Holiday rentals in Jacksonville

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Top-rated holiday rentals in Jacksonville

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Top guest favourite

Home in San Marco

4.98 out of 5 average rating, 267 reviews

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!

Guest favourite

Home in Riverside

4.9 out of 5 average rating, 459 reviews

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

Top guest favourite

Guest house in Riverside

4.96 out of 5 average rating, 164 reviews

Modern Riverside Private Studio

Enjoy a stylish experience at this brand new renovated suite in the heart of Riverside. You will find everything you need in our cozy and private studio. The space includes small kitchen with mini fridge, microwave, toaster, and coffee maker. Within walking distance to many restaurants, breweries, coffee shops and the best bike rental shop in town. We are centrally located to walk to Historic Five Points, King Street, or the St John’s waterfront and a short drive to San Marco & Downtown.

Guest favourite

Home in Avondale

4.96 out of 5 average rating, 150 reviews

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.

Top guest favourite

Home in Jacksonville

4.97 out of 5 average rating, 213 reviews

Vintage Riverside Cottage w/ZERO Cleaning Fee

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.

Guest favourite

Guest suite in Riverside

4.94 out of 5 average rating, 326 reviews

Cozy King Street Suite Upstairs

Cozy suite with a queen bed and a private bath along with a private den with a futon, TV, and desk. The suite has a private entrance. The house is located very close to great nightlife in the Riverside historic area, but it is in the rear of the property and very peaceful. There are also several museums close by, and the stadium and concert venues are very close as well! There are great food options ranging from hole in the wall to some of the finest dining spots in the city.

Top guest favourite

Flat in Jacksonville

5 out of 5 average rating, 106 reviews

The Cozy Basement in San Marco

Make yourself at home in this studio-style apartment located in a quiet neighborhood with a kitchenette and full bathroom that features modern updates. Centrally located, less than 5 minutes from historic downtown San Marco with trendy restaurants and shopping, just minutes away from all the shops and nightlife in the village square. Less than 15 minutes to Riverside and downtown Jacksonville including multiple hospitals. Also only 30 minutes from the airport and beaches.

Guest favourite

Guest house in Avondale

4.96 out of 5 average rating, 254 reviews

Avondale Studio

Located in Avondale, Jacksonvilles historic district, this Garage Studio offers everything one needs for a getaway or a business trip. Walking distance to the Shoppes of Avondale. There are multiple restaurants/bars/outdoor cafe dining all within walking distance in either direction. The 2nd story garage apartment offers a balcony with views into Boone Park. Fully renovated in 2021 offering a full kitchen and bathroom. You have a private parking space as well.

Guest favourite

Guest house in Murray Hill

4.9 out of 5 average rating, 321 reviews

The Moody Loft (Murray Hill)

Kick back and relax in this calm, stylish space. Dimmable lights for your preference. It's within minutes of Jacksonville's best night life. Walk to Murray Hill's bars and restaurants. Less than 5 minute drive to Riverside's Historic 5 Points. Less than 10 minutes from downtown and 25 minutes from beaches. There's a small fence separating my main house, enjoy sitting outside. My Newfies might peek over the fence every now and then to say hello :)

Top guest favourite

Guest house in Riverside

4.97 out of 5 average rating, 257 reviews

Enchanted Forest: a Magical Luxury Studio

Lost to time, at the end of a long forgotten forest path, where dappled sunlight outline trees, moss, and stone. Enjoy the luxurious richness of satin, velvet, chandeliers and candles. Looking to escape, we’d love to share the path to this hidden destination in Historical Riverside. Equipped for work travel, date night, solo escapes, or longer vacations, this enchanted forest destination is right for you.

Top guest favourite

Home in Riverside

4.97 out of 5 average rating, 160 reviews

5 Points Riverside home with patio, games and W/D

A bright and airy home in the heart of the Riverside historic district, 5 points neighborhood. This home is welcoming with lots of natural light, modern decor, high speed WI-FI and two TVs available, a free-to-play nostalgic arcade game console, and has all the perks of a short-term or long-term rental. Fully furnished and ready for you to enjoy your stay!

Top guest favourite

Barn in Jacksonville

4.99 out of 5 average rating, 110 reviews

Studio styled barn on a Florida pecan farm.

Hosts live on-site, in the main house beside the barn. Located on a small pecan orchard, our barn was built to be a place of rest and creativity for our family and friends. One of our favorite things about where we live is being able to enjoy the open space of the country while being close to the vibrant city of Jacksonville and the beautiful beaches.