Holiday rentals with a fireplace in Downtown Jacksonville

Luxurious Craftsman in Historic San Marco

Never Drive Again! Immaculately renovated San Marco Bungalow, just a minute from excellent restaurants, retail, entertainment, hospitals & easy transit (via San Marco's FREE Beachside Buggy App) to everything else. Features include an inviting front porch, interior foyer, charming living room w/gas fireplace, new kitchen w/SS and granite, indoor laundry, historic architectural features, and private backyard w/ sitting area, fire pit, games & BBQ! Incredible location with unmatched walkability!

Easy Breezy Bungalow

This charming historical bungalow with views of Trout River and Rolliston Park is situated in a peaceful natural setting, yet is convenient to I-95, Jacksonville International Airport, JAXPORT Cruise Terminal, EverBank Stadium (home of the Jacksonville Jaguars), VyStar Ball Park, Dailey's Place Amphitheater, and the Jacksonville Zoo. The owners live nearby and are available to welcome and assist you. A fifth guest will be comfortable on the sunroom daybed. Please note: This is NOT a party venue.

Better than your average Jacksonville hotel room!

Tired of taking out the trash, and stripping the bed at most Airbnbs? Our quiet and cozy suite is centrally located in the historic Springfield district, next to downtown Jacksonville. This unit is furnished with a queen bed, a queen pull-out sofa bed, and an amazing La-Z-Boy recliner perfect for naps. The bathroom is updated, with excellent water pressure. And, the front porch is exclusive for our guests. There is a stocked Keurig, as well as a refrigerator and microwave, but no kitchen.

Riverside Retreat with Bikes & Fire Pit

This charming bungalow is located in the heart of walkable Riverside; Jacksonville's most fun neighborhood. Enjoy a king bed, smart speakers, fast WiFi, and streaming channels, as well a fully stocked kitchen and a backyard with adirondack chairs, an electric grill, a fire pit, and even 'smores kits. Use our custom recommendation guide to explore local shops and restaurants on our cruiser bikes (complete with cup holders and cell phone holders). Private driveway parking is included, too.

*Historic Dream *Walkable *1 mile to Downtown Jax

The Lilly House sleeps 6 and offers gated parking, a covered cozy porch with a swing, and courtyard featuring a fire pit, grill, and yard games. WALKING DISTANCE to restaurants, breweries, and coffee shops. Enjoy a stocked kitchen, on-site laundry, smart TVs, WiFi, Bluetooth radio, record player, and workspace. Just 1 mile from downtown Jacksonville and minutes from the TIAA Bank Stadium, Vystar Arena, and more. Pets and events allowed with prior approval. Book your stay today!

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

San Marco Home • Pool, Hot Tub, Grill

Welcome to your Jacksonville getaway! This stylish 3-bedroom, 2-bath home in the heart of San Marco is just 10 minutes from Jaguars Stadium and close to vibrant cafes, parks, and boutiques. Ideal for families, couples, groups, or long-term stays, this home combines comfort, charm, and resort-style amenities. Pool Heating: $100 per stay for short visits (≤4 nights). For longer stays or winter months: $50 setup + $12/night, or $200 flat. Please request at least 48 hours in advance.

Relax or entertain at The Beautiful Wild Azalea

Bring the whole family to this great place with lots of room for entertaining or relaxing. Watch your favorite movie in the private theater equipped with 5 reclining leather theater seats. Screened in patio great for BBQs and private outdoor dining. Great game room! 4 minutes away from Grocery, gas, and restaurants JAX International Airport- 28 minutes Jacksonville Beach- 44 minutes Downtown & TIAA Bank Center-20 minutes Oakleaf Town Center shopping- 17 minutes

Historic Riverside Home 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 front porch—in all, nearly 1,000 square feet of space. 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, with plenty of restaurants, shops and a Publix grocery store.

Modern Stylish Sanctuary • Timeless Design

Cozy 3BR/2BA Retreat Near Beach & Shopping Spacious, clean, and quiet, our home offers a comfortable stay just minutes from the beach and top shopping spots. Enjoy an open living area, fully equipped kitchen, and relaxing patio—perfect for families or groups. Book now for the ultimate coastal getaway! Local Recommendations: St. Johns Town Center (15 mins) – Top shopping & dining. Jacksonville Beach (25 mins) – Sun, dining & outdoor fun.

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.

Retreat on the river

Deep water access to anywhere in Jacksonville with dock available. Back yard pavilion gazebo 50 feet from river connecting to a bungalow river home and landscaped pool. Bring your boat and tie up to the dock, or enjoy the provided kayaks and canoe. Home is available for out of town guest only. Two beds, four guest and plenty of room on couch