
Guesthouse vacation rentals in DeLand
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Quick stats about guesthouse rentals in DeLand

Total vacation rentals
Explore 20 vacation rentals in DeLand

Nightly prices starting at
DeLand vacation rentals start at G$10,459 GYD per night before taxes and fees

Verified guest reviews
Over 2,250 verified reviews to help you choose

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
10 of DeLand vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across DeLand rentals

4.9 Average rating
DeLand stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated guesthouse rentals in DeLand
Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.

Private Courtyard Cottage on Canal
Enjoy a comfortable stay in this private guest cottage with its own entrance, detached from the main house—perfect for privacy and relaxation. Features an extremely comfortable king-size bed, TV, and WiFi ideal for streaming or remote work. The kitchenette includes a full-size fridge, microwave, sink, air fryer, and coffee maker for easy meals and morning coffee. Ideal for couples, solo travelers, business stays, or sports families looking for a quiet, comfortable home base close to everything

Little Hidden Cottage- Near Sanford Airport
Located in Sanford FL, our Hidden Little Cottage is a Private Studio Guest House with its own entrance, fence, features full kitchen & bath room, queen size bed, full size pull out couch & twin size travel bed, & provides flexible self check-in. We are located 7 minutes from the Sanford Airport and Boombah Sports Complex, 10 minutes to Downtown Sanford, I –4 & 4–17. We’re also central to many Central Florida attractions such as Natural Springs, Sandy Beaches, Theme Parks and Historic Districts

Sapphire Cottage - sleeps 6, on 5 acres with canal
Escape to Sapphire Cottage, a 5-acre wooded retreat with a private canal boat dock. Relax by the shared pool, fish from the dock, or enjoy a BBQ at the firepit. Our cozy cottage features a queen master, 2 sofa-beds, a full kitchen, and dining for 6. From meeting our farm animals, biking, kayaking, or reading in the gazebo, there is something for everyone! We live in the main house across the way and are happy to help while ensuring you have a peaceful stay. Come make lasting memories with us!

NEW 1BRM Guesthouse | King Bed | Central Florida
Nestled in a private and central location, this newly constructed space offers everything needed for a relaxing stay. The space is perfect for up to four guests, featuring a king size bed, full kitchen, and smart TVs in every room. Enjoy the convenience of high-speed Wi-Fi, a spacious shower, washer / dryer, and a private driveway. Located close to Downtown, Theme Parks, the Stadiums, I-Drive, Wekiva Springs, Shopping, Dining, and More! Everything needed for your short term or long term stay.

Nature Unique lake view Tiny Guest studio
Tiny Guest house studio with separate entrance for privacy and amazing Lake view. Unlimited rental of 2 Blue kayaks included during stay!! Walking distace from windixie supermarket, downtown lake Mary, restaurants, shopping centers, entertainment and dunking Donuts. Common areas outside studio are shared. Property is at lake Mary across Country club, close to Sanford, Boombah Sports, Orlando Fl. 30 min to Daytona Beach. Near Wekiva springs. To go to Disney, easy access to I-4 and 4-17.

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.

Relaxing Tropical Pool Get Away Suite
Relaxing Tropical themed pool, spa with grilling area and tiki bar. Private secure parking space near detached suite with gated entry code access. Centrally located to all main area attractions and events. Walking distance to shopping and restaurants. House guests must have only registered guests on property, any violation causes removal and no refund. Only 2 miles to beachside. Our home away from home resort is the perfect place to find peace, tranquility and a short stay getaway.

Sunset Cottage in Lake Mary, Florida
Located on beautiful Lake Mary, this completely renovated studio sized guest house offers beautiful sunsets over the lake from a private patio. A comfortable queen bed, stylish sitting area and fully stocked kitchenette make for a wonderful stay in the Lake Mary- Sanford area. Minutes from the Sanford airport, close to the Sunrail station and 45 minutes to either Disney World or the beach. Our guest cottage is a perfect place to visit. Please note: The cottage is lakeview only.

Peaceful, adorable, guest cottage on Apopka Canal.
This special place with an "out in the country" feel is actually close to everything, making it easy to plan your visit. It is close to the cute shops and restaurants of Mt. Dora and Tavares, yet only an hour from all the attractions in the Orlando area. This 15 acre peace of paradise is right on the Apopka Canal with easy access to the Harris Chain of Lakes. Launch your boat from the boat ramp just across the canal from The Acorn at Lake Jem park.

Private cottage on Lake Saunders
This very private cottage is located on Lake Saunders and is perfect for a fishing get away or just spending some quiet time on the water. In just three steps off of the patio, you are down on the walkway out to the dock. Grocery stores and restaurants are very close by. Close to Mount Dora shopping and dining, this little gem offers a quiet, nature filled experience. Pets are welcome as long as they are on leash outside.

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

Your Little Getaway in Deltona | Near I-4”,
Take a break and unwind at this peaceful oasis. Enjoy a cozy experience in this apartment equipped with everything you need for your stay. And a relaxing stay. If you are on vacation, you can visit many of the attractions that we have near our location (Blue Spring State Park, Daytona Beach, New Smyrna Beach, Disney & Universal Theme Parks). We hope your stay is as comfortable as possible.
Popular amenities for DeLand guesthouse rentals
Family-friendly guest house rentals

Palm Coast Guesthouse

Relaxing Cottage Retreat | Walk to Downtown

Luxe Guest House| Pool, HotTub| UCF, Rollins

Chez Bienvenu

1924 Spanish Carriage House Lower

Suite Retreat

Lil’ Scotty - Private Cozy Efficiency

Livingston Pool House- In The Heart of Downtown
Guest house rentals with a patio

Guest House in Edgewater

Guesthouse Close to Downtown Orlando/UCF/Airport

Private Guesthouse | Gated Bike & Trailer Parking

Location, Location, Location!

Rocket City Retreat Titusville Space Coast

Cozy guest house close to Downtown Orlando

King/Queen Quiet Vibey Bungalow Guest House

Private Guesthouse Maitland Private Entrance
Guest house rentals with a washer and dryer

8th Green Cottage - A relaxing oasis in the city

KSC Watch Rockets NASA 3bdr2bth Indian River+kayak

Modern 1950s Studio • Near Downtown & Theme Parks

Oasis Garden Cottage -cozy, chic, near everything!

Pool Studio walk to Beach & Flagler-Pool & Hot Tub

Cozy Knight Stay

The Green Room Orlando

Kyle's Place - Private Unit, Pool + Laundry Room
When is the best time to visit DeLand?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$18,825 GYD | G$19,034 GYD | G$19,034 GYD | G$19,453 GYD | G$19,244 GYD | G$17,152 GYD | G$15,897 GYD | G$16,943 GYD | G$16,734 GYD | G$17,570 GYD | G$17,570 GYD | G$17,361 GYD |
| Avg. temp | 15°C | 16°C | 18°C | 21°C | 24°C | 27°C | 28°C | 28°C | 27°C | 24°C | 19°C | 17°C |
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