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.

Serenity and Amazing Views - Home on River w/ Pool

Beautiful House: Quiet with all amenities on deep water with pool. 12 minutes from Jax Airport, 5 min from Zoo and 10 min from Cruise Ports. Jax Beaches are just a short beautiful drive. Downtown, Stadium, Arena etc. 10 min Lounge on the deck or sit pool side while watching the sunrise/ sunset. Bring your kayaks and paddle across the river to the zoo, or find sharks teeth on the river islands. Fish off the dock and catch some of Florida's best: Reds, Trout, Flounder, Snapper, Blue Crabs.

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.

A Private Loft at Grand Landings Equestrian Center

Welcome to "The Loft" at Grand Landings LLC! Enjoy a taste of the country in our over-the-barn apartment, conveniently located on the outskirt of Jacksonville, Florida. Our recently renovated loft offers all the luxuries of home and comfortably sleeps 4 (with the option of a crib upon request). Enjoy a one-of-a-kind experience and go on a ride on our friendly horses, or venture out and enjoy easy access to nearby natural springs, beaches and restaurants. There's something here for everyone!

The Monopoly House

Cozy free-fun 3 bedroom with a bonus loft 2 ½ bath home. “This is an immaculate 3 bedroom house with a bonus loft that includes a Air Hockey table, NBA Jam Arcade, Giant Size Jenga, and Giant Size Connect 4 Game. Great for families! Equipped with four (4) Smart Tv’s and two (2) indoor projectors with Alexa Studio Sound System. Nice Outdoor entertaining space including a pool and playground for the family. Located 7 miles from Jacksonville International Airport and 16 miles from downtown.

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!

Cozy Home with Heated Private Pool and Patio

Nice and very clean house for your vacation and a comfortable stay. Cozy sitting area with a small pool. A protective screen around the recreation area will keep you from Florida insects))). Parking for 4 cars. Our home is located in a very convenient location: Less than 1 mile to the main road I-295 as well as the Costco store and Walmart Supercenter. At the same time, the house is located in a quiet area where you will not be disturbed by the various noises of city life.

Spacious 2/1 in historic walkable neighborhood

Welcome to Happy's Hideaway, a family-friendly carriage house that checks all the boxes! Our bright 2-bedroom carriage house apartment is close to downtown and 12 miles from JIA. Nestled on a quiet street among mature oaks with a saltwater pool, it is just 15 miles to Atlantic Beach (a 22-28 minute drive.) We are just off Main Street, where you can enjoy local beer, ice cream, coffee, pizza & axe-throwing! This unit is on the 2nd floor and accessible only by stairs.

Pool & Hot Tub Home w/ Game Room! 1 Mile to Beach!

This house was thoughtfully put together with large groups in mind. Perfect for entire families, friends vacations, or just a calm getaway. The home is centrally located & close to everything! 5 minutes from the beach 10 minutes from Mayo 20 minutes from Towncenter Beautifully renovated with several outdoor features. Salt water pool, hot tub, lounge chairs, and an outdoor dining table. Ring camera outside of front door (facing the street) for added security.

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.