Holiday rentals in Jacksonville

Easy Breezy Bungalow

This charming historical bungalow with views of Trout River and Rolliston Park is situated in a peaceful natural setting, yet is convenient to I-95, Jacksonville International Airport, JAXPORT Cruise Terminal, EverBank Stadium (home of the Jacksonville Jaguars), VyStar Ball Park, Dailey's Place Amphitheater, and the Jacksonville Zoo. The owners live nearby and are available to welcome and assist you. A fifth guest will be comfortable on the sunroom daybed. Please note: This is NOT a party venue.

The Hothouse-Couples Escape: Play-Relax-Reconnect

The HOTHOUSE is a Unique Risquè Stylish Mobile Home (Sleeps 4ppl Max.) Private, surrounded by trees-No neighbors. We welcome couples & friends for anniversaries, honeymoon, or those looking for a reason to escape the world & routines. It is the closest residence to JAX; overnight travelers are welcome. This place is not typical. We seek to fully immerse you in a unique stay & experience. <2mile from the Airport, Shoppes, & Dining. Contact us directly about features & details for THE SWEATSHOP.

Lakeshore Leisure Club

This charming cottage in historic Lake Shore neighborhood close to downtown offers farmhouse charm with a modern/boho flare and spacious fenced in backyard. Enjoy views of the Ortega River on your morning walk. Dedicated dry bar, coffee bar, and fully stocked kitchen are perfect to elevate your stay. King and Queen beds. Just minutes away from historic Five Points, Riverside, Avondale, and NAS Jax. Here you can enjoy all of the shops, dining, and eclectic spaces that Jacksonville has to offer.

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.

Palm Paradise Jax |14PPL•Theater•Game Room•Pool

Welcome to Palm Paradise Jax, your private retreat designed for fun, relaxation, and unforgettable memories! * Private Pool * Private Theater Room * Game Room with Pool Table & Retro Games * Kids Playground * Outdoor Lounge & Gazebo * Spacious Backyard * 14 Guests * Fully Equipped Kitchen * Fast Wi-Fi * Smart TVs * Washer & Dryer * Family Friendly * Self Check-In * Free Parking * Minutes from Jacksonville Beaches * Hosts Available 24/7 Palm Paradise is the perfect fit.

Pet Friendly Studio w/ Private Fenced Yard

Welcome to the newly renovated Pop's Garage! If you've stayed with us before, you'll love the upgrades to our kitchen, the bathroom and the new floors throughout. Plus, we now feature a new, memory-foam King bed and sleeper sofa to accommodate parties of 4. The pet-friendly space includes a private and secure fenced-in area, allowing your canine to stretch out and explore. Discover the perfect balance of comfort and convenience at this one-of-a-kind vacation rental

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.

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

Luxe Home &Dreamy Backyard 20min from Mayo Clinic

Have fun with the whole family at this stylish newly renovated home. Everything is modern & BRAND NEW! Enjoy a nice cozy evening in the backyard next to the fire. We have a king size bed in the master including a private FULL bathroom with a stand-up glass shower. The 2nd bedroom has a queen size bed next to the 2nd bedroom that has a garden tub. The living room couch pull outs & makes for queen bed. Each room has a smart tv with all your favorite shows.

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. This petite studio is equipped for work travel, date night, solo escapes, or longer vacations, this enchanted forest destination is right for you.

Peaceful Getaway in the Heart of Jacksonville

Unwind in this peaceful 3BR, 2BA Jacksonville getaway! Enjoy bright, inviting spaces, a fully equipped kitchen, and cozy bedrooms. Step into the tranquil backyard—perfect for morning coffee, yoga, or listening to the cheerful sounds of birds. Less than 15 mins to downtown, beaches, and NAS. St. Augustine, St. Johns, and Amelia Island are nearby. Only 2 mins to major highways, local shops, dining, and entertainment!

Hip + Modern Florida Hideaway

Located in historic Murray Hill, our Florida hideaway is a fully renovated hip and stylish private guesthouse brimming with natural light and great vibes! Each room is keenly decorated with high-end modern furniture along with curated vintage art and decor. This space is packed with character and provides all the comforts of home.