Smoking-friendly holiday rentals in Jacksonville

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.

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.

KING BED/PVT Balcony/Fast Wifi/65 inch Tv/Pool+Gym

"I want you! Tell me what I can do to be your host." Click Profile Pic over 200 ⭐⭐⭐⭐⭐ reviews 🐕 INBOX FOR DETAILS FOR PET FEE! 🚪 Early check in available inbox for details 🚪Late checkout available 🛏️Sleep in comfort $700 king mattress designed for a restful night’s sleep. 🛏️King Bed 📶Super-Fast Wi-Fi 🏋️‍♂️24hr Gym 📺65" Mounted TV in Living Room 50" Bedroom 💦 Natural Spring Saltwater Pool 🌄 Relax on your private balcony with a lake front view 🛏️🧳Extra air bed for guests

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.

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.

Back In Time

This is a unique 200 ft small tiny house with a covered porch with 2 rocking chairs for enjoying the outdoors. It is decorated with family antiques even a 4 ft claw foot tub turned into a shower.... If you want the feel of a nice relaxing country atmosphere with woods and nature this is the place for you. We live on a dead end rd which is quite and very safe. Our 2 story house is next to the tiny house but you have your own space and yard. Your privacy is respected at all time.

King bed, walkable, quiet neighborhood

Peaceful creekside cabin in walkable San Marco. Step through the main bedroom sliding glass doors right onto a sunny private dock where you can relax, fish, write, or watch kayakers flow by. Walk to Winn-Dixie, Starbucks, gyms, bars + restaurants, plus San Marco Square shopping + dining. Minutes to downtown Jacksonville, Jaguars stadium, major hospitals + only 20 minutes to Jacksonville Beach. Perfect for traveling professionals, remote workers, or a relaxing getaway!

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.