Anna Maria Island long stay rentals
Stay a week, a month or longer in a comfortable place all your own
Relax—Bookabach takes the hassle out of booking monthly rentals in Anna Maria 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 Bookabach. Many long-term rentals in Anna Maria 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 - Anna Maria 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 Perfect 1-bedroom condo with AC in Bradenton Beach
1010 out of 10, Exceptional, (19 reviews)
Exceptional
(19 reviews)
Perfect 1-bedroom condo with AC in Bradenton Beach
Bradenton Beach
10% off
Price is NZ$12,539
NZ$12,539
for 28 nights, 1 apartment
NZ$448 per night
includes taxes & fees
Image gallery for Family-Friendly Anna Maria Island 3BR • Walk to Beach & Dining • Private Pool
9.89.8 out of 10, Exceptional, (119 reviews)
Exceptional
(119 reviews)
Family-Friendly Anna Maria Island 3BR • Walk to Beach & Dining • Private Pool
Holmes Beach
8% off
Price is NZ$16,062
NZ$16,062
for 28 nights, 1 home
NZ$574 per night
includes taxes & fees
Image gallery for Relax at Bryant’s Beach Bungalow!
1010 out of 10, Exceptional, (76 reviews)
Exceptional
(76 reviews)
Relax at Bryant’s Beach Bungalow!
Holmes Beach
7% off
Price is NZ$11,321
NZ$11,321
for 28 nights, 1 home
NZ$404 per night
includes taxes & fees
Image gallery for Modern Beach House, 1 block from beach!
9.89.8 out of 10, Exceptional, (38 reviews)
Exceptional
(38 reviews)
Modern Beach House, 1 block from beach!
Holmes Beach
8% off
Price is NZ$16,226
NZ$16,226
for 28 nights, 1 home
NZ$579 per night
includes taxes & fees
Image gallery for Steps to the beach - King Master Suite and Beach Path!
1010 out of 10, Exceptional, (2 reviews)
Exceptional
(2 reviews)
Steps to the beach - King Master Suite and Beach Path!
Holmes Beach
8% off
Price is NZ$9,707
NZ$9,707
for 28 nights, 1 home
NZ$347 per night
includes taxes & fees
Image gallery for 1 Block to Beach on Private Lake Heated Pool, SPA 6937 Holmes Blvd.
9.89.8 out of 10, Exceptional, (79 reviews)
Exceptional
(79 reviews)
1 Block to Beach on Private Lake Heated Pool, SPA 6937 Holmes Blvd.
Holmes Beach
8% off
Price is NZ$19,152
NZ$19,152
for 28 nights, 1 home
NZ$684 per night
includes taxes & fees
Image gallery for A Lazy River Day & Night 4 Bedrm w lazy river heated pool! Bikes & Beach Gear!
1010 out of 10, Exceptional, (56 reviews)
Exceptional
(56 reviews)
A Lazy River Day & Night 4 Bedrm w lazy river heated pool! Bikes & Beach Gear!
Holmes Beach
8% off
Price is NZ$24,213
NZ$24,213
for 28 nights, 1 home
NZ$865 per night
includes taxes & fees
Image gallery for 2 Blocks to Beach- 1-Story Retreat-Tropical Courtyard--Villa "St. Thomas"
1010 out of 10, Exceptional, (15 reviews)
Exceptional
(15 reviews)
2 Blocks to Beach- 1-Story Retreat-Tropical Courtyard--Villa "St. Thomas"
Bradenton Beach
17% off
Price is NZ$13,289
NZ$13,289
for 28 nights, 1 apartment
NZ$475 per night
includes taxes & fees
Image gallery for Enjoy Sunsets at Fully Equipped 2BR/2BA Duplex 2 shorts blocks by the Beach
9.69.6 out of 10, Exceptional, (5 reviews)
Exceptional
(5 reviews)
Enjoy Sunsets at Fully Equipped 2BR/2BA Duplex 2 shorts blocks by the Beach
Holmes Beach
8% off
Price is NZ$11,477
NZ$11,477
for 28 nights, 1 home
NZ$410 per night
includes taxes & fees
Image gallery for Happy Island Cottage with Heated Private Pool
1010 out of 10, Exceptional, (96 reviews)
Exceptional
(96 reviews)
Happy Island Cottage with Heated Private Pool
Holmes Beach
12% off
Price is NZ$20,336
NZ$20,336
for 28 nights, 1 home
NZ$726 per night
includes taxes & fees
Image gallery for 75 ft Canal Front Anna Maria House, Great for Boaters, Newly Renovated
9.89.8 out of 10, Exceptional, (102 reviews)
Exceptional
(102 reviews)
75 ft Canal Front Anna Maria House, Great for Boaters, Newly Renovated
Anna Maria
15% off
Price is NZ$19,910
NZ$19,910
for 28 nights, 1 home
NZ$711 per night
includes taxes & fees
Image gallery for Gulfside 1Br/1Ba Captain's Quarters On Anna Maria Island
9.69.6 out of 10, Exceptional, (68 reviews)
Exceptional
(68 reviews)
Gulfside 1Br/1Ba Captain's Quarters On Anna Maria Island
Holmes Beach
8% off
Price is NZ$10,394
NZ$10,394
for 28 nights, 1 apartment
NZ$371 per night
includes taxes & fees
Image gallery for Ocean Front ~ No Streets To Cross! Come And Enjoy A Memorable Beach Vacation!
9.89.8 out of 10, Exceptional, (122 reviews)
Exceptional
(122 reviews)
Ocean Front ~ No Streets To Cross! Come And Enjoy A Memorable Beach Vacation!
Holmes Beach
8% off
Price is NZ$12,296
NZ$12,296
for 28 nights, 1 apartment
NZ$439 per night
includes taxes & fees
Image gallery for 2 BR 2 Full BA on Anna Maria Island just steps to Beach!
1010 out of 10, Exceptional, (190 reviews)
Exceptional
(190 reviews)
2 BR 2 Full BA on Anna Maria Island just steps to Beach!
Bradenton Beach
10% off
Price is NZ$14,762
NZ$14,762
for 28 nights, 1 home
NZ$527 per night
includes taxes & fees
Image gallery for North end AMI, 5* luxury home in one of the prettiest towns on gulf coast!
9.89.8 out of 10, Exceptional, (220 reviews)
Exceptional
(220 reviews)
North end AMI, 5* luxury home in one of the prettiest towns on gulf coast!
Anna Maria
8% off
Price is NZ$36,740
NZ$36,740
for 28 nights, 1 home
NZ$1,312 per night
includes taxes & fees
Image gallery for 2b/1.5ba duplex unit short walk to gulf beach in quiet Anna Maria neighborhood.
8.88.8 out of 10, Excellent, (5 reviews)
Excellent
(5 reviews)
2b/1.5ba duplex unit short walk to gulf beach in quiet Anna Maria neighborhood.
Anna Maria
34% off
Price is NZ$9,354
NZ$9,354
for 28 nights, 1 apartment
NZ$334 per night
includes taxes & fees
Image gallery for Bermuda Bay Un9 elevator, view of beach, heated pool and spa, nice interior
9.69.6 out of 10, Exceptional, (54 reviews)
Exceptional
(54 reviews)
Bermuda Bay Un9 elevator, view of beach, heated pool and spa, nice interior
Bradenton Beach
8% off
Price is NZ$15,581
NZ$15,581
for 28 nights, 1 home
NZ$556 per night
includes taxes & fees
Image gallery for Northshore Villa - 3 Bedroom, 2 Bathroom Vacation Rental Across from the Beach
8.68.6 out of 10, Excellent, (71 reviews)
Excellent
(71 reviews)
Northshore Villa - 3 Bedroom, 2 Bathroom Vacation Rental Across from the Beach
Holmes Beach
8% off
Price is NZ$17,379
NZ$17,379
for 28 nights, 1 home
NZ$621 per night
includes taxes & fees
Image gallery for Sunset Views Bradenton Unit A
8.88.8 out of 10, Excellent, (20 reviews)
Excellent
(20 reviews)
Sunset Views Bradenton Unit A
Bradenton Beach
8% off
Price is NZ$21,507
NZ$21,507
for 28 nights, 1 home
NZ$768 per night
includes taxes & fees
Image gallery for Villa La Esperanza-203 Holmes Beach
9.69.6 out of 10, Exceptional, (5 reviews)
Exceptional
(5 reviews)
Villa La Esperanza-203 Holmes Beach
Holmes Beach
12% off
Price is NZ$23,089
NZ$23,089
for 28 nights, 1 home
NZ$825 per night
includes taxes & fees
Image gallery for Direct beach front and steps to Bridge Street
9.49.4 out of 10, Exceptional, (70 reviews)
Exceptional
(70 reviews)
Direct beach front and steps to Bridge Street
Bradenton Beach
8% off
Price is NZ$19,814
NZ$19,814
for 28 nights, 1 apartment
NZ$708 per night
includes taxes & fees
Image gallery for Anna Maria Cottage with Golf Cart
1010 out of 10, Exceptional, (23 reviews)
Exceptional
(23 reviews)
Anna Maria Cottage with Golf Cart
Holmes Beach
8% off
Price is NZ$13,114
NZ$13,114
for 28 nights, 1 cottage
NZ$468 per night
includes taxes & fees
Image gallery for 2b/1ba duplex unit brisk walk to gulf beach in quiet Anna Maria neighborhood.
1010 out of 10, Exceptional, (2 reviews)
Exceptional
(2 reviews)
2b/1ba duplex unit brisk walk to gulf beach in quiet Anna Maria neighborhood.
Anna Maria
34% off
Price is NZ$9,354
NZ$9,354
for 28 nights, 1 apartment
NZ$334 per night
includes taxes & fees
Image gallery for Great location on Holmes Beach! 2 bdrm Condo Steps to the Beach! Heated pool!
1010 out of 10, Exceptional, (1 review)
Exceptional
(1 review)
Great location on Holmes Beach! 2 bdrm Condo Steps to the Beach! Heated pool!
Holmes Beach
12% off
Price is NZ$21,967
NZ$21,967
for 28 nights, 1 apartment
NZ$785 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 Anna Maria Island
You’ll often find discounted rates for long stays of over 28 days on Bookabach, making stays of a month or more excellent value.
Entire homes, maximum privacy
Looking for your own place to retreat to? On Bookabach, 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.
Anna Maria Island Furnished monthly rentals for remote workers
Find your perfect home office set up. There are plenty of stays on Bookabach 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 Anna Maria 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 Anna Maria 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
Bookabach offers a range of monthly rental homes designed to accommodate everyone for a comfortable and inclusive extended stay.
Holiday rentals in Anna Maria Island with pool
Bookabach'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 Anna Maria Island
Plans change. We get that. With Bookabach, you can search, select 'free cancellation,' and see all rentals in Anna Maria Island with flexible cancellation policies.