House holiday rentals in Oceanway, Jacksonville

The Hothouse-Couples Escape: Play-Relax-Reconnect

The HOTHOUSE is a Unique Risquè Stylish Mobile Home (Sleeps 4ppl Max.) Private, surrounded by trees-No neighbors. We welcome couples & friends for anniversaries, honeymoon, or those looking for a reason to escape the world & routines. It is the closest residence to JAX; overnight travelers are welcome. This place is not typical. We seek to fully immerse you in a unique stay & experience. <2mile from the Airport, Shoppes, & Dining. Contact us directly about features & details for THE SWEATSHOP.

Canopy Cove

“Nestled on a serene 1/2 acre under the canopy of majestic live oaks, this beautifully renovated home is a hidden gem offering tranquility and charm. The full-size, screened-in pool provides a private oasis, perfect for refreshing swims from May to October. A shaded porch with a hammock invites you to relax and unwind. Located at the end of a quiet street in the heart of the island, this peaceful retreat is just one mile from pristine beaches and close to all of Amelia Island’s top attractions.”

*Historic Dream *Walkable *1 mile to Downtown Jax

The Lilly House sleeps 6 and offers gated parking, a covered cozy porch with a swing, and courtyard featuring a fire pit, grill, and yard games. WALKING DISTANCE to restaurants, breweries, and coffee shops. Enjoy a stocked kitchen, on-site laundry, smart TVs, WiFi, Bluetooth radio, record player, and workspace. Just 1 mile from downtown Jacksonville and minutes from the TIAA Bank Stadium, Vystar Arena, and more. Pets and events allowed with prior approval. Book your stay today!

Vintage Riverside Cottage w/ZERO Cleaning Fee

Welcome to our 1901 "doll house" with timeless charm and contemporary upgrades. From the original cast iron tub that we refinished ourselves, to the brand new butcher block kitchen. You'll find yourself in the Brooklyn area of Riverside and close to 5-points, avondale , murray hill , DT Jax and 4 miles from Daily's Place & Vystar Veterans Arena. Our home has been converted into a Duplex, with this being located in the back and a quiet office located in the front of the building.

Beautiful Retreat in the heart of San Marco

This 1940 charming, brightly lit home has been completely renovated with high end finishes, new furniture, bedding and beautiful hardwood floors throughout. The open gourmet kitchen is fully equipped with stainless appliances and a farmhouse sink. Enjoy relaxing in the screened-in porch. Amazing location within walking distance to St. John's river, San Marco square, the hospitals and monorail to downtown. New laundry room with full size washer and dryer directly off master bath.

Boho Surf Shack - Amelia Island

Welcome to The Boho Surf Shack and our dream of an art and nature inspired tropical oasis. Located just moments away from the quaint downtown historic district of old Fernandina and white sandy beaches of our beautiful Island paradise. Enjoy cool breezes throughout the property, laying in the sun and relaxing on the shaded porches. Lush gardens, windswept oaks, outdoor shower under the stars, private parking and lightning fast internet service. We look forward to your visit!

5 Points Riverside home with patio, games and W/D

A bright and airy home in the heart of the Riverside historic district, 5 points neighborhood. This home is welcoming with lots of natural light, modern decor, high speed WI-FI and two TVs available, a free-to-play nostalgic arcade game console, and has all the perks of a short-term or long-term rental. Fully furnished and ready for you to enjoy your stay!

Historic Apt walking distance to Main Street

Beautiful apartment on the first floor of a duplex with original 100 year old fireplace and many other historic touches. Relax on the porch or walk to one of the breweries and restaurants on Main Street. This comfortable place has a full kitchen, living room and area to work so you enjoy all that Historic Springfield has to offer.

*Office, Laundry, Patio & Walkable to restaurants!

- Cozy + stylish one bedroom + office, one bathroom, single story home approximately 900 sq. ft. (Duplex - owners own both sides) - Full kitchen with all cooking essentials, office with yoga space, laundry room and fast WIFI (AT&T Fiber). - Private intimate back patio with sitting area, plants and string lights