Guesthouse vacation rentals in Jacksonville

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.

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.

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

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.

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.

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 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.

Spacious 2/1 in historic walkable neighborhood

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.

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.

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.

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 :)

Enchanted Forest: a Magical Luxury Studio

Lost to time, at the end of a long forgotten forest path, where dappled sunlight outline trees, moss, and stone. Enjoy the luxurious richness of satin, velvet, chandeliers and candles. Looking to escape, we’d love to share the path to this hidden destination in Historical Riverside. Equipped for work travel, date night, solo escapes, or longer vacations, this enchanted forest destination is right for you.