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, 267 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!

Top guest favorite

A charming single-story house features a light exterior with a blue front door. Two symmetrical windows provide ample natural light, framed by well-kept greenery. A stone step leads up to the entrance, with a neatly manicured lawn extending to either side.

Home in Riverside

4.99 out of 5 average rating, 271 reviews

King bed home w/bikes on the best Riverside block!

This super fun house is perfectly located in Riverside; Jacksonville's most fun neighborhood. You can walk to bars, restaurants, yoga studios, shops, and more. We'll also send you a link to our personal G00gle doc with local tips for things to do, where to shop, and where to eat/drink. Our backyard has a firepit with adirondack chairs, a grill, and even 'smores kits. Plus, we have two bikes that you can use to cruise the neighborhood! The bikes even have cell phone holders & drink holders.

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

Private Coastal HOME,Dolphins-short/corporate rent

💎 Spacious coastal retreat near stadium, marina & beaches is a perfect short, midterm or corporate long stay. Watch dolphins,river sunsets, fish or crab, enjoy kayaks, games, cornhole, firepit & grill. Chef’s kitchen, coffee/tea bar & breakfast starters included. Themed bedrooms, gaming console, big adventures nearby — boat tours, shops, dining & more. Locally managed by Superhosts who LOVE hospitality, well stocked & five-star guest favorite. Book Now now for unforgettable memories!

Guest favorite

A living room with red walls features two floral-patterned sofas facing each other. A wooden coffee table sits in the center, and a small desk with a chair is positioned beside a window with light curtains. Soft light fills the space, creating a cozy ambiance.

Home in Murray Hill

4.87 out of 5 average rating, 76 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

An outdoor deck area features a round dining table surrounded by chairs, overlooking the Atlantic Ocean. A hanging chair adds a cozy touch. The expansive sky showcases a mix of clouds, with distant waves lapping the shore, creating a serene atmosphere.

Home in St. Augustine

4.87 out of 5 average rating, 136 reviews

St. Augustine's Sea Pearl~ BEACH HOUSE ~ Sleeps 10

Ready to Experience Fun & Romance? Vacationers - no party? We love you guys, too! No Extra Fees if 10 people or under. EVENTS/PARTIES & WEDDINGS ~ ALL INCLUSIVES See YOUR PROPERTY for $ PRICING $ All Decor Included in your colors/style 100K in Decor (<: Ask about Payment Plans SeaSide Bar & Grill ~ Indoor Tiki Bar ~ 4 Bedrooms ~ Sleeps 10 Beach Ceremony ~ Beachside Dining for 50 ~ Dinner Garden Seats 150 people. Bridal Dressing Room ~ Hosting Beautiful Weddings is Our Super Power

Top 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 Southwest 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

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, 50 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 Southeast Jacksonville

5 out of 5 average rating, 105 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

An outdoor area features a grassy lawn with a corn hole game and an inviting stone fire pit. Adirondack chairs surround the fire pit, and a gazebo with string lights can be seen in the background, enhancing the space's relaxing atmosphere.

Home in St. Augustine

5 out of 5 average rating, 58 reviews

Fam Favorite! Golf Sim•Hot Tub•4 Min Walk To Beach

Where the golf course is virtual, the beach is real, and every hour is happy hour. Bring the energy, your crew, and your flip-flops—you’re on Vilano beach time now! 🩴4 Min Walk To Vilano Beach 👣Walk to Publix, Restaurants & Pier ⛳️ Golf Simulator 🚿Hot Tub 🛁 Rainfall Shower 🔥Propane Grill & Fire Pit 🌴Screened in Lanai 👶Pack N Play/High Chair 🐶Dog Friendly & Fully Fenced 🏖️ Beach Gear & Games 🛜1G Wifi Planning Ahead? ❤️ this listing in the top right corner

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, 81 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 Southwest Jacksonville

5 out of 5 average rating, 27 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

4.98 out of 5 average rating, 80 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!