Smoking-friendly holiday rentals in Intracoastal Waterway

Guesthouse in Jacksonville

4.9 out of 5 average rating, 370 reviews

Private Bungalow with Pool/55” tv

"The Oasis" is an cozy backyard guest room, detached and completely separate from the main house, in a beautiful outdoor oasis nestled in an older but safe neighborhood located in the center of Jacksonville, 1 block from I-95, with easy access to everything. 5-7 min (4-5 miles) from downtown, Convention Center, Veterans Memorial Arena, TIAA Bank Field (Jaguar Stadium), Times Union Center, Mayo Clinic (15 miles), Beaches (18 miles), Airport (18 miles). NOTE: No animals/pets/children under 12.

Home in Jacksonville Beach

5 out of 5 average rating, 13 reviews

Crystal Clear Stays

Beautiful 4 Bed 3 Bath corner lot just 7 blocks from the beach with lots of parking! - Private backyard oasis with: 14 foot hot tub, outdoor kitchen, beach bar, seating area, mini-golf game, game-day corn hole, and a beautiful fire pit. All TV's have ESPN/NBA - Full access to College Football, College Basketball, NBA for him. Also have Disney+ , Hulu, and Prime Video. - Washer/Dryer - RV/Electric Car park (20, 30, 50A) - Dining table for up to 8 (expandable) - Couch Pulls into full size bed

Bungalow in St. Augustine

The living area features soft turquoise walls and light hardwood flooring. A spacious white sofa is complemented by green accent pillows. A wall-mounted television and decorative surfboards add character to the space. Natural light fills the room through the window, creating a bright atmosphere.

4.89 out of 5 average rating, 635 reviews

The Hideaway

Welcome to "The Hideaway." Enjoy this 2bd/1ba coastal inspired bungalow, stocked and furnished with your comfort and convenience in mind. Enter through a screened porch, and unwind as you step into the main living area - spacious enough for up to six guests, yet exceedingly cozy for a romantic stay for two. Located in Historic Lincolnville - A half mile walk from downtown St. Augustine, and a 10 minute scenic drive to St. Augustine or Vilano Beach. Truly a perfect location and hidden gem.

A private pool is set within a fenced backyard, surrounded by lush greenery. The pool features a smooth, curving shape with clear water reflecting the blue sky. Paved stone decking offers a comfortable area for lounging and relaxing near the water.

4.95 out of 5 average rating, 184 reviews

Luxury 4BR Retreat w/ Heated Pool•Taste of Britain

Experience relaxed luxury in this spacious 4BR retreat featuring a private solar-heated pool, elegant British-inspired décor, and soaring 10-ft ceilings. Designed for comfort and style, the home offers both refined touches and the space families need to unwind. Enjoy smart TVs in every room, fast Wi-Fi, a fenced backyard, hammock lounge, and poolside grill. Perfect for elevated escapes or family getaways. Pool is solar-heated; temperature varies with weather and may be cooler in colder months.

5 out of 5 average rating, 144 reviews

Home in St. Augustine

Private oasis, heated pool, exceeds expectations

Private retreat on 2 acres of gated land, just 20 minutes to historic downtown St. Augustine and 25 minutes to the beach. This fenced property offers a perfect blend of relaxation, fun, and comfort. Enjoy your private pool, or let the kids enjoy their own space in the pool house, featuring TV, games, and a cozy hangout area. Start your day with fresh eggs from our happy hens- an experience that feels both farm-fresh and uniquely memorable. This home is designed to make your stay unforgettable.

Campervan/RV in Jacksonville

A large swimming pool is bordered by a stone patio, featuring several loungers and umbrellas. Lush palm trees surround the area, providing a tropical feel. In the background, the river can be seen beneath a partly cloudy sky.

4.96 out of 5 average rating, 255 reviews

Couples clothing optional escape hot tub deck

You'll love this unique and romantic escape. Designed to create an intimate setting to enhance your time together. The RV is quite large and fully equipped . Master bedroom features a cashmere topped California king bed. The property has so many amenities starting with a very large pool, lighted at night. A dock on the river to enjoy the views. Access to kayaks on premises. There’s a private clothing optional area/deck with a massage table , hot tub and loungers. We recently added a fire pit.

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.

Superhost

A bedroom is shown featuring a queen-size bed with a wooden frame. Two bedside lamps provide soft lighting on each side. The bed is adorned with a patterned bedspread and a stack of towels is neatly arranged on its edge. Textured walls add depth to the space.

4.9 out of 5 average rating, 178 reviews

Private home @ Pristine neighborhood

Private home with covered carport in Jacksonville's Avondale neighborhood. Situated in an upscale neighborhood and only 3 miles from downtown. Conveniently located with a hip population and trendy bars & restaurants less than 0.3 miles away (walking distance). AT&T Fiber Internet. CNet says "Other connection types just don't compare to the performance of fiber internet." The home is furnished with ample cookware and dishware. A starter supply of paper goods and toiletries is provided.

Campervan/RV in Jacksonville

4.87 out of 5 average rating, 46 reviews

The Jay

Nice little cozy camper with all the essentials. New super comfortable queen bed along with a nook that converts into a bed. Additionally, a 2 burner stove, fridge, freezer, microwave, sink, and an onboard shower with on-demand temperature control. There is a dedicated outside 1/2 bathroom for your use as well along with outdoor fireplace, grill, dining, and lounge area. I accommodate adults 18+ Pool rules: -Swim at your own risk -No diving -Please use outdoor shower before bathing

Superhost

The entryway features a staircase with a modern railing, leading to an upper level adorned with scenic wall art. A vibrant surfboard is mounted on the wall, and greenery accents the space, creating a welcoming atmosphere that reflects beach-inspired living.

Home in Jacksonville Beach

4.87 out of 5 average rating, 125 reviews

Beach Oasis Jacuzzi

Welcome to your own private oasis! This beach house is perfect for a relaxing getaway. Take a soak in the outdoor Jacuzzi/ outdoor shower, ride the bicycles along the coast, or catch some waves with the surfboards provided. The house comfortably sleeps eight people and includes a full kitchen, washer/dryer, and a cozy living room. Stay connected with 1 gigabyte of wifi for all your online needs. Book your stay now and experience the ultimate beach vacation!

A cozy living area is equipped with a neutral sofa and a teal chair, complemented by a ceiling fan overhead. Adjacent, a serene bedroom is illuminated by natural light, featuring a spacious bed dressed in light linens. An outdoor space includes a stone pathway leading to a fenced yard with a fire pit.