Pet-friendly holiday rentals in Downtown, Jacksonville

The 1910 General Store - residence

This historic country general store, listed on the National Register of Historic Places, is within easy walking distance to art galleries and cultural events, restaurants, bars, night life, and family-friendly activities. This residence is good for couples, solo adventurers, business travelers, families, and furry friends (pets, max. of 2). We are unable to allow guests to host gatherings and house parties. Off street parking available. "Historic hospitality with a southern accent!"

Private and Comfortable Historic Apt

Entire Downstairs apartment located in Historic Springfield. The apartment is warm and inviting with modern dark walls, cozy decor and a recently updated kitchen. The main bedroom has a king size bed. The second has a queen size bed with an original 100 year old fireplace as the main accent. Be sure to read the house rules and neighborhood description so that there are no surprises after your reservation is confirmed. Ring cameras monitor all the entrances and are motion activated.

Charming Apartment in San Marco

Stay in this newly renovated and charming historic unit built in 1938. We are located in the heard of San Marco, within walking distance to restaurants, bars, and cafes. The Space: -2 Bedroom -1 Bathroom -1King / 2Twin Bed -Sofa Bed -3 Smart TVs -WIFI -Fully Equipped Kitchen -Work Desk -Stainless Steel Appliances -Pet Friendly-Pet fee $60-1 dog max -Outside shared area with sitting area & fire pit -Second Floor Unit - Parking Third party laundry service available for $10 per load.

Springfield’s precious home (upstairs unit)

Welcome to our home Located in the Heart of Historic Springfield. This home is in a Prime Location making your stay with us surely one to remember. This Luxury spacious 3br/2bth home was built in 1897 it is fully renovated with all up to date features. Guests have a private entrance with a code. TV w/ cable, high speed WiFi on site You are just a walk out the front door away from the true history of Springfield and all the wonderful sights it has to offer This is an upstairs unit

Cozy King Street Suite Upstairs

Cozy suite with a queen bed and a private bath along with a private den with a futon, TV, and desk. The suite has a private entrance. The house is located very close to great nightlife in the Riverside historic area, but it is in the rear of the property and very peaceful. There are also several museums close by, and the stadium and concert venues are very close as well! There are great food options ranging from hole in the wall to some of the finest dining spots in the city.

Bright stylish 1bd/1 ba Apt in Historic Avondale.

You'll love this bright stylish second-floor apartment only steps away from the historic Shoppes of Avondale's bars and restaurants. This one bedroom, one bath is so inviting. The open floor plan with windows on all sides provides a bright and airy feel. Amenities such as off-street parking, ensuite washer and dryer, remote workspace, and fully equipped kitchen provide at-home conveniences. Rest and relax in a king-size bed after taking a hot shower or relaxing bath.

Lux Oasis: *Heated Pool, Spa/Hot Tub&Grill Retreat

Discover your private oasis in the heart of Jacksonville’s charming San Marco neighborhood. This stylish 1950s home blends vintage charm with modern comforts—featuring a heated pool, hot tub, grill, and space for up to 8 guests. Whether you’re planning a family vacation, a weekend escape, or a long-term stay, everything you need for a relaxing getaway is right here. Pool heating available for $100/night with 48h notice. Hot tub heating is complimentary.

Historic Riverside Duplex with Two Bedrooms

Great location in one of Jacksonville's original historic neighborhoods. Charming 100-year-old duplex apartment features hardwood floors, full kitchen, fireplace and spacious first- and second-floor balconies. Convenient access to I-95 and I-10 and only minutes from Downtown sports and entertainment venues. Walking distance to 5 Points and King Street shopping and dining districts.

Charming space near dinning, parks, entertainment

Stay in a piece of Jacksonville history. This 1906 home was originally built in historic Springfield and moved to its current site, historic Riverside, in 1908. Less than half a block to the shops of Five Points, Memorial Park and Cummer Museum. This highly-rated Air BnB is loaded with charm, space, and modern amenities to make your stay in central Jacksonville wonderful.