Looking for a historic coastal getaway? Our monthly rentals in St. Augustine, Florida, offer the perfect long-term retreat in the nation’s oldest city. Whether you’re planning a winter escape or an extended stay, St. Augustine combines beautiful beaches with rich history, cultural attractions, and outdoor activities, making it an ideal destination for every traveler.
$243
avg/night
Key Amenities
About this property
Watch the waves rolling in with three amazing Balconies off each bedroom and the Living room. This 2 Bedroom 2 Bath Direct Pool and Ocean View Townhouse Condo are Pristine—beautiful renovations in this one, including beachy decor. The Living Room has a sleeper sofa for added Company. The Master ...
Property Type
St. Augustine Townhome
Distance to beach: 0.1 miles to Vilano Beach
Key Amenities
About this property
Experience the charm of St. Augustine in this beautifully furnished townhome, available for rent with a 6-month minimum stay. Located in a quiet and scenic area just minutes from downtown St. Augustine, you'll be close to historic sites, restaurants, shops, and a short walk to the end of our street ...
Property Type
St. Augustine Townhome
Featured review
Kayla's Crescent Beach Cove was absolutely perfect for our couple's trip to the coast for the weekend! We were so lucky to be her first guests following their renovations! We chose Kayla's duplex for the ...
Key Amenities
About this property
Beautiful Bright and Airy end unit condo, large windows make outdoor indoor living as one, the dancing palm trees with ocean breeze makes this a true vacation. Large, secluded walk out private patio to enjoy ocean breeze or beautiful views of the intercoastal sun set skies or grass area for kids to play. ...
Property Type
St. Augustine Condo
Featured review
This condo is located in a beautiful place right on the beach with tremendous views of the inland waterway and the ocean. The furniture is attractive and comfortable and unlike some places had very comfy ...
Key Amenities
About this property
Relax with the whole family at our peaceful beach cottage, with direct beach access at one end of the street and sweeping views of the inter coastal at the other this home is exactly what one imagines when you think of the perfect beach home. Our fully fenced in yard invites you along with your 4-legged ...
Property Type
St. Augustine Bungalow
Featured review
We had an enjoyable visit at this pet friendly quaint home. It was perfectly sized for our small group. The location is located conveniently to downtown and all the festivities. We will definitely stay ...
Key Amenities
About this property
All New 3 Bedroom/4 Bath, 2700 Square Feet, Private Home just completed. Only a few steps down our Private Beach leads to a Key West Style Raw Bar and Restaurant on the sand.Please note : Our Home, road, beach etc was not damaged due to hurricane.15 Minutes South down A1A along the coast to Daytona ...
Property Type
St. Augustine House
Key Amenities
About this property
New third bath is now ready in the loft!! Our home is located directly on the intracoastal! Enjoy amazing sunsets on the East coast! Bring your boat, fish off the dock, or spend a day at our beautiful beach! There's something for everyone at the Crescent Beach House!!Our home is located on the ...
Property Type
St. Augustine House
Featured review
The evening view from the second deck watching the Florida sun set in the west is amazing, relaxing and inspiring. The Crescent Beach house is perfectly located on the intercoastal with direct access via ...
Distance to beach: 45 feet to Crescent Beach at the feet of Beachers Lodge
Key Amenities
About this property
Unrestricted OCEANFRONT & 180deg VIEW one bedroom condo (2nd floor with elevator) with :* Gorgeous view on the dunes, beach and ocean from the terrasse for sunrise morning coffee and or leisurely evening drink. outdoor Grosfillex table and chairs.* Fully equipped kitchen , glass top stove ...
Property Type
St. Augustine Condo
Featured review
Perfect location and time of year for a vacation for a winter getaway! This condo was an adorable, cozy, efficient with a Magnificent View of the Ocean every Morning! Quite Spectacular!
Explore a variety of monthly rentals in St. Augustine, from historic homes in the downtown area to oceanfront condos. Whether you want to be close to the iconic Castillo de San Marcos or near St. Augustine Beach, you’ll find the perfect rental to meet your needs. Enjoy the comfort and convenience of an extended stay in this charming coastal city.
Don’t miss your chance to secure the perfect long-term rental in St. Augustine. Browse our listings and find the ideal property for your extended stay. Whether you’re visiting for a season or planning an extended trip, St. Augustine offers endless historical and cultural experiences.
It’s never too early to book your next visit to St. Augustine. Reserve your rental early to ensure the best selection of properties for your preferred dates, especially during popular tourist seasons.
Group-Friendly Rentals
Planning a group trip to St. Augustine? Our spacious rentals are perfect for family vacations, reunions, or group getaways. These homes feature multiple bedrooms, large living spaces, and often include outdoor areas for gatherings.
Family-Friendly Monthly Rentals
St. Augustine is a family-friendly destination with attractions like the St. Augustine Alligator Farm Zoological Park, Ripley’s Believe It or Not! Museum, and the Pirate & Treasure Museum. Our rentals offer large living areas, outdoor spaces, and proximity to kid-friendly activities.
Romantic Getaways for Couples
St. Augustine’s historic charm makes it a romantic destination for couples. Choose from cozy cottages near downtown or beachfront homes with stunning ocean views for a peaceful, romantic retreat.
Winter Retreats for Snowbirds
St. Augustine is a popular winter destination for snowbirds, offering warm weather, a relaxed atmosphere, and plenty of outdoor activities. Our monthly rentals provide a comfortable home base for exploring the city’s historic sites, beaches, and parks during the winter months.
Plan your winter retreat in St. Augustine and secure your long-term rental today. Enjoy the warm weather, historic charm, and vibrant local culture that make St. Augustine a top destination for snowbirds and long-term visitors.
St. Augustine offers an array of outdoor activities, from historic tours to water sports. Staying in one of our monthly rentals puts you close to:
💰 Highest rates
February through March
🎉 Busiest month
March
🏠 Popular home types
Historic downtown homes and beachfront condos
🔥 Hottest months
July and August
❄️ Coldest months
January and December
☔ Rainiest months
June through September
🌺 Best months for flowers
April and May
🌴 Peak tourist season
February through April
🍂 Quietest months
September and October
🌊 Best beach months
March through May
🏌️ Best golfing months
November through April
🎨 Top cultural events
St. Augustine Celtic Music & Heritage Festival (March), Nights of Lights (November through January)
🍽️ Best dining months
January through March
🦋 Best months for nature activities
March through May
🛶 Best water sports season
June through September
🏖️ Best months for shelling
May and June
📅 Local festivals peak
February through March
