Smoking-friendly holiday rentals in Jacksonville

Cozy Private Tiny Guest House

This gorgeous and elegant Tiny style room with a great Westside location. Very private, warm and Comfortable. You can have some privacy to work or just relax after a long day. Most of our guests are coming from all over the country for special events, or simply for a getaway as a couple. Brand new furniture’s, smart TV, WIFI. Electronic lock door and security measures, safety and friendly neighborhood. You'll love this unique and romantic escape. Kick back and relax in this calm, stylish space.

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.

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.

Blessed 4-bedroom House

Come as a stranger and leave as a friend!!!! The Blessed 4 Bedrooms House is located on the West side of the city, close to Orange Pak Mall area, 5 minutes to the Naval base, 15 minutes to Jacksonville downtown and 40 minutes to St Augustine City. We are close to nature parks, museums, St Johns River, beaches and historical sites. If you would like to explore the city, let us know and we can find the right activity for you. (check our guidebook)

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.

Palm Villa: 5 beds Playground, UNF, Mayo, Downtown

Transport to this Talum inspired peaceful townhouse. Brand new construction townhouse located in a residential neighborhood. With three spacious bedrooms and five beds in total, we can accommodate groups comfortably. There is high-speed wifi and smart tvs for your streaming needs. The community features 2 children’s playgrounds , 2 dog parks, and an outdoor volleyball court all within walking distance.