Anastasia Island long stay rentals
Stay a week, a month or longer in a comfortable place all your own
Relax—Stayz takes the hassle out of booking monthly rentals in Anastasia Island. The wide selection available and useful search filters make finding your home away from home a breeze. Whether you’re looking for fast Wi-Fi for remote working, a fully equipped kitchen for home cooking or a pool where you can relax with a good book, you’re sure to find it on Stayz. Many long-term rentals in Anastasia Island are great for kids and welcome four-legged friends, too. What's more, some offer monthly discounts on extended-stay homes and weekly discounts on shorter-term rentals.
Featured long stay living spaces - Anastasia Island
Properties highly-rated for stays of 28 nights or longer, with space to feel right at home
Showing deals for:28 Sept - 26 Oct
Image gallery for Only Steps to Beach! Fresh Decor, Pool, Tennis, 7 miles to Downtown, Garage, $300 in Free Tickets!
9.89.8 out of 10, Exceptional, (116 reviews)
Exceptional
(116 reviews)
Only Steps to Beach! Fresh Decor, Pool, Tennis, 7 miles to Downtown, Garage, $300 in Free Tickets!
St. Augustine
5% off
Price is AU$7,875
AU$7,875
for 28 nights, 1 apartment
AU$281 per night
includes taxes & fees
Image gallery for Your Beach Home Away from Home!
1010 out of 10, Exceptional, (43 reviews)
Exceptional
(43 reviews)
Your Beach Home Away from Home!
St. Augustine
35% off
Price is AU$7,450
AU$7,450
for 28 nights, 1 home
AU$266 per night
includes taxes & fees
Image gallery for Ocean Breeze Retreat – Walk to the Beach!
9.49.4 out of 10, Exceptional, (6 reviews)
Exceptional
(6 reviews)
Ocean Breeze Retreat – Walk to the Beach!
St. Augustine
8% off
Price is AU$8,143
AU$8,143
for 28 nights, 1 home
AU$291 per night
includes taxes & fees
Image gallery for Ocean View Beach Escape - Creston House 2 Bdrm 2 Bath Condo - St Augustine
9.69.6 out of 10, Exceptional, (245 reviews)
Exceptional
(245 reviews)
Ocean View Beach Escape - Creston House 2 Bdrm 2 Bath Condo - St Augustine
St. Augustine
8% off
Price is AU$7,752
AU$7,752
for 28 nights, 1 apartment
AU$277 per night
includes taxes & fees
Image gallery for Crescent Beach D-10 Four Wind Condo
1010 out of 10, Exceptional, (40 reviews)
Exceptional
(40 reviews)
Crescent Beach D-10 Four Wind Condo
St. Augustine
24% off
Price is AU$6,039
AU$6,039
for 28 nights, 1 apartment
AU$216 per night
includes taxes & fees
Image gallery for Family Retreat w/ Fire Pit, walk to Crescent Beach, Pets welcome
1010 out of 10, Exceptional, (20 reviews)
Exceptional
(20 reviews)
Family Retreat w/ Fire Pit, walk to Crescent Beach, Pets welcome
St. Augustine
8% off
Price is AU$10,404
AU$10,404
for 28 nights, 1 home
AU$372 per night
includes taxes & fees
Image gallery for Ocean Village Club R17 Exceptionally Clean! On the Beach! OVER 280 "5 STARS"
1010 out of 10, Exceptional, (289 reviews)
Exceptional
(289 reviews)
Ocean Village Club R17 Exceptionally Clean! On the Beach! OVER 280 "5 STARS"
St. Augustine
8% off
Price is AU$7,947
AU$7,947
for 28 nights, 1 apartment
AU$284 per night
includes taxes & fees
Image gallery for Oceanfront Getaway
9.29.2 out of 10, Wonderful, (57 reviews)
Wonderful
(57 reviews)
Oceanfront Getaway
St. Augustine
8% off
Price is AU$6,853
AU$6,853
for 28 nights, 1 apartment
AU$245 per night
includes taxes & fees
Image gallery for LunaSea Beach House - Family friendly, steps to beach, private pool & hot tub
1010 out of 10, Exceptional, (137 reviews)
Exceptional
(137 reviews)
LunaSea Beach House - Family friendly, steps to beach, private pool & hot tub
St. Augustine
13% off
Price is AU$11,718
AU$11,718
for 28 nights, 1 home
AU$418 per night
includes taxes & fees
Image gallery for Stylish Coastal Getaway Steps from the Beach & Pier
1010 out of 10, Exceptional, (47 reviews)
Exceptional
(47 reviews)
Stylish Coastal Getaway Steps from the Beach & Pier
St. Augustine
12% off
Price is AU$7,930
AU$7,930
for 28 nights, 1 home
AU$283 per night
includes taxes & fees
Image gallery for Fabulous escape on Crescent Beach
9.89.8 out of 10, Exceptional, (11 reviews)
Exceptional
(11 reviews)
Fabulous escape on Crescent Beach
St. Augustine
17% off
Price is AU$7,999
AU$7,999
for 28 nights, 1 apartment
AU$286 per night
includes taxes & fees
Image gallery for Oceanfront Condo incredible view in Quail Hollow, 10min from Historic District.
1010 out of 10, Exceptional, (137 reviews)
Exceptional
(137 reviews)
Oceanfront Condo incredible view in Quail Hollow, 10min from Historic District.
St. Augustine
17% off
Price is AU$5,377
AU$5,377
for 28 nights, 1 apartment
AU$192 per night
includes taxes & fees
Image gallery for Elevator, 3rd Floor Ocean View, 2 Bed 2 Bath, just steps to private beach access
9.89.8 out of 10, Exceptional, (89 reviews)
Exceptional
(89 reviews)
Elevator, 3rd Floor Ocean View, 2 Bed 2 Bath, just steps to private beach access
St. Augustine
21% off
Price is AU$6,173
AU$6,173
for 28 nights, 1 apartment
AU$220 per night
includes taxes & fees
Image gallery for St Augustine Beach Condo steps from the beach!
9.89.8 out of 10, Exceptional, (21 reviews)
Exceptional
(21 reviews)
St Augustine Beach Condo steps from the beach!
St. Augustine
8% off
Price is AU$7,659
AU$7,659
for 28 nights, 1 apartment
AU$274 per night
includes taxes & fees
Image gallery for Oceanview Getaway – Steps to Sand, Heated Pools & Minutes from St. Augustine
1010 out of 10, Exceptional, (24 reviews)
Exceptional
(24 reviews)
Oceanview Getaway – Steps to Sand, Heated Pools & Minutes from St. Augustine
St. Augustine
12% off
Price is AU$7,696
AU$7,696
for 28 nights, 1 home
AU$275 per night
includes taxes & fees
Image gallery for Ocean Cove Retreat, 3-Min Walk to Beach! Perfect for families.
1010 out of 10, Exceptional, (1 review)
Exceptional
(1 review)
Ocean Cove Retreat, 3-Min Walk to Beach! Perfect for families.
St. Augustine
8% off
Price is AU$8,579
AU$8,579
for 28 nights, 1 apartment
AU$306 per night
includes taxes & fees
Image gallery for Charming St Augustine Cottage, 6 minute walk to the beach, on Anastasia Island
1010 out of 10, Exceptional, (6 reviews)
Exceptional
(6 reviews)
Charming St Augustine Cottage, 6 minute walk to the beach, on Anastasia Island
St. Augustine
8% off
Price is AU$9,854
AU$9,854
for 28 nights, 1 home
AU$352 per night
includes taxes & fees
Image gallery for 2/2 Condo, Ground Floor, 2 Parking Spaces, Pool
9.69.6 out of 10, Exceptional, (225 reviews)
Exceptional
(225 reviews)
2/2 Condo, Ground Floor, 2 Parking Spaces, Pool
St. Augustine
8% off
Price is AU$7,148
AU$7,148
for 28 nights, 1 apartment
AU$255 per night
includes taxes & fees
Image gallery for New! Big Discounts!! Nights of Lights, Beach, Cowboy Pool, Bike, Grills, Pets
9.49.4 out of 10, Exceptional, (13 reviews)
Exceptional
(13 reviews)
New! Big Discounts!! Nights of Lights, Beach, Cowboy Pool, Bike, Grills, Pets
St. Augustine
8% off
Price is AU$10,790
AU$10,790
for 28 nights, 1 home
AU$385 per night
includes taxes & fees
Image gallery for St. Augustine Surf Shack Between Downtown & Beach
1010 out of 10, Exceptional, (5 reviews)
Exceptional
(5 reviews)
St. Augustine Surf Shack Between Downtown & Beach
St. Augustine
13% off
Price is AU$6,031
AU$6,031
for 28 nights, 1 home
AU$215 per night
includes taxes & fees
Image gallery for Ocean Village Club K33 with ocean and pool views. New kitchen and flooring.
9.89.8 out of 10, Exceptional, (39 reviews)
Exceptional
(39 reviews)
Ocean Village Club K33 with ocean and pool views. New kitchen and flooring.
St. Augustine
8% off
Price is AU$6,740
AU$6,740
for 28 nights, 1 apartment
AU$241 per night
includes taxes & fees
Image gallery for Oceanfront St Augustine Beach Condo/ Steps to Pool + Beach
9.89.8 out of 10, Exceptional, (58 reviews)
Exceptional
(58 reviews)
Oceanfront St Augustine Beach Condo/ Steps to Pool + Beach
St. Augustine
12% off
Price is AU$9,049
AU$9,049
for 28 nights, 1 apartment
AU$323 per night
includes taxes & fees
Image gallery for Relax Beachside in our private neighborhood with all the comforts you need!
1010 out of 10, Exceptional, (18 reviews)
Exceptional
(18 reviews)
Relax Beachside in our private neighborhood with all the comforts you need!
St. Augustine
8% off
Price is AU$8,649
AU$8,649
for 28 nights, 1 apartment
AU$309 per night
includes taxes & fees
Image gallery for Spacious 3/2 poolside condo w/ beach access* 2 King beds* Comfortably sleeps 8!
1010 out of 10, Exceptional, (36 reviews)
Exceptional
(36 reviews)
Spacious 3/2 poolside condo w/ beach access* 2 King beds* Comfortably sleeps 8!
St. Augustine
8% off
Price is AU$9,855
AU$9,855
for 28 nights, 1 apartment
AU$352 per night
includes taxes & fees
Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value
Great discounts on monthly rentals in Anastasia Island
You’ll often find discounted rates for long stays of over 28 days on Stayz, making stays of a month or more excellent value.
Entire homes, maximum privacy
Looking for your own place to retreat to? On Stayz, you'll enjoy secluded stays with entire monthly rental homes just for you.
Pet-friendly monthly rentals
Many homes welcome guests with animal companions, so you don’t have to leave your pet at home.
Anastasia Island Furnished monthly rentals for remote workers
Find your perfect home office set up. There are plenty of stays on Stayz with dedicated workspaces and fast Wi-Fi so that you can take your work with you.
Monthly stays with practical kitchens
Most furnished extended-stay rentals in Anastasia Island come with well-equipped kitchens ideal for home cooking, so you can enjoy healthy meals in or even host your own dinner parties.
Long-term rentals with parking in Anastasia Island
Take advantage of the ‘amenities’ filter to find monthly stays with their very own parking spot for the ultimate in convenience.
Wheelchair-accessible holiday rentals
Stayz offers a range of monthly rental homes designed to accommodate everyone for a comfortable and inclusive extended stay.
Holiday rentals in Anastasia Island with pool
Stayz's handy search filters will help you find monthly holiday homes with swimming pools so that you can relax in your very own pool.
Rentals with free cancellation in Anastasia Island
Plans change. We get that. With Stayz, you can search, select 'free cancellation,' and see all rentals in Anastasia Island with flexible cancellation policies.