Holiday rentals with breakfast in Intracoastal Waterway

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

Chic Private Beachfront Escape - 11 Steps to Sand

⭐️Serenity Shores is FIVE STAR, GUEST FAVORITE beachfront home! Reconnect and rest at DIRECT beachfront home in prestigious PV Beach, miles from public access, just steps to sand🤩Hospitality is our passion! FREE welcome gift, breakfast starters, waters! Relax to soothing waves in hammocks close to spas, golf, Guana Park, museums, dining, St. Augustine & TPC golf. Get FLEX bedrooms-with 2 weeks notice. FAST WiFi & workspace, FREE parking & amenities, HUGE deck & beach supplies! coffee/tea bar🐬

A spacious living area features a leather sectional sofa adjacent to a round coffee table, complemented by two armchairs. Large windows provide natural light, and a dining table with seating for six is visible in the background, with an open kitchen area behind it.

4.99 out of 5 average rating, 208 reviews

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.

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 & Homey Pet Friendly Bungalow - Sleeps 6!

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.

5 out of 5 average rating, 30 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, with an additional fee. The Oceanview Cottage is part of the Bayfront Marin House range of lodging options.

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, 76 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!

5 out of 5 average rating, 164 reviews

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.

Flat in Jacksonville

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, 73 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

4 Min Walk To Beach! Hot Tub•Golf Sim•Fully Fenced

Wake up hearing waves, stroll to the beach with coffee, and come home to your own golf simulator, hot tub, and lanai oasis! This is St. Augustine paradise on Vilano Beach. 🩴4 Min Walk To The Beach 👣Walk to Publix, Restaurants & Pier ⛳️ Golf Simulator 🚿Hot Tub 🛁 Rainfall Shower 🔥Propane Grill & Fire Pit 🌴Screened in Lanai 👶Baby/Toddler Friendly 🐶 Dogs Welcome ($140/dog) 🏖️ Beach Gear & Games 🛜1G Wifi Planning Ahead? ❤️ this listing in the top right corner

Two bicycles, one black and one light blue, are parked beside a blue house. The bicycles are positioned near the entrance, with a concrete pathway leading to a shed in the background and a small lawn visible.

4.99 out of 5 average rating, 201 reviews

King bed w/bikes, arcade games and wild west barn!

Welcome to The Game House, your private entertainment hub in Jacksonville's vibrant Riverside! This 3-bedroom home fits 7 and is packed with fun. Enjoy a private wild west 'barn' as well as arcade games, board games, bikes, corn hole, an outdoor grill, smart speakers, a fully stocked kitchen, and smart TVs in each room. You can also relax in our adironack chairs by the firepit...we even supply 'smores kits! It's the ultimate getaway for fun-loving groups and families.

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!

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

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.

4.98 out of 5 average rating, 94 reviews

The welcoming front porch features two rocking chairs, softly illuminated by hanging lights. A fenced yard surrounds the home, while vibrant greenery offers a pleasant view. The house is newly built with a bright exterior, inviting a sense of comfort and relaxation.

Home in St. Augustine

Family & Group Coastal Cottage on a quiet street

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