Guesthouse vacation rentals in DeLand

Guesthouse in Ormond Beach

The Sandlot at Red Barn Acres

Enjoy the peace a quiet that this country guesthouse offers. Large property of country charm and modern amenities. Animal lovers, there are chickens, pigs, dogs, goats & cows on property. They wont bother you but will be happy to be your friend! We're conveniently located for any activity you have planned in Volusia County and surrounding areas. Close to Ocala National Forest, Pax Trax Bunnell, Ormond Beach Sports Complex, Daytona Beach and more. Bring your trailers and toys, we have room!!

5.0 out of 5 average rating, 103 reviews

4.94 out of 5 average rating, 269 reviews

A charming pathway made of light-colored bricks leads to the entrance of a compact guest studio. Lush greenery, including tropical plants and palm trees, surrounds the area, enhancing the inviting atmosphere. Natural sunlight brightens the facade, complemented by textured wooden accents on the side.

Guesthouse in Sanford

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

4.94 out of 5 average rating, 225 reviews

Guesthouse in Sanford

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

5.0 out of 5 average rating, 151 reviews

An exterior view of the guesthouse displays a quaint two-story structure with a black garage and a welcoming front porch. Surrounding greenery provides a natural setting, enhancing the privacy of the location. The two upper windows are adorned with large curtains.

Guesthouse in Ocoee

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.

4.91 out of 5 average rating, 149 reviews

A well-manicured pathway leads to the studio, surrounded by lush greenery and colorful plants. Visible are large windows framed by white curtains, providing a view of the scenic lake. A patio with a red umbrella and a picnic table is accessible for outdoor relaxation.

Guesthouse in Lake Mary

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.

4.96 out of 5 average rating, 255 reviews

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

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.

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.

4.88 out of 5 average rating, 355 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.

4.97 out of 5 average rating, 154 reviews

A serene view of Lake Mary is framed by a large tree and a white post. The sky transitions into vibrant hues as the sun sets, reflecting softly on the water's surface. A lamp illuminates the foreground, enhancing the peaceful lakeside atmosphere.

Guesthouse in Lake Mary

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.

Guesthouse in Port Orange

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.

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.

4.93 out of 5 average rating, 402 reviews

4.93 out of 5 average rating, 148 reviews

The spacious room features a queen bed dressed in crisp white linens, flanked by two blue accent chairs. A large area rug adds comfort underfoot. Natural light streams in through a nearby window, and a ceiling fan provides a cooling breeze. A small dining area is also visible.

Guesthouse in Sanford

Suite Retreat

Avoid blah hotels with high prices and stay in this luxe new apartment suite! It’s a perfect retreat in Central Florida. Located a short drive to activities, restaurants, & shops in Lake Mary or downtown Sanford - 45-55 min to Orlando theme parks or the beaches of New Smyrna. Ideal for a couple’s retreat or a getaway for one. Guests use office space designed for comfort & productivity. A cozy chair begs readers to curl up and read. The outdoor canopy hosts breakfast with birdsong!

A serene pool area features a vibrant red pool float resting in the clear water, surrounded by lush greenery. Comfortable outdoor seating is arranged near the pool, with large umbrellas providing shade. The backdrop showcases a charming pool house with multiple glass doors, inviting natural light.

4.99 out of 5 average rating, 297 reviews

Livingston Pool House- In The Heart of Downtown

Welcome to the Pool House! Our newly renovated detached pool house is located in the heart of downtown Orlando, in the Lake Eola Heights Historic District. We are two blocks to beautiful Lake Eola and all the dining and entertainment that Orlando has to offer. The Pool House has everything you need for a relaxing time at home, yet all the entertainment at your finger tips! Downtown living with a tropical escape!

Guesthouse in De Leon Springs

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.

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

4.92 out of 5 average rating, 162 reviews

Popular amenities for DeLand guesthouse rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly guest house rentals

Guesthouse in Deer Island

Sapphire Cottage - sleeps 6, on 5 acres with canal

4.96 out of 5 average rating, 145 reviews

4.96 out of 5 average rating, 166 reviews

The living area features a grey couch with decorative pillows, complemented by a coffee table made of rattan. A vibrant area rug adds texture, while tropical-themed artwork adorns the wall. Natural light enters through a door leading to the outside.

Guesthouse in Palm Coast

Palm Coast Guesthouse

4.95 out of 5 average rating, 261 reviews

Relaxing Cottage Retreat | Walk to Downtown

4.94 out of 5 average rating, 114 reviews

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

Peaceful, adorable, guest cottage on Apopka Canal.

Guesthouse in Winter Park

Cozy RV Stay Hot Tub•Pool• FirePit •Private Patio

4.94 out of 5 average rating, 100 reviews

4.9 out of 5 average rating, 330 reviews

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 Holly Hill

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

A shared outdoor space is featured, containing a pathway of light-colored stones leading to a cozy seating area with two lounge chairs. Lush greenery surrounds the area, complemented by a large umbrella offering shade. The exterior of the efficiency unit is visible, displaying a welcoming entrance.

4.89 out of 5 average rating, 213 reviews

Lil’ Scotty - Private Cozy Efficiency

A spacious living area is highlighted by a sleek, modern design featuring polished floors. A green couch and two accent chairs are arranged around a wooden coffee table. A dining table with ample seating is situated nearby, complemented by decorative wall art and soft lighting.

4.99 out of 5 average rating, 210 reviews

Luxe Guest House| Pool, HotTub| UCF, Rollins

Guest house rentals with a patio

A charming single-story house with a yellow exterior is surrounded by mature trees. A decorative wall feature is visible near the entrance, complemented by neatly arranged plants. A gravel pathway leads to a small patio area, with seating options evident within the enclosed yard.

4.96 out of 5 average rating, 162 reviews

Adorable Private 1-Bedroom guesthouse with deck

5.0 out of 5 average rating, 103 reviews

Vista Vibes • Cozy Lake Dora Getaway

A stylish kitchen is equipped with modern stainless steel appliances, including a refrigerator and microwave. A central island features two metallic stools, and the cabinetry is finished in a soft gray. A small potted plant adds a touch of greenery to the space.

4.99 out of 5 average rating, 137 reviews

Location, Location, Location!

4.98 out of 5 average rating, 143 reviews

A refreshing pool with stone borders is surrounded by lush greenery and shaded by a blue canopy. Comfortable seating for two is visible, along with a hammock, creating a serene outdoor space ideal for relaxation.

Guesthouse in Longwood

"Winnie's Place" A Peaceful Guesthouse with Pool.

4.98 out of 5 average rating, 125 reviews

Guesthouse in Holly Hill

Private Guesthouse | Gated Bike & Trailer Parking

A cozy bedroom is featured with a spacious bed covered in a yellow blanket. Artwork accents the walls, and a ceiling fan is visible above. A sliding barn door leads to the bathroom area, while a mirror and small closet add functionality to the space.

4.91 out of 5 average rating, 200 reviews

Tiny House | Airport & Downtown Orlando 15 Min

The cottage features a metal roof and is surrounded by lush greenery. A stone path leads to a shaded outdoor seating area with a pergola. Various plants and trees enhance the landscape, providing a tranquil backdrop to the property.

4.99 out of 5 average rating, 110 reviews

Cottage in Historic Downtown Mount Dora

Superhost

A bright living area features a gray sofa adorned with cushions, positioned near a light area rug. A small table and two wooden stools are located by the kitchen counter, with a decorative wall hanging and a potted plant enhancing the space's inviting atmosphere.

Guesthouse in Winter Park

Cozy guest house close to Downtown Orlando

4.86 out of 5 average rating, 198 reviews

Guest house rentals with a washer and dryer

4.98 out of 5 average rating, 442 reviews

The inviting exterior features a two-story home framed by lush green grass and mature trees. Arched windows and a symmetrical design enhance the charm, while a driveway leads to the front entrance, providing easy access to the peaceful surroundings.

Guesthouse in Leesburg

Silver Lake Guest Pool House Very Private !

The front porch features two wicker chairs with bright orange cushions, inviting relaxation. Potted plants and hanging baskets add greenery, while a gentle overhang provides shade. A pathway leads to the entrance and a nearby guest house, framed by well-maintained shrubs.

4.97 out of 5 average rating, 389 reviews

Oasis Garden Cottage -cozy, chic, near everything!

4.88 out of 5 average rating, 446 reviews

Guesthouse in Maitland

Chez Bienvenu

4.89 out of 5 average rating, 205 reviews

Guesthouse in Titusville

KSC Watch Rockets NASA 3bdr2bth Indian River+kayak

4.99 out of 5 average rating, 181 reviews

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

Rocket City Retreat Titusville Space Coast

Superhost

The master bedroom features a spacious king bed, complemented by nightstands with lamps on either side. A ceiling fan provides airflow, while wall-mounted shelves display decorative items. The room is softly lit with natural light filtering through a window framed by natural tones.

4.91 out of 5 average rating, 147 reviews

King Bed Fire Pit Private Grill Location

A bright living space features a comfortable sectional sofa adorned with decorative pillows, paired with a light-colored armchair. A wooden coffee table sits on a textured area rug, while a ceiling fan and pendant lighting add modern touches. The kitchen bar is equipped with high stools, enhancing the open layout.

4.99 out of 5 average rating, 114 reviews

Livingston Hideaway • Walk To Lake Eola • Hot Tub

A comfortable living area features a warm orange sofa paired with a matching accent chair. A round coffee table sits on a colorful area rug. Large windows provide ample natural light, and artwork adorns the walls. A dining space is visible in the background.