Smoking friendly holiday rentals in Jacksonville

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.

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.

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.

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

Fresh Remodel: Once Upon A Tide

Come spend the Holidays at the beach!! This freshly renovated 3/3 home hosts all you could want for a relaxing, memorable, and worth while stay in Jax Beach . Fully equipped kitchen for family meals. Watch your fav team on the back porch around the 12ft island or gas fire pit, and grill. Play corn hole or bike ride to the beach on a provided bike. You'll be treated as family and we pride ourselves in providing an atmosphere for memory making! WE'RE CLEAN and close to Mayo.

Cowford Cottage

Historic walkable neighborhood, close to the Shops of Avondale for fine dining or the Murray Hill District for nightlife. Enjoy a short walk to Boone Park for its many amenities. Blocks from the Beautiful St Johns River, minutes to Downtown. Home features a spacious kitchen, a covered outdoor patio with bar and TV perfect for grilling, entertaining or watching the game. Sleeps 5. Pet friendly/fenced yard. Dedicated office space with strong Wifi and dual monitors.

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!

Driftwood 2/1 w Firepit- 10 mins to MAYO & Beach

This 2 bedroom, 1 bath home is nestled in an extremely safe neighborhood and comes with a dedicated work space. The Driftwood Inn is perfect for up to five travelers looking for an economical stay close to the beach and the popular River Side. The backyard has a fire pit for the uncommon chillier nights in Florida and enough yard space for your fur baby to run around and play! Our kitchen is fully stocked for all your needs both short term and long term.

Luxury Pool Retreat • Taste of Britain

Spacious 4BR home with a private solar-heated pool, ideal for families and small groups. Features 2 king beds, 1 queen, and 2 twins, sleeping up to 8 guests. Thoughtfully styled with subtle British-inspired design touches, offering a unique and comfortable stay. Located in a quiet Panther Creek community with a fenced backyard, grill, hammock lounge, fast Wi-Fi, and smart TVs throughout. Pool is solar heated and temperature varies with weather and season.

Game Room + Fenced Backyard | Rococo Retreat | 3BR

🌊 Add-On Available: Waterslide rental for your stay! Choose from 3 sizes — perfect for birthdays, family trips, and summer fun. Message us to add on before you book. Rococo Retreat offers plenty of room for families or groups looking for a relaxing stay. The home features one king bed, one queen, one full bed, and two sleeper sofas accommodating up to 8 guests comfortably. The master bedroom is located on the 1st floor with a private bathroom.

Private Bungalow with Pool/55” tv

The Oasis is a cozy, detached backyard guest suite offering privacy in a beautiful outdoor setting. Located in a safe, established neighborhood just 1 block from I-95, it’s only 5–7 minutes from downtown Jacksonville, EverBank Stadium, VyStar Veterans Memorial Arena, and the Convention Center. Mayo Clinic is 15 miles away, with the beaches and airport about 18 miles away. Note: No pets or other animals. No children under 12.

Casa Mar on Andrew’s island

Casa Mar—your home away from home on Andrews Island, the North Florida Keys. Close to the cruise port, Mayport Ferry-Mayport Landing, JAX Airport, Jacksonville Zoo & Gardens, historic Amelia Island & more. Enjoy patio cookouts, a pool with ocean views, stunning dockside sunsets, and dolphin sightings. Please read the full description, amenities, and view all photos before booking to plan your stay comfortably.