House vacation rentals in Oceanway, Jacksonville

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Popular amenities for Oceanway, Jacksonville house rentals

House rentals with a pool

Guest favorite
A spacious living area features light wood flooring and modern furnishings. A comfortable sofa and a low coffee table are positioned on a decorative rug. A wall-mounted TV is visible, alongside a set of stairs leading to the upper level.
Home in St. Augustine
4.96 out of 5 average rating, 105 reviews

New luxury heated pool home steps from the beach!

GeorgiaRating, 5 stars1 month ago
Our stay was absolutely perfect! The house was beautiful, clean, and had everything we needed for a comfortable stay. The location couldn’t have been better—just steps away from the beach, making it so easy to enjoy the ocean any time of day. Eason was an amazing host, incredibly responsive and helpful throughout our stay. We couldn’t have asked for a better experience and would definitely stay here again! Highly recommend!
Guest favorite
A modern living area is complemented by sleek white furniture and a glass coffee table adorned with flowers. The open kitchen features stainless steel appliances and a spacious island. Ambient lighting enhances the pristine white floors and creates a welcoming atmosphere throughout the space.
Home in Orange Park
4.83 out of 5 average rating, 169 reviews

Stunning Modern Oasis with a Huge Pool

MonicaRating, 5 stars2 weeks ago
My family and I truly enjoyed ourselves. Everything was as advertised and the grandkids loved the pool. The house was in a great location and close to stores, entertainment and food spots. We will definitely love to stay here again Don't hesitate, go ahead and book your next vacation why Peter!
Top guest favorite
A private backyard showcases a sparkling pool with a stone patio. Two blue lounge chairs are positioned by the poolside, and a shaded seating area can be seen nearby. The house features large windows, allowing for natural light to fill the space.
Home in Southwest Jacksonville
4.96 out of 5 average rating, 163 reviews

+A Taste of Britain entire house / heated pool+

TrishRating, 5 stars4 days ago
Kids loved the pool. Had an awesome stay. James was very responsive. Will definitely be our go to in Jacksonville.
Top guest favorite
The outdoor area features a private pool surrounded by palm trees and greenery. Lounge chairs with blue cushions are arranged by the poolside, complemented by striped umbrellas. Potted plants with vibrant flowers add color to the space, creating a tranquil setting for relaxation.
Home in St. Augustine
5 out of 5 average rating, 125 reviews

Private oasis, private pool, exceeds expectations

StefanieRating, 5 stars2 weeks ago
We had such a special weekend at this beautiful property. The space was peaceful, fun, and full of charm — perfect for making memories with family. Every part of the house and grounds felt so thoughtfully put together, with little hidden gems to discover everywhere you looked. Collecting eggs each morning turned into a fun little game, with everyone trying to call dibs on who got to do it that day. The man cave was a major hit — packed with personality and details that made it feel like staying at a friend’s place. We also loved spending time by the pool and relaxing in the screened-in patio — the perfect spot to wind down in the evenings. Thank you for sharing this one-of-a-kind home with us. We’re leaving with full hearts and some unforgettable memories.
Top guest favorite
Home in St. Augustine
4.98 out of 5 average rating, 165 reviews

Historic St. Augustine 2/2 Duplex & Pool

PamelaRating, 5 stars2 weeks ago
Lili’s place is beautiful!! My mom and I had a wonderful time! Lili’s home made us feel like we were home. We had a chance to meet Lili and she is very sweet and kind. Thank you again for your hospitality!! We will be back!!
Top guest favorite
Home in St. Augustine
5 out of 5 average rating, 140 reviews

Southern Charmer w/Pool - Walk to Everything!

TiffanyRating, 5 stars2 weeks ago
Came for a wedding. The home was exactly as the pics showed and it was pristine inside with all the necessities including beach chairs, umbrellas and towels. Perfect location, walkable quaint little area, lots of great recommendations too. Great space, amazing host, Pauline always responded quickly and went above and beyond to accommodate us. We thoroughly enjoyed our time there, just needed another day or two to enjoy the town. Highly recommend.
Guest favorite
A cozy outdoor seating area features a sectional sofa with blue and cream cushions, accompanied by a glass-top table and four metal chairs. Soft lighting creates a welcoming ambiance, while a ceiling fan offers comfort during warmer days.
Home in Orange Park
4.85 out of 5 average rating, 176 reviews

Cheerful three bedroom home with a pool

AnnsleyRating, 5 stars1 week ago
Beautiful space! Absolutely recommend and will be staying here next time we are back in town!
Guest favorite
Home in Lincolnville
4.96 out of 5 average rating, 188 reviews

Walk downtown, pool beach min to everything pet ok

Linda ShorkeRating, 5 stars2 weeks ago
We had a wonderful family reunion at Theresa’s lovely house. There was something for every age group to do. The yard was very private and yet you could walk to coffee shops and even to downtown. The pool was wonderful and the house was spacious. The host was very accommodating and even my dog felt welcomed! Would definitely recommend and plan on staying again.

Weekly house rentals

Top guest favorite
A wooden storage box with the phrase 'Life is a Beach' holds neatly rolled beach towels in vibrant colors. A round area rug spreads across the wooden floor, while a tall, metal bar stool stands nearby, complementing the cozy corner of the living space.
Home in Beaches
4.99 out of 5 average rating, 154 reviews

Renovated Beach House w/ Pool and Outdoor Oasis

LisaRating, 5 stars6 months ago
Leslie and Joe were so welcoming and friendly and helpful. Their home was perfect for us. The house is a true beach house just a quick drive across the street from the ocean. The back yard is beautiful and the pool and jacuzzi were a nice way to help ease the stress of the storm. We actually came during Milton the Hurricane. We were seeking a safe place from the Tampa Bay Area. They were both able to ease massive anxiety by being so accommodating and we greatly appreciate everything. Can’t wait to visit again for a true vacation.
Guest favorite
The entryway is highlighted by double doors that open to a welcoming view of the front yard. Natural light floods the space through a large transom window above the doors, framing a picturesque scene of manicured grass and distant trees.
Home in Orange Park
4.9 out of 5 average rating, 231 reviews

Luxury Home w/ Glass Room & Patios

AnnaRating, 5 stars4 days ago
Lori’s home was a perfect landing place for our family. We were in town for a funeral and this home allowed us more time to be together. It was well furnished and housed 10 people comfortably with some room to spare.
Guest favorite
The kitchen features light wood cabinetry and stainless steel appliances. A small island with two white bar stools provides a casual dining option. Natural light fills the space through a window above the sink, enhancing the modern and functional design.
Home in Fernandina Beach
4.9 out of 5 average rating, 177 reviews

Beautiful Seaside Escape! Lic. # RRDP-001317-2019

WilliamRating, 5 stars1 month ago
We loved being able to walk out the door and be on the beach in less than 5 minutes. To get to the center of town was ~10 minute drive. We loved the location. We had a great (relaxing) time. Thanks to our hosts.
Top guest favorite
A spacious sleeping area features a cozy king-size bed adorned with soft linens and pillows. A large screen TV displays a serene waterfall scene, while a shimmering gold accent wall adds a touch of elegance. Mood lighting creates an inviting atmosphere.
Home in Jacksonville
4.99 out of 5 average rating, 196 reviews

The Hothouse-Couples Escape: Play-Relax-Reconnect

JoshuaRating, 5 stars6 days ago
Amazing vacation with plenty to do around Jacksonville. Me and my wife spent all week doing something different every day and everything was within a 30 min drive. The house was great and the sweatshop was even better. The hosts were responsive and great to talk too. We highly recommend this house to anyone looking for this type of experience or just looking for an exciting getaway to try something new.
Superhost
A comfortable living area features a gray sectional sofa adorned with blue throw pillows and a wooden coffee table. A large mirror reflects the room, and a stone fireplace adds a modern touch. Natural light is welcomed through a nearby glass door.
Home in Southeast Jacksonville
4.8 out of 5 average rating, 101 reviews

Cozy 3BR Home near San Marco - Sleeps 6

KatyRating, 5 stars3 weeks ago
Lisa's place will hold a special place with my family. we had a wonderful time and loved every minute spent at "home"
Guest favorite
A welcoming living area is presented with two comfortable sofas, one adorned with light blue cushions. A wooden coffee table sits at the center, topped with decorative items. Soft lighting from multiple fixtures illuminates the space, revealing an open layout connecting to the kitchen and dining area.
Home in Beaches
4.95 out of 5 average rating, 20 reviews

Coastal Chic Chalet

MartinRating, 5 stars1 week ago
I would rate this higher than five stars. The location was perfect for us to join the GORUCK HQ Ruck club for workouts and social gatherings. It was very easy to reach the beach. The beach chairs were a bonus for us to use as well. Everything about the home was excellent. We enjoyed soaking up the rays in the backyard, followed by a meal in the back under the giant shade tree. The furniture was all very comfortable. The kitchen had everything you needed for cooking meals at home. We look forward to a return visit to Jax Beach and making this our rental again.
Superhost
A two-story home is presented with a light-colored exterior and large front windows. A concrete driveway leads to a two-car garage. The front yard is landscaped with grass and shrubs, complemented by a small tree on the right.
Home in Jacksonville
4.9 out of 5 average rating, 29 reviews

30+day Rental, minutes from Beach, Mayo, Downtown

LidiaRating, 5 stars3 weeks ago
Comfortable home, clean and easy access to to hwy and parks nearby.
Superhost
Home in Beaches
4.88 out of 5 average rating, 112 reviews

Luxury Pool House Perfect for Family Getaway

JosephRating, 5 stars4 days ago
Was definitely one of our favorite places we have stayed in! The house was clean, spacious and provided lots of entertainment. We loved the backyard including the pool, corn hole boards and especially the ping pong table. The owners seem to have thought of everything. Communication was simple and easy. Can’t recommend enough. We went on family vacation with 6 adults, 1 baby and 2 small dogs. Plenty of room for all. Great water pressure for showers and plenty of hot water for all. Kitchen with bar area up to date and spacious. Thank you for making our place to stay safe and highly enjoyable!! Hopefully we can return one day.

Private house rentals

Guest favorite
The exterior of a two-story home is presented, showcasing a blend of light and dark siding. Large windows provide a view of the front entryway, flanked by greenery. A separate structure is visible to the left, adding to the overall spaciousness of the property.
Home in St. Augustine
4.93 out of 5 average rating, 164 reviews

5*Pool Oversized Home*Beach*Walk to all

TomRating, 5 stars5 months ago
We loved staying here. Beautiful home, extremely comfortable and very convenient to the old town. A nice surprise that Nancy decorated for Christmas with a tree, lights, etc. and set the mood for our Thanksgiving week with the town’s lights.
Superhost
An inviting entryway is displayed with a light-colored wooden console featuring storage drawers. A decorative wall tapestry adds a touch of warmth, while a cozy seating area with patterned cushions is visible. Natural light floods the space, leading towards the adjoining living area.
Home in St. Augustine
5 out of 5 average rating, 3 reviews

Sand and Waves: side by side Beachfront Bliss

MarkRating, 5 stars2 months ago
We stayed at Paola's place for a company retreat. We were able to book both houses and they very comfortably accommodated our group of 14, with room to spare. The houses were very comfortable. The property is amazing, with direct beach access and plenty of room. Paola was a great host. Very responsive and very helpful. I would definitely stay again.
Superhost
A covered porch is featured at the front of the home, supported by a wooden structure. Two blue chairs are positioned on the porch, providing a spot to relax. Surrounding the porch, low landscaping consists of small shrubs and patches of grass.
Home in Springfield
4.79 out of 5 average rating, 24 reviews

Blue Haven

TomRating, 5 stars2 weeks ago
Host was able to meet my groups unique needs, included some last minute changes!
Guest favorite
A bright dining area is highlighted by a large mirror framed in gold, reflecting the space's light tones. A wooden table is set with a vase of fresh flowers, while a stylish coat rack stands beside a hanging black jacket, enhancing the inviting design.
Home in St. Augustine
4.98 out of 5 average rating, 116 reviews

Country Cottage 3-bedroom home with free parking

PamelaRating, 5 stars1 week ago
Absolutely spotless accommodations! We loved this home and plan to return!
Superhost
A welcoming living room features a comfortable gray sectional sofa adorned with decorative pillows. A white coffee table sits at the center, surrounded by two contemporary chairs. Natural light enters through the windows, and a small lamp adds a soft glow to the space.
Home in St. Augustine
4.74 out of 5 average rating, 127 reviews

Uptown "Hide-Out" Stylish Home in Prime Location

LonRating, 5 stars2 days ago
This is a very nice and clean home in s great location. We were within walking distance of the Castillo so we were able to leave the car parked and walk around all day. I will definitely stay here again.
Guest favorite
A bright turquoise door welcomes guests, set against a neutral-colored exterior wall. A small potted plant adds a touch of greenery near the entrance. The concrete area is spacious, providing easy access to the home, which is framed by lush foliage in the background.
Home in Beaches
4.93 out of 5 average rating, 29 reviews

Private Beautiful Beach House - steps to the beach

TKeyahRating, 5 stars1 week ago
Overall it was a great stay. It was convenient because the beach was literally across the street. We we didn’t burn any gas riding around looking for things to do. Me and my kids loved it. The pictures on the profile could be better because I actually thought the living room and kitchen was bigger but that didn’t matter honestly. Publix and everything else was down the street! This stay is literally 30 mins away from the zoo , this is a great location for a getaway! Thanks!
Superhost
A light-filled living area features a comfortable beige sofa and two green armchairs with floral accents, arranged around a glass-top coffee table. Natural light pours in through large windows, complemented by sheer curtains. A ceiling fan and a wall-mounted television enhance the inviting ambiance.
Home in St. Augustine
5 out of 5 average rating, 7 reviews

MEMDAY Deal! Fam Trip_PrivatePool_3miles to Beach

GarrettRating, 5 stars1 month ago
Lipsy was a very helpful host! She was quick to assist with everything! The house is located less than 10min from Historic St Augustine so it’s perfect! We had a large group and it fit us perfectly. The 2 kitchens allowed us to store and prep all the food we needed. The backyard was great for kids and the open space allowed us to spread out! If we go back we would stay here 100%!
Top guest favorite
Home in Southwest Jacksonville
4.97 out of 5 average rating, 256 reviews

Single House/12guests/4beds/2baths/huge backyard

MarkRating, 5 stars6 days ago
Place was great. Nice neighborhood. Extremely roomy home. Clean and nice kitchen and backyard for grilling/cooking. Will definitely keep in mind for next trip to Jacksonville. Highly recommend.

Quick stats about house rentals in Oceanway, Jacksonville

  • Total rentals

    30 properties

  • Nightly prices starting at

    ﺩ.ﺇ73 before taxes and fees

  • Total number of reviews

    950 reviews

  • Family-friendly rentals

    20 properties are a good fit for families

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    30 properties include access to wifi

Destinations to explore

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