Holiday rentals with breakfast in Southside, Jacksonville

NEW!Private Modern Mandarin Horse farm-Events,Dogs

Nestled in historic Mandarin amongst birds and mature trees is our ultra private, elegant ranchette exuding style, comfort & tranquility. Soak in hot tub or relax under the 🌟.Corporate specials, certain dogs breeds for fee EVENTS with Fee for weddings,reunions,etc. Need two kings? Add guests for fee. Convenient to I-295, dining, shops, museums, parks, and river. Bring your RV/boat with permission,marina 1 mile. Inside find large 4K TVs,coffee/tea bar all well stocked!Holidays 3 night minimum.

King bed home w/bikes on the best Riverside block!

This super fun house is perfectly located in Riverside; Jacksonville's most fun neighborhood. You can walk to bars, restaurants, yoga studios, shops, and more. We'll also send you a link to our personal G00gle doc with local tips for things to do, where to shop, and where to eat/drink. Our backyard has a firepit with adirondack chairs, a grill, and even 'smores kits. Plus, we have two bikes that you can use to cruise the neighborhood! The bikes even have cell phone holders & drink holders.

St. Augustine's Sea Pearl~ BEACH HOUSE ~ Sleeps 10

Ready to Experience Fun & Romance? Vacationers - no party? We love you guys, too! No Extra Fees if 10 people or under. EVENTS/PARTIES & WEDDINGS ~ ALL INCLUSIVES See YOUR PROPERTY for $ PRICING $ All Decor Included in your colors/style 100K in Decor (<: Ask about Payment Plans SeaSide Bar & Grill ~ Indoor Tiki Bar ~ 4 Bedrooms ~ Sleeps 10 Beach Ceremony ~ Beachside Dining for 50 ~ Dinner Garden Seats 150 people. Bridal Dressing Room ~ Hosting Beautiful Weddings is Our Super Power

Charming Sanchez 2 ~ 5min drive to downtown/Bikes

20% OFF for first two guests that book in August! Can not be combined with any other offers! ——————————————- Newly renovated downstairs unit located just steps to uptown shopping/restaurants and a short drive to the main drag of historic downtown. Catch a trolley that will take you to 24 stops throughout downtown or enjoy a 15-20min stroll to downtown St George St. where shopping and restaurants are plenty! You are also a short walk to the Fountain of Youth and the Old Jail! No car needed!

Walkable in San Marco • King • Porch • Sunsets

Coffee on the Front Porch & Happy Hour Cocktails on the Back! Welcome to our charming bottom unit in the heart of San Marco! Just 2 blocks from the town square and a quick 3-minute walk to the St. John’s River, you’ll love the easy access to everything. Relax on the front and back covered porches, play pool, or watch shows on the smart TVs. We’ve got outdoor seating, bikes, a comfy king bed, a fully stocked kitchen, fast WiFi, and a dedicated office—perfect for work or downtime.

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!

Coastal St. Augustine Retreat, Quiet Neighborhood

Family Amenity tailored experience on a quiet street with a comfortable front porch and back deck relaxing setting and only minutes to most major attractions! Only 7 minutes drive to downtown St. Augustine and minutes to the beach. - New home built in 2023, all new appliances and fresh interior - Corn Hole Set - Back porch string lights - 55 inch Smart TV - King Bed, Queen Bed, and 2 Twin Beds