Holiday rentals with breakfast in Southside, Jacksonville

Colorful Bungalow Sleeps 6 - Pet Friendly!

This colorful, family friendly, pet friendly, bungalow provides beds to comfortably sleep 6 guests and is located on a quiet tree-lined street in the Historic Murray Hill section of Jacksonville. It features a full kitchen, and fenced backyard with charcoal grill. Enjoy the convenience of an eclectic mix of local restaurants, shops, bars and parks, within just a 10 min walk or a quick car ride. Easy interstate access to I-95 and I-10 and convenient to downtown Jacksonville and the Beaches.

Val's Sanctuary. In-law-suite, private unit.

Take it easy at this unique and tranquil getaway with private entrance. Enjoy this peaceful rural country area on the screened porch with an evening tea. You can play some games or puzzles if you want to stay inside or Crochet on the front lawn to enjoy some fresh air & sunshine. We are 2.5 Miles from the WW Ranch Motorcross park. We don't have anything new but I can assure you it will be clean. Sorry we are not suited for children or pets, 2 guests Max. and check-in must be before 9PM.

King bed w/bikes, arcade games and wild west barn!

The Game House is located in Riverside; Jacksonville's most fun neighborhood. It features four bikes, full-size arcade games, board games, darts, Wii, and a unique country western BARn in the backyard! Our backyard also has a firepit with adirondack chairs, a grill, corn hole, horse shoes, a lasso game, and (obviously) 'smores kits! Walk to bars, restaurants, yoga studios, shops, & more. We'll also send you our local guidebook with things to do, where to shop, & where to eat and drink.

PEARL ON THE BEACH ~ Breakfast ~ Sleeps 6

Beautiful Sunrises ~ Classical Romantic Beachhouse On the Ocean ~ This is a sleeps 10 beach house with 2 separate apartments. Normally rented as a full house... to see the other listing on our picture then on Sea Pearl. Upper deck is perfect for star gazers ~ you can see for miles up there or Wake up & have your breakfast while you search the sea for dolphins. Lower deck boasts a bar & grill. Beachside deck ~ 60 ft. Across. Upper unit of a 2 story home w private entrance ~ etc.

Heart of San Marco • Porch • BBQ • Bikes

Just 2 Blocks to the River, Dining & Shopping! Welcome to your beautifully renovated upstairs unit in the heart of charming San Marco. Enjoy a fully stocked kitchen, spacious screened porch, dedicated office space, arcade, pool table, bikes, beach chairs, and fast WiFi, for work or play. Soak in the neighborhood’s historic charm, stunning sunsets, and walkable streets. With local dining and boutique shopping just steps away, this bright and cozy space is ready to welcome you!

The Cozy Basement in San Marco

Make yourself at home in this studio-style apartment located in a quiet neighborhood with a kitchenette and full bathroom that features modern updates. Centrally located, less than 5 minutes from historic downtown San Marco with trendy restaurants and shopping, just minutes away from all the shops and nightlife in the village square. Less than 15 minutes to Riverside and downtown Jacksonville including multiple hospitals. Also only 30 minutes from the airport and beaches.

Cottontail Manor Ortega 4BR across from River

Welcome to the Cottontail Manor! Indulge in this luxurious large, serene space. Beautifully appointed 1 story (open floor plan) on one of the most desirable streets in Jax across from Ortega River & very close to Timuquana CC/Riverside/Avondale. Great for large family & special gatherings, or for those just wanting to get away and enjoy each other. A gift basket, spa robes & special coffees/tea await you! Extra comfortable beds with organic linens and soaps.

Suite Nest @ The Beach

Popular by demand, Ive created another Suite Nest @The Beach! Only 4 blocks from the beach 🏝️& tennis courts, that you can see from the home! This is a Perfect Serene Suite for relaxation! With your own unique, private entrance, you never have to worry about privacy! This quiet, safe neighborhood on the south side of Jax Beach, 7 minutes to Mayo! I also have a golf cart for rent too! We have added a BBQ and outdoor patio furniture too!

Resort~Amelia Island~Vernon's

Experience breathtaking sunsets over the golf course and marsh from this luxuriously designed 2BR/2.5BA condo on the exclusive Omni Resort property. Just minutes from top-rated beaches, this serene retreat offers a community pool, private balcony, and stunning views. Nestled in charming Amelia Island, enjoy historic downtown, world-class dining, and coastal beauty—all from one of the prettiest condos you’ll find!