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

The exterior of a renovated bungalow is presented, featuring a light green facade and a welcoming front porch. A concrete driveway leads up to the house, with landscaped areas showcasing blooming flowers and trees, providing a calm and inviting appearance.

Home in San Marco

4.98 out of 5 average rating, 265 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

Campsite in St. Augustine

5 out of 5 average rating, 41 reviews

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.

Superhost

Home in Southeast Jacksonville

5 out of 5 average rating, 3 reviews

NEW!Private Modern Mandarin Horse farm-Events,Dogs

Nestled in historic Mandarin amongst birds and mature trees is our ultra private, elegant ranchette exuding style, comfort & tranquility. Soak in hot tub or relax under the 🌟.Corporate specials, certain dogs breeds for fee EVENTS with Fee for weddings,reunions,etc. Need two kings? Add guests for fee. Convenient to I-295, dining, shops, museums, parks, and river. Bring your RV/boat with permission,marina 1 mile. Inside find large 4K TVs,coffee/tea bar all well stocked!Holidays 3 night minimum.

Top guest favorite

Two bicycles are parked against a wall on a concrete slab, showcasing a light blue frame on one and a darker frame on the other. A phone holder and drink holder are attached to the handlebars of one bike, while the entrance to the home is visible in the background.

Home in Riverside

4.98 out of 5 average rating, 266 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

Home in St. Augustine

4.87 out of 5 average rating, 134 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 decorative pillow featuring a design of starfish rests on a lightly upholstered chair. The pillow has a soft white background with pale blue accents and coral piping, adding a touch of coastal decor to the seating area.

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.

Guest favorite

An outdoor wood deck is framed by a wooden fence, providing a private space. Two lounge chairs are positioned on the deck, accompanied by potted plants featuring vibrant flowers. Natural light filters through the surrounding trees, enhancing the serene atmosphere.

Home in Beaches

4.79 out of 5 average rating, 56 reviews

Seabreeze Gardens Bungalow

Beautifully renovated beach bungalow only 7 blocks from the Beach. Upscale finishes & furniture throughout. This 3 bedroom 2 bathroom single story makes you feel right at home. From the beautifully landscaped front and backyards to the ample amount of seating for guests, this property truly has it all. Kitchen essentials, laundry room with full sized washer/dryer. New wood deck outside for those perfect summer BBQs. Close to amazing restaurants, bars, public parks, and beach. $75 pet fee.

Top guest favorite

The exterior of a brick duplex is displayed, featuring two garage doors with green accents. The entry door to the unit is visible, framed by windows. Parking spaces are located in front, contributing to easy access.

Home in San Marco

5 out of 5 average rating, 36 reviews

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.

Top guest favorite

The kitchenette features sleek black appliances and modern cabinetry against a white brick wall. A compact sink is positioned under a stylish faucet, with a small dish drying rack nearby. Natural light filters through a row of frosted glass block windows, illuminating the countertop.

Apartment in Southeast Jacksonville

5 out of 5 average rating, 100 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

A spacious lobby welcomes guests with high wooden ceilings and stone accents. Comfortable blue seating is arranged around wooden coffee tables, complemented by decorative plants. Natural light fills the area through large windows, creating an inviting environment for relaxation.

Condo in St. Augustine

4.97 out of 5 average rating, 77 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

Home in Southwest Jacksonville

5 out of 5 average rating, 26 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

Guest suite in Beaches

4.97 out of 5 average rating, 78 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!