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Family-friendly holiday rentals in Oceanway

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Quick stats about holiday rentals that are family-friendly in Oceanway

  • Total holiday rentals

    Explore 20 holiday rentals in Oceanway

  • Nightly prices starting at

    Oceanway holiday rentals start at $102 SGD per night before taxes and fees

  • Verified guest reviews

    Over 1,220 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    20 of Oceanway holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Oceanway rentals

  • 4.8 Average rating

    Oceanway stays are highly rated by guests – averaging 4.8 out of 5!

Top-rated family-friendly rentals in Oceanway

Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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Guest favourite
A serene view of the tranquil water reflects a clear blue sky, bordered by lush greenery. Tall grasses extend along the water's edge, while distant trees provide a backdrop, enhancing the peaceful atmosphere of the waterfront property.
Cottage in Jacksonville North

Dream Catcher Cottages at Sweetwater Creek

Come stay in our Northeast Florida Paradise~Secluded & Quiet yet minutes from Beaches, State Parks, Shopping, Restaurants, the Zoo, 15 minutes from the airport or downtown Jacksonville. Enjoy the huge covered screened deck overlooking the pool, pond and enjoy expansive views of the creek and conservation protected marshes. Nicely outfitted kitchen~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~2GIG

4.89 out of 5 average rating, 133 reviews
Top 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 Jacksonville North

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.

4.92 out of 5 average rating, 508 reviews
Top guest favourite
Home in Jacksonville

Easy Breezy Bungalow

This charming historical bungalow with views of Trout River and Rolliston Park is situated in a peaceful natural setting, yet is convenient to I-95, Jacksonville International Airport, JAXPORT Cruise Terminal, EverBank Stadium (home of the Jacksonville Jaguars), VyStar Ball Park, Dailey's Place Amphitheater, and the Jacksonville Zoo. The owners live nearby and are available to welcome and assist you. A fifth guest will be comfortable on the sunroom daybed. Please note: This is NOT a party venue.

5.0 out of 5 average rating, 116 reviews
Guest favourite
A vibrant sunset casts a golden hue across the calm water, with silhouettes of docks and a distant boat in view. The sky is filled with layered clouds, creating a serene atmosphere that invites relaxation and reflection.
Home in Jacksonville

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.

4.9 out of 5 average rating, 325 reviews
Top guest favourite
Guest house in Springfield

La Casita Chiquita Near Events & Entertainment!

Welcome to "La Casita Chiquita" our unique little guest cottage - in the heart of Jacksonville! It's a 250 SF tiny cottage, with a loft bed and comfortable amenities - 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, great eateries, and museums. Are you here for business? Downtown is 5 minutes, UF & other medical facilities less than 10 minutes, Mayo- 25 minutes.

4.92 out of 5 average rating, 102 reviews
Top guest favourite
A neatly arranged living space features a spacious bed with a patterned black and white comforter. A wall-mounted TV and a small desk with a chair are visible. Light flows in through the window, adorned with dark curtains, while a potted plant decorates the coffee table.
Tiny home in Jacksonville North

Sugarberry 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.

4.95 out of 5 average rating, 287 reviews
Superhost
A spacious living area showcases a comfortable brown sofa, accompanied by a glass coffee table. A large stone feature wall displays a scenic mural, while two projectors are positioned on the ceiling. Warm lighting and carefully placed artwork enhance the space's inviting design.
Townhouse in Jacksonville North

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.

4.81 out of 5 average rating, 139 reviews
Guest favourite
A single-story house is presented with a light blue exterior and a neat garage door. Well-maintained lawn surrounds the house, with trees providing shade. The driveway is clear and paved, leading to the entrance, creating a welcoming atmosphere.
Home in Jacksonville North

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!

4.93 out of 5 average rating, 140 reviews
Guest favourite
The exterior view showcases a two-story blue carriage house surrounded by lush greenery. A saltwater pool lies in the foreground, accompanied by paved seating areas featuring comfortable chairs. The fenced yard offers privacy, with mature trees providing ample shade.
Guest house in Springfield

Spacious 2/1 in historic neighborhood- NO parties

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.

4.96 out of 5 average rating, 154 reviews
Superhost
A cozy sleeping area features a spacious bed with a patterned blanket and multiple pillows. A sliding barn door leads to additional areas, while a sofa and a laundry basket are visible. Natural light enters through nearby windows, illuminating the modern decor.
Tiny home in Jacksonville North

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.

4.79 out of 5 average rating, 276 reviews
Guest favourite
A white high-top chair is positioned on a deck overlooking the calm waters of the St. Johns River. Lush greenery can be seen in the foreground, while a clear blue sky stretches above, providing a serene backdrop for relaxation.
Cottage in Jacksonville North

Salty Dolphin Cottage with Pool ❤

Welcome to the Salty Dolphin—where the St. Johns River meets the Intracoastal. This peaceful riverfront townhome offers stunning views, dolphin sightings from the decks and dock, and is just 3 miles from the Atlantic—perfect for fishing. You’re minutes from JAX Airport, downtown, Amelia Island, Ribault Club, and a ferry ride from Mayport. Relax, explore, or cast a line—this hidden gem puts the best of Florida’s First Coast at your doorstep.

4.89 out of 5 average rating, 330 reviews
Superhost
A spacious pool area is surrounded by lush greenery, featuring a large, sparkling blue pool and a jetted hot tub. Lounge chairs are placed along the poolside, complemented by a shaded area for relaxation. A clear sky is visible above, enhancing the outdoor atmosphere.
Home in Jacksonville

Gorgeous Florida Pool and Spa Home

Have fun with the whole family at this stylish pool and spa place. Our home boasts a sparkling pool and rejuvenating spa, perfect for unwinding after a day of exploring the Sunshine State. Surrounded by lush greenery, the pool area offers a private oasis where you can soak up the sun or sip cocktails. Whether you're lounging poolside or enjoying a relaxing soak in the spa, this tranquil retreat promises the ultimate vacation experience.

4.85 out of 5 average rating, 111 reviews

Popular amenities for Oceanway family-friendly rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Family-friendly home rentals with a hot tub

Top guest favourite
A large swimming pool is bordered by a stone patio, featuring several loungers and umbrellas. Lush palm trees surround the area, providing a tropical feel. In the background, the river can be seen beneath a partly cloudy sky.
Camper van/Motorhome in Jacksonville North

Couples clothing optional escape hot tub deck

4.97 out of 5 average rating, 298 reviews
Superhost
A heated pool is surrounded by light-colored stone tiles, offering a relaxing atmosphere. Adjacent to the pool, a Jacuzzi is visible, designed with textured tiles. The area features a covered patio with a small dining set, providing an inviting space for outdoor enjoyment.
Home in Jacksonville

Entire Fabulous Home with Inground Pool & Jacuzzi

4.88 out of 5 average rating, 129 reviews
Top guest favourite
A clear swimming pool is depicted, showcasing calm water with scattered floating toys. Sunlight reflects off the surface, creating a serene atmosphere. Surrounding the pool are several black lounge chairs, providing space for relaxation.
Home in Southeast Jacksonville

Private FL Home with Pool, Hot tub & Luxury Master

4.88 out of 5 average rating, 246 reviews
Superhost
Home in Jacksonville

*Heated Pool, Hot Tub & Grill Retreat • Free Wi-Fi

4.81 out of 5 average rating, 189 reviews
Superhost
An outdoor space features a rectangular saltwater pool surrounded by lounge chairs. Green foliage and a wooden fence provide privacy, while a shaded area includes a seating structure. The clear water of the pool reflects sunlight, inviting relaxation.
Home in Jacksonville Beach

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

4.88 out of 5 average rating, 121 reviews
Guest favourite
Home in Palm Valley

Seaside Paradise - Pool! Spa! Game Room! 12 Beds!

4.87 out of 5 average rating, 107 reviews
Top guest favourite
A screened lanai features a tranquil Koi pond, surrounded by lush greenery and rock accents. Seating is available with several white Adirondack chairs arranged nearby. A paved pathway leads to a well-maintained lawn and a putting green, enhancing the outdoor space.
Home in Southeast Jacksonville

The confetti house - 1 mile from the Mayo clinic!

4.96 out of 5 average rating, 223 reviews
Guest favourite
Home in Southeast Jacksonville

~Billiard Abode_Sleeps 12_Heated Pool & Spa~

4.81 out of 5 average rating, 151 reviews

Family- and pet-friendly home rentals

Superhost
An outdoor patio area is observed, featuring a wooden table and tall chairs, surrounded by soft glowing string lights. A grill is positioned nearby, and a view of the river and trees can be seen in the background during sunset.
Home in Jacksonville

River House Near the Airport w/ King Beds & Grill

4.85 out of 5 average rating, 134 reviews
Top guest favourite
A spacious living area features a comfortable leather sofa and a rustic wooden coffee table. In the background, a modern kitchen with sleek cabinetry can be seen, complemented by four bar stools at the counter. Natural light fills the space through multiple windows.
Home in Fernandina Beach

Fairway Oaks Villa, Golf Cart & Kayak included

4.95 out of 5 average rating, 136 reviews
Top guest favourite
A spacious living room features a light-colored sectional sofa adorned with decorative cushions. Natural light enters through two windows, framed by soft curtains. A small round table is situated in the center, accompanied by a decorative wall piece and a plant adding a touch of greenery.
Home in Callahan

3 bedroom home with pool

4.91 out of 5 average rating, 130 reviews
Top guest favourite
A vibrant sunset paints the sky in hues of pink and orange over a coastal landscape. In the foreground, palm trees and lush greenery are visible, while a sandy beach stretches out towards the ocean in the distance.
Apartment in Fernandina Beach

Amelia Island Plantation Villa #2 Steps to beach

4.97 out of 5 average rating, 105 reviews
Guest favourite
A tranquil lake at sunset reflects a gradient of warm hues in the sky. The surrounding trees silhouette the horizon, while softly lit buildings are visible along the lakeshore, creating a serene atmosphere.
Flat in Jacksonville North

Extravaganza, Luxury & Passion

4.96 out of 5 average rating, 45 reviews
Guest favourite
A decorative kitchen scene features a round wooden tray with a message card that reads, 'IT'S A Good Day FOR A Good Day.' A glass vase holds greenery, surrounded by a patterned bowl and a plain plate, enhancing the inviting atmosphere.
Flat in Jacksonville North

Lakeside Bliss | Near Airport & River City MP

4.87 out of 5 average rating, 68 reviews
Superhost
A spacious living area is presented with a large sectional sofa facing a decorative area rug. A ceiling fan hangs above, and natural light fills the room through multiple windows. The open layout leads into a modern kitchen area visible in the background.
Home in Jacksonville North

Comfy Getaway for family and 🐶🐱. 10min to ✈️ & Zoo!

4.93 out of 5 average rating, 69 reviews
Superhost
The exterior of the home features a single-story structure with a sloped roof and a well-kept yard. A spacious driveway leads to a parking area, bordered by green grass and trees, while a white fence provides privacy and frames the yard.
Home in Jacksonville North

~Clear Skies_Sleeps 7_Spacious Home by Airport~

4.8 out of 5 average rating, 54 reviews

Family-friendly home rentals with a pool

Guest favourite
A swimming pool is enclosed within a screened area, providing a bug-free environment. Lounge chairs are positioned nearby, and a leafy plant adds a touch of greenery. The background features a single-story home and a well-maintained backyard, surrounded by a wooden fence.
Home in Jacksonville

Sunny Florida home with a pool.

4.87 out of 5 average rating, 317 reviews
Guest favourite
Home in Southwest Jacksonville

Retreat on the river

4.89 out of 5 average rating, 403 reviews
Guest favourite
The living area features light wood flooring and large windows allowing ample natural light. A comfortable sofa and additional seating options are arranged around a coffee table, complemented by decorative pillows. A television is mounted on the wall above a stylish console cabinet.
Apartment in Fernandina Beach

Seaview Oasis: Beachfront | Resort Access

4.87 out of 5 average rating, 155 reviews
Guest favourite
The spacious bedroom features a decorative metal canopy bed with plush pillows and a textured blanket draped over it. Natural light filters through wooden blinds, and soft lighting is provided by bedside lamps. The room's dark walls create a cozy atmosphere, with an open doorway leading to another area.
Home in Avondale

Historic Avondale Pool House | Guest Favorite

4.92 out of 5 average rating, 428 reviews
Superhost
An outdoor seating area is presented under a wooden pergola, offering shade and comfort. Paved stone flooring enhances the space, and two benches are positioned beside the walkway. A welcoming entrance to the guest house is visible, framed by lush greenery in the background.
Guest house in Southeast Jacksonville

Mother-in-law suh-WEET

4.8 out of 5 average rating, 144 reviews
Guest favourite
Home in Fernandina Beach

Canopy Cove

4.86 out of 5 average rating, 140 reviews
Top guest favourite
Home in Jacksonville North

"The Luxury Northside Reserve"

4.97 out of 5 average rating, 39 reviews
Guest favourite
The spacious family room features a large 75-inch TV mounted above a decorative fireplace. Two comfortable couches and two oversized chairs accommodate eight people. Natural light filters through the windows, and a wooden side table holds a decorative lamp.
Home in Jacksonville North

The Sanctuary

4.95 out of 5 average rating, 20 reviews