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.

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.

Private Mandarin Farmhouse Estate• Executive Stays

Private modern farmhouse estate on a secluded 1.5-acre property in historic Mandarin. Ideal for executive stays, corporate relocation, and insurance housing, this turnkey residence offers rare privacy with easy access to Jacksonville medical centers and I-295. Flexible sleeping options (two king rooms or optional bedroom TV when available). Basic weekly cleaning, paid separate. Sixth TWIN sleeping space off dining.Semi- private space. Minutes to dining, shops, parks, spas, tennis and golf.

The Palms

Relax with the whole family at this peaceful abode. It's perfect for relaxing and/or entertaining. There is a full kitchen with complimentary snacks, tea, and coffee. Childproof cabinets. Indoor laundry area and screened in patio to shield you from the sun or rain overlooking the tranquil pond. There is a Ninja Electric Wood Fire Grill on the patio that is perfect for grilling or air frying your favorite foods. Long term stays are available. Perfect for military families or traveling nurses.

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🎓

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.

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.

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.