Smoking friendly vacation rentals in Southeast Jacksonville

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.

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

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.

The U.S. Constitution House - 5 min from downtown

This Historical beautiful home is less than 5 minutes from the downtown area.Cozy free fun 3 bedroom 2 bath home. "This is an immaculate home with a Teenage Mutant Ninja Turtles Arcade, Giant Size Jenga, Giant Size Connect 4 Game and a Fireplace perfect for smores. Great for families! Equipped with four (4) Smart Tv's and Alexa Studio Sound System. This spacious home sleeps comfortably 12 people and is ideal for large groups.

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.