
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 ﺩ.ﺇ 220 per night before taxes and fees

Verified guest reviews
Over 2,070 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

Cozy Buttercup Cottage!
Cozy 1/1 cottage- independent building, + nice breakfast kitchen, dining, & living room, great screened porch. 4 minute drive from Renninger’s, 5 minutes from Mount Dora City Hall Area where you'll find unique shops, restaurants, antiques, art museums, galleries, marina, parks, & many activities! *32 min/ Universal Studios & Island of Adventure, 43/ Magic Kingdom, 40 min/ Orlando Intl. Airport, 36 min/ Sanford-Orl Airport, 18 min/ Rock Spring, 48 min/ Silver Glenn Spring & much more!

A Lakeshore Cottage vintage 1926
What's new for 2019 a brand new dock and fishing pier. Additional boat docking available. Brand new Central Cold & Dependable Air Condition- Brand new 8 foot tall privacy fence & gate, parking pad beside cottage. -Eco Smart: lock, cork floors, instant hot H2O, solar lighting, copper sink, antiques, refurbished architecture ,charming! 2 nights/festivals ABSOLUTE RESTRICTION to ANIMALS! NO EXCEPTIONS. DO NOT Instant book if you are with any animals. Sorry allergies don’t allow.

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.

Lake Dora Cottage!
We are located 1 house behind Lake Dora's lakefront, only a 1 mile scenic drive to Downtown Mr. Dora! We renovated this vintage lakeside cottage. It was originally a 1940's fish camp! The Cottage is detached from the main home with an enclosed private patio. The shoreline of the lake is PRIVATE PROPERTY WITH PRIVATE DOCKS. Guests have public access points. ****SERVICE ANIMALS ARE NOT ALLOWED*** We live on the property and therefore, it is not considered a public accommodation.

Private Cozy Cottage in heart of Orlando
Come stay at our Cozy quaint suite located in the historic downtown Lake Davis neighborhood with a 5 minute walk to a quiet neighborhood market, 1 mile walk to downtown Orlando with entertainment and the Downtown Farmers Market. Less than 30 minutes to the worlds greatest attractions Disney, Universal Studios, Sea World etc. The beach is a 1 hour drive. One car parking. The room is connected to a family home you’re able to hear guest next door. Not for parties . Please NO pets.

Tranquil Hideaway
This serene home offers the perfect blend of comfort and convenience. Located just minutes from Green Springs State Park, you'll enjoy easy access to outdoor adventures. Inside, you'll find a spacious living area, a fully equipped kitchen, and comfortable bedrooms with queen-size beds. Ideal for remote workers, the dedicated workspace provides a quiet and productive environment. Whether you're seeking a family vacation or a romantic getaway, this home has everything you need.

Rocket City Retreat Titusville Space Coast
Perfect for couples!!! Come see a Falcon 9 Rocket Launch in sunny Titusville, Florida. We take COMFORT seriously and you won't be disappointed! A restful spot to unwind, go fishing, or work remotely w HIGH Speed internet. Visit Playalinda Beach, with miles of protected beaches, just 13 miles from the guesthouse - and 5 miles to the Indian River w public boat ramps. Spacious private guesthouse, 9 foot ceilings, with lots of natural light! Great Location!

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.

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
Popular amenities for DeLand guesthouse rentals
Family-friendly guest house rentals

Tiny Home in Orlando, Florida

Livingston Pool House- In The Heart of Downtown

Welcome to The Blue House

Lake Helen Getaway• Quaint Studio <1 Mile to I-4

Modern & Cozy Retreat - Orlando City Center Epic

NEW 1BRM Guesthouse | King Bed | Central Florida

1924 Spanish Carriage House Lower

Cozy guest house close to Downtown Orlando
Guest house rentals with a patio

Tiny House | Airport & Downtown Orlando 15 Min

King-size Studio 4 min to Universal

College Park Villa Oasis w/ Botanical Courtyard

Enjoy downtown: modern studio w/ kitchenette

Livingston Hideaway • Walk To Lake Eola • Hot Tub

Private 1-bd Mid-Century Guesthouse

Charming Studio for two, 13 min from MCO Airport

Historic lakefront guesthouse
Guest house rentals with a washer and dryer

Oasis Garden Cottage -cozy, chic, near everything!

The Green Room Orlando

Detached suite in Mills 50 food paradise

Modern 1950s Studio • Near Downtown & Theme Parks

Private Guesthouse | Yard & W/D | Downtown Orlando

Modern Guest Studio with pool access

The Cottage A Pet Friendly Guesthouse

Silver Lake Guest Pool House Very Private !
When is the best time to visit DeLand?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 331 | ﺩ.ﺇ 334 | ﺩ.ﺇ 334 | ﺩ.ﺇ 297 | ﺩ.ﺇ 312 | ﺩ.ﺇ 297 | ﺩ.ﺇ 279 | ﺩ.ﺇ 297 | ﺩ.ﺇ 294 | ﺩ.ﺇ 308 | ﺩ.ﺇ 308 | ﺩ.ﺇ 305 |
| 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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- Universal Studios Florida
- Walt Disney World Resort
- Universal Orlando Resort
- Orange County Convention Center
- Disney Springs
- SeaWorld Orlando
- Universal's Volcano Bay
- Ocean Center
- Orlando / Kissimmee KOA
- Magic Kingdom Park
- Discovery Cove
- Epcot
- Disney's Animal Kingdom Theme Park
- Daytona International Speedway
- Kia Center
- Old Town
- Camping World Stadium
- Aquatica
- Disney's Hollywood Studios
- ICON Park
- Playalinda Beach
- University of Central Florida
- Universal's Islands of Adventure
- Shingle Creek Golf Club





