Guesthouse holiday rentals in Jacksonville

Guesthouse in Springfield

4.92 out of 5 average rating, 102 reviews

La Casita Chiquita Near Events & Entertainment!

Welcome to "La Casita Chiquita" our unique little guest cottage - in the heart of Jacksonville! It's a 250 SF tiny cottage, with a loft bed and comfortable amenities - nestled in a garden setting, underneath majestic trees. You can be away from it all - and just blocks to sports, entertainment & convention venues, craft breweries, sports bars, great eateries, and museums. Are you here for business? Downtown is 5 minutes, UF & other medical facilities less than 10 minutes, Mayo- 25 minutes.

LocationValueLayout

A studio guest suite features a queen bed with decorative pillows and a lightweight blanket. A work desk with a bar stool and a mounted TV are visible against the wall. Light wood flooring complements the soft blue wall, while a woven wall hanging adds texture to the space.

4.92 out of 5 average rating, 362 reviews

Studio Suite in Beautiful Central Neighborhood

Studio guest suite with queen bed and kitchenette in beautiful Miramar neighborhood, just 5 minutes from historic San Marco. Close to restaurants, grocery, MD Anderson Cancer Center and Wolfson Children's Hospital. Owners live in main house on site but suite has its own private entrance and parking. You will have access to an outdoor dining space and fenced in backyard. Dogs live on premises but will not interfere, although you may hear barking. Sofa bed available if needed, please inquire.

FamilyValueQuiet

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.

4.98 out of 5 average rating, 128 reviews

Charming Pet-Friendly Guesthouse in Avondale

Charming guesthouse centrally located in Jacksonville's historical Avondale area. The guesthouse has been recently renovated with queen bed, sofa bed, well equipped kitchen, and full size bathroom with tub/shower, washer and dryer on property. Super dog friendly. Walk to restaurants Iguana on Park & Orsay, convenient store, and laundry facilities, and Boone Park. The Shoppes of Avondale 0.6mi, St. Vincent's Med Ctr 1.4mi, Sports Complex 4.8mi, Vystar Memorial Area 4.4mi, and Metro Park 4.8mi.

ValueFamilyWi-Fi

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.

4.93 out of 5 average rating, 223 reviews

Stylish Bungalow Near Dining,Parks & Entertainment

Welcome to our highly-rated charming bungalow in Jacksonville's historic Avondale neighborhood. Perfect for couples or small families, enjoy a cozy queen bed, high-speed Wi-Fi, and a 50-inch HDTV with Roku. The fully-equipped kitchen boasts retro appliances and a delightful dining area. Step outside to our pet-friendly garden with a spacious deck for relaxation. With award-winning restaurants and beautiful parks just a stroll away, this is your ideal retreat for both adventure and relaxation.

ValueFamilyAccuracy

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.

4.99 out of 5 average rating, 277 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.

ValueFamilyKitchen

4.95 out of 5 average rating, 623 reviews

Jax Backyard Bungalow

Rent this dog 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 dogs 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

FamilyValueIndoor spaces

4.96 out of 5 average rating, 207 reviews

A spacious studio suite features a large bed with a decorative yellow throw and patterned bedding. A cozy blue accent chair and ottoman are positioned nearby, alongside a small table. The kitchen area is visible in the background, with modern appliances and cabinetry.

Guesthouse in Riverside

Modern Riverside Private Studio

Enjoy a stylish experience at this brand new renovated suite in the heart of Riverside. You will find everything you need in our cozy and private studio. The space includes small kitchen with mini fridge, microwave, toaster, and coffee maker. Within walking distance to many restaurants, breweries, coffee shops and the best bike rental shop in town. We are centrally located to walk to Historic Five Points, King Street, or the St John’s waterfront and a short drive to San Marco & Downtown.

LocationFamilyComfort

4.96 out of 5 average rating, 217 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

FamilyLocationOutdoor spaces

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, 684 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.

LocationFamilyCheck-in

A spacious studio features a large bed adorned with a patterned quilt. Light green walls are complemented by nautical decor. A small dining area and access to an outdoor space are visible through glass doors, while a cozy seating area is also present.

4.94 out of 5 average rating, 165 reviews

Jax Coastal Cottage

Charming private cottage in historic Avondale neighborhood of Jacksonville with no cleaning fees! Just 10-minutes to downtown Jacksonville's riverwalk and sports stadiums. Plus, the cottage is walkable to local neighborhood parks, ice cream shops, coffee shops, restaurants, and pubs. Complimentary beach chairs, umbrella and beach towels provided! Great amenities provided plus an in-unit washer/dryer and a cute outdoor space to call home while visiting beautiful Jacksonville!

LocationValueLaundry

Guesthouse in Springfield

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.

4.96 out of 5 average rating, 154 reviews

Spacious 2/1 in historic neighborhood- NO parties

Welcome to Happy's Hideaway, a family-friendly carriage house that checks all the boxes! Our bright 2-bedroom carriage house apartment is close to downtown and 12 miles from JIA. Nestled on a quiet street among mature oaks with a saltwater pool, it is just 15 miles to Atlantic Beach (a 22-28 minute drive.) We are just off Main Street, where you can enjoy local beer, ice cream, coffee, pizza & axe-throwing! This unit is on the 2nd floor and accessible only by stairs.

ValueLocationView

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.

4.93 out of 5 average rating, 302 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.

FamilyValueCheck-in

Popular amenities for Jacksonville guesthouses

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-Friendly guesthouses

A cozy studio space features a black metal bed with a patterned quilt and decorative pillows. A soft gray sofa with accent pillows sits nearby, and a small wooden table is positioned beside it. Light green walls enhance the room's inviting feel, while artwork adorns the walls.

4.95 out of 5 average rating, 183 reviews

The Wadsworth House - A Modern Studio

ValueLocationWi-Fi

4.91 out of 5 average rating, 415 reviews

Private Bungalow with Pool/55” tv

FamilyLocationComfort

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.

4.97 out of 5 average rating, 157 reviews

The Spanish Retreat

ValueLocationSleep quality

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.

4.96 out of 5 average rating, 232 reviews

Private, Modern And Cozy Guesthouse

LocationFamilySolo travel

Guesthouse in Murray Hill

A cozy sleeping loft is featured with a spacious bed, draped in an earthy orange and green bedding. Soft light emanates from a bedside lamp, complementing the warm hues of the room. Blackout curtains frame a window, enhancing privacy and comfort.

4.96 out of 5 average rating, 188 reviews

MidCentury Guesthouse-NO Cleaning Fee+Restaurants

FamilyLocationParking

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.

4.95 out of 5 average rating, 169 reviews

Cast 'n Anchor in Walkable Avondale

FamilyValueCondition

Guesthouse in Jacksonville North

A cozy living space showcases a dark leather sofa and two patterned armchairs, providing a comfortable seating area. A decorative ottoman sits in front of the sofa, with a small table positioned nearby. Natural light filters through the windows, illuminating the warm wood flooring.

4.9 out of 5 average rating, 133 reviews

Location! Pelican Point riverfront with oceanview

ValueLocationNearby

A spacious guest area features a queen bed with light bedding. A mirrored wall enhances the room's brightness. A small dining table with two chairs is present, along with a cozy sofa. Two bedside lamps complement the neutral color scheme, creating a calm environment.

4.87 out of 5 average rating, 206 reviews

Pine Grove Studio A

LocationFamilyBathroom

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.

4.94 out of 5 average rating, 249 reviews

Adorable 2 Bedroom Cottage

ValueFamilyAir conditioning

4.98 out of 5 average rating, 157 reviews

Guesthouse in Mandarin

Pet Friendly Studio w/ Private Fenced Yard

LocationFamilyHospitality

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, 131 reviews

La Casita on Jupiter

FamilyValueCheckout

Guesthouse in Murray Hill

A modern kitchen space features a round dining table with woven chairs, set with dishes and glassware. A soothing green wall and natural light from the window enhance the atmosphere. Open shelves display kitchenware, while a stainless steel refrigerator adds a contemporary touch.

4.98 out of 5 average rating, 173 reviews

Hip + Modern Florida Hideaway

LocationFamilyAccuracy

Guesthouse in Murray Hill

4.95 out of 5 average rating, 173 reviews

The Treehouse - Murray Hill

ValueFamilyAmenities

Superhost

An outdoor seating area is presented under a wooden pergola, offering shade and comfort. Paved stone flooring enhances the space, and two benches are positioned beside the walkway. A welcoming entrance to the guest house is visible, framed by lush greenery in the background.

4.8 out of 5 average rating, 143 reviews

Mother-in-law suh-WEET

FamilyValueHot tub

Guesthouse in Palm Valley

A spacious swimming pool is enclosed by a screened structure, offering privacy and shade. Two umbrellas provide shelter over lounge chairs for relaxation. The backdrop features a porch with seating, surrounded by lush greenery that enhances the serene atmosphere.

4.91 out of 5 average rating, 103 reviews

Palm Valley Pool House

FamilyLocationKitchen

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.

4.95 out of 5 average rating, 130 reviews

Private Riverfront Guest House 15 min to downtown

FamilyLocationIndoor spaces

Guest house rentals with a washing machine and dryer

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, 190 reviews

Graceful Southern Guesthouse + Outdoor Living Area

LocationFamilyCheckout

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.

Guesthouse in Springfield

4.87 out of 5 average rating, 335 reviews

Charming Carriage House with Private Balcony

ValueLocationSolo travel

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, 402 reviews

Private Apartment

FamilyLocationDecor

4.93 out of 5 average rating, 215 reviews

Il Rifugio waterfront retreat on the ICW by Mayo!

LocationFamilyView

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.

4.92 out of 5 average rating, 158 reviews

Cord Grass Court

FamilyLocationGetting around

5.0 out of 5 average rating, 29 reviews

Dolce Haven | Brand-New Luxury Retreat in Jax

LocationFamilyComfort

An inviting entryway is presented with a covered porch, featuring two dark wicker chairs topped with decorative cushions. A potted plant with vibrant yellow flowers adds a touch of color beside the entrance, while the facade showcases warm-toned siding and a welcoming door.

5.0 out of 5 average rating, 80 reviews

La Casita

FamilyLocationDecor