4 BR | 4 BA | Sleeps 10 | Quick View
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Oyster House,come relax in the home's elegant yet comfortable ambiance. This 4 bdr and 4 bath home is perfect size upstairs is the master with ensuite bath and guest room with bathroom, spacious chefs kitchen, dining and main living area with pull out couch. Then downstairs it is a king room with ensuite ...
Property Type
St. Augustine House
4 BR | 2 BA | Sleeps 10 | Quick View
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Enjoy this centrally-located, peaceful tropical getaway with a heated pool on Anastasia Island! The newly updated Palm House is the perfect place to relax after a day out exploring. Get the best of both worlds staying close to Downtown St. Augustine and the beaches. Walk to the Amp and State Park. Close ...
Property Type
St. Augustine House
2 BR | 2.5 BA | Sleeps 6 | Quick View
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About this property
You'll love how light and airy our 2 bedroom 3 bath Summerhouse 439 condo is. Beautifully decorated and spotlessly clean, it's a great springboard for your perfect coastal vacation, offering relaxation and comfort in a lush tropical setting. The grassy courtyard and large sunbathing area around the pool ...
Property Type
St. Augustine Condo
A great place to relax and enjoy after the Labor Day weekend crowds have gone. Like having it to yourself.Location is close to everything.Only a few steps to the pool and beach. From the condo ...
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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
2 BR | 2 BA | Sleeps 6 | Quick View
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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
Tina's beach condo is lovingly decorated and all the small items you would want during your holidays are available (like kitchen and bathroom items as well as restaurant recommendations and things to do). ...
3 BR | 2 BA | Sleeps 8 | Quick View
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About this property
3BR 2 1/2 bath Oceanfront Vacation Rental St. Augustine, Florida USA Sleeps 8NO HURRICANE DAMAGECompletely renovated. granite kitchen with stainless steel appliances, new cabinets, new carpets, granite bathrooms. Free WIFI, and 4 TVs all with At&T verse 300 package.this two-story, 2,400 ...
Property Type
St. Augustine House
We had a wonderful time and really enjoyed the charm of this lovely beachfront property.The owner was available, attentive, and very accommodating. We have been renting properties in this area for ...
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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
We had a lovely time at this property in St Augustine! Lovely location, great outdoor space, great common space. Some of the fixtures were a little flimsy - the sliding pantry door was a little steppy, ...
3 BR | 2 BA | Sleeps 8 | Quick View
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No hurricane Damage. Call or text her specialsSaturday to Saturday rental in summer If calendar shows blocked it’s because it’s a turnover day.The Sundance is the perfect name, situated on a high beach dune with magical sunrises and sunsets. It offers a majestic view of the ...
Property Type
St. Augustine House
Our family vacation included a 4 night stay in this house. The property manager was quick to respond to each email or text and was easy to work with. The location was great... Away from the tourist busyness ...
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About this property
Welcome to the Casita of St. Augustine our fully remolded bungalow in the heart of down town-Located in walking distance to dining, attractions and steps away from the bay front this 1910 home has the charm and amenities you will want when visiting this one of a kind historic city. This one of a kind ...
Property Type
St. Augustine Bungalow
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About this property
Welcome to “Coastal Cottage” - our 7th home in the Overmoon collection, and our first in this awesome little surfing enclave! With 1635 square feet and an intimate back patio, this is our coziest home so far. Its 4 bedroom, 2.5 bathroom layout is perfect for up to 10 people. Welcome to ...
Property Type
St. Augustine House
1 BR | 1 BA | Sleeps 4 | Quick View
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ROMANTIC DOWNTOWN GETAWAYNewly renovated ROMANTIC DOWNTOWN Upstairs Guesthouse. Just a half mile walk to all the attractions in Downtown St Augustine. Original Heart of Pine Floors. Vaulted Ceilings. NEW Kitchen. NEW Marble Bath. Separate Bedroom + Sleeper Sofa in Greatroom comfortably sleeps 4. Just ...
Property Type
St. Augustine House
Three of us visited for a week. The rental was very clean and an easy walk down to the attractions. Driving in and out of the area was quick and easy.
1 BR | 1.5 BA | Sleeps 4 | Quick View
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​​​​​​​THE SECRET GARDENTotally Renovated in 2017 the First Floor of the Lemon Guest House is the perfect Romantic Getaway. Check out the WALK THRU Videos under the Floor Plan Tab. It is the best way to get a feel of the house. Just use your mouse to walk thru. I think you will love ...
Property Type
St. Augustine House
We love this location whenever we stay in St. Augustine. The bed, pillows, and very comforter- we slept well! The bathroom was large enough for both of us and the shower had good pressure. I did not like ...
4 BR | 3.5 BA | Sleeps 14 | Quick View
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About this property
Great Downtown Location only half mile stroll to St George Street, the center of the Historic District, yet only 3 Miles to Vilano Beach or 5 to St Augustine Beach Pier. We provide Boogie Boards, Beach Towels and Chairs. It is really the "Best of Both Worlds". This 2017 Remodel Guesthouse combines ...
Property Type
St. Augustine House
I highly recommend this rental. Not many places actually give you enough basic needs. (soap, laundry detergent, garbage bags etc) Great, quiet location , plenty of space, beds are comfy and KING size , ...
3 BR | 2 BA | Sleeps 8 | Quick View
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About this property
DOWNTOWN PALM VIEWTotally Renovated Downtown Upstairs Guest House. Great Location easy half mile walk to all the Historic Sights and Restaurants yet only 3 miles to Vilano Beach or 5 to St Augustine Beach. We provide Beach Chairs, Towels & Boogie Boards. It is truly the "Best of Both Worlds. ...
Property Type
St. Augustine House
All in all we were very pleased with the accommodations, the cleanliness and the accoutrements. Would give the property a very high rating.We really enjoyed our first experience with St Augustine and ...
3 BR | 2.5 BA | Sleeps 6 | Quick View
Distance to beach: 3 miles to Vilano Beach
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About this property
Unique. Iconic. Historic.... This is a very special property in a very special city. The Castillo de la Paz - "Castle of Peace" is a beautiful historic church just a few blocks to Historic Downtown St. Augustine.With 3 bedrooms, 2.5 bathrooms, WIFI, a well appointed kitchen, large living ...
Property Type
St. Augustine House
3 BR | 4 BA | Sleeps 10 | Quick View
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About this property
THE HISTORIC LADY - NEWLY RENOVATE in 2016 with 3 Bedrooms & 4 Baths (Sleeps 6 - 10) with optional ROMANTIC GUESTHOUSE - 1 Bedroom 1 Bath (Sleeps 2 - 4) rented separately. Easy half mile walk to all the Historic Sights and Restaurants in Downtown St Augustine. You'll feel like you are back in time. ...
Property Type
St. Augustine House
Key Amenities
About this property
Welcome to "Anchors Aweigh" at The Captain's Fleet. This casual 2 bedroom apartment is part of a triplex that all have a shared, private beach access. Anchors Aweigh is a 1st floor apartment. There are 2 bedrooms and 1 full bathroom and it sleeps 4. The living room is cozy with seating for 4. ...
Property Type
St. Augustine Apartment
We loved staying here! Everything was in great order with an easy skip over to the beach. We loved the location of being on the water but also only a few minutes from the grocery store! Over all an amazing ...
3 BR | 4 BA | Sleeps 6 | Quick View
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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
This casual 2 bedroom apartment is part of a triplex that all have a shared, private beach access. Battened Hatches is a 1st floor apartment. There are 2 bedrooms and 1 full bathroom and it sleeps 4.The living room is cozy with seating for 4. There is a TV with cable provided by Comcast, along with ...
Property Type
St. Augustine Apartment
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About this property
Location is Everything!Welcome to “Casa de Lobos”! Wren Beach Rentals is happy to offer this spacious beach home for your next vacation rental. This large 5 bedroom, 4.5 bath pool home is located in the heart of Vilano Beach. While the home is not directly on the beach, it just a short ...
Property Type
St. Augustine House
My family and I just returned from a beautiful vacation in this rental. Everything was perfect! Very clean and well maintained.We hope we get to stay again soon!
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About this property
Affordable Oceanfront VacationWelcome to "The Dune House" at The Captain's Fleet. This cozy 2 bedroom A Frame is nestled on the dunes of Vilano Beach and overlooks the ocean. While small in size, the views from inside and out are expansive and gorgeous. The ground level of the home features ...
Property Type
St. Augustine House
We enjoyed everything about this condo! It was close to the beach, clean, comfortable and had everything we needed. We will definitely stay here again!
4 BR | 3 BA | Sleeps 7 | Quick View
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3(4) bedroom home, sleeps 8 (plus one or two small children on a futon). Guest suite for extra privacy! "Seaside Sanctuary"Leave your cares at the door and get ready to relax the moment you enter Seaside Sanctuary. This3(4)-bedroom, 3.5-bathroom beach side oasis has a relaxing atmosphere ...
Property Type
St. Augustine House
Well it was listed as 4 bedrooms but only has 3 bedrooms. King bed, Queen bed upstairs and a Murphys bed downstairs that was really hard and uncomfortable to sleep in. Having No garage access meant Limited ...
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This cute and cozy 1 bedroom apartment is part of a triplex that all have a shared, private beach access. Crow's Nest is a 2nd floor apartment with a peek-a-boo view of the Atlantic Ocean from the kitchen. The master bedroom has two queen beds and a full bathroom. There is a small balcony in the bedroom ...
Property Type
St. Augustine Apartment
Key Amenities
About this property
Welcome to Coquina Village!Wren Beach Rentals presents “Coquina Village”! This unique, oceanfront property is perfect retreat for large family gatherings, couples traveling together, multiple families, or group of friends. A “village” consisting of one main structure but composed ...
Property Type
St. Augustine House
Key Amenities
About this property
Come feel the “Summer Breeze”!Wren Beach Rentals presents “Summer Breeze”. This 3 bedroom, 2.5 bath town home sits right on the beach and is available for your next vacation. When you enter on the 2nd floor, you find yourself in the main living area. Here, you have a fully ...
Property Type
St. Augustine House
2 BR | 1 BA | Sleeps 4 | Quick View
Distance to beach: 0.5 miles to St Augustine Beach
Key Amenities
About this property
Keep it simple at this peaceful and centrally-located place. Our condo is located just minutes away from the St Augustine Beach Pier, the Amphitheater and only 10 minutes to downtown. You can opt for a night in cooking in the newly renovated kitchen or take it to a local favorite restaurant downtown. ...
Property Type
St. Augustine Condo
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 ...
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About this property
Come Escape to Paradise at “Seascape Cottage”!Gorgeous, newly renovated vacation rental home in St. Augustine, FL. Direct oceanfront with private dune walk-over to the idyllic Atlantic. Split level home with 2 bedrooms and 2 bathrooms. Relax or dine al fresco on the spacious deck overlooking ...
Property Type
St. Augustine Cottage
1 BR | 1 BA | Sleeps 3 | Quick View
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 , 4 burner stove ...
Property Type
St. Augustine Condo
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!
5 BR | 4 BA | Sleeps 16 | Quick View
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"Surf's Up" is a magnificent, ocean front home looking over the vast St. Augustine dunes and the Atlantic Ocean. Walking into the foyer, you are greeted by soft colors, beachy decor, and beautiful pine floors. The main living area is on the 1st floor. The living room, dining area, and kitchen ...
Property Type
St. Augustine House
Bill was excellent to work with. The home is one of the few older homes on the beach. Bulit in 1924, this house is a home. No cookie cutter feel to it. While an older home, the inside has all the modern ...
5 BR | 4.5 BA | Sleeps 15 | Quick View
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About this property
Our Spacious Oceanside Vilano Beach Home is perfect for family and friends! – Enjoy 3,000+ square feet of indoor space and 1,500 square feet of decks. Our home has amazing views! There is a short walk to the beach with no roads to cross. On the third floor, there is a spacious Main suite with a ...
Property Type
St. Augustine House
Key Amenities
About this property
Welcome to “Villa Vilano”. Wren Beach Rentals is proud to bring you this modern yet cozy oceanfront home. This 3-level home that sleeps up to 10 went through a complete remodel after being purchased in 2020 making it one of Wren Beach Rentals most “up to date” properties. Located ...
Property Type
St. Augustine House
Key Amenities
About this property
**Please message me for availability. I do have booking on the calendar but since I'm just doing the trial service to see if I like this site, it won't let me update my calendar.** Thank you!!New third bath is now ready in the loft!! Our home is located directly on the intracoastal! Enjoy amazing ...
Property Type
St. Augustine House
Visit Saint Augustine Vacation Rentals for a Getaway to Remember
Whether you’re a Florida resident or you’re coming in from another state, there’s nothing like a vacation to the Florida coast to take advantage of some of the country’s most beautiful weather and leave the chaos of everyday life far behind.
Located on the northeast coast of Florida on the outskirts of Jacksonville, Saint Augustine is a quaint beachside city that boasts many of the qualities that make Florida a desirable place to vacation: amazing weather, scenic beaches, and lots of opportunities for shopping and dining.
There’s also a bit of history to take in. Saint Augustine is known for its unique heritage as the oldest European-established city in the United States.
Though there are many hotels available in beautiful, historic Saint Augustine, perhaps the best way to get the most out of your visit is by staying in Saint Augustine vacation rentals from Florida Rentals.
Instead of sharing close quarters with flocks of strangers in a busy hotel, you’ll get an entire cozy home to yourself, equipped with a private yard to relax in as you unwind from your busy day of enjoying everything the city has to offer.
With Florida Rentals, it’s easy to find the perfect rental home to meet all of your needs as well as your budget. Enjoy your Saint Augustine visit to the fullest with anything from a romantic cottage for two to a luxurious beachfront property big enough to fit the whole family and then some.
Travel Tips for Saint Augustine Rentals
While Florida tends to have more clear, sunny days than the average U.S. state, the coastal cities experience more rain and weather fluctuations.
However, if you plan your vacation during one of the optimal months, you’re sure to enjoy excellent weather during your trip to Saint Augustine and have the chance to do all of the outdoor activities you’re looking forward to.
In order to escape the year’s worst humidity in Saint Augustine, you should avoid planning your vacation in July and August. To get the warmest water temperatures and the lowest rates of precipitation, plan your trip for late April, May, October, or November.
Activities to Enjoy in Saint Augustine
From outdoorsy types to history buffs, everyone will find something interesting to do in Saint Augustine, no matter what time of year you visit. Founded in 1565 by Spanish settler Don Pedro Menéndez de Avilés, Saint Augustine is known as the longest inhabited city founded by European settlers in the United States.
To experience the rich history of Saint Augustine firsthand, you can visit local historical places such as Ponce de León’s Fountain of Youth, Castillo de San Marcos, and the Oldest Wooden Schoolhouse Historic Museum and Gardens.
Each destination allows guests to look into one facet of Saint Augustine’s storied past and feel connected to the local culture and its roots.
It wouldn’t be a trip to the Florida coast without some water activities, and one of the best ways to experience the beautiful coastal views for guests of all ages is Florida Water Tours.
Board a boat on the coast of Saint Augustine and take a scenic tour of the local waters with any one of their fascinating boat tours, including the Dolphin and Wildlife Adventure, the Wine Tasting Cruise, and the Sunset Cruise.
If you’re looking for a fun activity for the whole family in between trips to the beach, you can’t go wrong with an afternoon at the Saint Augustine Aquarium.
As the newest aquarium in Northeast Florida, this state-of-the-art facility features a huge variety of undersea animals to observe and learn about as well as specialized snorkeling adventures to enjoy.
Annual Events Near Saint Augustine House Rentals
Saint Augustine has a thriving local art scene, and many of the city’s resident artists and vacationers anticipate the Old Town Art Show every April. This exciting weekend event features artists and artisans from all over Florida and across the country. The event offers a variety of media, including paintings, jewelry, sculpture, pottery, and more.
Another major draw for visitors to Saint Augustine is the Latin American Festival, a one-day event packed morning to night with live Latin music, authentic Latin food, dance classes and workshops, booths from local artisans and vendors, and exhibitions designed to teach visitors about Latin and Latin American culture.
Best Eateries in Saint Augustine
Exploring the local cuisine is an important (and tasty) part of any vacation, and the incredible food in Saint Augustine makes it easy to enjoy plenty of delicious delicacies during your trip.
Many cities in Florida have a significant Cuban presence within their local culture as well as their local food offerings. That Cuban flair appears in Saint Augustine at restaurants like Columbia Restaurant in the city’s Historic District, which serves a mixture of authentic Cuban and Spanish dishes.
There’s nothing like basking in a bit of regional history as you enjoy a high-quality meal, and one of the best places in Saint Augustine to do just that is the Ice Plant Bar.
Located in a building that once operated as an ice plant, the Ice Plant Bar features an eclectic menu of traditional American cuisine, vegetarian options, and rotating daily specials. Additionally, the spot values its vintage architecture and aesthetic and aims to provide guests with the opportunity to step into the early 20th century during their visit.
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