Compare Anna Maria Island Cottage Rentals

Start date: Check-in selected.
To Date
End date: Check-out

Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels

Save 10% or more on select hotels with Insider Prices

Book on the app to instantly earn 5% on 350,000+ hotels

Featured Anna Maria Island Cottages

Charming cottage in quiet area, close to beach & bay.

Charming cottage in quiet area, close to beach & bay.

Guests of this cottage enjoy access to a water park, laundry facilities, and a garden. This smoke-free cottage also has barbecue grills.
Kitchen
Washer
Anna Maria Cottage with Golf Cart

Anna Maria Cottage with Golf Cart

At this cottage, guests have access to features like laundry facilities. This smoke-free cottage also has barbecue grills.
Kitchen
Washer
Castaway Cottage + Beach + Heated Private Pool & Spa + GOLF CART INCLUDED!

Castaway Cottage + Beach + Heated Private Pool & Spa + GOLF CART INCLUDED!

Guests of this cottage enjoy features like an outdoor pool, a hot tub, and laundry facilities. This family-friendly cottage also has barbecue grills.
Pool
Hot Tub
Tropical Paradise On The Beach Permit VRC17-000168

Tropical Paradise On The Beach Permit VRC17-000168

At this cottage, guests have access to features like laundry facilities. This beach cottage also has barbecue grills.
Kitchen
Washer
Tropical Paradise Cottage on the Beach VRC17-000167

Tropical Paradise Cottage on the Beach VRC17-000167

At this cottage, guests have access to features like laundry facilities. This beach cottage also has barbecue grills.
Kitchen
Washer
Cozy Cottage Retreat at Tradewind Resort #32 in Bradenton Beach

Cozy Cottage Retreat at Tradewind Resort #32 in Bradenton Beach

At this cottage, guests have access to an outdoor pool, laundry facilities, and barbecue grills. This smoke-free cottage also has a garden.
Pool
Kitchen
Beautiful, well-maintained home w/ heated private pool - walk to beach & dining

Beautiful, well-maintained home w/ heated private pool - walk to beach & dining

At this cottage, guests have access to features like laundry facilities. This smoke-free cottage also has barbecue grills.
Pool
Kitchen
Historic beach cottage with private pool - walk 1 block to beach & free trolley

Historic beach cottage with private pool - walk 1 block to beach & free trolley

Guests staying at this cottage have access to laundry facilities, barbecue grills, and a garden.
Pool
Kitchen
Blue Isle Oasis: Adorable, updated 2 bedroom cottage

Blue Isle Oasis: Adorable, updated 2 bedroom cottage

Guests of this cottage enjoy access to a water park, laundry facilities, and barbecue grills. This family-friendly cottage also has a garden.
Kitchen
Washer
Don't see what you're looking for?
See all available properties in Anna Maria Island
View all properties
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Anna Maria Island Beach Accommodation

Hotel Options in Anna Maria Island

    Bali Hai Beachfront Resort and Spa

    Bali Hai Beachfront Resort and Spa

    6900 Gulf Dr, Holmes Beach, FL
    $342 nightly
    The price is $387 total per night from Nov 2 to Nov 3
    $387 total
    Nov 2 - Nov 3
    Total with taxes and fees
    8.4/10 Very Good! (618 reviews)
    Pelican Post at Anna Maria Island Inn

    Pelican Post at Anna Maria Island Inn

    202 1st St N, Bradenton Beach, FL
    $210 nightly
    The price is $237 total per night from Oct 21 to Oct 22
    $237 total
    Oct 21 - Oct 22
    Total with taxes and fees
    9/10 Wonderful! (307 reviews)
    Anna Maria Beach Resort

    Anna Maria Beach Resort

    6306 Gulf Dr, Holmes Beach, FL
    $415 nightly
    The price is $469 total per night from Oct 21 to Oct 22
    $469 total
    Oct 21 - Oct 22
    Total with taxes and fees
    9.4/10 Exceptional! (273 reviews)

Cottages

Book a cottage in Anna Maria Island
Spend your next getaway treating yourself to a quieter, simpler way of life in a private cottage in Anna Maria Island. Cozy and charming, cottage rentals are the ideal spot when you want the comforts of home paired with a one-of-a-kind experience. They’re perfect for a single traveler looking for peace and quiet, or small groups who want to get to know Anna Maria Island better.

Cottage apartments in Anna Maria Island range from rustic to luxurious, with just about everything in between. Orbitz gives you the best deals on all of them.

Find the best cottages in Anna Maria Island
City cottages are great if you want a cozy, comfy place to stay without being far from the all the cool spots you want to check out. A cottage makes a great home base for a day filled with adventure in Anna Maria Island and the surrounding area. Not willing to give up all the comforts of a fine hotel? A luxury cottage turns up the charm while offering perks like room service, cable television, sunken spa tubs and housekeeping.

Stay in a Anna Maria Island cottage and swap busy days for peaceful evenings. Use the kitchenette or full kitchen to come up with a meal or reheat leftovers from your afternoon in Anna Maria Island. You may even be able to use a pool and laundry facilities. Whether you’re in the mood for quiet relaxation or a night on the town, a cottage puts you right where you want to be.

Anna Maria Island Cottages essential information

Accommodation
58 Cottages
Lowest Price
$237
Highest Price
$469
Popular accommodation
Charming cottage in quiet area, close to beach & bay. , Anna Maria Cottage with Golf Cart, Castaway Cottage + Beach + Heated Private Pool & Spa + GOLF CART INCLUDED!, Tropical Paradise On The Beach Permit VRC17-000168, Tropical Paradise Cottage on the Beach VRC17-000167, Cozy Cottage Retreat at Tradewind Resort #32 in Bradenton Beach, Beautiful, well-maintained home w/ heated private pool - walk to beach & dining, Historic beach cottage with private pool - walk 1 block to beach & free trolley, Blue Isle Oasis: Adorable, updated 2 bedroom cottage

Explore More Ways to Travel with Travelocity