10 Best Monthly Rentals In St. Augustine, Florida - Updated 2024

Nicole
Nicole 
Updated
| 5 min read

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.

Stayed at this property?
St. Augustine, Florida, United States
169 reviews   Superhost Wifi Available
ENTIRE HOME 4 Beds 6 Guests 3 Bedrooms 2 Bathrooms

Accommodates: 6

Top guest reviews
Cleanliness:
super clean cozy and well stocked
very pleasant experience place was clean and as advertised
super clean and in a good area
the house was great clean and very accommodating
everything is new and clean
Host:
the accommodations and hosts are great
she was very responsive and answered a multitude of questions before we even arrived
owner was responsive and let us check in early which was helpful
place was great alexandra was a fantastic host
the owners were super responsive as well and never made me doubt the stay
Location:
great place and location close to everything
close to the fun stuff
great location with easy access to st augustine
nice quiet home located close to downtown
we loved the fact it was close to downtown a grocery store and restaurants
Read more reviews

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.

Stayed at this property?
St. Augustine, Florida, United States
PRIVATE VACATION HOME 6 Guests 3 Bedrooms 2 Bathrooms

Top guest reviews
Amenities & Room:
this is a very charming comfortable and beautifully designed cottage
the beds were comfortable and the kitchen extremely well equipped
Cleanliness:
so cute and clean and had everything we needed for our stay
the cottage was adorable clean and a short drive from everything st
Host:
our hosts made everything so easy
our hosts we’re incredibly accommodating and friendly
added to this is the very attentive kind and helpful property manager
the hosts have paid attention to all of the details which made for a wonderful time
Location:
the location is perfect for exploring st
this beautiful home is located walking distance to the st
this property is amazing and the location is perfect
distance wise this is the absolute perfect place to stay
the neighborhood was quiet and friendly
Read more reviews
Earn OneKeyCash for every dollar spent on eligible hotels, vacation rentals, flights, car rentals, and more when you book across our family of brands.

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.

Stayed at this property?
St. Augustine, Florida, United States
PRIVATE VACATION HOME 8 Guests 4 Bedrooms 4 Bathrooms

Top guest reviews
Amenities & Room:
starbucks coffee was even provided loved the pool table and the sound systems in every room
that said the bed was very comfortable and the master bath is gorgeous
the beds and linen were super comfortable
the mattresses were some of the most comfortable and clean we’ve experienced in vacation rentals
comfortable beds nice bathrooms and supplied toiletries thank you
Cleanliness:
the house was very clean and well equipped
great property clean awesome location
Host:
the owner is the best
the owner joe was very easy to reach and super accommodating
Location:
perfect location with st
it was perfectly located close to the historic district
it was a great place to stay and the walk to the city was close
we picked this house because it was an historic home in a great location and we were not disappointed
it’s great location made it easily walkable to all parts of historic downtown
Read more reviews
Earn OneKeyCash for every dollar spent on eligible hotels, vacation rentals, flights, car rentals, and more when you book across our family of brands.

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.

Stayed at this property?
St Augustine, Florida, United States
PRIVATE VACATION HOME 4 Guests 2 Bedrooms 1 Bathroom

Top guest reviews
Cleanliness:
very clean and nicely decorated
the house was immaculately clean and elegantly decorated
the house was impeccable clean fresh and adorable
to say this home was well appointed clean comfy and well decorated would be an understatement
the home was very clean it had almost everything you could ask for
Host:
mary ann is an outstanding property owner
owner is organized attentive and respectful of guest privacy
the hosts were very gracious and responsive to our inquiries
Location:
the location had good access to downtown
great location - just minutes from all major attractions
great location everything in house that we needed
the location is convenient and parking was easily accessible
it is a charming place only a short walk to old town
Read more reviews
Earn OneKeyCash for every dollar spent on eligible hotels, vacation rentals, flights, car rentals, and more when you book across our family of brands.

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.

Stayed at this property?
St. Augustine, Florida, United States
150 reviews   Premier Host Wifi Available
Apartment 8 Guests 2 Bathrooms

Top guest reviews
Amenities & Room:
beds were comfy and the huge t
thoughtful quality appointments throughout included noticeably comfy bedding as well as ample and quality bath and kitchen supplies
plenty of room for my party of 4 but easily accommodates up to 8 in beds
Cleanliness:
property was clean and comfortable
the house is just as described clean and comfortable
the house was very clean and beautifully updated
everything work and the place was clean inside and out
the house was beautiful and clean
Host:
hosts were response and great
owners we helpful and prompt replies
Location:
perfect location for a short walk into town
perfect location for exploring st
wonderful location with lots to walk to
the property is located in the perfect location for walking to downtown and all of the attractions we visited
very nice quite yet close to the action
Read more reviews
Earn OneKeyCash for every dollar spent on eligible hotels, vacation rentals, flights, car rentals, and more when you book across our family of brands.

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.

Stayed at this property?
St Augustine, Florida, United States
PRIVATE VACATION HOME 6 Guests 2 Bedrooms 1 Bathroom

Top guest reviews
Amenities & Room:
although the master bedroom did not have a closet we found the room comfortable
washer and dryer was helpful to have and the beds are comfortable
the 2nd bedroom has two beds and it was very comfortable for my daughter
Cleanliness:
other wise it was clean and very comfortable beds
it was in a very quiet neighborhood and was clean upon arrival
beds comfortable and clean ac/ heat / tv/ appliances all worked well for this house built in 1946
it was clean and in a convenient location
the "cottage" was clean and decor was cute and very accomodating
Host:
owner was very kind and helpful
Location:
quiet neighborhood and a nice little walk to fort mose
Read more reviews
Earn OneKeyCash for every dollar spent on eligible hotels, vacation rentals, flights, car rentals, and more when you book across our family of brands.

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%.

Stayed at this property?
St Augustine, Florida, United States
PRIVATE VACATION HOME 6 Guests 3 Bedrooms 1 Bathroom

Top guest reviews
Amenities & Room:
house well stocked n very comfortable would def rent again
Cleanliness:
it was clean fully stocked and welcoming
the house was very clean
love that place very clean
the house was very clean owner responsible and process easy
Location:
cute house in good location
perfectly quaint and close to everything
this super cute bungalow was within walking distance to downtown historic district
we loved the location and the rental
plus there were some great restaurants within walking distance
Read more reviews
Earn OneKeyCash for every dollar spent on eligible hotels, vacation rentals, flights, car rentals, and more when you book across our family of brands.

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.

Stayed at this property?
St. Augustine, Florida, United States
211 reviews   Superhost Wifi Available
Entire villa 2 Beds 5 Guests 2 Bedrooms 1 Bathroom

Accommodates: 5

Top guest reviews
Amenities & Room:
the air conditioning was great
the beds were very comfortable & there were plenty of amenities (wine coffee toiletries)
large comfortable beds and linens very up to date modern furnishings and appliances
the gas grill worked great and the hot tub was so relaxing before bed
the hot tub was a nice touch and tvs in the bedrooms is always a plus for me
Cleanliness:
very clean and very cozy
it was sparkling clean and smelled great
place was very clean and as described
comfortable clean and updated
beautiful and extremely clean place very modern and comfortable
Host:
zak is a great host and was very responsive to any questions
zak is a very hospitable host and was very responsive to our needs
zak is an amazing host this place has everything you need for a stay in st
zak is a wonderful host and quickly responds to any needs while staying here
great communication and suggestions from zak ( host) i would definitely recommend
Location:
the location is fantastic
excellent location and value for staying near old town st
great location to walk or bike downtown
the location and property was perfect
excellent location close to downtown and the amphitheater
Read more reviews

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.

Stayed at this property?
St. Augustine, Florida, United States
PRIVATE VACATION HOME 12 Guests 6 Bedrooms 3 Bathrooms

Top guest reviews
Amenities & Room:
we really appreciate that they put in a new heating system so the pool was comfortable for swimming
the house was great very comfortable and spacious for 3 families and all the kids
after sightseeing it was great to come back to the house and jump in the pool
the rooms are spacious and comfortable there is good closet space and plenty of clean linens
Cleanliness:
spacious and immaculately clean home
exactly as described and clean
the home was clean spacious and easily accommodated 6 adults and 6 children
the outdoor grill was clean and works great
house was very clean and comfortable we felt very 'at home' there
Host:
michelle the host is very responsive
the owners wanted to make sure that everything was in order
owners were so nice and responsive to any questions we had
this an outstanding house and the host was absolutely amazing
they were responsive to questions and requests from beginning to end in a matter of minutes
Location:
the location is perfectly in the middle of everything
this place is beautiful and perfectly located for a relaxing vacation
the house was in a good location between downtown and the beach
great location - quick & easy to get to downtown st augustine or the beach
it was close enough to all the beaches and tourist attractions while still secluded enough for relaxation
Read more reviews
Earn OneKeyCash for every dollar spent on eligible hotels, vacation rentals, flights, car rentals, and more when you book across our family of brands.

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.

Stayed at this property?
St. Augustine, Florida, United States
30 reviews   Wifi Available
ENTIRE HOME 2 Beds 4 Guests 2 Bedrooms 2 Bathrooms

Accommodates: 4

Top guest reviews
Amenities & Room:
we were two couples and appreciated each having a king bed and separate bathrooms
the house is warm & charming with amenities from luxury bedding towels & bath & kitchen fully stocked
the beds and linens are very comfortable and the screened in porch is a treat
Cleanliness:
house is attractive and impeccably clean
so many special touches & spotless
Host:
hosts provided everything one could hope for and more in terms of the little comforts
great location; very peaceful; beautiful home w everything you need; owners were available and very friendly
Location:
the location was great within walking distance to many great restaurants and the heart of downtown st
great location close to the historic district and in walking distance to restaurants
this place is great and they thought of everything set in the heart of st
the neighborhood was walkable and fun to explore; close to downtown with beautiful water views along the way
Read more reviews

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.

Any must-sees we missed? Tell us about them in the comments section or write a post here to help out fellow travelers!
Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.

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Nicole, a writer and traveler, also identifies herself as a free spirit with a wild heart. She is dedicated to telling authentic stories in a relatable manner. Nicole also enjoys exploring new,...Read more

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