

Delightful DeLand two bedroom apartment

You will enjoy your stay here in this cute and cozy apartment. It has private parking and a private entrance into the apartment. The kitchen is fully equiped for cooking. It is very close to downtown DeLand, Stetson University, and the DeLand airport. Wifi and cable TV. K-cup coffee, tea, creamers, and an assortment of sweeteners provided. There is an outdoor private porch right outside the kitchen and a small deck at the foot of the staircase.

Feb 4 – 11

G$19,920 GYD per night

Guest favorite

Home in DeLand

4.87 out of 5 average rating, 150 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

Mar 28 – Apr 4

G$25,465 GYD per night

Guest favorite

Tiny home in Lake Helen

4.99 out of 5 average rating, 376 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.)

May 26 – Jun 2

G$26,681 GYD per night

Guest favorite

Guesthouse in Lake Helen

4.94 out of 5 average rating, 210 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.

Nov 24 – Dec 1

G$21,069 GYD per night

Guest favorite

Guesthouse in De Leon Springs

4.81 out of 5 average rating, 154 reviews

Relaxing, Private Studio on 6 Acres

Private, relaxing, 550 SQ FT Studio on a 6-acre lot with full kitchen, washer, and dryer. Queen bed + optional rollout bed ($35 Extra), breakfast area, dishware, silverware, cookware, TV, internet, ample closet, and storage space. Located on a scenic route close to all of Central Floridas attractions. 1 Small dog/cat under 20 lbs are allowed with a $50 pet fee. No smoking inside is allowed.

Jul 27 – Aug 3

G$19,173 GYD per night

Guest favorite

Guesthouse in De Leon Springs

4.93 out of 5 average rating, 131 reviews

Cottage on horse farm

Casual cottage on horse farm in rural setting. Stroll through the flower gardens and paddock lanes of the 30 acre horse farm. Watch horses trained dressage. Country atmosphere but still only 10 minutes to grocery store, 5 minutes to restaurants, 15 minutes to historical downtown Deland, Stetson University & skydive Deland. 30 minutes to Daytona Speedway, 45 minutes to the beach. NO WI-FI

Jul 10 – 17

G$25,935 GYD per night

Guest favorite

Guesthouse in DeLand

4.9 out of 5 average rating, 371 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.

Oct 5 – 12

G$16,394 GYD per night

Guest favorite

Apartment in DeBary

4.91 out of 5 average rating, 105 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.

Aug 16 – 23

G$16,424 GYD per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for DeLand vacation rentals

Self check-in

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Stay near DeLand's top sights

Walmart Supercenter5 locals recommend

Cassadaga Spiritualist Camp12 locals recommend

Lake Beresford Park3 locals recommend

Skydive DeLand39 locals recommend

The Twisted Chopstick5 locals recommend

Deland Fish House3 locals recommend

Other great vacation rentals in DeLand

Guest favorite

Home in DeLand

5.0 out of 5 average rating, 49 reviews

Cozy Cottage in DeLand

Oct 2 – 9

G$27,766 GYD per night

Guest favorite

Guesthouse in DeLand

4.86 out of 5 average rating, 36 reviews

Private cottage on a farm

Dec 18 – 25

G$16,230 GYD per night

Guest favorite

Place to stay in DeLand

5.0 out of 5 average rating, 64 reviews

“The Forty” in Central Florida

Sep 23 – 30

G$17,704 GYD per night

Guest favorite

Tiny home in DeLand

5.0 out of 5 average rating, 14 reviews

Mini Monarch Cabina

Nov 11 – 18

G$20,684 GYD per night

Guest favorite

Guesthouse in DeLand

4.93 out of 5 average rating, 57 reviews

Central Florida cozy guest house

Jun 4 – 11

G$26,118 GYD per night

Guest favorite

Home in DeLand

4.98 out of 5 average rating, 46 reviews

Walkable Downtown DeLand Coastal Cottage

Aug 18 – 25

G$32,493 GYD per night

Guest favorite

Bungalow in DeLand

5.0 out of 5 average rating, 76 reviews

Persimmon Place, cozy historic bungalow

Jun 21 – 28

G$38,005 GYD per night

Guest favorite

Condo in DeLand

4.9 out of 5 average rating, 10 reviews

Cozy Retreat, Downtown DeLand

Jul 19 – 26

G$24,376 GYD per night

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Other great vacation rentals in DeLand

Guest favorite

Guesthouse in Deltona

5.0 out of 5 average rating, 39 reviews

Krater Key Lake House

Jun 9 – 16

G$21,240 GYD per night

Guest favorite

Home in Deltona

4.96 out of 5 average rating, 27 reviews

A private little resort.

Nov 12 – 19

G$30,251 GYD per night

Guest favorite

Home in DeLand

4.96 out of 5 average rating, 26 reviews

Home Away From Home Deland

Jul 16 – 23

G$32,424 GYD per night

Guest favorite

Home in Orange City

5.0 out of 5 average rating, 23 reviews

The Lemon Cottage -NO EXTRA FEES

Aug 20 – 27

G$22,558 GYD per night

Superhost

Bungalow in DeLand

4.82 out of 5 average rating, 83 reviews

Boho Bungalow

Jul 20 – 27

G$20,646 GYD per night

Guest favorite

Home in DeLand

4.89 out of 5 average rating, 27 reviews

Delightful DeLand - CLEAN - Everything is NEW

Jun 26 – Jul 3

G$27,259 GYD per night

Guest favorite

Apartment in Lake Helen

4.88 out of 5 average rating, 8 reviews

Cozy Apartment in Lake Helen

Mar 12 – 19

G$17,434 GYD per night

Guest favorite

Home in DeLand

4.88 out of 5 average rating, 24 reviews

The Hive

Oct 5 – 12

G$31,586 GYD per night

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Quick stats about vacation rentals in DeLand

Total rentals
180 properties
Rentals with a pool
20 properties have a pool
Pet-friendly rentals
50 properties allow pets
Family-friendly rentals
90 properties are a good fit for families
Total number of reviews
9.8K reviews
Nightly prices starting at
G$4,178 GYD before taxes and fees

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 150 vacation rentals in Lost Pines, over 3,770 vacation rentals in Victoria Park, and over 150 vacation rentals in Garden District.
Are there vacation rentals with a dedicated workspace in DeLand?
Yes! Work meets play with ease at over 110 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 guesthouse rentals in DeLand?
Experience the best of DeLand with our guesthouse rentals, starting at about $60 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 wifi?
Absolutely! We offer over 100 house 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 self check-in?
Absolutely! We offer over 30 house rentals with self check-in in DeLand. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly house rentals in DeLand?
DeLand has more than 70 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
What are the most popular amenities for House Rentals in DeLand?
Enhance your stay in our House Rentals with the most popular amenities: over 30 homes with a bbq area, over 100 homes with wifi, over 30 homes with self check-in, and more. Indulge in the ultimate retreat, tailored to your preferences.

DeLand vacation rentals

Top-rated vacation rentals in DeLand

Vacation rentals for every style

Houses

Apartments

Hotels

Popular amenities for DeLand vacation rentals

Stay near DeLand's top sights

Other great vacation rentals in DeLand

Home in DeLand

Guesthouse in DeLand

Place to stay in DeLand

Tiny home in DeLand

Guesthouse in DeLand

Home in DeLand

Bungalow in DeLand

Condo in DeLand

Other great vacation rentals in DeLand

Guesthouse in Deltona

Home in Deltona

Home in DeLand

Home in Orange City

Bungalow in DeLand

Home in DeLand

Apartment in Lake Helen

Home in DeLand

Quick stats about vacation rentals in DeLand

Total rentals

Rentals with a pool

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Frequently Asked Questions

Where should I stay in DeLand?

Are there vacation rentals with a dedicated workspace in DeLand?

Are there pet-friendly vacation rentals in DeLand?

Are there DeLand vacation rentals on Airbnb with pools?

How much does it cost to stay in guesthouse rentals in DeLand?

Do house rentals in DeLand have wifi?

Do house rentals in DeLand have a bbq area?

Do house rentals in DeLand have self check-in?

Are there family-friendly house rentals in DeLand?

What are the most popular amenities for House Rentals in DeLand?

Destinations to explore