Pet-friendly holiday rentals in Downtown Jacksonville

2 BR Historic Springfield Apt

You will be close to everything when you stay at this centrally-located property in Historic Springfield. -5 mins to DT Jax, Jags Stadium & Concert Venues -15 mins to Cruise Port -20 mins to Jax Int'l Airport (JIA) -25 mins to Beach Built in 1916, this large second floor unit has a separate living & dining room, balcony & work station. High speed wifi (up to 1GB). Enjoy your morning coffee on the front porch swing. Come experience everything this gentrifying historic district has to offer!

Oasis in the Hill

Beautiful pool home and private backyard oasis. This walkable neighborhood is quiet and popular with professionals and families. It's a short walk from many restaurants, bars, and entertainment. This home includes a heated* saltwater pool, pool table, huge covered lanai, fire pit, and campground-style grill. Enjoy this oasis, surrounded by tropical landscaping and pond. We are glad to offer a military/first responder discount of 10% per day up to $100 for your stay upon request w/ valid id.

Modern & Historic quiet house near Arenas|Yard|R&R

Historic Charm + Modern Comfort. Immaculately clean house in historic Sprinfield. Quiet neighborhood within 6 minute drive to Jacksonville arenas. Plenty street parking (SP) infront of the Property. No additional pet fees. A large fenced yard. House is within walking distance of restaurants and breweries. Fully equipped for a great stay. The house was designed to resemble a century-old historic home. Features front and back porches with a built-in L bench for family and friends to gather.

1142- Sleeps 9, Vystar 1 Mile, Pet Friendly

Must be min 25 yrs old. Updated stylish historic home centrally located to everything Jacksonville has to offer. Spacious, family & pet friendly, this home will give you all the cozy feels you are looking for. Plush nectar beds with cotton linens and sound machines in each bedroom ensure you will wake up rested. On & off street parking, large pavered back yard, luscious landscaping & a quiet neighborhood make this a peaceful home to relax, have fun, work remotely or do whatever you desire!

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!"

Renovated 2BR w/Porch & Pool Table • San Marco

Just 2 Blocks to the River, Dining & Shopping! Welcome to your beautifully renovated upstairs duplex unit in the heart of charming San Marco. Enjoy a fully stocked kitchen, spacious screened porch, dedicated office space, arcade, pool table, bikes, beach chairs, and fast WiFi, for work or play. Soak in the neighborhood’s historic charm, stunning sunsets, and walkable streets. With local dining and boutique shopping just steps away, this bright and cozy space is ready to welcome you!

*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!

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.

Spacious 2/1 in historic neighborhood- NO parties

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.

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.

New Luxury Riverside • Walk to Dining • Sleeps 6

Discover a newly constructed, stylish and spacious home in the heart of Riverside, Jacksonville. Perfect for families, groups, or business travelers, this modern 3-bedroom, 2-bath home offers comfort and design. Enjoy an open-concept living space, fully equipped kitchen, and bright layout. Located minutes from top restaurants, bars, and shops—everything you need is right at your doorstep. Perfect for families, groups, and wedding guests visiting Riverside

*Heated Pool, Hot Tub & Grill Retreat • Free Wi-Fi

Welcome to your private Jacksonville oasis — a relaxing, well-equipped home featuring a heated pool, hot tub, and outdoor grill, perfect for families, couples, or small groups looking to unwind in comfort. Whether you’re here for a getaway, work trip, or visiting loved ones, this home offers the space, amenities, and privacy you need for a great stay. Pool heating available for $100/night with 48h notice. Hot tub heating is complimentary.