Paradise Blu

4 bedrooms·4½ baths
Anna Maria • Florida
5(2 reviews)

$6,372.74 USD total for 7 nights

Dec 6 – 13, 2026

Bliss by the Beach

2 bedrooms·2 baths
Anna Maria • Florida

$3,787.95 USD total for 5 nights

Jun 5 – 10, 2027

Luxe Island Escape

4 bedrooms·4½ baths
Anna Maria • Florida
5(1 review)

$6,396.12 USD total for 7 nights

Nov 27 – Dec 4, 2026

Limelight

3 bedrooms·2 baths
Anna Maria • Florida

$3,439.62 USD total for 7 nights

Dec 4 – 11, 2026

Anna Margaritas

2 bedrooms·2 baths
Anna Maria • Florida

$3,114.68 USD total for 7 nights

Dec 8 – 15, 2026

Ocean Minded

3 bedrooms·3 baths
Anna Maria • Florida

$3,719.02 USD total for 7 nights

Nov 29 – Dec 6, 2026

The Lookout

3 bedrooms·2 baths
Anna Maria • Florida
5(2 reviews)

$4,995.41 USD total for 7 nights

Nov 30 – Dec 7, 2026

The Veranda on Jacaranda

4 bedrooms·3½ baths
Anna Maria • Florida

$4,315.99 USD total for 7 nights

Dec 4 – 11, 2026

Gorgeous Beach Home with heated pool

3 bedrooms·3 baths
Holmes Beach • Florida
5(9 reviews)

$15,424.71 USD total for 28 nights

Nov 17 – Dec 15, 2026

H2O Bungalow

3 bedrooms·3 baths
Anna Maria • Florida

$3,989.81 USD total for 7 nights

Nov 30 – Dec 7, 2026

Salt Therapy Beach Cottage 500 steps to the beach

2 bedrooms·2 baths
Holmes Beach • Florida

$13,650.00 USD total for 30 nights

Nov 17 – Dec 17, 2026

AMI Beach Hideaway

2 bedrooms·2 baths
Anna Maria • Florida

$3,805.18 USD total for 7 nights

Jan 2 – 9, 2027

The Pink Chicken

3 bedrooms·2 baths
Holmes Beach • Florida
5(1 review)
$175 – $650/ night(excl. fees & taxes)

Bubbles Up

4 bedrooms·3½ baths
Holmes Beach • Florida

$3,963.96 USD total for 7 nights

Nov 28 – Dec 5, 2026

A Lazy River - Both Units

4 bedrooms·3½ baths
Holmes Beach • Florida

$3,596.24 USD total for 7 nights

Nov 28 – Dec 5, 2026

Wish Upon a Starfish

3 bedrooms·3 baths
Holmes Beach • Florida

$2,390.94 USD total for 7 nights

Dec 1 – 8, 2026

Peaceful Holmes

3 bedrooms·3 baths
Holmes Beach • Florida

$2,985.44 USD total for 7 nights

Nov 28 – Dec 5, 2026

Cocktails and Dreams

4 bedrooms·4 baths
Holmes Beach • Florida

$7,750.06 USD total for 7 nights

Apr 3 – 10, 2027

Gone Coastal 3

3 bedrooms·2½ baths
Holmes Beach • Florida

$2,450.02 USD total for 7 nights

Nov 28 – Dec 5, 2026

Blue Tides

3 bedrooms·3 baths
Holmes Beach • Florida

$14,896.37 USD total for 30 nights

Nov 17 – Dec 17, 2026

Gone Coastal

2 bedrooms·2 baths
Holmes Beach • Florida
5(3 reviews)

$1,781.67 USD total for 7 nights

Nov 17 – 24, 2026

Gone Coastal Duplex

4 bedrooms·4 baths
Holmes Beach • Florida

$3,842.11 USD total for 7 nights

Nov 23 – 30, 2026

Gone Coastal, Too

2 bedrooms·2 baths
Holmes Beach • Florida

$2,042.61 USD total for 7 nights

Nov 23 – 30, 2026

Beachfront Condo on Anna Maria Island, FL, USA

2 bedrooms·2 baths
Anna Maria • Florida

$3,875.00 USD total for 14 nights

Nov 17 – Dec 1, 2026