House holiday rentals 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!

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.

Unwind. Cozy Creekside Cottage near Ortega/NAS

Enjoy this charming creekfront cottage in the heart of Jacksonville. Unwind as the sun sets over the water, relax under shady cypress trees while wildlife travel about the tidal creek, enjoy cocktails on the dock, engage in boating or try your luck fishing. A boat ramp is nearby for boat launching. (Plenty of room to park Boat/Trailer on the nearly 1 acre lot ) While this unique retreat provides a tranquil getaway, it is also centrally located making it convenient for you to get around.

Cozy Riverside Home. Walking Distance To 5-Points!

This home is located in the heart of Riverside. Cozy and aesthetic! You are centrally located in the center of 5-points. Park your car and leave it!! You are within walking distance to everything. We also have fun bikes located on the property. This home is perfect for couples, business travelers, or if you are traveling alone. - Due to Coronavirus, we’re taking extra care to disinfect frequently touched surfaces between all reservations. • Parking is available on the STREET ONLY

Fancy Dancy

Experience the charm at "Fancy Dancy". Nestled within Avondale’s historic community, this home is strategically located within walking distance to a plethora of restaurants, parks, boutiques, and the serene St. Johns River. For the Sports fans, Jacksonville Jaguars stadium is only a 10 min drive. Whether you're seeking culinary delights, outdoor adventures, or sporting events, everything you desire is just steps away. Discover the perfect blend of comfort, style, and convenience.

Vintage Riverside Cottage w/ King Bed

Welcome to our 1901 "doll house" with timeless charm and contemporary upgrades. From the original cast iron tub that we refinished ourselves, to the brand new butcher block kitchen. You'll find yourself in the Brooklyn area of Riverside and close to 5-points, avondale , murray hill , DT Jax and 4 miles from Daily's Place & Vystar Veterans Arena. Our home has been converted into a Duplex, with this being located in the back and a quiet office located in the front of the building.

Beautiful Retreat in the heart of San Marco

This 1940 charming, brightly lit home has been completely renovated with high end finishes, new furniture, bedding and beautiful hardwood floors throughout. The open gourmet kitchen is fully equipped with stainless appliances and a farmhouse sink. Enjoy relaxing in the screened-in porch. Amazing location within walking distance to St. John's river, San Marco square, the hospitals and monorail to downtown. New laundry room with full size washer and dryer directly off master bath.

Historic Hollywood House w/Pool

Located in Avondale, this well kept 98 year old house features original hardwood floors throughout, updated kitchen. There are 2 main bedrooms, and a third with a twin bed + trundle but no door. The back yard is private with a beautiful pool (that is not heated) and cabana. 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.

Beautiful 4/3 in the Heart of Jax - 5 mins from DT

Enjoy your time in the heart of Jacksonville, just a few minutes from downtown and the Jaguar’s stadium in a quiet neighborhood and cul de sac for ultimate privacy! This 4 bed 3 bath home near San Marco was recently renovated with gorgeous luxury tile & every amenity you could ask for. Beautiful bamboo, fruit trees, and unique flowers landscape this gorgeous renovated brick home. Due to allergies pets/service animals are not allowed. Carport recently removed.

Luxury Designer San Marco Oasis-Sleeps 6

Welcome home to your home away from home! 2 bedrooms/ Sleeps 6, 9 min. to the Stadium, 5 min. to Baptist/Wolfson Children's/MD Anderson hospital, 8 min to Memorial Hospital, 9 min to St. Vincent's hospital, 3 min to San Marco Square, 24 min to Jax Beaches. This designer home with spacious high ceilings is stocked with all details including a Ninja blender, Air fryer and Insta pot. Enjoying relaxing in the Gazebo in the peaceful backyard and grilling out.

1430- Sleeps 9, Arenas 1 Mile, Pets Ok

Must be min 25 yrs old. You will feel right at home and close to everything in this centrally located, very well decorated duplex home with super plush beds, sound machines, gig wifi and a huge back yard for your furry pets or your wild little ones! There are so many wonderful things about this home, you will need to stay here to believe it. And one of the best features of all.....Its all on one floor!

3B 2BA house with huge fenced backyard

1600sq ft with 3 bedrooms and 2 bathrooms, one of which is an ensuite including a washer and dryer. The house is almost 100 years old and has seen some things! Huge backyard with deck and table and chairs. If the fruit on the trees is ripe please feel to eat it. The kitchen and one bathroom were fully renovated in 2022. Each bedroom has a king size bed and tv.