Holiday rentals with breakfast in Jacksonville

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.

Beachfront Ultra Private HOME step to sand|BIG LOT

⭐️Serenity Shores is FIVE STAR, GUEST FAVORITE beachfront home! Reconnect and rest at DIRECT beachfront home in prestigious PV Beach, miles from public access, just steps to sand🤩Hospitality is our passion! FREE welcome gift, breakfast starters, waters! Relax to soothing waves in hammocks close to spas, golf, Guana Park, museums, dining, St. Augustine & TPC golf. Get FLEX bedrooms-with 2 weeks notice. FAST WiFi & workspace, FREE parking & amenities, HUGE deck & beach supplies! coffee/tea bar🐬

Serene Cottage in Walkable, Historic San Marco

This beautifully renovated cottage is a 5-min walk to local Hospitals and Clinics. San Marco Square is within walking distance w/ a theater, shops, & the best restaurants in town. The Southbank Riverwalk is blocks away & lovely for a sunset stroll. The elevated people mover is close by & handy for concert and stadium events. This home is perfect for professionals & health care visitors. Wonderful neighborhoods of Avondale & Riverside are just across the river. Centrally located for easy access.

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.

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.

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.

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.

Luxury Golf & Spa condo in Beautiful St. Augustine

Beautiful 1 bedroom pristine condo unit has it all. Comfortable king size bed, privacy, full bathroom with roman bathtub, washer/dryer, full kitchen with all the utensils you will need, two flat screen tv's, fast free wifi, private balcony overlooking lush gardens with a fountain. The Laterra resort boasts a plethora of amenities right outside your doorstep. Heated pool, pool with waterfall feature, hot tub, tennis courts, award winning Golf and restaurants nearby!

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.

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!

2 Kings + 2 bunks, Walk to Beach - $0 Host fee

This 2-story 3 BR/2.5bath, 1700 sq ft. elegantly furnished vacation beach house is within 3 blocks to the beach, restaurants, grocery, and shopping. Experience melting into TWO TempurPedic king beds, enjoy a refreshing multijet spa shower, sip coffee or drinks on the large master balcony, or zen garden patio, or watch various prepaid streaming apps on multiple large 4k TVs throughout the house.