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 spacious living area is presented with a light-colored sofa and a matching ottoman, complemented by a deep blue armchair. The room features a decorative round mirror, hardwood flooring, and an archway leading to a dining space with a table for six, illuminated by natural light.

Home in San Marco

4.98 out of 5 average rating, 274 reviews

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!

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

The living area features a comfortable gray sectional sofa adorned with soft cushions, complemented by a light wood coffee table. A cozy chair with a botanical print sits alongside a wicker chair, all illuminated by natural light streaming through several large windows, adorned with horizontal blinds.

Home in San Marco

4.98 out of 5 average rating, 58 reviews

Heart of San Marco • Porch • BBQ • Bikes

Just 2 Blocks to the River, Dining & Shopping! Welcome to your beautifully renovated upstairs 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!

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.

Superhost

A scenic view of a resort property is presented with a tranquil pond in the foreground. A tall tower and modern architecture are reflected in the water, while a fountain adds to the serene atmosphere, framed by well-maintained green lawns and trees.

Condo in St. Augustine

Grand Villa Golf World,St.Augustine,FL-1Bd - BG

Come staycation with us at Grand Villas Resort! This historic area is home to the World Golf Hall of Fame® just steps from the resort. While anyone can enjoy themselves with the white-sand beaches, quaint cafes, inviting bars and restaurants, shops, art galleries, and luxury resort amenities; this truly is the golfers paradise! Concierge will set up tee time at 1 of 2 championship 18-hole courses designed by legendary golf pros Jack Nicklaus & Arnold Palmer!

Superhost

An expansive outdoor deck extends alongside the property, providing a view of the beach and ocean. The sandy shore meets gentle waves beneath a clear blue sky, creating a serene backdrop for relaxation.

Home in St. Augustine

4.83 out of 5 average rating, 70 reviews

THE LUV SHACK~ Romantic Beachfront Apt.~ Sleeps 4

St. Augustine Visitors~ If you are looking for a peaceful space ON THE BEACH ~ to Hang Out~ Kick Back & check out the local scene...this is a SUPER COOL HOUSE ~ It’s a 1970s home that has been turned into a sleeps 10 wedding venue starting at $1700 per night on the weekends. The LUV SHACK is the lower apt. the king size bedroom has just been renovated and it has a 65 inch television in it. very nice!! Both bedrooms have beautiful beach views.

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, 88 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!