Family-friendly holiday rentals in Oceanway

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.

Wabi-Sabi Inspired Studio w Bikes, Walk to River

Tucked away behind a historic building, is a wabi sabi inspired studio: a blend of natural charm & modernity. A minimalist interior features a warm wooden beam, glass dividing wall, and earthy tones. Modern comforts coexist with aged ceramics and jute rugs. Large windows invite natural light and provide a view of the backyard garden. The space embodies tranquility, celebrating simplicity & imperfection. This harmonious retreat offers a peaceful escape, where past & present beautifully converge.

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.

Dream Catcher Cottages at Sweetwater Creek

Come stay in our North Florida Paradise~Secluded & Quiet yet minutes from Shopping, Restaurants, the Zoo, 15 minutes from the airport or downtown Jacksonville, Beaches, State Parks. Enjoy the huge covered screened deck overlooking the pool, pond and enjoy expansive views of the creek and conservation protected marshes. Nicely outfitted kitchen with tons of countertop space or BBQ your favourites on the Weber grill on the open deck right outside the kitchen door. Lots of room~wifi & internet.

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.

Treehouse Hideaway in the Timucuan Preserve

Our treehouse is located on 1 of the many islands located within the Timucuan Ecological Preserve and has been branded as the North Florida Keys(it is accessible by car). The Hideaway was just recently remodeled with modern taste and simple design to ensure that our guests feel comfortable in every aspect of their stay. The space has 1 bedroom, kitchen, bathroom and living room. The house also sits on a large lot so our guests can bring their boats or pwc’s to enjoy the local waters.

Fenced 4 bdr House Airport, Cruise, Zoo & Beaches

The house was built in 2023, with 4 bedrooms, 2 baths, full kitchen, living/dining room and laundry. There’s a 6 car parking lot + a 2 car garage. Trailers and RVs are welcome (driveway is 60ft long). The back of the house has a fully fenced backyard with a fire pit and grill. In total, 8 people could fit comfortably, though up to 9. If you're staying over the duration of 28 days and would like something added, please let me know. I'll do my best to accommodate all my guests!

The Little House on Jupiter

Good vibes only at La Casita. Stylish, peaceful & private. When it comes to choosing your home away from home- the details matter. Kitchen is equipped with fridge, microwave, air fryer and hot plate. Coffee, hand soap, dish detergent, shampoo and conditioner provided. The bed is full sized. Enclosed side yard. Excellent central location. 10 minutes to the highway, St. John’s Town Center & UNF. 20 minutes to the beaches, downtown & Mayo. No smoking is permitted inside.

Stylish Private Master Suite With Private Entrance

PLEASE READ BEFORE BOOKING: *This suite is apart of a duplex. It is attached to another Airbnb, however this Airbnb space is NOT shared with others. You will have this private place to yourself and just your guest will be in it with you. We all stayed at places while on vacation in cities that are far from entertainment at least once. The Riverside area is full of different restaurants, attractions, and entertainment options that will keep you full & entertained.

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.

The Cozy Hideaway- Airport, Cruise, Zoo

Kick back and relax in this calm, stylish space. We offer a comfortable place for 4, with a queen bed and a sofa that pulls out into another queen. We offer parking for cruise getaways, and are 8 minutes away from port! Feel calm and relaxed in presence of the beach. Only 25 minutes from the Beach. Right off 95. This is a tiny house located on our property. Has complete own entrance and building. Total privacy with gate around entire property.

TOP SHELF*Private Fishing Pier-Pool-Oceanfront*

Come and make treasured memories at the ocean front, Top Shelf Beach Condo located on 7th (top) floor at Amelia By the Sea! Wake up to beautiful panoramic sunrises, fish from the private pier, stroll the beach or simply grab a chair & chill. The ocean front pool is irresistibly refreshing, the only suit required on Amelia Island is your bathing suit! We look forward to sharing our island sanctuary with you. Permit #BTR-000681-2022