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!

Value · Location · Accuracy

LARGE Waterfront Retreat • Private Dock • Dolphins

💎 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 table, adventures nearby boat tours, horses, history. Pets with booking approval, 500/pet/week, rules & crated. Local Superhosts LOVE hospitality, stocked five-star guest favorite.

Family · Layout · Outdoor spaces

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.

Location · Family · TV

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.

Location · Value · Getting around

Guest Favorite! Riverside Retreat, Bikes & Firepit

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.

Location · Family · Check-in

Immaculate Home with Private Pool and Patio

Location, Location, Lifestyle! At this cozy retreat in OP, FL. Step out your door to the shopping center, movie theater, and a huge variety of dining (from fine cuisine to fast food). Inside, relax by the pool, unwind at the backyard by the pool. Enjoy your peaceful, fully equipped home in a wonderful, safe neighborhood. Perfect for beach lovers, 30min drive to St. Augustine historic town, and many long white sand ocean beaches. It’s a perfect choice for the away from home relaxing stay!

Value · Family · Decor

Renovated 2BR w/Porch & Pool Table • San Marco

Just 2 Blocks to the River, Dining & Shopping! Welcome to your beautifully renovated upstairs duplex unit in the heart of charming San Marco. Enjoy a fully stocked kitchen, spacious screened porch, dedicated office space, arcade, pool table, bikes, beach chairs, and fast WiFi, for work or play. Soak in the neighborhood’s historic charm, stunning sunsets, and walkable streets. With local dining and boutique shopping just steps away, this bright and cozy space is ready to welcome you!

Location · Value · Getting around

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 · Location · Walkability

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.

Cleanliness · Hospitality

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.

Location · Family · Decor

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.

Location · Value · Cleanliness

Beauty & The Beach - Walking to Entertainment

Begin your day with a beautiful sunrise and ocean breeze in this Ocean Front condo! Enjoy a peaceful morning stroll along the beach with a warm cup of coffee in hand. Conveniently located within walking distance to many shops and eateries! Whether you’re seeking beachside relaxation, sun rays at the pool, or simply a change of scenery, this condo has everything you need for a memorable beach escape. Come enjoy the Best of Jax Beach life!

Value · Family · Check-in