Holiday rentals with outdoor seating 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.

Oceanfront Paradise, Steps from the Beach!

Beachfront bliss awaits at this updated oceanfront condo overlooking the Atlantic. Enjoy stunning unobstructed ocean views from the 2nd floor spacious living room and fully equipped kitchen. Relax in a comfortable king bed, unwind on the balcony with a table for two, and explore nearby shops and dining. Includes WiFi, washer/dryer, and thoughtful touches like luxury linens, bathroom essentials and beach gear. Ideal for an oceanfront getaway for two with everything you need for a memorable stay.

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.

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.

3 King Beds | Family Friendly | Central Location

Escape to our stylish jungle-themed retreat nestled right in the heart of Jacksonville in Murray Hill. Immerse yourself in a tropical paradise without ever leaving the city. Whether you're seeking a romantic getaway or an adventurous family vacation, the Hill Hacienda is the perfect oasis for your next stay. ⭐️ message us about our early check in and late check out options! 🐆🐆

The Great Gatsby - Luxury Historic Riverside

The perfect downtown haven to relax and refresh after an enjoyable night out on the town. Enjoy attractions just minutes away and come back to the brand new fully renovated apartment unit to rest and get rejuvenated for the next day. Slow down for a bit in our one-bedroom, which is perfect for staycations, work-cations, and, of course, vacations.

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.

River Front Cottage

Entire property with covered patio and private dock on the Cedar River which is navigable to the Atlantic Ocean. This special place is close to everything, making it easy to plan your visit. 20 minutes to the Jaguar stadium or go to historical neighborhoods within a few miles or go 45 minutes south to St. Augustine.