Smoking-friendly holiday rentals in Southside, 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 nude 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

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

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

Atlantic Beach RV with the Amenities of Home

2019 travel trailer (RV) with Murphy bed, bathroom and fully functioning kitchen. Its a clean, cozy, low cost place all to yourself and only a 5 minute drive to the beach! It’s not the ritz, but if you’re looking for a deal without all the hidden fees, this is your spot! Our cleaning fee is only $20 no matter how many nights you stay. Our dog fee is $30 per trip for 1 dog. +10 for each add A 2 night minimum is required for major holiday weekends, TPC, and Florida Georgia weekends.

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

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 located in an older neighborhood 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.

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.

Jacuzzi Beach Oasis

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.