
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.

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.

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.

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.

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.

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.

Charming Sanchez 2 ~ 5min drive to downtown/Bikes
20% OFF for first two guests that book in August! Can not be combined with any other offers! ——————————————- Newly renovated downstairs unit located just steps to uptown shopping/restaurants and a short drive to the main drag of historic downtown. Catch a trolley that will take you to 24 stops throughout downtown or enjoy a 15-20min stroll to downtown St George St. where shopping and restaurants are plenty! You are also a short walk to the Fountain of Youth and the Old Jail! No car needed!

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.

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.

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.

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!

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.

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!
Popular amenities for rentals with breakfast in Southside, Jacksonville
House rentals with breakfast

Corporate DEAL|Private LARGE LOT Coastal Home|Dock

Walk To Vilano Beach! HotTub•Golf Sim•Screen Lanai

NEW Cozy 5 BD Home 5m Beach | UNI | Bar

Immaculate Home with Private Pool and Patio

River House

The House of the Mantaraya

Lakefront Retreat | 5BR | 2.5BA | Fenced | Pool

The Shell
Apartment rentals with breakfast

Historic Rustic Glam Abode

Oasis in Historic San Marco

Historic Jacksonville Utopia

Luxury Loft by Town Center Shopping Mall & Beaches

Quaint and Cozy Historic Hideaway
Other holiday rentals with breakfast

The Funk House-Magic Room-Circa 1912

Cozy, Colorful Bungalow with Fenced Backyard

Private Entrance Inlaw Suite 6Blks Beach/Mayo 5 Mi

Private Garden Suite Near Downtown. Walk to Shops!

Cozy Room "B" near I-10 and I-295

Seaglass Studio

1 Bedroom Queen Bed in Atlantic Beach, FL

Haunted Manor Saint Augustine
Quick stats about holiday rentals with breakfast included in Southside, Jacksonville
Total rentals
40 properties
Nightly prices starting at
₹3,552 before taxes and fees
Total number of reviews
890 reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with a pool
30 properties have a pool
Destinations to explore
- Rentals with beach access Southside
- Apartment rentals Southside
- Rentals with a firepit Southside
- Rentals with a cinema Southside
- Smoking-friendly rentals Southside
- Rentals with pools Southside
- Rentals with an EV charger Southside
- Rentals with a fireplace Southside
- House rentals Southside
- Waterfront rentals Southside
- Rentals with lake access Southside
- Guest house rentals Southside
- Flat rentals Southside
- Private suite rentals Southside
- Rentals with outdoor seating Southside
- Pet-friendly rentals Southside
- Fitness-friendly rentals Southside
- Rentals with a patio Southside
- Family-friendly rentals Southside
- Rentals with a washing machine and dryer Southside
- Rentals with a hot tub Southside
- Townhouse rentals Southside
- Rentals with breakfast Jacksonville
- Rentals with breakfast Duval County
- Rentals with breakfast Florida
- Rentals with breakfast United States
- Ponte Vedra Beach
- TIAA Bank Field
- Summer Haven st. Augustine FL
- Old A1A Beach
- San Sebastian Winery
- Vilano Beach
- Boneyard Beach
- Crescent Beach
- Kathryn Abbey Hanna Park
- Lightner Museum
- Fountain of Youth Archaeological Park
- Butler Beach
- Eagle Landing Golf Club
- Pablo Creek Club
- Adventure Landing Jacksonville Beach
- MalaCompra Park
- Matanzas Beach
- Stafford Beach
- Amelia Island State Park
- St. Augustine Alligator Farm Zoological Park
- Ravine Gardens State Park
- Jungle Hut Park
- Old Salt Park
- Bent Creek Golf Course