Holiday rentals with breakfast in Intracoastal Waterway

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.

4.98 out of 5 average rating, 285 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!

An outdoor area is depicted, featuring a salt-water pool surrounded by lounge chairs and shaded by a red umbrella. Permanent string lights provide soft illumination. Tropical landscaping and a covered space in the background suggest an inviting environment for relaxation and leisure.

5 out of 5 average rating, 24 reviews

Luxury Home with Pool, Pickle Ball and Hot Tub

Your family will be a walk away to downtown Saint Augustine when you stay at this centrally-located place. Everything you need is at the Pelican’s Oasis from the outstanding outdoor area with a salt water pool and covered living area to an elegant indoor entertainment area with bar, ice machine and beer fridge. Covered Pickle Ball court, Hot Tub and 6 seater Golf Cart ( for additional fee). Plenty of room throughout the house to enjoy different seating areas and even a selfie stage with props.

A bungalow with a welcoming facade is surrounded by mature trees and greenery. The front yard features well-maintained plants and a pathway made of stones. A covered porch adds character to the home, providing a cozy entrance along the tree-lined street.

4.88 out of 5 average rating, 100 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.

Serviced apartment in Jacksonville

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.

4.97 out of 5 average rating, 145 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.

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.

4.99 out of 5 average rating, 300 reviews

Riverside Retreat with Bikes & Fire Pit

This charming bungalow is located in the heart of walkable Riverside; Jacksonville's most fun neighborhood. Enjoy a king bed, smart speakers, fast WiFi, and streaming channels, as well a fully stocked kitchen and a backyard with adirondack chairs, an electric grill, a fire pit, and even 'smores kits. Use our custom recommendation guide to explore local shops and restaurants on our cruiser bikes (complete with cup holders and cell phone holders). Private driveway parking is included, too.

Bungalow in St. Augustine

A charming bungalow is framed by lush palm trees, with a welcoming teal front door at its center. A stone pathway leads through gravel landscaping adorned with greenery, creating an inviting approach to the home.

4.98 out of 5 average rating, 277 reviews

"Flagler Shack"- a funky tropical oasis!

"Flagler Shack"- funky, cozy, cool...renovated island bungalow! * 10 min walk to downtown(over Bridge of Lions) * 10 min bike ride to the AMP(farmers market, concerts) * Awesome bars and restaurants literally out your back door...Odd Birds, Blackfly, Sarbez, Llama, Slugs Pub, Gas Fresh Island Market, Osteen’s, Osprey Tacos, Mojos Tacos * 15 Min walk to Conch House Marina and Restaurant * 20 min bike ride to beach at Anastasia State Park * 5 min drive to Saint Augustine Beach

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.

4.99 out of 5 average rating, 72 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!

Guest suite in St. Augustine

A tranquil bedroom showcases a queen bed adorned with a leaf-patterned duvet cover. Two bedside lamps cast soft light on either side, while bright blue and green walls create a soothing ambiance. Light filters through shuttered windows, enhancing the warm wooden floor.

4.83 out of 5 average rating, 244 reviews

Historic St. Augustine Gateway

Experience the allure of St. Augustine from our charming private suite. Nestled within a leisurely stroll of the historic heart of St. Augustine and a mere 5-minute drive from its world-renowned beaches. Your sanctuary consists of two distinct areas – a gracefully adorned bedroom featuring a comfortable queen bed, and a cozy den with sofa. Connected to our residence with a separate private entrance and a quaint deck, this suite affords you the utmost privacy and independence.

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.

5 out of 5 average rating, 150 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.

Apartment in St. Augustine

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.

4.97 out of 5 average rating, 102 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!

Home in Jacksonville Beach

The exterior of a two-story beach house is showcased, featuring a light-colored facade and a silver metal roof. A spacious driveway leads to a two-car garage. Lush green landscaping surrounds the home, with palm trees adding to the tropical feel.

4.93 out of 5 average rating, 273 reviews

2 Kings + 2 bunks, Walk to Beach - $0 Host fee

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.

4.96 out of 5 average rating, 196 reviews

A cozy dining area is depicted with a round black table and two wooden chairs. A bottle of water rests on the table, while light enters through a glass door leading outside. The entrance to a bedroom is visible in the background.

Flat in St. Augustine

Charming Sanchez 2 ~ 5min drive to downtown/Bikes

This quaint 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!

Popular amenities for rentals with breakfast in Intracoastal Waterway

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with breakfast

A modern home with a light exterior and a metal roof is featured. A front porch with wooden rocking chairs provides a welcoming touch. The driveway is spacious, leading to a fenced yard with greenery visible around the property.

4.98 out of 5 average rating, 90 reviews

Coastal St. Augustine Retreat, Quiet Neighborhood

Home in Green Cove Springs

A welcoming living area is presented with two light blue sofas arranged around a wooden coffee table. A decorative plant sits at the center of the table, which is set on a patterned area rug. Soft natural light enters through sheer curtains, enhancing the cozy atmosphere.

4.92 out of 5 average rating, 37 reviews

NEW! LARGE 4BR home in Golf Community with POOL

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.

5 out of 5 average rating, 71 reviews

4 Min Walk To Beach! HotTub•Golf Sim•Private Yard

Home in Ponte Vedra Beach

A hammock is seen stretched between wooden posts, offering a view of the ocean and sandy beach. Lush green grasses frame the shore, while a person lounges peacefully, reading a book under a wide-brimmed hat. The tranquil sea is visible in the background.

5 out of 5 average rating, 43 reviews

Beachfront Private HOME 11 steps to sand! BIG LOT

4.82 out of 5 average rating, 11 reviews

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

The kitchen features wooden ceiling beams and a combination of white cabinetry and dark countertops. A central island with seating is highlighted, while modern appliances are neatly arranged. Natural light enters through multiple windows, enhancing the airy feel of the space.

4.67 out of 5 average rating, 36 reviews

Cozy Beach House Of Your Dreams

A private pool is set within a fenced yard, featuring a distinctive shape and clear blue water. Surrounding the pool are neatly arranged potted plants and a well-maintained grassy area, all against a backdrop of a sunny sky with scattered clouds.

Home in Orange Park

4.78 out of 5 average rating, 188 reviews

Immaculate Home with Private Pool and Patio

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.

5 out of 5 average rating, 31 reviews

Cottontail Manor Ortega 4BR across from River

Apartment rentals with breakfast

A living area is highlighted by two plush seating arrangements, featuring a light-colored sofa and two deep burgundy chairs. A round coffee table sits atop a patterned area rug, while large windows invite natural light, enhancing the warm wood accents and the original fireplace.

4.96 out of 5 average rating, 317 reviews

Historic Rustic Glam Abode

Private room in St. Augustine

A comfortable living area is displayed, featuring two patterned armchairs and a side table. Natural light fills the space from a window, complemented by a television mounted on the wall. A glimpse of the adjoining kitchen area with blue cabinets is visible in the background.

4.86 out of 5 average rating, 14 reviews

Ambrose's Retreat - Historic B&B Downtown

Private room in St. Augustine

A cozy seating area features a plush armchair and a modern light fixture. Black French doors open to reveal a bright bedroom with a light-colored bed and decorative pillows. A bowl of oranges sits on a granite countertop, enhancing the inviting environment.

4.83 out of 5 average rating, 12 reviews

Downtown Apartment in the Middle of it All

A bathroom area is displayed, featuring a white tiled shower with a sleek rain showerhead. A mirror surrounded by green foliage decorates the wall, adding a natural touch. Chrome fixtures and a bathtub are visible, enhancing the modern aesthetic of the space.

5 out of 5 average rating, 24 reviews

Historic Jacksonville Utopia

#Marriott Hotel

A warm bedroom features a spacious wooden bed adorned with a textured blanket. A decorative macramé wall hanging enhances the neutral tones, while a leafy plant in a pot adds a touch of greenery. Natural light filters through the window, creating a serene ambiance.

4.94 out of 5 average rating, 307 reviews

Fancy's Historic Apartment

A cozy bedroom features a reclaimed wood plank accent wall behind a spacious bed adorned with a blue quilt and decorative pillows. A wooden bench stands at the foot of the bed, and subtle lighting enhances the warm tones of the room.

4.94 out of 5 average rating, 260 reviews

Quaint and Cozy Historic Hideaway

Bed and breakfast rentals with breakfast

Private room in St. Augustine

A themed room features a spacious bed with an ocean-inspired coverlet, complemented by two sets of bunk beds. A compass mural adorns one wall, and floral curtains frame a window. Soft lighting is provided by bedside lamps on either side of the bed.

4.86 out of 5 average rating, 50 reviews

King&3 bunks-Priv Bath, low cleaning fee

Hotel room in St. Augustine

A light-filled room features a king bed with colorful decorative pillows. A small wooden desk and two black chairs are present, alongside bedside tables with lamps. A large mirror adorns the wall, while natural light enters through a window dressed with blue curtains.

4.88 out of 5 average rating, 8 reviews

Vintage 1920's Inn! 100 Steps to St. George Street! The "Magnolia" room has a king bed private bath with shower and features easy access to our lovely rear porch with serene courtyard views!