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Holiday rentals in Oceanway

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Top-rated holiday rentals in Oceanway

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

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Guest favourite
A bright bedroom features a queen size bed with stripe-patterned bedding, complemented by a decorative wall piece. Natural light filters through two windows, accented by sheer curtains. A small desk and chair are positioned next to the bed, providing space for work or relaxation.
Tiny home in Oceanway
4.9 out of 5 average rating, 442 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.

Guest favourite
The exterior of a renovated single-story home is shown, featuring a large front yard with well-maintained grass and shrubs. The house has a light-colored facade with contrasting trim and a two-car garage. Clear skies and natural light enhance the welcoming appearance.
Home in Jacksonville
4.94 out of 5 average rating, 72 reviews

Spacious Pet-Friendly Home near Airport & Pool

Recently renovated spacious 4 Bed 2 Bath home just 4 houses away from the Community Pool and playground. This home is ideal for either work or play during your visit to Jax. Only 15 minutes to Jax Intl. Airport but nice & quiet. Home features formal living room, separate dining room & office space. The home is WiFi equipped with Smart TVs in every bedroom. Only 20-25 Minutes to downtown & the Jaguars Stadium. Home is pet-friendly with a fenced rear yard. Pet fees are coordinated separately.

Top guest favourite
A studio guest suite features a queen bed with decorative pillows and a lightweight blanket. A work desk with a bar stool and a mounted TV are visible against the wall. Light wood flooring complements the soft blue wall, while a woven wall hanging adds texture to the space.
Guest house in Jacksonville
4.91 out of 5 average rating, 305 reviews

Studio Suite in Beautiful Central Neighborhood

Studio guest suite with queen bed and kitchenette in beautiful Miramar neighborhood, just 5 minutes from historic San Marco. Close to restaurants, grocery, MD Anderson Cancer Center and Wolfson Children's Hospital. Owners live in main house on site but suite has its own private entrance and parking. You will have access to an outdoor dining space and fenced in backyard. Dogs live on premises but will not interfere, although you may hear barking. Sofa bed available if needed, please inquire.

Top guest favourite
Aerial view of a cluster of charming cottages set on a green, grassy area. The cottages feature pastel-colored exteriors and covered porches, while palm trees add a tropical touch to the landscape. Blue skies with fluffy white clouds create a bright and inviting atmosphere.
Home in Jacksonville
5 out of 5 average rating, 29 reviews

Honeycomb Hideout

Enjoy and relax in this quaint, stylish space. Our adorable home is a 358-square-foot one-bedroom with a loft is perfectly located to visit beaches, attend NFL games, or take a short drive to historical St Augustine or Fernandina Beach. This home is fully equipped with all utilities, including basic cable, Wi-Fi, two pools, a dog park, and a fitness center. The location is one exit from River City Marketplace and the Jacksonville airport, providing over 100 restaurants and retailer options.

Top guest favourite
A cozy studio space features a spacious bed with black bedding, complemented by decorative pillows. A small kitchenette area is visible, along with a seating space that includes a gray sofa. Natural light enters through a window adorned with patterned curtains.
Tiny home in Jacksonville
4.97 out of 5 average rating, 200 reviews

Oak Bluff Tiny Home on 2.5 Acres with Pond & Patio

Relax at this quaint and laid-back getaway located close to restaurants, airport, cruise terminal and major highways. The property is near nature preserves and state parks that are ideal for hiking ,fishing and boating 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.

Guest favourite
Guest house in Springfield
4.88 out of 5 average rating, 33 reviews

La Casita Chiquita Near Events & Entertainment!

Welcome to "La Casita Chiquita" our unique little guest cottage - in the heart of Jacksonville! This 250 square foot cottage, with a loft bed and comfortable amenities is nestled in a garden setting, underneath majestic trees. You can be away from it all - and just blocks to sports, entertainment & convention venues, craft breweries, sports bars, unique eateries, and museums. Are you here for business? Downtown is 5 minutes away and major medical facilities less than 10 minutes away.

Guest favourite
The living area features a dark sofa adorned with decorative pillows, positioned on a geometric area rug. A round black coffee table sits in front, complementing the modern decor. Light enters through sheer curtains, and a tall floor lamp enhances the bright atmosphere.
Flat in Jacksonville
4.93 out of 5 average rating, 45 reviews

Modern and cozy space near River city and Airport

Nestled in the heart of Jacksonville, Fl our unit offers a comfortable and inviting space just miles away from Jacksonville International Airport and many other attractions. Our space is conveniently in a quiet neighborhood with modern decor, and offers wonderful amenities like Wi-Fi, free parking, and access to an outdoor pool. Whether you're a traveling professional, looking to relax on the sandy shores or sample delicious cuisine, Jacksonville has something for everyone.

Top guest favourite
A light-filled living area features a comfortable black sofa adorned with textured cushions. A round dining table with wooden chairs sits nearby. Natural elements are introduced through a potted plant and a woven light fixture, while a piece of artwork adds a touch of color to the wall.
Guest house in Springfield
4.99 out of 5 average rating, 147 reviews

Cozy Cottage in Springfield, Downtown Jax

🤍 We can't wait to host you! The Cottage on 4th is located in the eclectic Historic Springfield neighborhood in Jacksonville's urban core. Situated in close proximity to awesome restaurants, coffee shops, breweries, and entertainment venues. Located 1.5 miles or less from TIAA Bank Field, Daily’s Place, Vystar Veterans Memorial Arena, and 121 Financial Ballpark (Jacksonville Jumbo Shrimp stadium). 13 miles from JAX airport and 16 miles from the beach.

Guest favourite
A cozy sleeping area features a spacious bed with a soft white blanket. The room includes a kitchenette with modern appliances and a mounted television displaying a serene beach scene. Natural light enters through a window, enhancing the comfortably designed space.
Guest house in Jacksonville
4.82 out of 5 average rating, 66 reviews

The Little House

This modern guest house comes with everything that you need for your temporary stay. Arrive and park under your own covered parking, private entrance to the back of the house will grant you access to La Casita, and outdoor spaces where you can relax while you visit Jacksonville for work or for pleasure. The host has a vehicle listed on the Turo rental App, if you need transpontation accomodations, please ensure to request more details.

Guest favourite
A comfortable living area is presented with rich burgundy walls and large windows that allow natural light to fill the space. A decorative fireplace is situated beneath a mounted television, complemented by potted plants and an oval table beside a cozy library sofa.
Flat in Springfield
4.92 out of 5 average rating, 261 reviews

Historic & Modest Apartment 6.0

Entire apartment located in Historic Springfield. The apartment is warm and inviting with burgundy walls, a library sofa and tulip oval table The bedroom has a queen size bed. On 3rd floor, no elevator. 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.

Top guest favourite
Home in Jacksonville
5 out of 5 average rating, 20 reviews

Crane Suite -Private entry, bath & kitchen laundry

The Crane Suite is a 330SF space designed for those that enjoy a classy, clean, and comfortable environment. This 1 or 2-person (couple) room is perfect for those traveling for work or recreation looking for a private space. We price our rooms with long-term guests in mind. The suite has a private entry back door, a brand new private kitchenette/bathroom with shower.

Guest favourite
A stylish living room features a plush gray sofa centered against dark blue walls. Two vibrant teal chairs complement the sofa, while gold accent tables sit on an ornate blue area rug. Large windows allow natural light to illuminate the space, enhanced by potted plants.
Flat in Riverside
4.91 out of 5 average rating, 386 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 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.

Popular amenities for Oceanway holiday rentals

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Quick stats about holiday rentals in Oceanway

  • Total holiday rentals

    Explore 50 holiday rentals in Oceanway

  • Nightly prices starting at

    Oceanway holiday rentals start at £15 per night before taxes and fees

  • Verified guest reviews

    Over 2,340 verified reviews to help you choose

  • Family-friendly holiday rentals

    20 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    50 of Oceanway holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Oceanway rentals

  • 4.9 Average rating

    Oceanway stays are highly rated by guests – averaging 4.9 out of 5!

  1. Airbnb
  2. United States
  3. Florida
  4. Duval County
  5. Jacksonville
  6. Oceanway