BEST Anna Maria Island Monthly Rentals - Long Term Rentals on Anna Maria Island
If you're searching for a longer stay on Anna Maria Island, then you have found the place. Our licensed and insured monthly rentals offer fully furnished properties with a one-month minimum, and you will normally find affordable monthly rates at a discount compared to Anna Maria Island Vacation rentals offered nightly or weekly. All our available monthly vacation rentals provide Wi-Fi with reliable internet connectivity and a dedicated workspace to allow for remote work if you are able to take advantage of work from home, or in this case, work from paradise. In some cases, multi-month stays may allow a pet, so please speak with our staff if you have found the perfect Anna Maria Island monthly rental but need to bring your furry friend. We would love to host you for a long-term stay on Anna Maria Island. View our long-term specials below. We would love to host your long stay on Anna Maria Island!
Browse our seasonal rentals and winter rentals perfect for snowbirds seeking a tropical getaway or digital nomads looking for work-life balance in a home away from home. Check our availability, compare pricing, and inquire about lease terms, utilities included, and our cancellation policy.
If you have any questions or are not quite sure what you're looking for - please feel free to call the office at 877-778-6066 or click "chat" in the lower right-hand corner!
- 5 properties returned
-
Sort by:
Random
- Name
- Beds
- Beds
- Sleeps
- Sleeps
- Random
- Price
-
Stylishly decorated and spaciously accommodating, you’ll fall in love with Florida living when you stay at the gorgeous vacation rental 1107 Edgewater Circle in Perico Bay Club. Come for the sun, but stay for the view from this beautiful two bedroom, two bathroom condominium sleeping up to four guests!Perico Bay Club is a prestigious gated communit
Perico Bay Club 1107 Edgewater
Condominium- 2
- 2
- Pool
- No Pets
- Sleeps 4
- 39 Views
-
Paradise found indeed! Walk into the open floor plan and look out over the private heated pool, canal, dock and views of open water. This vacation retreat has 3 bedrooms and 3 bathrooms as well as smart Tv's in the living room, each bedroom and the outside patio. The kitchen is renovated for the chef in your party with updated appliances. Also with
Paradise Found
Home- 3
- 3
- Pool
- No Pets
- Sleeps 6
- 19 Views
-
“dreAMI” 12 Palm Harbor Drive is perfect for a fun and memorable vacation, one of the best rental homes that Anna Maria Island has to offer. “dreAMI” 12 Palm Harbor Drive is a gorgeous home, with three bedrooms three and a half baths this home sports two king beds, and two twin beds and is able to accommodate up to 6 guests. Only monthly stays are
DreAMI
Home- 3
- 3 Full Baths , 1 Half Baths
- Pool
- Dogs Allowed
- Sleeps 6
- 22 Views
-
Classic Key Royale canal front home with a private pool located at 632 Emerald Lane, Holmes Beach, Anna Maria Island is the home of your vacation dreams. Nestled in a quiet community away from the hustle and bustle of the city, you can truly relax and unwind. <br /><br />Amazing three bedroom and two and a half bath canal front vacation rental home
Island Jewel
Home- 3
- 2 Full Baths , 1 Half Baths
- Pool
- No Pets
- Sleeps 6
- 7 Views
-
"ENDLESS BAY VIEWS - 2 Bedroom, 2 Bathroom (Sleeps 4) – “West Bay Point 88” – 6400 Flotilla Drive unit 88 in Holmes Beach.Discover your perfect Anna Maria Island retreat at "West Bay Point 88" – a vacation rental with 2 bedrooms and 2 bathrooms in Holmes Beach, comfortably accommodating up to 4 guests. Nestled in the tranquil corner of Anna Maria I
WBPT 88
Condominium- 2
- 2
- Pool
- Dogs Allowed
- Sleeps 4
- 50 Views
Stay Longer, play longer, pay less! These are Island Real Estate Vacations long stay special properties.