
Holiday rentals with breakfast in Southside, Jacksonville
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Top-rated Holiday Accommodation with Breakfast in Southside, Jacksonville
Guests agree: These breakfast rentals are highly rated for location, cleanliness and more.
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Popular amenities for Southside, Jacksonville Holiday Accommodation with Breakfast
Holiday House Rentals with breakfast

Colorful Bungalow Sleeps 6 - Pet Friendly!
thank you to Heidi for her colorful bungalow. we were there for our son's wedding, and we brought our first grandchild back to the bungalow to spend the night for their wedding present we felt right at home. we would definitely use this colorful bungalow again.

Coastal St. Augustine Retreat, Quiet Neighborhood
This was an ideal location to spend the night on our way to Orlando. The home is very easy to get to, was very clean and spacious, and was very close to stores and restaurants. Everything was just as pictured, looked to be brand new, and we would definitely stay again! Thank you.

NEW 4BR home in Golf Community with POOL
Was a great place to stay. We had a very minor issue with the AC when we first arrived. The host responded right away and let us know how to fix the issue. The house was just as described. We would definitely stay again.

Pars•Sun•Fun | Golf Sim•Hot Tub•4min Walk To Beach
5 Stars – A Perfect Stay! This was one of the best Airbnb experiences we’ve had. The home was exactly as described—clean, comfortable, beautifully styled, and thoughtfully equipped with everything we needed for a relaxing stay. The location was perfect, close to restaurants, Publix and a 3 min walk to the beach, yet peaceful and private. Our host (Seth) was incredibly responsive and kind, making check-in seamless and providing great local recommendations. We especially appreciated the bikes, beach equipment, toys, games, kitchen supplies and snacks! We would absolutely stay here again and highly recommend it to anyone looking for a top-tier Airbnb experience. Thank you for such a wonderful stay!

Direct Beachfront Private House 11 steps to beach
We had an absolutely wonderful stay at Amy and Matthew’s place. The beach is quiet, clean and gorgeous. Amy was extremely hospitable and checked in to make sure our stay was going well. The house is fully equiped and the beds were super comfortable! The location is also close to great grocery stores, restaurants and other amenities. We will be staying again for sure!

The entire Wonderwood beach house! 3br / Hot Tub.
This was a wonderful house to stay at on our trip. The amenities were wonderful and the host was so accommodating. We would definitely recommend staying here and will be back!

Twin Oaks Family Retreat, Sleeps 8, N St Augustine
Karin was fast to respond and friendly. Her husband greeted us to let us in the house. While he was there, he gave us a tour of the home and told us where everything was located. We rode motorcycles in so space was limited on packing. The house had everything plus more than was needed. If we ever take another trip to Florida, we will stay here again.

Cozy Beach House Of Your Dreams
I love the charm of this home, chefs kitchen, the house felt spacious, we loved hanging out in the backyard and the front porch, close walk into town but close to the beaches too and lots of local restaurants in walking distance
Apartment rentals with breakfast

Historic Downtown St. Augustine Suite w/ Balcony,
We use Airbnb all the time, this property ranks right up there with the best! It was bigger and newer than we expected. Super clean and very comfortable. Of course, the highlight is sitting on the balcony sipping wine and watching the continuous parade of humanity walk by. Everything you want is a short walk outside your door. We will be recommending this place to our family and friends!

Historic Rustic Glam Abode
The place was exactly as the pictures. Bed was nice and comfy and the kitchen and bathroom were clean. The home was furnished beautifully. We would book again.

Downtown Apartment in the Middle of it All
I had the most amazing experience I had stayed here for a couple days and it was just better than I could have ever imagined. I was truly thankful to have that experience looking out over the bay it was just beyond beautiful perfect everything I needed was all nearby I couldn't ask for anything better. I will always come here when I come back to St Augustine. There are no words that can describe how amazing the experience was when I went there. 🙏❤️😇

Oasis in Historic San Marco
David was an excellent host. He was responsive and helpful throughout our visit

Historic Jacksonville Utopia
I loved the place and so did my family (boyfriend and 2 little children). I did tried to keep my son (5year old) from doing loud noises or stumping his autistic and has ADHD I thought I am glad this location was very patient with us thank you for everything would love to come back

Fancy's Historic Apartment
This was a great peaceful place! Perfect for my work trip! I was literally close to everything great food near bye . The beach was only 30 minutes! Me and my daughther did a splash and paint room that wasn’t far it was amazing on fridays Jax beach has silent party on the pier for all ages but it was cancelled. I look forward to visiting again and bringing my fur babies.

Quaint and Cozy Historic Hideaway
Great place !! I loved our stay. It was cozy ! Would definitely stay there again 😊 Dawn was very responsive and resourceful.
Bed and breakfast rentals with breakfast

King&3 bunks-Priv Bath, low cleaning fee
Our family of 8 stayed here for one night on our way up north. We are very grateful that this family hostel still exists! This is right downtown in the historic district and so everything is very walkable. Jenny and crew make everything very hospitable with a game for the children to play when they check in, games in the tv room and pancakes made for everyone in the morning. :) Great for a family that wants to explore St Augustine.

Lookout Suite at Vilano Beach
The Airbnb and location were wonderful! You cannot beat the views from the bedroom window, the private deck and crows nest. Being that there is a completely separate entrance to the unit the space feels incredibly private. The bed was very comfortable and it was very quiet. Additionally everything was very clean, shoutout to Leo the housekeeper who is awesome! I highly highly recommend this gem of a spot and would stay here again in the future.

Princess Margaret at the Bayfront Marin House
Stayed here to celebrate my wedding. Looked exactly like the pictures and Sandy was very responsive. She answered all questions and was extremely helpful. Room was very clean and bathroom was huge. Hotel staff was friendly and offered local recommendations for meals and other activities to do. The only problem is the lack of parking. There is a private parking lot around the corner from the hotel. It’s a bit of a walk. So I recommend trying to park in front of the hotel, you just have to pay. Besides the parking, would definitely stay again.

Bridge of Lions Room at the Bayfront Marin House
What a great place to stay in St Augustine, absolutely top notch!

Downtown"Grace Darling"Old Powder House Inn-B'fast
The old powder House Inn is one of the best places I’ve ever stayed in my life. Paige, the manager made us feel so welcome. The rooms were so clean and beautiful, Paige made muffins and they were amazing, They have complementary wine, water, soda, and Brandy. They put their heart and soul into this inn. I literally felt at home and I was so comfortable being here. It definitely has an amazing positive vibe and the staff kept up with us like we were family checking in and making sure we were having a good time. And the water actually gets hot in the shower. And stays hot. Had a lot of bed-and-breakfast and Airbnb‘s. I’ve had the problem of the water not getting hot and taking uncomfortable showers, but the water pressure is amazing and it stays hot. They have humidifiers in the room and AC units and it was just an overall very comfortable stay I recommend this to anyone who comes to Saint Augustine.

Romantic Jacuzzi spa-tub for two! Best location in the historic district!
The only way to experience the night of lights is to get a room on Spanish street. This inn has a placement to the downtown available only to a small handful of properties.

Queen Spa Suite at the elegant Peace & Plenty Inn
Great spot really close to the historical center

Robinson Lewis at the Bayfront Marin House
Wonderful little gem in St Augustine. Attached to a bed and breakfast and super easy to find and wonderful commutation. Happy hour and breakfast was a huge bonus!
Quick stats about holiday rentals with breakfast included in Southside, Jacksonville
Total rentals
30 properties
Nightly prices starting at
$66 NZD before taxes and fees
Total number of reviews
720 reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with a pool
20 properties have a pool
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- Ponte Vedra Beach
- Summer Haven st. Augustine FL
- TIAA Bank Field
- Old A1A Beach
- Boneyard Beach
- Kathryn Abbey Hanna Park
- Amelia Island State Park
- Fountain of Youth Archaeological Park
- Crescent Beach
- Butler Beach
- Guana Reserve Middle Beach
- North Beach Guana River Preserve
- Lightner Museum
- Palm Harbor Golf Club
- Dungeness Beach
- St. Augustine Alligator Farm Zoological Park
- Matanzas Beach
- MalaCompra Park
- Eagle Landing Golf Club
- Bent Creek Golf Course
- Driftwood Beach
- St. Marys Aquatic Center
- Ravine Gardens State Park
- Vilano Beach