Vacation rentals with breakfast in Southside, Jacksonville

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Top-rated breakfast rentals in Southside, Jacksonville

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Top guest favorite

A large tree stands next to a vibrant bush of pink bougainvillea, contrasting with the green grass below. Surrounding greenery adds to the natural setting, while a path is visible in the background, suggesting access to the surrounding area.

Campsite in St. Augustine

5 out of 5 average rating, 44 reviews

Twin Cedars Glamping N St. Augustine

Never any cleaning fees! Adventure awaits in this rustic getaway. Plenty of room for our house and your tent or small camper on our half acre lot. Now with hot tub and solar panels! Water, 30A, washer, dryer, microwave, coffee pot and fridge included. Outdoor hot shower, portalet, sink, fire pit and furniture. Chain link fence has 12 ft. wide locking gates. We are near US-1 and you will hear cars and trains. You will also hear hawks, owls, osprey and ibis. 10-15 minutes from beach and downtown.

Top guest favorite

A spacious living area features a leather sectional sofa adjacent to a round coffee table, complemented by two armchairs. Large windows provide natural light, and a dining table with seating for six is visible in the background, with an open kitchen area behind it.

Home in San Marco

4.99 out of 5 average rating, 197 reviews

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.

Guest favorite

A bungalow with a welcoming facade is surrounded by mature trees and greenery. The front yard features well-maintained plants and a pathway made of stones. A covered porch adds character to the home, providing a cozy entrance along the tree-lined street.

Home in Murray Hill

4.88 out of 5 average rating, 88 reviews

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.

Guest favorite

A cozy sitting area features a patterned loveseat and two light blue armchairs. A small table is positioned nearby, adorned with decorative items. Natural light is seen streaming through a nearby window, illuminating the warm wood floors and providing a welcoming ambiance.

Apartment in Jacksonville

4.96 out of 5 average rating, 142 reviews

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.

Top guest favorite

Two bicycles, one black and one light blue, are parked beside a blue house. The bicycles are positioned near the entrance, with a concrete pathway leading to a shed in the background and a small lawn visible.

Home in Riverside

4.98 out of 5 average rating, 174 reviews

King bed w/bikes, arcade games and wild west barn!

The Game House is located in Riverside; Jacksonville's most fun neighborhood. It features four bikes, full-size arcade games, board games, darts, Wii, and a unique country western BARn in the backyard! Our backyard also has a firepit with adirondack chairs, a grill, corn hole, horse shoes, a lasso game, and (obviously) 'smores kits! Walk to bars, restaurants, yoga studios, shops, & more. We'll also send you our local guidebook with things to do, where to shop, & where to eat and drink.

Guest favorite

A spacious coastal retreat is shown from the dock, highlighted by a multi-level exterior with a large deck. Soft evening light reflects on the water, while the serene landscape features grass and trees surrounding the property.

Home in Jacksonville

5 out of 5 average rating, 5 reviews

Corporate DEAL|Private LARGE LOT Coastal Home|Dock

💎 Excellent corporate rental discount-Mayport naval base near, privacy! Spacious coastal retreat near stadium, beaches and work- Watch dolphins,sunsets, fish/crab, kayaks, games, cornhole, firepit & grill. Chef’s kitchen, coffee/tea bar & breakfast starters. Themed bedrooms, gaming console, big adventures nearby — boat tours, shops, dining & more. Locally managed Superhosts LOVE hospitality, well stocked & five-star guest favorite. Book Now or inquire on corporate rentalscoint

Top guest favorite

A spacious living area features a sectional sofa and a coffee table, illuminated by natural light from large windows. Coastal decor accents the room. A fireplace is set against a white-brick wall, while views of the ocean contribute to a calming ambiance.

Apartment in St. Augustine

4.83 out of 5 average rating, 115 reviews

PEARL ON THE BEACH ~ Breakfast ~ Sleeps 6

Beautiful Sunrises ~ Classical Romantic Beachhouse On the Ocean ~ This is a sleeps 10 beach house with 2 separate apartments. Normally rented as a full house... to see the other listing on our picture then on Sea Pearl. Upper deck is perfect for star gazers ~ you can see for miles up there or Wake up & have your breakfast while you search the sea for dolphins. Lower deck boasts a bar & grill. Beachside deck ~ 60 ft. Across. Upper unit of a 2 story home w private entrance ~ etc.

Top guest favorite

A charming front porch is highlighted by a patterned tile floor and inviting wooden bench seating. An American flag gently waves in the breeze, while a small potted plant adds a touch of greenery. The entrance features a green door framed by classic brickwork.

Home in San Marco

5 out of 5 average rating, 48 reviews

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.

Top guest favorite

The studio features a spacious bed with a light-colored blanket and decorative pillows. A cozy sofa sits in the corner, accompanied by a coffee table. Green plants are placed throughout, and ample natural light enters through a window, complemented by thoughtful décor on the walls.

Apartment in Jacksonville

5 out of 5 average rating, 126 reviews

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.

Top guest favorite

The bedroom features a king-size bed with a quilted bedspread and decorative pillows. A bedside lamp sits on a dark wooden nightstand. Large windows with drapes allow natural light into the space, creating a serene environment. A comfortable chair is positioned near the window.

Condo in St. Augustine

4.98 out of 5 average rating, 92 reviews

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!

Top guest favorite

The front doors of the manor are designed with intricate stained glass, adorned with seasonal wreaths. A chandelier is visible in the background, complementing the elegant entrance that leads to the interior space.

Home in Venetia

5 out of 5 average rating, 28 reviews

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.

Top guest favorite

A tranquil sleeping area features a spacious bed with soft linens and a decorative throw. Behind the bed, warm lights create a soothing ambiance, complemented by a side table and a bedside lamp providing gentle illumination.

Guest suite in Beaches

4.97 out of 5 average rating, 90 reviews

Suite Nest @ The Beach

Popular by demand, Ive created another Suite Nest @The Beach! Only 4 blocks from the beach 🏝️& tennis courts, that you can see from the home! This is a Perfect Serene Suite for relaxation! With your own unique, private entrance, you never have to worry about privacy! This quiet, safe neighborhood on the south side of Jax Beach, 7 minutes to Mayo! I also have a golf cart for rent too! We have added a BBQ and outdoor patio furniture too!