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:22 Jun - 20 Jul
Image gallery for 1Bedroom✔1Bathroom✔ Livingroom✔ Beach Get Away✔ Pool access✔ Quiet
9.49.4 out of 10, Exceptional, (72 reviews)
Exceptional
(72 reviews)
1Bedroom✔1Bathroom✔ Livingroom✔ Beach Get Away✔ Pool access✔ Quiet
Bradenton
19% off
Price is NZ$5,984
NZ$5,984
for 28 nights, 1 home
NZ$214 per night
includes taxes & fees
Image gallery for Coral Tides. Updated pool home 5 mi to Anna Maria Island
1010 out of 10, Exceptional, (27 reviews)
Exceptional
(27 reviews)
Coral Tides. Updated pool home 5 mi to Anna Maria Island
Bradenton
16% off
Price is NZ$15,957
NZ$15,957
for 28 nights, 1 home
NZ$570 per night
includes taxes & fees
Image gallery for Tiny Cottage 3-Bedroom Sleeps 6: w/WiFi in Marvelous Bradenton 10 min from IMG
9.89.8 out of 10, Exceptional, (16 reviews)
Exceptional
(16 reviews)
Tiny Cottage 3-Bedroom Sleeps 6: w/WiFi in Marvelous Bradenton 10 min from IMG
Oneco
8% off
Price is NZ$6,899
NZ$6,899
for 28 nights, 1 cottage
NZ$246 per night
includes taxes & fees
Image gallery for Gorgeous 3-bedroom waterfront house with AC in welcoming Bradenton
9.69.6 out of 10, Exceptional, (5 reviews)
Exceptional
(5 reviews)
Gorgeous 3-bedroom waterfront house with AC in welcoming Bradenton
Bradenton
12% off
Price is NZ$8,355
NZ$8,355
for 28 nights, 1 home
NZ$298 per night
includes taxes & fees
Image gallery for Right on the Waterfront Marina - Suite 117 - 7150 N Tamiami Tail, Sarasota FL
8.68.6 out of 10, Excellent, (144 reviews)
Excellent
(144 reviews)
Right on the Waterfront Marina - Suite 117 - 7150 N Tamiami Tail, Sarasota FL
Sarasota
8% off
Price is NZ$4,928
NZ$4,928
for 28 nights, 1 room
NZ$176 per night
includes taxes & fees
Image gallery for Water View, 100 Fishing Dock! Teton 40 Ft. Trailer W/3 Slide Outs.
9.89.8 out of 10, Exceptional, (47 reviews)
Exceptional
(47 reviews)
Water View, 100 Fishing Dock! Teton 40 Ft. Trailer W/3 Slide Outs.
Palmetto
8% off
Price is NZ$6,546
NZ$6,546
for 28 nights, 1 home
NZ$234 per night
includes taxes & fees
Image gallery for Charming Longboat Key Bungalow with beach access minutes away…
9.49.4 out of 10, Exceptional, (15 reviews)
Exceptional
(15 reviews)
Charming Longboat Key Bungalow with beach access minutes away…
Longboat Key
8% off
Price is NZ$9,392
NZ$9,392
for 28 nights, 1 apartment
NZ$335 per night
includes taxes & fees
Image gallery for 3 bedroom 1 car garage, EV charger Beach Melody Retreat
1010 out of 10, Exceptional, (3 reviews)
Exceptional
(3 reviews)
3 bedroom 1 car garage, EV charger Beach Melody Retreat
Bradenton
12% off
Price is NZ$12,290
NZ$12,290
for 28 nights, 1 home
NZ$439 per night
includes taxes & fees
Image gallery for SARASOTA Waterfront hotel Room KING BED # 215 ON SARA BAY 7150 N Tamiami Trail
8.48.4 out of 10, Very good, (161 reviews)
Very good
(161 reviews)
SARASOTA Waterfront hotel Room KING BED # 215 ON SARA BAY 7150 N Tamiami Trail
Sarasota
8% off
Price is NZ$4,220
NZ$4,220
for 28 nights, 1 room
NZ$151 per night
includes taxes & fees
Image gallery for WATERFRONT STUDIO UNIT 107 at the Ramada Inn Sara Bay Marina 7150 N Tamiami Tr
8.08.0 out of 10, Very good, (145 reviews)
Very good
(145 reviews)
WATERFRONT STUDIO UNIT 107 at the Ramada Inn Sara Bay Marina 7150 N Tamiami Tr
Sarasota
8% off
Price is NZ$5,262
NZ$5,262
for 28 nights, 1 room
NZ$188 per night
includes taxes & fees
Image gallery for Luxury House, Bradenton, Florida
9.69.6 out of 10, Exceptional, (52 reviews)
Exceptional
(52 reviews)
Luxury House, Bradenton, Florida
Bradenton
10% off
Price is NZ$11,104
NZ$11,104
for 28 nights, 1 home
NZ$397 per night
includes taxes & fees
Image gallery for Sunshine Oasis with heated Saltwater pool
9.89.8 out of 10, Exceptional, (78 reviews)
Exceptional
(78 reviews)
Sunshine Oasis with heated Saltwater pool
Bradenton
8% off
Price is NZ$13,208
NZ$13,208
for 28 nights, 1 home
NZ$472 per night
includes taxes & fees
Image gallery for Spanish Style Home With Private Heated Pool
9.89.8 out of 10, Exceptional, (247 reviews)
Exceptional
(247 reviews)
Spanish Style Home With Private Heated Pool
Bradenton
8% off
Price is NZ$10,832
NZ$10,832
for 28 nights, 1 home
NZ$387 per night
includes taxes & fees
Image gallery for Freshly renovated 2-bedroom house in beautiful Bradenton with WiFi, AC
1010 out of 10, Exceptional, (12 reviews)
Exceptional
(12 reviews)
Freshly renovated 2-bedroom house in beautiful Bradenton with WiFi, AC
Bradenton
30% off
Price is NZ$6,281
NZ$6,281
for 28 nights, 1 home
NZ$224 per night
includes taxes & fees
Image gallery for New Cozy 2 bedroom RV 15 minutes from entertainment and wild adventures!
1010 out of 10, Exceptional, (3 reviews)
Exceptional
(3 reviews)
New Cozy 2 bedroom RV 15 minutes from entertainment and wild adventures!
Bradenton
8% off
Price is NZ$7,301
NZ$7,301
for 28 nights, 1 home
NZ$261 per night
includes taxes & fees
Image gallery for The Sunny House
1010 out of 10, Exceptional, (1 review)
Exceptional
(1 review)
The Sunny House
Bradenton
8% off
Price is NZ$12,959
NZ$12,959
for 28 nights, 1 home
NZ$463 per night
includes taxes & fees
Image gallery for Bright 2BR Bungalow Near Anna Maria Island & Beaches
1010 out of 10, Exceptional, (4 reviews)
Exceptional
(4 reviews)
Bright 2BR Bungalow Near Anna Maria Island & Beaches
Bradenton
8% off
Price is NZ$11,126
NZ$11,126
for 28 nights, 1 home
NZ$397 per night
includes taxes & fees
Image gallery for Perfect 1-bedroom condo with AC in Bradenton Beach
1010 out of 10, Exceptional, (8 reviews)
Exceptional
(8 reviews)
Perfect 1-bedroom condo with AC in Bradenton Beach
Bradenton Beach
10% off
Price is NZ$16,180
NZ$16,180
for 28 nights, 1 apartment
NZ$578 per night
includes taxes & fees
Image gallery for 3 Bedroom Stylish Palmetto Home Close to Beaches, Marina, Dining & Attractions
9.69.6 out of 10, Exceptional, (4 reviews)
Exceptional
(4 reviews)
3 Bedroom Stylish Palmetto Home Close to Beaches, Marina, Dining & Attractions
Palmetto
12% off
Price is NZ$13,119
NZ$13,119
for 28 nights, 1 home
NZ$469 per night
includes taxes & fees
Image gallery for Sarasota “Executive Waterfront Suite” A hotel rm # 103 on Sara Bay Marina
8.48.4 out of 10, Very good, (152 reviews)
Very good
(152 reviews)
Sarasota “Executive Waterfront Suite” A hotel rm # 103 on Sara Bay Marina
Sarasota
8% off
Price is NZ$5,262
NZ$5,262
for 28 nights, 1 room
NZ$188 per night
includes taxes & fees
Image gallery for Sarasota “Deluxe King Waterfront Suite” #201 At the Hotel at 7150 N TAMIAMI TR
8.48.4 out of 10, Very good, (163 reviews)
Very good
(163 reviews)
Sarasota “Deluxe King Waterfront Suite” #201 At the Hotel at 7150 N TAMIAMI TR
Sarasota
8% off
Price is NZ$4,928
NZ$4,928
for 28 nights, 1 room
NZ$176 per night
includes taxes & fees
Image gallery for Pet friendly near Anna Maria and IMG
1010 out of 10, Exceptional, (4 reviews)
Exceptional
(4 reviews)
Pet friendly near Anna Maria and IMG
Bradenton
8% off
Price is NZ$10,837
NZ$10,837
for 28 nights, 1 home
NZ$387 per night
includes taxes & fees
Image gallery for Coastal Bungalow by the Marina Downtown!
9.69.6 out of 10, Exceptional, (4 reviews)
Exceptional
(4 reviews)
Coastal Bungalow by the Marina Downtown!
Bradenton
21% off
Price is NZ$14,268
NZ$14,268
for 28 nights, 1 home
NZ$510 per night
includes taxes & fees
Image gallery for Costal Retreat near Anna Maria Island & IMG Academy
1010 out of 10, Exceptional, (8 reviews)
Exceptional
(8 reviews)
Costal Retreat near Anna Maria Island & IMG Academy
Bradenton
6% off
Price is NZ$12,334
NZ$12,334
for 28 nights, 1 home
NZ$440 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.