Anna Maria Cottages

Get more for your budget and save up to 50% off select Secret Bargain hotels

Get even more value with CheapTickets Price Guarantee!

Change your flight without a fee on select flights

Cottages in Anna Maria

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

Anna Maria FL

With a stay at this cottage in Anna Maria, you'll be within a 5-minute drive of Bean Point Beach and Anna Maria Beach.

Kitchen

Washer

The Ballyhoo on Bean Point, 200 feet to a beautiful bayside beach and views!

Anna Maria FL

With a stay at this cottage in Anna Maria, you'll be by the sea, a 3-minute walk from Anna Maria Beach and 6 minutes by foot from Bean Point Beach.

Kitchen

Washer

Newly Renovated Sea Breeze Cottage with Private Dock, Easy Access to Bimini Bay

Anna Maria FL

When you stay at this cottage in Anna Maria, you'll be on the waterfront, within a 5-minute drive of Anna Maria Beach and Bean Point Beach.

Kitchen

Washer

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

Anna Maria FL

When you stay at this cottage in Anna Maria, you'll be by the sea, just steps from Bean Point Beach and 7 minutes by foot from Anna Maria Beach.

Pool

Kitchen

Adorable Cottage with Covered Balconies and Private Pool

Anna Maria FL

When you stay at this cottage in Anna Maria, you'll be by the sea, within a 5-minute drive of Bean Point Beach and Anna Maria Beach.

Pool

Kitchen

Beautiful Condo on Pine Ave, 2 Blocks to Beach

Anna Maria FL

$387 nightly

$432 total

Dec 10 - Dec 11

Total with taxes and fees

When you stay at this cottage in Anna Maria, you'll be by the sea, within a 5-minute drive of Bean Point Beach and Anna Maria Beach.

Pool

Kitchen

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

Anna Maria FL

When you stay at this cottage in Anna Maria, you'll be near the beach, within a 5-minute walk of Bean Point Beach and Anna Maria Beach.

Pool

Hot Tub

Prices cut by 20% for stays up to 31.01.26 - Seahorse Cottage

Anna Maria Island FL

When you stay at this cottage in Anna Maria, you'll be by the sea, within a 15-minute walk of Bean Point Beach and Anna Maria Beach.

Pool

Kitchen

Prices cut by 20% for stays up to 31.01.26 - Shell Cottage

Anna Maria Island FL

When you stay at this cottage in Anna Maria, you'll be by the sea, within a 15-minute walk of Bean Point Beach and Anna Maria Beach.

Pool

Kitchen

Historical AMI 2 Bedroom, pet friendly beach cottage, sleeps 6

Anna Maria FL

When you stay at this cottage in Anna Maria, you'll be by the sea, within a 5-minute drive of Bean Point Beach and Anna Maria Beach.

Kitchen

Washer

Charming 2br / 1ba Cottage < 2 Min Walk From Beach on Anna Maria Island Florida

Anna Maria FL

When you stay at this cottage in Anna Maria, you'll be by the sea, within a 5-minute drive of Bean Point Beach and Anna Maria Beach.

Kitchen

Washer

Beautiful Guest House Near the Beach with Private Pool!

Anna Maria FL

When you stay at this cottage in Anna Maria, you'll be by the sea, within a 5-minute drive of Bean Point Beach and Anna Maria Beach.

Pool

Kitchen

Don't see what you're looking for?

See all available properties in Anna Maria

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.