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, 281 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!

5 out of 5 average rating, 20 reviews

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.

Home in St. Augustine

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.

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, 146 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, 296 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, 272 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

A charming front porch is highlighted by a patterned tile floor and inviting wooden bench seating. An American flag gently waves in the breeze, while a small potted plant adds a touch of greenery. The entrance features a green door framed by classic brickwork.

5 out of 5 average rating, 57 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.

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, 241 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, 145 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.

5 out of 5 average rating, 26 reviews

A sandy path meanders through coastal vegetation, leading toward the Atlantic Ocean. A rustic wooden bench is positioned on one side of the path, inviting relaxation. The ocean stretches into the distance under a partly cloudy sky, enhancing the serene coastal setting.

Cottage in St. Augustine

Oceanview Cottage at Vilano Beach

The Oceanview Cottage is a raised cottage with great views of the Atlantic Ocean from the front deck and the living room. You're renting the entire house--full kitchen with a breakfast bar, living area, and two separate bedrooms, one King, one Queen. The bathroom has a shower, and there is a half bath in the King bedroom. The Oceanview Cottage is pet friendly. The Oceanview Cottage is part of the Bayfront Marin House range of lodging options.

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, 99 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!

4.98 out of 5 average rating, 85 reviews

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.

Home in St. Augustine

Coastal St. Augustine Retreat, Quiet Neighborhood

Family Amenity tailored experience on a quiet street with a comfortable front porch and back deck relaxing setting and only minutes to most major attractions! Only 7 minutes drive to downtown St. Augustine and minutes to the beach. - New home built in 2023, all new appliances and fresh interior - Corn Hole Set - Back porch string lights - 55 inch Smart TV - King Bed, Queen Bed, and 2 Twin Beds

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, 272 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.

Popular amenities for rentals with breakfast in Intracoastal Waterway

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with breakfast

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, 98 reviews

Colorful Bungalow Sleeps 6 - Pet Friendly!

5 out of 5 average rating, 69 reviews

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.

Home in St. Augustine

5 Mins To Downtown! HotTub•Golf Sim•Dual Fire Pit

Home in Ponte Vedra Beach

A well-lit bedroom is equipped with a spacious bed adorned with soft linens. Large windows offer a direct view of the ocean waves and sandy beach. A cozy seating area is visible on the deck outside, enhancing the room's peaceful ambiance.

5 out of 5 average rating, 42 reviews

Christmas/NYE OPEN/Private Beachfront HOME/BIG Lot

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

4.79 out of 5 average rating, 187 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, 30 reviews

Cottontail Manor Ortega 4BR across from River

Villa Marita B&B

5 out of 5 average rating, 12 reviews

The Palms

Home in Jacksonville Beach

A view of a sandy beach with a lifeguard chair prominently displayed in red. Gentle waves lap at the shore, and a fishing pier extends into the distance, framed by a backdrop of cloudy skies. Grasses are visible in the foreground, adding texture to the scene.

4.98 out of 5 average rating, 59 reviews

The House of the Mantaraya

Apartment rentals with breakfast

4.84 out of 5 average rating, 32 reviews

A private balcony offers two comfortable rocking chairs, overlooking historic St. George Street. Warm sunlight filters in, creating a peaceful setting. The view captures charming buildings and cobblestone streets, enhancing the inviting ambiance of this central oasis.

Flat in St. Augustine

Historic St. Augustine Suite: Balcony, Parking & C

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, 312 reviews

Historic Rustic Glam Abode

Superhost

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.

Private room in St. Augustine

4.82 out of 5 average rating, 11 reviews

Downtown Apartment in the Middle of it All

Superhost

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.

Private room in St. Augustine

4.86 out of 5 average rating, 14 reviews

Ambrose's Retreat - Historic B&B Downtown

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.

4.95 out of 5 average rating, 300 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, 254 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.

4.85 out of 5 average rating, 48 reviews

King&3 bunks-Priv Bath, low cleaning fee