Guesthouse holiday rentals in Jacksonville

4.98 out of 5 average rating, 136 reviews

A two-story detached guest apartment is showcased, featuring a white exterior with black shutters and a welcoming front porch. Two tall palm trees are situated in the yard, which is enclosed by a black wrought-iron fence, offering a spacious green lawn.

Guesthouse in Venetia

The Spanish Retreat

This peaceful and central detached guest apartment is located in a friendly neighborhood near the St. John's river, 10 mins from Downtown Jacksonville, and less than a half hour from the beach. Enjoy the privacy of this newly renovated space complete with a queen sized bed, TV, kitchenette, bathroom/shower, closet, and keypad lock for easy access in and out. Lots of restaurants and grocery stores close by! Come relax and unwind in this cozy space perfect for 2! Use caution climbing stairs :)

A bright studio suite features a queen-sized bed with a checked blanket and crisp white linens. A retro refrigerator stands nearby, while a sitting area includes a comfortable chair and a small side table. Art decorates the blue-paneled walls, and soft light filters in from a window.

4.94 out of 5 average rating, 145 reviews

Cast 'n Anchor in Walkable Avondale

Cast your anchor in a vintage-inspired mother-n-law suite in historic Avondale, a leafy riverside neighborhood near Downtown Jacksonville and 30 minutes to the beach. Conveniently located near I-10 and I-95 and Ortega Marina and within walking distance of the Shoppes of Avondale, the waterfront, public tennis courts and parks. Newly renovated, this studio suite features a comfortable queen-sized bed, a kitchen with a retro refrigerator, flat-screen TV and a bathroom with all the essentials.

A bright kitchen features open shelving and stylish cabinetry with a farmhouse sink. A dining table is set for two, showcasing elegant dishware. Soft light is provided by a gold pendant light overhead, highlighting the clean lines and modern design.

4.98 out of 5 average rating, 256 reviews

Luxury Avondale Guest House, Walk to Shops

Featured in the Jacksonville Home Magazine! The Luxury Avondale Guest House is in the exquisite historic neighborhood of Avondale. Ten minutes from downtown sports & entertainment complexes, and several major health care facilities, St. Vincent's Hospital, Baptist Medical Center and the world renowned MD Anderson Cancer Center. Three short blocks to “The Shoppes of Avondale,” with an outstanding array of restaurants and venues to enjoy a streetside café-style meal, cocktail and desserts.

4.95 out of 5 average rating, 527 reviews

A single-story guest house features a warm-toned exterior with a welcoming door. Two red chairs are placed on a small wooden deck, surrounded by lush greenery and flower beds. Pathway stones lead to the entrance, inviting guests to relax in the outdoor space.

Guesthouse in Arlington

Jax Backyard Bungalow

Rent this pet friendly guest house in our quiet well-groomed backyard. Studio comes with queen-size bed, couch, closet, mini fridge, Keurig, microwave, table & chairs. Enjoy DirecTV & dedicated WiFi router. Savor a peaceful cup of coffee or evening cocktail on the attached wood deck. Well behaved pets are encouraged to run free in the fully fenced in yard. Our black lab would love the company! Get to TIAA Bank Field in less than 5 mins or the beach in about 25 mins. Must be 25 to book

The kitchen features modern white cabinetry and stainless steel appliances, including a gas range and a large refrigerator. A spacious countertop provides ample preparation area, complemented by a stylish pendant light overhead. Natural light streams in through the window, highlighting the inviting space.

4.92 out of 5 average rating, 264 reviews

Large 1 bedroom Cottage with full kitchen

This is a full size one bedroom house with full brand new kitchen and private entrance. The entire place was renovated late 2021. A king size bed (inc tv) awaits you and a twin sized sofa bed for one adult or two kids. The kitchen has a full sized brand new oven, stove, microwave, dishwasher and fridge and is stocked with utensils etc so you can easily make full meals or stay for an extended time. There's one free off-street parking spot available and plentiful free street parking.

4.96 out of 5 average rating, 165 reviews

A red multi-story house is depicted, surrounded by lush greenery and trees. The front porch is adorned with plants, and several parked cars are visible along the driveway. A white picket fence frames the scene, creating a welcoming neighborhood atmosphere.

Guesthouse in Riverside

The Funk House-A Retreat

The perfect place to call home, long term stays are welcome and all stay include unlimited YMCA access during your stay. Feel free to send an inquiry if you have any questions prior to requesting to book. The Retreat is separate from the main house (The Funk House) it is located in the back, on the top floor garage apartment. It has been completely renovated and furnished into a comfortable place to "Retreat". Please inquire before requesting to book. Looking forward to your stay!l

A well-lit bedroom features a spacious bed with soft linens, complemented by stylish lighting and neutral wall tones. The bathroom showcases a walk-in shower with clear glass doors, coupled with modern fixtures. The kitchenette is equipped with essential appliances and a small dining table, enhancing functionality.

4.95 out of 5 average rating, 172 reviews

Private, Modern And Cozy Guesthouse

Kick back and relax in this calm, stylish space. Enjoy the privacy of this recently renovated unit which includes a queen-sized bed, and a small living room with a sleeper sofa, so the place can comfortably accommodate up to three. Also included, a 50-inch smart TV, kitchenette, bathroom/shower, closet, and keypad lock for easy access in and out. Please note that we have an exterior security camera on the front to enhance your safety. Conveniently situated 1 mile off Highway 295.

4.99 out of 5 average rating, 229 reviews

Aerial view of the property reveals a well-maintained lawn surrounded by tall palm trees. A pathway leads to a private guesthouse, with a red roof and white doors. A tranquil pond with stones adds a natural element to the landscaped garden.

Guesthouse in Beaches

Tropical guest house a few blocks from the beach

Take it easy at this unique and tranquil getaway. Private modern quest house located on lush tropical grounds behind main house. Includes: loft bedroom, full bath, kitchenette, wifi, air conditioning, private patio, and outdoor shower. Property is gated with parking. Walking distance to beach, bars, shops and restaurants. Hammock, volley ball, firepit, BBQ and bikes available upon request. Pets welcome. Fishing pier, boating, kayaking and golf options within a short distance.

The living space features a modern design with a comfortable sofa and an armchair, complemented by a glass coffee table. A mounted flat-screen TV is positioned against a wooden accent wall. A spiral staircase leads to the upper level, and a small dining area is visible.

4.95 out of 5 average rating, 655 reviews

The Captain's Quarters o|--)

This two story loft garage is detached and is set in the back of the property 45 feet from the main house. The first floor has the kitchen and living space, then walk up the spiral staircase to the bedroom with cathedral ceiling with track lights and ensuite bathroom. I love dogs and allow them with permission first. No pets without prior approval (pet fee is min $50 per stay or $10 per day which ever is greater) My location is a short walk to Starbucks and other restaurants.

4.88 out of 5 average rating, 188 reviews

A cozy guest suite features a queen bed dressed in a blue quilt and accented with a striped throw pillow. Soft lighting is provided by a bedside lamp, and a comfortable chair is positioned in the corner. The room includes a private bathroom entrance visible in the background.

Guesthouse in Lakeshore

Quiet Private Entrance Backyard Guest Suite

Our small, clean, cozy, guest suite (about 220 sq ft) is located in our fenced backyard. It is detached from our house with a private entrance, in a quiet and safe residential neighborhood. It isn't fancy, but it's a good space for spending a few days while visiting Jax. We offer keyless check-in and free parking is in our driveway. A queen Sealy Posturepedic bed provides ultimate comfort. The suite has a mini-fridge and microwave for simple meals (no full kitchen).

A well-appointed studio apartment features an open layout with a combined kitchen and living area. Warm wood tones mingle with soft white walls, while leather seating surrounds a coffee table. A spacious bed with crisp linens is positioned near large windows, allowing natural light to fill the space.

4.96 out of 5 average rating, 266 reviews

Avondale Studio

Located in Avondale, Jacksonvilles historic district, this Garage Studio offers everything one needs for a getaway or a business trip. Walking distance to the Shoppes of Avondale. There are multiple restaurants/bars/outdoor cafe dining all within walking distance in either direction. The 2nd story garage apartment offers a balcony with views into Boone Park. Fully renovated in 2021 offering a full kitchen and bathroom. You have a private parking space as well.

A light-filled living area features a comfortable black sofa adorned with textured cushions. A round dining table with wooden chairs sits nearby. Natural elements are introduced through a potted plant and a woven light fixture, while a piece of artwork adds a touch of color to the wall.

4.99 out of 5 average rating, 143 reviews

Cozy Cottage in Springfield, Downtown Jax

🤍 We can't wait to host you! The Cottage on 4th is located in the eclectic Historic Springfield neighborhood in Jacksonville's urban core. Situated in close proximity to awesome restaurants, coffee shops, breweries, and entertainment venues. Located 1.5 miles or less from TIAA Bank Field, Daily’s Place, Vystar Veterans Memorial Arena, and 121 Financial Ballpark (Jacksonville Jumbo Shrimp stadium). 13 miles from JAX airport and 16 miles from the beach.

Popular amenities for Jacksonville guesthouses

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Family-Friendly guesthouses

A cozy sleeping area features a spacious bed with a soft white blanket. The room includes a kitchenette with modern appliances and a mounted television displaying a serene beach scene. Natural light enters through a window, enhancing the comfortably designed space.

4.82 out of 5 average rating, 65 reviews

The Little House

4.98 out of 5 average rating, 62 reviews

A modern living area features a light beige couch and two armchairs, accompanied by a tufted ottoman. A standing lamp and a framed coastal artwork enhance the soft lighting. The kitchen is visible in the background, showcasing stainless steel appliances against gray cabinets.

Guesthouse in Beaches

Beach Bliss Hideaway: 1bd Gem!

Superhost

4.81 out of 5 average rating, 85 reviews

Charming Retreat – Welcome to La Casita

4.95 out of 5 average rating, 20 reviews

A bright living area is showcased with tall ceilings and large windows offering natural light. A black leather sofa is positioned on a rich, dark rug. An artwork is displayed above the sofa, with a staircase leading to the loft area visible in the background.

Guesthouse in Riverside

Loft Guest House

4.89 out of 5 average rating, 84 reviews

A bright living space is featured with a gray sofa and a light wood coffee table. An office area includes a desk and an ergonomic chair. Two decorative paddles hang on the wall above a lamp, and natural light filters through sheer curtains on the windows.

Guesthouse in Beaches

Cozy Cottage only 4 Blocks from the Ocean!

Guesthouse in Orange Park

A simple sleeping area features a spacious bed made with neutral-colored linens. A small television stands on a dresser nearby, displaying a colorful image. Light wood flooring complements the light walls, creating an open and airy feeling. Two doors are visible in the background.

4.86 out of 5 average rating, 70 reviews

little dream

A modern kitchen is displayed with sleek cabinetry and stainless steel appliances, including a refrigerator and an oven. Natural light fills the space through the windows, highlighting a neutral color palette. Open shelving showcases dishware, while a patterned rug adds warmth to the tiled floor.

4.95 out of 5 average rating, 62 reviews

Serene Getaway at the White House

A modern living area is furnished with a gray sofa and two light-colored armchairs. A textured rug covers the floor, while large windows allow natural light to illuminate the space. The kitchen can be partially seen in the background, featuring contemporary appliances.

4.9 out of 5 average rating, 29 reviews

Luxury Cottage with River Access

Guesthouses with a patio

A spacious sleeping area features a large wooden bed with a soft blue quilt and matching pillows. Natural light filters through two windows with curtains. A wooden dresser with a mirror and a decorative vase add a touch of elegance to the room.

4.92 out of 5 average rating, 213 reviews

Adorable 2 Bedroom Cottage

5 out of 5 average rating, 23 reviews

La Casita Chiquita Near Events & Entertainment!

Guesthouse in St. Augustine

A bright living area features a black leather sofa paired with textured cushions, complemented by a low coffee table. A television is positioned on a console, and windows allow natural light to fill the space. Artwork adorns the walls, adding character to the room.

4.99 out of 5 average rating, 110 reviews

Comfortable and Gently Disney.

4.97 out of 5 average rating, 118 reviews

A charming blue cottage exterior is presented, featuring a covered entryway with double doors. A manicured pathway leads to the entrance, surrounded by grassy areas and trees. Natural light illuminates the front of the cottage, creating a welcoming appearance.

Guesthouse in San Jose

Transforms, Full Kitchen/bath, Centrally located

4.93 out of 5 average rating, 129 reviews

The Treehouse - Murray Hill

A modern outdoor area features a round table with four green chairs, surrounded by gravel and greenery. A raised planter box displays various plants, while a small building with large glass doors complements the peaceful setting, enclosed by a wooden fence.

4.89 out of 5 average rating, 353 reviews

The Moody Loft (Murray Hill)

4.96 out of 5 average rating, 109 reviews

A serene riverfront scene is presented with lush green lawn leading to the water's edge. Comfortable seating arranged in a semi-circle faces the vibrant pink and purple hues of sunset reflected on the calm river, framed by overhanging trees adorned with Spanish moss.

Guesthouse in Riverview

Private Riverfront Guest House 15 min to downtown

A spacious studio guest house is showcased with modern decor. The full-sized bed is dressed in dark bedding, and a light area rug adds texture to the tiled floor. A kitchenette area is visible in the background, providing essential appliances and a warm atmosphere.

4.96 out of 5 average rating, 116 reviews

The Little House on Jupiter

Guest house rentals with a washing machine and dryer

A cozy living area is presented with a gray sofa adorned with red pillows, paired with a checkered accent chair. Natural light enters through multiple windows, and a ceiling fan is visible above. A small wooden table sits in front of the sofa, accompanied by a flat-screen TV on the wall.

4.99 out of 5 average rating, 106 reviews

Charming Pet-Friendly Guesthouse in Avondale

The kitchen features white cabinetry with ample storage and a spacious countertop. Stainless steel appliances, including a double oven and dishwasher, are visible. A window allows natural light to illuminate the workspace, and a small area rug adds a touch of warmth.

4.98 out of 5 average rating, 384 reviews

Private Apartment

Superhost

A modern kitchen features ample counter space with quartz countertops and a marble backsplash. Stainless steel appliances include a refrigerator, oven, and dishwasher. A large sink is positioned beside light wooden cabinetry, with decorative pendant lights illuminating the area.

4.88 out of 5 average rating, 306 reviews

Downtown Jacksonville Historic District

Guesthouse in Fernandina Beach

A cozy seating area is presented with a light-colored couch and matching ottoman, featuring a soft throw. A wooden dresser adds warmth, complemented by an art piece depicting a coastal scene and a small flag. Natural light enters through the adjacent glass door.

4.93 out of 5 average rating, 103 reviews

Cord Grass Court

Guesthouse in Orange Park

The exterior of the guest house is showcased, featuring a welcoming porch with red doors flanked by white railings. Lush greenery surrounds the pathway, while a lighted pergola is visible to the side, creating inviting outdoor spaces in a tree-lined setting.

4.91 out of 5 average rating, 172 reviews

Graceful Southern Guesthouse + Outdoor Living Area

A well-appointed kitchen features a retro teal refrigerator and modern appliances set against dark blue cabinetry. White countertops provide ample prep space. A dining area with wooden bar stools invites casual meals, while a vibrant artwork on the wall adds a touch of character to the room.

4.96 out of 5 average rating, 173 reviews

Stylish Bungalow Near Dining,Parks & Entertainment

The exterior view showcases a two-story blue carriage house surrounded by lush greenery. A saltwater pool lies in the foreground, accompanied by paved seating areas featuring comfortable chairs. The fenced yard offers privacy, with mature trees providing ample shade.

4.97 out of 5 average rating, 127 reviews

Spacious 2/1 in historic walkable neighborhood