Anna Maria Island Cottages

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Cottages in Anna Maria Island

Cozy Cottage Retreat at Tradewind Resort #32 in Bradenton Beach

Bradenton Beach FL

With a stay at this cottage in Bradenton Beach, you'll be a short 3-minute walk from Bradenton Beach and within 3 minutes by car from Cortez Beach.

Pool

Kitchen

Adorable Cottage with Covered Balconies and Private Pool

Anna Maria FL

$916 nightly

$1,021 total

Aug 14 - Aug 15

Total with taxes and fees

With a stay at this cottage in Anna Maria, you'll be by the sea, a 4-minute walk from Bradenton Beach and 12 minutes by foot from Bean Point Beach.

Pool

Kitchen

Starfish Cottage - sleeps 4, with shared pool

Anna Maria Island FL

When you stay at this cottage in Anna Maria, you'll be by the sea, just steps from Bradenton Beach and 6 minutes by foot from Bean Point Beach.

Pool

Kitchen

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

Anna Maria FL

$609 nightly

$679 total

Jul 19 - Jul 20

Total with taxes and fees

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

Kitchen

Washer

Cozy Beachside cottage at Tradewinds/1BR/POOL/steps to beach.Unit1 available too

Bradenton Beach FL

With a stay at this cottage in Bradenton Beach, you'll be steps from Bradenton Beach and a 2-minute drive from Cortez Beach.

Pool

Kitchen

Bridge Street Pier Beach House + Dog-friendly

Bradenton Beach FL

A stay at this cottage places you in the heart of Bradenton Beach, within a 15-minute walk of Bradenton Beach and Cortez Beach.

Pool

Hot Tub

Pelican Perch: Tropical Paradise Cottage on the Beach VRC17-000167

Holmes Beach FL

Located in Holmes Beach (Ilexhurst), this cottage is steps from Bradenton Beach and a 2-minute drive from Manatee Public Beach.

Kitchen

Washer

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 15-minute walk of Bean Point Beach and Bradenton Beach.

Kitchen

Washer

Cottage in the Shade, 3 min walk to beach, restaurants, and pickleball crt.

Bradenton Beach FL

$371 nightly

$413 total

Jul 24 - Jul 25

Total with taxes and fees

With a stay at this cottage in Bradenton Beach, you'll be a 4-minute walk from Bradenton Beach and 10 minutes by foot from Cortez Beach.

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

Anna Maria FL

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

Kitchen

Washer

Cozy 1-bed cottage in adorable Tradewinds Bradenton Beach, steps to beach/pool

Bradenton Beach FL

With a stay at this cottage in Bradenton Beach, you'll be steps from Bradenton Beach and a 2-minute drive from Cortez Beach.

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 Bradenton Beach.

Pool

Hot Tub

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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.