Smoking-friendly holiday rentals in Southside, Jacksonville

4.94 out of 5 average rating, 241 reviews

Guest suite in Beaches

Suite Dreams@Waterfront Oasis@JaxBeach/Mayo/TPC

This 💦waterfront 🏖Studio Suite is 1 of a kind! French Doors that lead into✨Suite Dreams has been described by many as🤩 💫Mesmerizing & Relaxing. ✨ Mayo is 3 miles away! 🏖is 6min & ⛳️Jax Golf a 2min drive, this is your perfect Oasis✨ A private walkway leads to a beautifully 🕯lit custom built deck.✨ Until you experience it, can you truly appreciate the tranquility of this ✨Stunning Oasis Suite Dreams is designed to make you feel relaxed as you will find spa-like items & may never want to leave!

Guesthouse in Southwest Jacksonville

5 out of 5 average rating, 10 reviews

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.

Apartment in Southwest Jacksonville

4.95 out of 5 average rating, 20 reviews

King Bed•Early Check in•Lakefront•Salt Water Pool

"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 🛏️A premium $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

Campervan/RV in Jacksonville

4.97 out of 5 average rating, 217 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

4.9 out of 5 average rating, 176 reviews

Home in Riverside

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.

Campervan/RV in Jacksonville

4.94 out of 5 average rating, 196 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.

Home in Southwest Jacksonville

4.91 out of 5 average rating, 11 reviews

River City Cottage

Cute cozy cottage in Jacksonville, Florida! Discover one of our most beloved and walkable areas . This stylish 2-bedroom, 1-bathroom home is thoughtfully designed to provide everything you need for a comfortable stay. This home is tailored to meet your needs. From its warm and inviting decor to its modern amenities, every detail has been carefully considered to create a peaceful and functional retreat. Relax in the rocking chair on the front porch and enjoy a sunset and fresh air.

Guesthouse in Southeast Jacksonville

4.89 out of 5 average rating, 331 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.

5 out of 5 average rating, 136 reviews

Home in St. Augustine

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

4.91 out of 5 average rating, 45 reviews

Home in Avondale

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.

4.9 out of 5 average rating, 105 reviews

Home in Beaches

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!