Holiday rentals in Southeast Jacksonville

Luxurious Craftsman in Historic San Marco

Never Drive Again! Immaculately renovated San Marco Bungalow, just a minute from excellent restaurants, retail, entertainment, hospitals & easy transit (via San Marco's FREE Beachside Buggy App) to everything else. Features include an inviting front porch, interior foyer, charming living room w/gas fireplace, new kitchen w/SS and granite, indoor laundry, historic architectural features, and private backyard w/ sitting area, fire pit, games & BBQ! Incredible location with unmatched walkability!

Mandarin Retreat - Entire Home

Enjoy a delightful stay in our newly renovated 3 bedrooms house for your Jacksonville trip. Located in a quiet residential neighborhood just 5 mins away from shops, 20 mins from downtown, 15 mins from Naval Air station, & 30 mins from the Beaches, our retreat offers the perfect blend of tranquility and convenience. The home is equipped with AC, Wifi, and TVs to make your stay comfortable. You can always enjoy using the kitchen, free parking, patio and game room. We look forward to hosting you!

The Spanish Retreat

This peaceful and central detached guest apartment is located in a friendly neighborhood near the St. John's river, 10 mins from Downtown Jacksonville, and less than a half hour from the beach. Enjoy the privacy of this newly renovated space complete with a queen sized bed, TV, kitchenette, bathroom/shower, closet, and keypad lock for easy access in and out. Lots of restaurants and grocery stores close by! Come relax and unwind in this cozy space perfect for 2! Use caution climbing stairs :)

The Little Farm| Hot Tub| Fire Pit| King Bed| BBQ

Welcome to The Little Farm! • Private Hot Tub (Jacuzzi) • Kids playground • BBQ grill + fire pit + outdoor furniture • Sleeps 6: 1 King, 2 Twins, 1 Sofa Bed • Private patio + terrace • Fast Wi-Fi + dedicated workspace • Fully equipped kitchen • Safe, quiet neighborhood • Washer + dryer • Kid-friendly + travel crib • Beach amenities • Guidebook + hosts available 24/7 • 20 min to the beach • Close to Jax Beach Text us anytime. the perfect peaceful space for families & relaxation

Beautiful Coastal Home near Mayo. Pet Friendly!

Come and relax at this impeccably clean and cozy coastal home less than 3 minutes from the Mayo Clinic Jacksonville, 7 minutes from Ponte Vedra Beach/TPC Sawgrass, and 20 minutes from EverBank Stadium. With a fully-equipped kitchen, washer/dryer, smart televisions with every streaming service, and a various assortment of books and board games, you are sure to have everything you need to make your stay as stress-free as possible. Ideal for the entire family, including your furry friends!

Private Apartment

Unique private upstairs apartment near the beautiful Julington Creek very close to St. Johns, under majestic live oak trees offering a quiet and secluded setting, but close enough to everything you need for your next trip to Jacksonville. Short distance to great dining, beaches, shopping, St. Johns and St. Augustine! Guests will enjoy a one bedroom apartment with a fully equipped kitchen. Property access for our guests only. Complimentary beer, sodas, water and coffee! Adults only.

Red Rose Serenity | 1BD Lux King - Southeast Jax

Need to plan something special? We got you! This is a perfect done-for-you romantic getaway! Just show up and be wowed! A red rose-inspired luxury 1-bedroom retreat designed for romance, relaxation, and unforgettable memories. Whether you're celebrating a honeymoon, anniversary, or a spontaneous romantic getaway, this enchanting space offers the perfect backdrop for love. Bring or send your loved one, and let us take care of the details. ****Great long-term stays!****

Pet Friendly Studio w/Tons of 5 Star Reviews

Welcome to the newly renovated Pop's Garage! If you've stayed with us before, you'll love the upgrades to our kitchen, the bathroom and the new floors throughout. Plus, we now feature a new, memory-foam King bed and sleeper sofa to accommodate parties of 4. The pet-friendly space includes a private and secure fenced-in area, allowing your canine to stretch out and explore. Discover the perfect balance of comfort and convenience at this one-of-a-kind vacation rental

Bright stylish 1bd/1 ba Apt in Historic Avondale.

You'll love this bright stylish second-floor apartment only steps away from the historic Shoppes of Avondale's bars and restaurants. This one bedroom, one bath is so inviting. The open floor plan with windows on all sides provides a bright and airy feel. Amenities such as off-street parking, ensuite washer and dryer, remote workspace, and fully equipped kitchen provide at-home conveniences. Rest and relax in a king-size bed after taking a hot shower or relaxing bath.

Cozy Fairfax/Avondale Bungalow

Relax with the whole family at our peaceful and cozy historic Jacksonville bungalow, walking distance to shops and restaurants in the Avondale/Fairfax neighborhood! This home includes all of the perks of a short or long term rental, fully furnished and stocked up for your stay. Relax on the porch patio or backyard deck to start and end your days. You'll love living as the locals do in one of the most beautiful neighborhoods the city of Jacksonville has to offer.

Enchanted Forest: a Magical Luxury Studio

Lost to time, at the end of a long forgotten forest path, where dappled sunlight outline trees, moss, and stone. Enjoy the luxurious richness of satin, velvet, chandeliers and candles. Looking to escape, we’d love to share the path to this hidden destination in Historical Riverside. This petite studio is equipped for work travel, date night, solo escapes, or longer vacations, this enchanted forest destination is right for you.

Lux King Bed Southside Pool Gym Near Mayo Beach

Stay in the best location! This stylish 1-bedroom is in a quiet luxury community with pool and gym. Everything—Mayo Clinic, Town Center, the beach, and Downtown—is 15 minutes or less away. Inside, enjoy a complete kitchen, inviting living space, and cozy bedroom. With a calm setting and professional vibe, this apartment is ideal for business, treatment, or a relaxing Jacksonville getaway.