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:10 Aug - 7 Sept
Image gallery for Perfect 1-bedroom condo with AC in Bradenton Beach
1010 out of 10, Exceptional, (16 reviews)
Exceptional
(16 reviews)
Perfect 1-bedroom condo with AC in Bradenton Beach
Bradenton Beach
10% off
Price is NZ$12,269
NZ$12,269
for 28 nights, 1 apartment
NZ$438 per night
includes taxes & fees
Image gallery for Charming cottage in quiet area, close to beach & bay.
9.89.8 out of 10, Exceptional, (308 reviews)
Exceptional
(308 reviews)
Charming cottage in quiet area, close to beach & bay.
Anna Maria
8% off
Price is NZ$13,269
NZ$13,269
for 28 nights, 1 cottage
NZ$474 per night
includes taxes & fees
Image gallery for Livin' on Sunshine! ....Pool, Putting Green, Corn Hole & Tiki Hut
1010 out of 10, Exceptional, (2 reviews)
Exceptional
(2 reviews)
Livin' on Sunshine! ....Pool, Putting Green, Corn Hole & Tiki Hut
Holmes Beach
8% off
Price is NZ$16,668
NZ$16,668
for 28 nights, 1 home
NZ$595 per night
includes taxes & fees
Image gallery for Modern Beach House, 1 block from beach!
9.89.8 out of 10, Exceptional, (37 reviews)
Exceptional
(37 reviews)
Modern Beach House, 1 block from beach!
Holmes Beach
8% off
Price is NZ$15,486
NZ$15,486
for 28 nights, 1 home
NZ$553 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, (53 reviews)
Exceptional
(53 reviews)
A Lazy River Day & Night 4 Bedrm w lazy river heated pool! Bikes & Beach Gear!
Holmes Beach
8% off
Price is NZ$23,053
NZ$23,053
for 28 nights, 1 home
NZ$823 per night
includes taxes & fees
Image gallery for PRIVATE HEATED POOL-1 story-2 blocks to BEACH-Tropical Courtyard-"St. Maarten"
9.89.8 out of 10, Exceptional, (32 reviews)
Exceptional
(32 reviews)
PRIVATE HEATED POOL-1 story-2 blocks to BEACH-Tropical Courtyard-"St. Maarten"
Bradenton Beach
6% off
Price is NZ$20,864
NZ$20,864
for 28 nights, 1 apartment
NZ$745 per night
includes taxes & fees
Image gallery for 3 Minute walk to beautiful AMI beach! Old Florida Charm with a Modern Flair!
1010 out of 10, Exceptional, (34 reviews)
Exceptional
(34 reviews)
3 Minute walk to beautiful AMI beach! Old Florida Charm with a Modern Flair!
Holmes Beach
8% off
Price is NZ$7,615
NZ$7,615
for 28 nights, 1 apartment
NZ$272 per night
includes taxes & fees
Image gallery for Bungalow On The Bayou (Best Location on the Island)
1010 out of 10, Exceptional, (113 reviews)
Exceptional
(113 reviews)
Bungalow On The Bayou (Best Location on the Island)
Anna Maria
8% off
Price is NZ$10,087
NZ$10,087
for 28 nights, 1 home
NZ$360 per night
includes taxes & fees
Image gallery for May Specials • Walk to Beach • Pool • Private Sun Deck • New Kitchen
9.89.8 out of 10, Exceptional, (8 reviews)
Exceptional
(8 reviews)
May Specials • Walk to Beach • Pool • Private Sun Deck • New Kitchen
Holmes Beach
17% off
Price is NZ$13,581
NZ$13,581
for 28 nights, 1 home
NZ$485 per night
includes taxes & fees
Image gallery for Get your beach time in at this poolside cottage between gulf and bay
1010 out of 10, Exceptional, (82 reviews)
Exceptional
(82 reviews)
Get your beach time in at this poolside cottage between gulf and bay
Bradenton Beach
12% off
Price is NZ$11,907
NZ$11,907
for 28 nights, 1 cottage
NZ$425 per night
includes taxes & fees
Image gallery for Share Our Island Paradise-100 flip-flop steps to the beach.
9.89.8 out of 10, Exceptional, (83 reviews)
Exceptional
(83 reviews)
Share Our Island Paradise-100 flip-flop steps to the beach.
Bradenton Beach
5% off
Price is NZ$10,499
NZ$10,499
for 28 nights, 1 apartment
NZ$375 per night
includes taxes & fees
Image gallery for Steps to the beach - King Master Suite and Beach Path!
1010 out of 10, Exceptional, (1 review)
Exceptional
(1 review)
Steps to the beach - King Master Suite and Beach Path!
Holmes Beach
8% off
Price is NZ$9,253
NZ$9,253
for 28 nights, 1 home
NZ$330 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, (78 reviews)
Exceptional
(78 reviews)
1 Block to Beach on Private Lake Heated Pool, SPA 6937 Holmes Blvd.
Holmes Beach
8% off
Price is NZ$18,678
NZ$18,678
for 28 nights, 1 home
NZ$667 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$11,153
NZ$11,153
for 28 nights, 1 home
NZ$398 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, (217 reviews)
Exceptional
(217 reviews)
North end AMI, 5* luxury home in one of the prettiest towns on gulf coast!
Anna Maria
8% off
Price is NZ$34,899
NZ$34,899
for 28 nights, 1 home
NZ$1,246 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, (186 reviews)
Exceptional
(186 reviews)
2 BR 2 Full BA on Anna Maria Island just steps to Beach!
Bradenton Beach
10% off
Price is NZ$14,090
NZ$14,090
for 28 nights, 1 home
NZ$503 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
8% off
Price is NZ$17,928
NZ$17,928
for 28 nights, 1 home
NZ$640 per night
includes taxes & fees
Image gallery for Anna Maria Cottage with Golf Cart
1010 out of 10, Exceptional, (21 reviews)
Exceptional
(21 reviews)
Anna Maria Cottage with Golf Cart
Holmes Beach
8% off
Price is NZ$16,071
NZ$16,071
for 28 nights, 1 cottage
NZ$574 per night
includes taxes & fees
Image gallery for Coral Cove: Walk to the Beach! Heated pool! Prime North End!
1010 out of 10, Exceptional, (86 reviews)
Exceptional
(86 reviews)
Coral Cove: Walk to the Beach! Heated pool! Prime North End!
Anna Maria
8% off
Price is NZ$24,249
NZ$24,249
for 28 nights, 1 home
NZ$866 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, (3 reviews)
Excellent
(3 reviews)
2b/1.5ba duplex unit short walk to gulf beach in quiet Anna Maria neighborhood.
Anna Maria
34% off
Price is NZ$8,885
NZ$8,885
for 28 nights, 1 apartment
NZ$317 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, (67 reviews)
Exceptional
(67 reviews)
Gulfside 1Br/1Ba Captain's Quarters On Anna Maria Island
Holmes Beach
8% off
Price is NZ$9,908
NZ$9,908
for 28 nights, 1 apartment
NZ$354 per night
includes taxes & fees
Image gallery for Sunset Landing AMI Beach House. 6BR/4.5BA. Private pool. 2 blks to beach.
9.89.8 out of 10, Exceptional, (117 reviews)
Exceptional
(117 reviews)
Sunset Landing AMI Beach House. 6BR/4.5BA. Private pool. 2 blks to beach.
Holmes Beach
8% off
Price is NZ$37,176
NZ$37,176
for 28 nights, 1 home
NZ$1,328 per night
includes taxes & fees
Image gallery for North end canal front home ,tiki hut, dock, pool, spa, beaches....
9.89.8 out of 10, Exceptional, (50 reviews)
Exceptional
(50 reviews)
North end canal front home ,tiki hut, dock, pool, spa, beaches....
Anna Maria
8% off
Price is NZ$31,393
NZ$31,393
for 28 nights, 1 home
NZ$1,121 per night
includes taxes & fees
Image gallery for Sunset Views Bradenton Unit A
8.88.8 out of 10, Excellent, (15 reviews)
Excellent
(15 reviews)
Sunset Views Bradenton Unit A
Bradenton Beach
8% off
Price is NZ$20,526
NZ$20,526
for 28 nights, 1 home
NZ$733 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.