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.

The Hothouse-Couples Escape: Play-Relax-Reconnect

The HOTHOUSE is a Unique Risquè Stylish Mobile Home (Sleeps 4ppl Max.) Private, surrounded by trees-No neighbors. We welcome couples & friends for anniversaries, honeymoon, or those looking for a reason to escape the world & routines. It is the closest residence to JAX; overnight travelers are welcome. This place is not typical. We seek to fully immerse you in a unique stay & experience. <2mile from the Airport, Shoppes, & Dining. Contact us directly about features & details for THE SWEATSHOP.

Artsy Cozy Garden Retreat

This luxe contemporary art inspired 1 bedroom nonsmoking/vaping) downstairs adults only apartment that is packed with very bold colors and is situated in an urban core Murray Hill/ Riverside area and is close to downtown, the interstates and the trendy restaurant district! This is a self-contained one-bedroom apartment that is part of an upstairs downstairs duplex. This is Florida and we do have bugs. We have monthly service but occasionally one gets inside. That doesn’t mean the unit is dirty!

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.

The Duchess:Vintage Revived-Pets Welcome

Welcome to The Duchess! My husband and I named our home after our first dog together. We wanted to give people with furry friends a place to enjoy. Our charming space seamlessly blends vintage aesthetics with modern comfort. Relax in the tastefully decorated living area or prepare meals in the fully equipped kitchen. Explore nearby shops and restaurants, ensuring a delightful experience. Whether you are here for work, vacation or events, you'll find our home is exactly what you need.

*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.

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.