Holiday rentals with breakfast in Southside, Jacksonville

Find and book unique rentals with breakfast on Airbnb

Top-rated rentals with breakfast in Southside, Jacksonville

Guests agree: these breakfast rentals are highly rated for location, cleanliness and more.

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Guest favourite

Home in San Marco

4.98 out of 5 average rating, 213 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 favourite

Home in Jacksonville

5.0 out of 5 average rating, 213 reviews

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

This super fun house is perfectly located in Riverside/5 Points (Jacksonville's best neighborhood). You can walk to multiple 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. Plus, we have bikes that you can use to cruise the neighborhood! The bikes have cell phone holders & drink holders. It's perfect for couples and families as well as business and solo travelers.

Guest favourite

Flat in Jacksonville

4.97 out of 5 average rating, 115 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.

Guest favourite

Home in Jacksonville

4.8 out of 5 average rating, 83 reviews

The entire Wonderwood beach house! 3br / Hot Tub.

Welcome to “Wonderwood” where your beach adventure begins. Although the house is located in a populated area It feels like you are located in a tropical forest with no neighbors. This property is bounded on 4 sides by protected parks and savannahs. One block from Hanna Park, you are moments from the ocean surf and it’s ecological preserve. The house was completely renovated recently and is sterilized / ready for your arrival. 2 bicycles / hot tub included! It’s the closest Airbnb to NAS!

Superhost

Home in Jacksonville

5.0 out of 5 average rating, 4 reviews

The Cozy Getaway!

Relax with the whole family at this peaceful place to stay. With 2 bedrooms and 2 baths very quiet home and neighborhood it is centrally located to all major attractions, healthcare center and shopping center in Jax! We are approximately 2 miles from Jax Arboretum & Botanical Garden, 6 miles from Mayport Naval station, 7 miles from Neptune beach, 6 miles from Hanna City Park Campground, 10 miles from Mayo Clinic and 9 miles from Everbank stadium! Enjoy all our amenities! Enjoy our home.

Guest favourite

Home in Murray Hill

4.9 out of 5 average rating, 29 reviews

Colorful 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. The backyard is fully fenced, so you can include your furry friend in your stay. 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 and convenient to downtown Jacksonville and the Beaches.

Superhost

Home in Jacksonville

5.0 out of 5 average rating, 7 reviews

2 Bedroom Live Oak Hideaway House

Welcome home to the Live Oak Craftsmen House located in the HEART of Jacksonville. You will be in awe as you pull onto the paver driveway and take in the luscious landscape under a gorgeous Live Oak canopy and enter via the large covered porch that is perfect for relaxing any time of the day. Open the door to paradise and soak in all the details of this impeccably designed open concept floor plan and make yourself at home. Close to everything! NEW, CLEAN, BEAUTIFUL, CONVENIENT!

Guest favourite

Flat in St. Augustine

4.82 out of 5 average rating, 107 reviews

PEARL ON THE BEACH ~ Breakfast ~ Sleeps 6

Beautiful Sunrises ~ Classical Romantic Beachhouse On the Ocean ~ 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. Bask on the Sandy Sea Wall Yard w several dining options & lounge chairs ~ Semi-private beach ~ just neighbors & joggers. Upper unit of a 2 story home w private entrance ~ etc.

Guest favourite

Flat in Jacksonville

5.0 out of 5 average rating, 37 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. 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. Also only 30 minutes from the airport and beaches.

Guest favourite

Home in Jacksonville Beach

4.94 out of 5 average rating, 229 reviews

2 King rooms + bunk beds - The Premium Beach House

This 2-story 3 BR/2.5bath, 1700 sq ft. elegantly furnished vacation beach house is within 3 blocks to the beach, restaurants, grocery, and shopping. Experience melting into TWO TempurPedic king beds, enjoy a refreshing multijet spa shower, sip coffee or drinks on the large master balcony, or zen garden patio, or watch various prepaid streaming apps on multiple large 4k TVs throughout the house.

Guest favourite

Guest suite in Jacksonville Beach

5.0 out of 5 average rating, 17 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!

Guest favourite

Flat in Riverside

4.91 out of 5 average rating, 23 reviews

Riverside Avondale Garden Apartment, Second Floor

This apartment is perfect for a short term stay for life in the BEST neighborhood in Jacksonville. Tucked behind an adorable Craftsman style bungalow on a quiet block. Private entrance through gated backyard path. Your window looks out on garden and deck with potted plants and landscaping including large tropical ferns, bamboo, citrus trees plus big oaks for shade.