Smoking friendly vacation rentals in Southside, Jacksonville

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Top-rated smoking friendly rentals in Southside, Jacksonville

Guests agree: these smoking friendly rentals are highly rated for location, cleanliness, and more.

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Superhost

Home in Beaches

4.83 out of 5 average rating, 108 reviews

Cozy Beach Home Away From Home:For All occasions!

If you’re looking for a Beach Home away from Home, 4min Beach drive, then this Remodeled, Cottage-like Cozy Beach home is perfect for you! Designed & Creatively Spaced for All Occasions, the Open Farmhouse style Kitchen & Living room gives off vibrant energy w/plenty of recessed lighting making it Beautiful! The Backyard is VERY Spacious & Peaceful w/plenty of seating &room for all Special Occasions! There’s a Unique, Rare Rustic Guest Suite w/a Left Private Entrance available to rent too!

Guest favorite

Campsite in St. Augustine

5 out of 5 average rating, 38 reviews

Twin Cedars Glamping N St. Augustine

Never any cleaning fees! Adventure awaits in this rustic getaway. Plenty of room for our house and your tent or small camper on our half acre lot. Now with hot tub and solar panels! Water, 30A, washer, dryer, microwave, coffee pot and fridge included. Outdoor hot shower, portalet, sink, fire pit and furniture. Chain link fence has 12 ft. wide locking gates. We are near US-1 and you will hear cars and trains. You will also hear hawks, owls, osprey and ibis. 10-15 minutes from beach and downtown.

Top guest favorite

Camper/RV in Jacksonville

4.97 out of 5 average rating, 186 reviews

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

Guest favorite

Home in Riverside

4.91 out of 5 average rating, 170 reviews

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.

Top guest favorite

Camper/RV in Jacksonville

4.94 out of 5 average rating, 189 reviews

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.

Guest favorite

Guesthouse in Southeast Jacksonville

4.89 out of 5 average rating, 308 reviews

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.

Guest favorite

Villa in Jacksonville

4.88 out of 5 average rating, 104 reviews

Country villa pool hot tub game rm pond 2.5 acres

Take it easy at this unique and tranquil getaway. Ask about our couples discount. Our villa includes pond, pool, hot tub, game room, outdoor cooking area with industrial smoker, wood burning pizza oven, and gas grill. Oyster bar, fire pit area wood included. Kitchen has 2 coffee making options, air cooker and all other essentials. Full laundry with soap and dryer sheets. Parking space for your toys and camper. Security gate w/ fence completely surrounding the property.

Top guest favorite

Home in St. Augustine

5 out of 5 average rating, 127 reviews

Private oasis, private pool, exceeds expectations

Three bedroom home located on 2 acres. Only 25 min from down town historic district of St Augustine Fla Private Pool Pool house for kids to hang out in and play games / with patio and fire pit Property gated with remote control entrance gate Has chicken for daily fresh eggs Can park camper on property Has screened porch Cable TV in living room, master and guest bedrooms Free wifi TVs in master, main living area guest room and pool house Covered parking Security system

Guest favorite

Home in Avondale

4.87 out of 5 average rating, 30 reviews

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.

Guest favorite

Home in Beaches

4.9 out of 5 average rating, 101 reviews

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!

Guest favorite

Home in Southeast Jacksonville

4.91 out of 5 average rating, 66 reviews

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.

Superhost

Home in Jacksonville

4.85 out of 5 average rating, 134 reviews

Lux Oasis: *Heated Pool, Spa/Hot Tub&Grill Retreat

Discover your private oasis in the heart of Jacksonville’s charming San Marco neighborhood. This stylish 1950s home blends vintage charm with modern comforts—featuring a heated pool, hot tub, grill, and space for up to 8 guests. Whether you’re planning a family vacation, a weekend escape, or a long-term stay, everything you need for a relaxing getaway is right here. Pool heating available for $100/night with 48h notice. Hot tub heating is complimentary.