Guesthouse vacation rentals in DeLand

Find and book unique guesthouse rentals on Airbnb

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.

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Guest favorite
Guesthouse in Sanford
4.94 out of 5 average rating, 262 reviews

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

Guest favorite
Guesthouse in Sanford
4.94 out of 5 average rating, 208 reviews

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

Guest favorite
Guesthouse in Mount Dora
4.96 out of 5 average rating, 274 reviews

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!

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
4.87 out of 5 average rating, 348 reviews

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.

Top guest favorite
A cozy living area features a blue sofa adorned with patterned cushions. A light wood table and chair provide space for work or relaxation. Two lamps and a flat-screen TV are positioned next to newly installed windows that offer natural light and outdoor views.
Guesthouse in DeLand
4.96 out of 5 average rating, 227 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.

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, 391 reviews

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.

Guest favorite
Guesthouse in Mount Dora
4.89 out of 5 average rating, 222 reviews

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.

Guest favorite
Guesthouse in Orlando
4.76 out of 5 average rating, 568 reviews

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.

Guest favorite
Guesthouse in Deltona
4.86 out of 5 average rating, 132 reviews

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.

Top guest favorite
A well-maintained exterior area features a large leafy tree providing shade. The guesthouse is visible with a light-colored facade and welcoming entrance framed by potted plants. A wooden structure is situated nearby, contributing to the private and tranquil atmosphere of the outdoor space.
Guesthouse in Titusville
4.99 out of 5 average rating, 168 reviews

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!

Top guest favorite
A small, charming retreat is nestled among large, sprawling oak trees and lush greenery. A gravel path leads to the cabin, surrounded by ferns and undergrowth. A bicycle is parked nearby, adding to the serene and natural setting.
Guesthouse in Tavares
4.95 out of 5 average rating, 111 reviews

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.

Guest favorite
A quaint cottage exterior is surrounded by landscaped grounds featuring a seating area with a small white table and two chairs. Potted plants and decorative mulch create a welcoming space, with a solid red wood finish on the building and a single door framed by two windows.
Guesthouse in De Leon Springs
4.92 out of 5 average rating, 158 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

Popular amenities for DeLand guesthouse rentals

When is the best time to visit DeLand?

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Avg. priceﺩ.ﺇ 331ﺩ.ﺇ 334ﺩ.ﺇ 334ﺩ.ﺇ 297ﺩ.ﺇ 312ﺩ.ﺇ 297ﺩ.ﺇ 279ﺩ.ﺇ 297ﺩ.ﺇ 294ﺩ.ﺇ 308ﺩ.ﺇ 308ﺩ.ﺇ 305
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