Pet-friendly holiday rentals in Downtown Jacksonville

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 $50-1 dog max -Outside shared area with sitting area & fire pit -Second Floor Unit -Parking for 1 car Third party laundry service available for $10 per load.

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.

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!"

1026- Sleeps 10, 0.9 miles to Vystar, Pets ok

Must be min 25 yrs old. This historic Springfield home has been fully renovated & is central to everything fun. Less than 5 min from Vystar & other show venues, less than 30 min from beaches, St Augustine & other areas of Jacksonville. Close to the zoo & museums & the best restaurants & bars in Jacksonville. This home is all one floor and has tons of functional space for a family. Pet & child friendly. You will feel right at home in this lovely cottage style house with tons of amenities.

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!

Jacksonville 2-BR Bungalow | Sauna & Dog-Friendly

Charming 2-BR bungalow in Riverside, Jacksonville! Walk to bars, craft breweries, and restaurants. Enjoy a private fenced backyard with a wooden barrel sauna. Wake up to morning sun through large bedroom windows. Dog-friendly with a park and dog bar nearby for pups to play while you sip a drink. Includes a work-from-home setup with fast internet and a desk in the main bedroom. Short drive to beaches and downtown. The perfect spot for relaxation and fun—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.

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