Holiday rentals with breakfast in 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!

Summer Beach - Amelia Island

50% DISC FOR MTH STAY IN JAN FEB Your home away from home while you relax and enjoy Amelia Island. This newly renovated three bedroom two bath private home is in the gated Summer Beach community. Located on a beautiful, quiet tree lined street just a short 2 minute walk from the beach or community pool provides all the comforts of home including SS appliances, granite counter tops, skylights, updated baths, laundry room and master suite. This house is perfect for family and friend gatherings.

BIG Luxury Riverfront Retreat|Dock-Dogs considered

💎 Spacious coastal retreat near Jax stadium, airport,Amelia, shops/dining, beaches! Excellent mid/long term rental-Mayport naval base and near all PORTS. Watch dolphins,sunsets, fish/crab, kayaks,cornhole, firepit & grill. Chef’s kitchen, coffee/tea bar & breakfast starters. Comfortable beds, large gaming console,adventures nearby boat tours, horses, history. Locally managed Superhosts LOVE hospitality, well stocked & five-star guest favorite. Book Now or inquire on corporate longer.

Colorful & Homey Pet Friendly Bungalow - Sleeps 6!

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.

Riverside Retreat with Bikes & Fire Pit

This charming bungalow is located in the heart of walkable Riverside; Jacksonville's most fun neighborhood. Enjoy a king bed, smart speakers, fast WiFi, and streaming channels, as well a fully stocked kitchen and a backyard with adirondack chairs, an electric grill, a fire pit, and even 'smores kits. Use our custom recommendation guide to explore local shops and restaurants on our cruiser bikes (complete with cup holders and cell phone holders). Private driveway parking is included, too.

NEW Cozy 5 BD Home 5m Beach | UNI | Bar

Family owned home Just 8 Minutes from the Beach 🏖️ Welcome to your dream escape—just minutes from the energy of Jacksonville. This stunning home offers the perfect blend of convenience and indulgence, designed for travelers who want to experience Jacksonville without sacrificing space, style, or serenity. Close to airport and all attractions! With Private Parking 🚘! Comes with Generator. -8mins Beach 🏖️ -8mins Night Life🥂 -20mins Jaguar Stadium🏈⚽️ - 15 mins UNF, Jax UNI, FSCJ🎓

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.

Villa Marita B&B

Come as a guest and leave as a friend. This is a duplex house where only the right-hand (A) unit is available for rent. It includes a living room, dining room, kitchen, bathroom, and two bedrooms with queen beds, ideal for a family of four. Located between Orange Park and Middleburg, it's surrounded by nature and positive energy. We are close to nature parks, museums, St Johns River, beaches and historical sites. If you would like to explore the city check my guidebook.

Family Retreat • Pool Table • Arcade • San Marco

Spacious Duplex in the Heart of San Marco! This listing offers the entire duplex — two distinct units under one roof, each with its own private outdoor entrance and no interior connection. It’s an ideal setup for families or friends traveling together who want to stay close while enjoying their own space. Ride bikes through charming streets, play pool under Italian twinkle lights on the generous back porch, dine al fresco, and catch a sunset at nearby Riverfront Park.

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.

River House

This quaint home is the perfect residence to rent for your next vacation or stay. Conveniently located on the river in the city of Jacksonville FL, this home has plenty of room for parking and is completely furnished: 3 bedrooms, full kitchen, living room, and dining room located on a beautiful inlet with a large backyard. Extremely affordable for rental on a daily, weekly, or even monthly basis, this home is a perfect getaway for a vacation.