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!

Luxurious Historic Heart of Springfield Home

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, private back porch & yard. TV w/ cable, high speed WiFi are all 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.

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!"

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!

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.

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.

San Marco Chic Home 2 blocks from San Marco Square

Welcome to our beautiful newly, fully renovated San Marco Villa. This home is the perfect balance of a historic feel with a modern, chic vibes. Enjoy all the comforts of your own home right at your fingertips. This residence is perfect for couples, solo adventurers, business travelers, and families! This home is only a few steps away from adorable San Marco Square - teeming with restaurants, bars, and boutiques!

Historic & Modest Apartment 6.0

Entire apartment located in Historic Springfield. The apartment is warm and inviting with burgundy walls, a library sofa and tulip oval table The bedroom has a queen size bed. On 3rd floor, no elevator. 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.