Guesthouse vacation rentals in Riverside, Jacksonville

Find and book unique guesthouse rentals on Airbnb

Top-rated guesthouse rentals in Riverside, Jacksonville

Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.

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Guest favorite

Guesthouse in Jacksonville

4.98 out of 5 average rating, 340 reviews

Historically charming Studio

Apr 2024, new minsplit AC/Heat, completely painting, new shower tile, new privacy fence, roomier private deck. My studio, is perfect for 2 adults only. No Kids. It's a great home base while you explore Jacksonville. Studio has everything you need for a great stay! You find this wonderful peaceful location in charming neighborhood near downtown Jacksonville. Within walking distance to river, parks, shops/restaurants, bars. Near Hospitals, Theaters, Concerts, Jags and Jumbo Shrimp fields.

May 18 – 25

R1,281 ZAR per night

Guest favorite

Guesthouse in Jacksonville

4.89 out of 5 average rating, 188 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.

Jun 25 – Jul 2

R1,317 ZAR per night

Guest favorite

Guesthouse in Jacksonville

4.92 out of 5 average rating, 102 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.

Aug 22 – 29

R1,413 ZAR per night

Guest favorite

Guesthouse in Jacksonville

4.98 out of 5 average rating, 129 reviews

The Funk House-A Retreat

If you are requesting to book, make sure that your AIRBNB profile is complete with a current profile pic and a description telling me a little bit about your self. This is a private home, not just a rental, the connections I make through Airbnb are part of the whole experience for me. 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".

Nov 22 – 29

R1,483 ZAR per night

Guest favorite

Guesthouse in Jacksonville

4.99 out of 5 average rating, 197 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.

Jul 13 – 20

R2,784 ZAR per night

Guest favorite

Guesthouse in Jacksonville

4.95 out of 5 average rating, 115 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.

Jul 13 – 20

R1,419 ZAR per night

Guest favorite

Guesthouse in Jacksonville

4.94 out of 5 average rating, 174 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 luxurious king size bed 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.

Sep 15 – 22

R2,586 ZAR per night

Guest favorite

Guesthouse in Jacksonville

4.97 out of 5 average rating, 109 reviews

Modern 1 bedroom dog friendly bungalow

Beautifully renovated retro meets modern bungalow in Jacksonville’s historic Avondale neighborhood. Walking distance to the award winning Restaurant Orsay, The Shoppes of Avondale, Boon Park, and >5 miles to Jacksonville's sports and entertainment complexes. The space is equipped with a nicely appointed kitchen, queen bed, washer, dryer and deck great for relaxing at the end of the day. Our dog friendly space offers double gates to avoid your pup from darting off and dog toy bin.

Mar 26 – Apr 2

R2,373 ZAR per night

Guest favorite

Guesthouse in Jacksonville

4.95 out of 5 average rating, 595 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.

Nov 20 – 27

R1,989 ZAR per night

Guest favorite

Guesthouse in Jacksonville

4.98 out of 5 average rating, 177 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.

Sep 5 – 12

R2,189 ZAR per night

Guest favorite

Guesthouse in Jacksonville

4.92 out of 5 average rating, 185 reviews

The Moody Loft (Murray Hill)

Kick back and relax in this calm, stylish space. Dimmable lights for your preference. It's within minutes of Jacksonville's best night life. Walk to Murray Hill's bars and restaurants. Less than 5 minute drive to Riverside's Historic 5 Points. Less than 10 minutes from downtown and 25 minutes from beaches. There's a small fence separating my main house, enjoy sitting outside. My Newfies might peek over the fence every now and then to say hello :)

Jul 16 – 23

R1,552 ZAR per night

Guest favorite

Guesthouse in Jacksonville

4.83 out of 5 average rating, 784 reviews

The Gardener's Cottage

Our guest house in the Springfield National Historic District is surrounded by a beautiful, professionally designed pool and garden. It is close to downtown Jacksonville, including Everbank Field, Daily's Place amphitheater, Baseball grounds, Florida theater & Veterans Memorial Arena. We live in an urban revitalization area.

Jun 2 – 9

R1,786 ZAR per night