Anna Maria Island Vacation Rentals

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

Check dates for Anna Maria Island hotels

Vacation Rentals in Anna Maria Island

Charming cottage located close to beach - Private heated pool!

Anna Maria FL

When you stay at this vacation home in Anna Maria, you'll be by the sea, just steps from Anna Maria Beach and Bean Point Beach.

Pool

Kitchen

2 BR 2 Full BA on Anna Maria Island just steps to Beach!

Bradenton Beach FL

When you stay at this vacation home in Bradenton Beach, you'll be by the sea, within a 15-minute drive of Coquina Beach and Anna Maria Beach.

Kitchen

Washer

NEW! Meet Me At Sunset! 3 Homes from the Beach!

Anna Maria FL

$1,428 nightly

$1,591 total

Dec 26 - Dec 27

Total with taxes and fees

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

Hot Tub

Kitchen

Steps from Beach and Local Hotspots! Stay at Sunny Side Down!

Bradenton Beach FL

When you stay at this vacation home in Bradenton Beach, you'll be by the sea, within a 15-minute drive of Coquina Beach and Bean Point Beach.

Kitchen

Washer

Beach Side Paradise - Luxury Home on the Beach

Bradenton Beach Florida

When you stay at this vacation home in Bradenton Beach, you'll be on the beach, within a 15-minute drive of Coquina Beach and Bean Point Beach.

Pool

Kitchen

CHRISTMAS availability!Gorgeous 7 bedroom Beach house 2 minute walk to Beach!

Bradenton Beach FL

When you stay at this vacation home in Bradenton Beach, you'll be on the waterfront, within a 15-minute drive of Coquina Beach and Bean Point Beach.

Washer

Dryer

Just Pearly - 2 min walk to beach!

Bradenton Beach FL

When you stay at this vacation home in Bradenton Beach, you'll be near the beach, within a 15-minute drive of Coquina Beach and IMG Academy.

Hot Tub

Kitchen

Bayfront Escape with Stunning Water Views and Steps to Bean Point

Anna Maria FL

When you stay at this vacation home in Anna Maria, you'll be on the waterfront, just steps from Anna Maria Beach and 4 minutes by foot from Bean Point Beach.

Kitchen

Washer

NOVEMBER SPECIALS, BEACHFRONT, PRIVATE BEACH ON THE WATERFRONT, Bring your dog

Anna Maria FL

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

Kitchen

Washer

2nd-floor duplex near the beach & bay with heated pool, grill, patio, W/D, AC

Bradenton Beach FL

When you stay at this vacation home in Bradenton Beach, you'll be on the waterfront, within a 15-minute drive of Coquina Beach and Anna Maria Beach.

Pool

Kitchen

Anna Maria Beach Condo 1/1

Bradenton Beach FL

$284 nightly

$316 total

Dec 15 - Dec 16

Total with taxes and fees

With a stay at this vacation home in Bradenton Beach, you'll be within a 15-minute drive of Coquina Beach and Anna Maria Beach.

Pool

Kitchen

Majestic Summer - Brand New Home Anna Maria Island

Bradenton Beach Florida

When you stay at this vacation home in Bradenton Beach, you'll be on the beach, within a 15-minute drive of Coquina Beach and Bean Point Beach.

Pool

Hot Tub

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.