Holiday rentals in Jacksonville

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Top-rated holiday rentals in Jacksonville

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite

Tiny home in Jacksonville

4.91 out of 5 average rating, 253 reviews

Shady Oak Guesthouse

Enjoy your stay at this shady oak guesthouse. It is located on our 2 acres of land with the view of a neighboring lake. Don’t let the size fool you, it has a queen size bed, small kitchenette with fridge, microwave and coffee. The eating area can double as a workspace if needed. It has a full-size bathroom as well. It has a brand new ac and air purifier. It has outdoor seating, privacy fence and keyless entry. Minutes away from JIA, River City Marketplace, the Zoo and the Cruise terminal.

10–17 Aug

$102 SGD per night

Guest favourite

Home in Jacksonville

4.97 out of 5 average rating, 176 reviews

Coastal Lane 3/2 Clean Home in Jacksonville, Wi-fi

Reach out about our multi day discounts for weekdays! This gorgeous 3 bedroom coastal style home is your home away from home! Located in a peaceful and quiet neighborhood with perfect lake views. It's close to shopping, stores, and restaurants. - Easy highway access right off I-95 - 15 minute drive from the Jacksonville Jaguars Stadium (TIAA Bank Field) - 20 minute drive to Jacksonville Beach - 25 minute drive to Jacksonville Airport - Fast Wi-Fi -EV Charge Available for Guests in Garage

16–23 Aug

$179 SGD per night

Guest favourite

Tiny home in Jacksonville

4.92 out of 5 average rating, 130 reviews

Sugarberry Tiny Home on 2.5 Acres with Pond/Patio

Relax at this new, quaint and laid-back getaway located close to the airport and major highways. The property is near nature preserves and state parks that are ideal for hiking , kayaking, fishing, boating and bicycling; or, just relax in any of our many beautiful beaches and enjoy all the fine dining. For entertainment and event venues , Riverside/Downtown is under 30 minutes away. A great place to relax and rest after a day of activities, or on your way to your final travel destination.

9–16 Nov

$120 SGD per night

Guest favourite

Home in Jacksonville

4.97 out of 5 average rating, 111 reviews

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.

20–27 Oct

$148 SGD per night

Guest favourite

Guest house in Arlington

4.95 out of 5 average rating, 354 reviews

Jax Backyard Bungalow

Rent this pet friendly guest house in our quiet well-groomed backyard. Studio comes with queen-size bed, couch, closet, mini fridge, Keurig, microwave, table & chairs. Enjoy DirecTV & dedicated WiFi router. Savor a peaceful cup of coffee or evening cocktail on the attached wood deck. Well behaved pets are encouraged to run free in the fully fenced in yard. Our black lab would love the company! Get to TIAA Bank Field in less than 5 mins or the beach in about 25 mins. Must be 25 to book

8–15 Jul

$124 SGD per night

Guest favourite

Guest house in Avondale

4.99 out of 5 average rating, 197 reviews

Luxury Avondale Guest House, Walk to Shops

Featured in the Jacksonville Home Magazine! The Luxury Avondale Guest House is in the exquisite historic neighborhood of Avondale. Ten minutes from downtown sports & entertainment complexes, and several major health care facilities, St. Vincent's Hospital, Baptist Medical Center and the world renowned MD Anderson Cancer Center. Three short blocks to “The Shoppes of Avondale,” with an outstanding array of restaurants and venues to enjoy a streetside café-style meal, cocktail and desserts.

30 Nov – 7 Dec

$207 SGD per night

Guest favourite

Guest house in Jacksonville

4.94 out of 5 average rating, 174 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.

5–12 Jun

$166 SGD per night

Guest favourite

Guest house in Jacksonville

4.98 out of 5 average rating, 179 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.

14–21 Oct

$163 SGD per night

Guest favourite

Guest house in Jacksonville

4.92 out of 5 average rating, 185 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 :)

17–24 Sep

$115 SGD per night

Guest favourite

Home in Jacksonville

4.95 out of 5 average rating, 112 reviews

Cozy Urban Home.

Comfortable and affordable home. It is a smoke free, pet free and cozy house. Located in a quiet neighborhood. Great place to rest . NO Pets , 0 tolerance for parties or Gatherings , smoke free home . Location : This is a good choice if you are here for a concert, game , visiting Jax or simply need palace to rest. Accessibility: House layout features steps on all points of entry , and a small bathroom. Please see "Other Details to Note "

17–24 Feb

$113 SGD per night

Guest favourite

Flat in Jacksonville Beach

5.0 out of 5 average rating, 199 reviews

"Sweet Water" Waterfront Studio Apartment

Experience inter-coastal living in a well-appointed waterfront, upstairs studio guest house. Furnished with a queen bed, full-size sleeper sofa & many amenities. Only minutes from the beaches, Mayo Clinic, restaurants, nightlife, Players Championship Golf Course, shopping & more. Conveniently located near lots of activities, but not too close to interfere with your rest & relaxation. Whether on vacation or business, it's the ideal location!

12–19 Aug

$178 SGD per night

Guest favourite

Flat in Jacksonville

4.91 out of 5 average rating, 206 reviews

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 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.

18–25 Jul

$130 SGD per night