Traveling to The Sunshine State’s northeastern coast for a long-term vacation? You can base your holiday in the beautiful city of St. Augustine. From breathtaking Atlantic Ocean beaches to rich Spanish heritage, exciting attractions for nature lovers and culture buffs await here. You can spend leisure time swimming on the namesake beach, Ponte Vedra Beach, or Vilano Beach to your heart’s content. Your long visit can not conclude without checking out fascinating museums, such as Mission Nombre de Dios Museum, Governor’s House Cultural Center and Museum, and Oldest Store Museum Experience. Before getting carried away plotting your itinerary, be sure there’s comfortable and affordable accommodation waiting for you in the coastal city. To help you find the right fit, browse through this list of the best monthly rentals in St. Augustine, Florida.
We handpicked these listings carefully, considering (wherever possible) host status, recent guest reviews, location, accommodation type, prices, decor, availability of dates, and long-term stay rules and regulations. The image galleries get refreshed with the latest updates regularly. They were last updated on April 13, 2024.
1. Heron Hideaway
This newly constructed vacation rental is minutes away from downtown, San Sebastián Winery, and the beach, making it a fantastic accommodation for tourists. It is tastefully curated and adorned with a soft-toned interior, an exterior design with a striking blue facade, and magnificent water views. The kitchen has everything you need to prepare hearty meals. WiFi is available for business travelers and social-media-savvy guests, as well. When not lounging in the living room, you can unwind on the semi-wrap-around deck while taking in the scenery.
The property can be booked for short-term and month-long stays. An early bird discount is up for grabs.
St. Augustine, Florida, United StatesSuperhostAccommodates: 6
Top guest reviews
Cleanliness:
super clean cozy and well stockedvery pleasant experience place was clean and as advertisedsuper clean and in a good areathe house was great clean and very accommodatingeverything is new and cleanHost:
the accommodations and hosts are greatshe was very responsive and answered a multitude of questions before we even arrivedowner was responsive and let us check in early which was helpfulplace was great alexandra was a fantastic hostthe owners were super responsive as well and never made me doubt the stayRead more reviewsLocation:
great place and location close to everythingclose to the fun stuffgreat location with easy access to st augustinenice quiet home located close to downtownwe loved the fact it was close to downtown a grocery store and restaurants
2. Cape Keepers Cottage (from USD 222)
From the neutral-colored walls to the brick details and wooden floors, the 1920s Cape Keepers Cottage boasts an eclectic design that makes it a sight for sore eyes. It comes with WiFi for business travelers and an equipped kitchen with stainless steel appliances and a breakfast counter, delighting families with young picky eaters. If you’re not into cooking, downtown’s fantastic dining spots are five minutes away.
Interested in this VRBO? Note that it can accommodate as short as two nights’ stay, and month-long reservations are allowed, too. Discounts are in store for month-long stays.
Top guest reviews
Amenities & Room:
this is a very charming comfortable and beautifully designed cottagethe beds were comfortable and the kitchen extremely well equippedCleanliness:
so cute and clean and had everything we needed for our staythe cottage was adorable clean and a short drive from everything stHost:
our hosts made everything so easyour hosts we’re incredibly accommodating and friendlyadded to this is the very attentive kind and helpful property managerthe hosts have paid attention to all of the details which made for a wonderful timeRead more reviewsLocation:
the location is perfect for exploring stthis beautiful home is located walking distance to the stthis property is amazing and the location is perfectdistance wise this is the absolute perfect place to staythe neighborhood was quiet and friendly
3. Stunning Victorian dwelling with a gorgeous kitchen (from USD 550)
A gorgeous architectural gem in a central location, this late 19th-century Victorian abode will make your St. Augustine holiday luxurious and one to remember forever. From here, you’re a few paces away from must-see downtown attractions, including dining spots. With a stunning and functional kitchen with granite countertops, the property delights culinary enthusiasts, as well. WiFi, a pool table, and a Smart TV take charge of entertainment.
For a minimum of five nights, you can book this VRBO. Month-long reservations are gifted with generous discounts.
Top guest reviews
Amenities & Room:
starbucks coffee was even provided loved the pool table and the sound systems in every roomthat said the bed was very comfortable and the master bath is gorgeousthe beds and linen were super comfortablethe mattresses were some of the most comfortable and clean we’ve experienced in vacation rentalscomfortable beds nice bathrooms and supplied toiletries thank youRead more reviewsLocation:
perfect location with stit was perfectly located close to the historic districtit was a great place to stay and the walk to the city was closewe picked this house because it was an historic home in a great location and we were not disappointedit’s great location made it easily walkable to all parts of historic downtown
4. Casa de Flora II (from USD 177)
Perfect for guests on a month-long visit to St. Augustine, this VRBO can accommodate long-term stays at a discounted rate. It showcases a beautiful interior design with a quintessential charm and amenities that will make your holiday a worry-free experience. The family-friendly abode comes with a kitchen, entertainment facilities, including WiFi, and a spotless bath with a bathtub.
If you’re looking to indulge in a sightseeing adventure, downtown is a stone’s throw away from the property.
Top guest reviews
Cleanliness:
very clean and nicely decoratedthe house was immaculately clean and elegantly decoratedthe house was impeccable clean fresh and adorableto say this home was well appointed clean comfy and well decorated would be an understatementthe home was very clean it had almost everything you could ask forHost:
mary ann is an outstanding property ownerowner is organized attentive and respectful of guest privacythe hosts were very gracious and responsive to our inquiriesRead more reviewsLocation:
the location had good access to downtowngreat location - just minutes from all major attractionsgreat location everything in house that we neededthe location is convenient and parking was easily accessibleit is a charming place only a short walk to old town
5. Family-friendly apartment near Vilano Beach (from USD 187)
If you’re looking for cozy accommodations that the whole family will love, this first-floor apartment in a charming abode might pique your interest. It is a three-bedroom haven that can fit eight vacationers, and pets are welcome too (for a fee). For leisure, you can browse the web to your heart’s content, play with your furballs on the grassy lawn, or drive to Vilano Beach, which is approximately 2 mi (3.2 km) from the rental.
Note that the apartment is open for weekend stays and month-long holidays. Long-term stays entitle you to a discounted rate.
Top guest reviews
Amenities & Room:
beds were comfy and the huge tthoughtful quality appointments throughout included noticeably comfy bedding as well as ample and quality bath and kitchen suppliesplenty of room for my party of 4 but easily accommodates up to 8 in bedsCleanliness:
property was clean and comfortablethe house is just as described clean and comfortablethe house was very clean and beautifully updatedeverything work and the place was clean inside and outthe house was beautiful and cleanRead more reviewsLocation:
perfect location for a short walk into townperfect location for exploring stwonderful location with lots to walk tothe property is located in the perfect location for walking to downtown and all of the attractions we visitedvery nice quite yet close to the action
6. Cypress Cottage (from USD 133)
How would you like to stay in a Pinterest-worthy vintage house adorned with century-old twin oaks for your month-long visit to St. Augustine? Apart from the aesthetics and tourist-friendly location near downtown, Cypress Cottage thrills patrons with the discounts they can avail of for month-long stays.
While the air-conditioned interior (with WiFi) will bring coziness and convenience, the outdoor space with an electric grill and a fire pit will surely provide you with so much joy.
Top guest reviews
Amenities & Room:
although the master bedroom did not have a closet we found the room comfortablewasher and dryer was helpful to have and the beds are comfortablethe 2nd bedroom has two beds and it was very comfortable for my daughterCleanliness:
other wise it was clean and very comfortable bedsit was in a very quiet neighborhood and was clean upon arrivalbeds comfortable and clean ac/ heat / tv/ appliances all worked well for this house built in 1946it was clean and in a convenient locationthe "cottage" was clean and decor was cute and very accomodatingHost:
owner was very kind and helpfulRead more reviewsLocation:
quiet neighborhood and a nice little walk to fort mose
7. Homey haven near Old Town (from USD 138)
Nestled within walking distance of historic Old Town, this charming abode is perfect for tourists who like sightseeing and city walks. With downtown nearby, the property excites foodies, as well. A 10-minute drive can take you to local beaches where you can reconnect with Mother Earth while swimming in the open sea.
Apart from the tourist-friendly location, this VRBO’s fully furnished concept is just as convenient. The pet-friendly policy is worth appreciating, as well. The best part? Month-long stays come with big discounts, as high as 51%.
Top guest reviews
Amenities & Room:
house well stocked n very comfortable would def rent againCleanliness:
it was clean fully stocked and welcomingthe house was very cleanlove that place very cleanthe house was very clean owner responsible and process easyRead more reviewsLocation:
cute house in good locationperfectly quaint and close to everythingthis super cute bungalow was within walking distance to downtown historic districtwe loved the location and the rentalplus there were some great restaurants within walking distance
8. Modern accommodation with a hot tub (from USD 218)
This two-bedroom Airbnb is both aesthetically pleasing and functional. It is a beautiful dwelling equipped with standard home fittings, such as a kitchen with stainless steel appliances, a living room with a wide-screen TV, and a bathroom with a bathtub. If the indoor space excites you already, wait till you see the outside area. Step out onto the patio, and there you’ll find the hot tub - the star of the show. A gas grill is also available, so you can enjoy cookouts with your loved ones. The secured outdoor space can also be your furball’s playground.
For interested parties, this accommodation welcomes as short as two-night stays. Those who are booking a month-long holiday can avail of huge discounts.
Top guest reviews
Amenities & Room:
the air conditioning was greatthe beds were very comfortable & there were plenty of amenities (wine coffee toiletries)large comfortable beds and linens very up to date modern furnishings and appliancesthe gas grill worked great and the hot tub was so relaxing before bedthe hot tub was a nice touch and tvs in the bedrooms is always a plus for meCleanliness:
very clean and very cozyit was sparkling clean and smelled greatplace was very clean and as describedcomfortable clean and updatedbeautiful and extremely clean place very modern and comfortableHost:
zak is a great host and was very responsive to any questionszak is a very hospitable host and was very responsive to our needszak is an amazing host this place has everything you need for a stay in stzak is a wonderful host and quickly responds to any needs while staying heregreat communication and suggestions from zak ( host) i would definitely recommendRead more reviewsLocation:
the location is fantasticexcellent location and value for staying near old town stgreat location to walk or bike downtownthe location and property was perfectexcellent location close to downtown and the amphitheater
9. Lair De Leon (from USD 750)
Week-long stays and month-long holidays are welcome in Lair De Leon, designed with Old Florida aesthetics. The charming dwelling houses 6 bedrooms a pack of 12 can share. It is complete with a kitchen and barbecue equipment for your cookouts. The main attraction is the swimming pool, accentuated with floaters and Adirondack chairs. If you’re arriving by car, a parking space is at your service.
Alligator Farm and Anastasia State Park are the closest attractions to the property, both reachable on foot or a short drive.
Top guest reviews
Amenities & Room:
we really appreciate that they put in a new heating system so the pool was comfortable for swimmingthe house was great very comfortable and spacious for 3 families and all the kidsafter sightseeing it was great to come back to the house and jump in the poolthe rooms are spacious and comfortable there is good closet space and plenty of clean linensCleanliness:
spacious and immaculately clean homeexactly as described and cleanthe home was clean spacious and easily accommodated 6 adults and 6 childrenthe outdoor grill was clean and works greathouse was very clean and comfortable we felt very 'at home' thereHost:
michelle the host is very responsivethe owners wanted to make sure that everything was in orderowners were so nice and responsive to any questions we hadthis an outstanding house and the host was absolutely amazingthey were responsive to questions and requests from beginning to end in a matter of minutesRead more reviewsLocation:
the location is perfectly in the middle of everythingthis place is beautiful and perfectly located for a relaxing vacationthe house was in a good location between downtown and the beachgreat location - quick & easy to get to downtown st augustine or the beachit was close enough to all the beaches and tourist attractions while still secluded enough for relaxation
10. Sweet T's Cottage
Boasting a strategic location, Sweet T’s Cottage puts guests closer to everything downtown St. Augustine has to offer. After a day of food trips and sightseeing, you’d love to come home to this modern abode with a quintessential charm. Guests appreciate the Airbnb’s visually pleasing look, characterized by bright furnishings, wooden floors, and a fabulous contemporary chandelier. While the interior is packed with standard home fittings, from a kitchen to cozy bedrooms, the outdoor space offers a cozy entertaining space with a fire table. A Weber grill is available should you wish to indulge in a barbecue.
This property is open for month-long stays. Short-term stays are also accommodated.
St. Augustine, Florida, United StatesAccommodates: 4
Top guest reviews
Amenities & Room:
we were two couples and appreciated each having a king bed and separate bathroomsthe house is warm & charming with amenities from luxury bedding towels & bath & kitchen fully stockedthe beds and linens are very comfortable and the screened in porch is a treatHost:
hosts provided everything one could hope for and more in terms of the little comfortsgreat location; very peaceful; beautiful home w everything you need; owners were available and very friendlyRead more reviewsLocation:
the location was great within walking distance to many great restaurants and the heart of downtown stgreat location close to the historic district and in walking distance to restaurantsthis place is great and they thought of everything set in the heart of stthe neighborhood was walkable and fun to explore; close to downtown with beautiful water views along the way
Have a memorable month-long holiday in St. Augustine
St. Augustine is a beautiful city with a multitude of exciting offerings, making it a paradise for tourists. It is no surprise that many love spending long holidays here. If you wish to do the same, be sure to book the right accommodation. Refer to this list of the best monthly rentals in St. Augustine.
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