Smoking-friendly holiday rentals in St. Augustine

The Hideaway

Welcome to "The Hideaway." Enjoy this 2bd/1ba coastal inspired bungalow, stocked and furnished with your comfort and convenience in mind. Enter through a screened porch, and unwind as you step into the main living area - spacious enough for up to six guests, yet exceedingly cozy for a romantic stay for two. Located in Historic Lincolnville - A half mile walk from downtown St. Augustine, and a 10 minute scenic drive to St. Augustine or Vilano Beach. Truly a perfect location and hidden gem.

Historic 8 Dupont Lane A

Enjoy this beautifully remodeled historic gem, in the heart of Downtown St Augustine. Walking distance to all the sites, restaurants, clubs and shops. Enjoy the patio with fire pit, dinning table, bbq's and yes, pet friendly too. 1 parking space only, next to the front entrance. Nespresso coffee, new beds to silverware. Relax and just have fun!!! Ripley's Believe it or not and the Historic Fort are a 5 minute walk. The Trolly is a great way to tour downtown. Live music every night of the week.

New listing. Walk to everything in historic area!

Newly renovated 2nd floor apartment in St Augustines charming and most historic area. Two blocks from Flagler College and the well-known St George walking street; a short 6 minute walk takes you to the bay-front. Quiet back yard available with beautiful large pool, heated Apr. through Oct., as well as a dining area should you prefer to eat there instead of on your balcony. King size bed in the master and adjacent room with a twin bed sleeps 2. Free parking in our driveway, wi-fi, Roku TV.

5 Star Luxury King Penthouse 2.5 miles to Beach!

Step into Penthouse 418, where you'll find a beautiful light-filled end unit in enchanting European Village. Experience the unique charm with 10' high ceilings and 8 large windows, bathing the space in natural light. Your dining experience becomes extraordinary in a turret with a soaring 20' high ceiling, granting you a scenic view of the Village. Conveniently situated just a mere 2.5 miles from the closest beach, Penthouse 418 ensures the comforts of home during your adventure!

Spacious Retreat • Walk to Beach • Pet Friendly

🌴 Casa Desoto 🌴 Come escape to Casa Desoto, your perfect beach retreat just a few blocks from the soft sands of Crescent Beach! Nestled between St. Augustine and Daytona Beach, you’ll be perfectly placed for sun-soaked days, historic adventures, and endless fun for the whole family—or your favorite group of friends. Whether you’re sipping coffee on the porch, roasting marshmallows under the stars, or playing cornhole in the backyard, this stay promises pure vacation magic.

Palmetto Loft w/ Balcony 2 blocks from Lighthouse!

Come stay in The Palmetto loft! The loft is a one bedroom/One bath apartment two blocks away from the famous Lighthouse. The balcony overlooks the well known restaurant Gypsy Cab and a fine Italian restaurant called Sogno! The space is an upstairs attachment to a home built in the early 1900's, It is modern and has been fully renovated with a lot of unique touches. You’re 5-10 minutes to the amphitheater and downtown historic district. You Can’t beat this location!

Peach Room- studio apartment 15 min to beaches

No ridiculous 'cleaning fees.' New studio apartment *attached to main home* 15 minutes from area beaches. Ideal for solo travelers. Quiet residential neighborhood with lakeside walking trails. Private entrance. Private bathroom. Queen bed. Kitchen. Fast wifi. 1 Parking space. Outdoor patio. Minifridge, TV, microwave, Keurig, air-fryer. Everything needed for a comfortable stay, 15 minutes from area beaches, St Augustine Amphitheater, Anastasia State Park or downtown.

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

Palatka Arts and Crafts Bungalow c.1925

This is a historical Arts and Crafts home built in 1925 located a block from downtown Palatka, Florida. The location of the home is semi-commercial. The neighors have teenagers and are sometime known to play loud music and present as teenagers. Palatka is a rugged town with areas of distress and has taken longer to recover from recession. It has been identified as one of the poorest counties in the state of Florida. However, the people are quite friendly.