Guesthouse holiday rentals in Riverside

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, 147 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, 257 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.

Guesthouse in Murray Hill

4.93 out of 5 average rating, 130 reviews

The Treehouse - Murray Hill

Enjoy all the comforts of home in this remodeled guesthouse. Features keyless entry for easy self check-in, mini kitchenette with one-burner induction cooktop, microwave, Keurig coffee maker, utensils, and cookware. Free Wi-Fi, 43" Smart TV, linens, full-size bed in the sleeping area with a private deck off the back sitting high amongst the trees. Parking on well-lit quiet street with security camera coverage in select areas. No indoor smoking/vaping allowed. DM for questions/exceptions!

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.

4.96 out of 5 average rating, 179 reviews

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.

Guesthouse in Murray Hill

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, 266 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.

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.

4.96 out of 5 average rating, 168 reviews

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

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.

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.

4.96 out of 5 average rating, 132 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!

A well-appointed studio space features white walls adorned with a light stone accent wall. Shelves display decorative blue and white ceramics. A compact kitchenette is equipped with modern appliances. Bright blue window shutters frame a view of the outside, suggesting a serene atmosphere.

4.97 out of 5 average rating, 214 reviews

Santorini A Mediterranean Studio Escape…Riverside

Escape to a tranquil Greek villa in the heart of Riverside, Jacksonville. Inspired by the cliff top town of Ioa on the island of Santorini, you will experience the allure of the Aegean Islands as you step into this whitewashed windswept studio. Immerse yourself in bleached white rock, stucco, and cobalt blue accents. Escape if you’d like or walk to local eateries and entertainment. Regardless, enjoy the magic of a Grecian villa hidden in the middle of Riverside Jacksonville!

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, 269 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 bright studio space features a cozy queen size bed with luxury linens, complemented by a striped area rug. Large windows allow natural light to fill the room. A small dining table and chairs sit near a set of French doors that open to the lush outdoor area.

4.89 out of 5 average rating, 216 reviews

Cute Pool Cottage in the Historic District

Poolside guesthouse in a lush tropical garden yard-this studio with 1 bedroom/1 bath is in Jacksonville’s Avondale Historic District, and just steps away from the popular Shoppes of Avondale with its restaurants and quaint shops. Its perfect for business travelers, singles, or couples. The space features a super cozy queen size bed with luxury linens. There is also a mini-kitchen with microwave, toaster oven and compact refrigerator. There is no stove.

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, 146 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 Riverside guesthouses

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Family-Friendly guesthouses

Superhost

A pathway leads to the private entrance of a one-bedroom guest suite, surrounded by lush greenery. The exterior is clad in light gray with white trim, featuring windows adorned with shutters. A neatly landscaped area includes shrubs and elements of nature.

4.78 out of 5 average rating, 9 reviews

The Perfect One Night Stay Studio

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.

4.95 out of 5 average rating, 22 reviews

Loft Guest House

Superhost

A cozy sleeping area features two beds with decorative pillows and a light grey blanket. The room is adorned with sunburst wall decor and has a small kitchenette with a microwave. Natural light filters through the window, complemented by light curtains.

Guesthouse in Green Cove Springs

4.84 out of 5 average rating, 49 reviews

Country home

5 out of 5 average rating, 71 reviews

A cozy living space features a comfortable gray sofa adorned with decorative pillows. A medium-sized coffee table holds a decorative bowl, while a kitchen area with bar stools is visible in the background. Natural light filters through the window, enhancing the bright atmosphere.

Guesthouse in Ortega

Treetop Carriage Apartment

A compact kitchen features light blue cabinetry, stainless steel appliances, and a white refrigerator. Decorative tiles adorn the backsplash above the stove and sink, while a small potted plant is placed on the countertop, adding a touch of greenery to the space.

4.91 out of 5 average rating, 43 reviews

Peace on 9th

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.

4.91 out of 5 average rating, 32 reviews

Luxury Cottage with River Access

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.

4.84 out of 5 average rating, 76 reviews

Mother-in-law suh-WEET

4.89 out of 5 average rating, 143 reviews

A serene beach scene captures gentle waves lapping at the shore during sunset. The sky reflects soft hues of orange, pink, and blue, creating a tranquil atmosphere, while foam bubbles are visible on the wet sand, enhancing the connection to the ocean.

Guesthouse in Beaches

Beach cottage beauty

Guesthouses with a patio

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!

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, 66 reviews

The Little House

5 out of 5 average rating, 17 reviews

Bold City Bungalow

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.

4.93 out of 5 average rating, 214 reviews

Adorable 2 Bedroom Cottage

Guesthouse in Ponte Vedra

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.

4.9 out of 5 average rating, 89 reviews

Palm Valley Pool House

4.98 out of 5 average rating, 120 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

Guesthouse in 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, 356 reviews

The Moody Loft (Murray Hill)

A charming guesthouse exterior is presented, featuring a welcoming porch with white railings and steps. Natural light casts warm reflections on the facade, while a patterned stone pathway leads to the entrance. Surrounding grassy areas and trees create a relaxed neighborhood atmosphere.

5 out of 5 average rating, 34 reviews

Lovely Guesthouse in the Up-and-Coming Springfield

Guest house rentals with a washing machine and dryer

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

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, 107 reviews

Charming Pet-Friendly Guesthouse in Avondale

5 out of 5 average rating, 28 reviews

La Casita Chiquita Near Events & Entertainment!

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 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, 176 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

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.