Holiday rentals with breakfast in Southeast Jacksonville

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.

Direct Oceanfront Home|Steps 2 Sand|Guana Preserve

🐬MAY Specials! Serenity Shores, a “Guest Favorite” DIRECT beachfront cozy retreat is in prestigious ultra private Ponte Vedra Beach. 🐬Set between Atlantic Ocean & protected Guana Preserve, enjoy rare privacy with miles of undeveloped shoreline just 11 steps to sand. 🐬Relax to waves, spot coastal wildlife, and unwind near world-class golf, spas, dining, historic St. Augustine and TPC Sawgrass. Recreation nearby! 🐬Perfect for couples and small groups seeking a memorable beachfront escape.

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🎓

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.

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.

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.