Holiday rentals in Jacksonville

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Top-rated holiday rentals in Jacksonville

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Guest favourite

Rental unit in Riverside

4.95 out of 5 average rating, 218 reviews

Magical Midsummer Night Glamping Loft w Bikes

Escape to a one-of-a-kind whimsical-wonderland private studio, w/in ❤️ vibrant Riverside! This studio is a dreamy escape, with a plush queen bed and a ceiling covered in twinkling fairy lights. The space will transport you to a fairy tale world. The real magic lies in its location. You're just steps away from charming cafes, quirky boutiques, and vibrant nightlife. Take a stroll through lush parks along the river and catch a show at Daily’s or the historic Florida Theatre. Bikes also provided.

Guest favourite

Home in Jacksonville

4.99 out of 5 average rating, 142 reviews

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.

Guest favourite

Guest suite in Southeast Jacksonville

4.9 out of 5 average rating, 132 reviews

Cute private guest suite in charming neighborhood

Whether you are visiting for work, vacation or planning a local getaway, our guest suite is thoughtfully set up to provide what you need for your stay. In a friendly, residential area we are located on quiet street, where large trees and greenery create a natural canopy, providing for a cool and cozy side yard for you to enjoy during your stay. Centrally located to many of Jacksonvilles popular attractions so you can enjoy peace and quiet while restaurants and shops are within walking distance.

Guest favourite

Tiny home in Avondale

4.93 out of 5 average rating, 127 reviews

Pet friendly tiny home w/fenced in yard by park

A modern tiny house with your own fenced in yard and patio to enjoy the outdoors of Florida with your friends and family (furry ones too)! With your own private entrance (self check-in), full kitchen and bath, and high speed internet and TV, we did our best to ensure your stay is fantastic. Our tiny house, in the heart of Avondale, is feet away from the amazing Boone Park and walking distance from top dining and shopping while a few minutes biking or driving puts you in Riverside and downtown.

Guest favourite

Campervan/Motorhome in Jacksonville

4.99 out of 5 average rating, 125 reviews

Couples clothing optional escape hot tub nude deck

You'll love this unique and romantic escape. Designed to create an intimate setting to enhance your time together. The RV is quite large and fully equipped . Master bedroom features a cashmere topped California king bed. The property has so many amenities starting with a very large pool, lighted at night. A dock on the river to enjoy the views. Access to kayaks on premises. There’s a private clothing optional area/deck with a massage table , hot tub and loungers. We recently added a fire pit

Superhost

Rental unit in San Marco

4.86 out of 5 average rating, 228 reviews

Comfy, Cozy San Marco Gem

Everyone is raving about our San Marco apartment! We've been offering it since late July, 2019 and have been so pleased with the response. It has been wonderful to host great guests from so many different places. Located on a nice street near the St. Johns River, you'll find the unit puts you close to sports, entertainment, restaurants and medical facilities. Each bedroom sleeps 2 people. There is enough room in either the living room or foyer to put an air mattress. Come stay with us!

Guest favourite

Guest house in Murray Hill

4.94 out of 5 average rating, 199 reviews

Large 1 bedroom Cottage with full kitchen

This is a full size one bedroom house with full brand new kitchen and private entrance. The entire place was renovated late 2021. A luxurious king size bed awaits you and a twin sized sofa bed for one adult or two kids. The kitchen has a full sized brand new oven, stove, microwave, dishwasher and fridge and is stocked with utensils etc so you can easily make full meals or stay for an extended time. There's one free off-street parking spot available and plentiful free street parking.

Guest favourite

Home in Southwest Jacksonville

4.91 out of 5 average rating, 139 reviews

Spacious 3 Bedroom Home w/ Outdoor Patio

Located near Murray Hill just a small drive from the shops and heart of Jacksonville. Very close to downtown. If you are looking to stay in one of the most coveted areas in Jacksonville, this is where you need to be. The entire house has been newly renovated. Appliances are up to date and brand new washer and dryer has been added to the house. This beautiful house is equipped with your everyday essentials. The house is located in a very quiet family friendly neighborhood!

Guest favourite

Home in Southwest Jacksonville

4.9 out of 5 average rating, 320 reviews

Retreat on the river

Deep water access to anywhere in Jacksonville with dock available. Back yard pavilion with outside kitchen, gazebo and Jamestown smoke pit 50 feet from river connecting to a remodeled home and landscaped pool. Home is not lived in and void of all personal property giving you open space to feel at home as your own. Bring your boat and tie up to the dock, or bring your kayak and take a paddle down the river. Two beds, four guest and plenty of room on couch

Guest favourite

Guest house in Avondale

4.99 out of 5 average rating, 205 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

4.93 out of 5 average rating, 228 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 :)

Guest favourite

Rental unit in Springfield

4.85 out of 5 average rating, 204 reviews

Historic and Modest Boho Inspired Apartment 2.0

Entire apartment located in Historic Springfield. The apartment is warm and inviting with modern dark walls, cozy boho inspired decor and a recently updated kitchen and bathroom. The bedroom has a queen size, cool gel memory foam bed. 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.