Paradise Blu

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

$5,534.53 USD total for 7 nights

Nov 15 – 22, 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)

$6,026.87 USD total for 7 nights

Nov 12 – 19, 2026

Limelight

3 bedrooms·2 baths
Anna Maria • Florida

$3,043.29 USD total for 7 nights

Nov 12 – 19, 2026

Anna Margaritas

2 bedrooms·2 baths
Anna Maria • Florida

$3,108.52 USD total for 7 nights

Dec 8 – 15, 2026

Ocean Minded

3 bedrooms·3 baths
Anna Maria • Florida

$3,949.19 USD total for 7 nights

Nov 29 – Dec 6, 2026

The Lookout

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

$5,237.89 USD total for 7 nights

Nov 30 – Dec 7, 2026

The Veranda on Jacaranda

4 bedrooms·3½ baths
Anna Maria • Florida

$4,306.14 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 12 – Dec 10, 2026

H2O Bungalow

3 bedrooms·3 baths
Anna Maria • Florida

$4,194.13 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

$13,700.00 USD total for 30 nights

Nov 12 – Dec 12, 2026

AMI Beach Hideaway

2 bedrooms·2 baths
Anna Maria • Florida

$3,810.11 USD total for 7 nights

Jan 2 – 9, 2027

Bubbles Up

4 bedrooms·3½ baths
Holmes Beach • Florida

$3,917.19 USD total for 7 nights

Nov 28 – Dec 5, 2026

A Lazy River - Both Units

4 bedrooms·3½ baths
Holmes Beach • Florida

$3,794.48 USD total for 7 nights

Nov 14 – 21, 2026

Wish Upon a Starfish

3 bedrooms·3 baths
Holmes Beach • Florida

$2,046.30 USD total for 7 nights

Nov 12 – 19, 2026

Peaceful Holmes

3 bedrooms·3 baths
Holmes Beach • Florida

$2,933.74 USD total for 7 nights

Nov 12 – 19, 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

$2,553.41 USD total for 7 nights

Nov 28 – Dec 5, 2026

Gone Coastal

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

$1,781.67 USD total for 7 nights

Nov 12 – 19, 2026

Gone Coastal Duplex

4 bedrooms·4 baths
Holmes Beach • Florida

$3,934.42 USD total for 7 nights

Nov 12 – 19, 2026

Gone Coastal, Too

2 bedrooms·2 baths
Holmes Beach • Florida

$1,763.20 USD total for 7 nights

Nov 12 – 19, 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 12 – 26, 2026

Grains of Sand

4 bedrooms·4½ baths
Holmes Beach • Florida

$5,626.84 USD total for 7 nights

Nov 12 – 19, 2026

Key Lime Cottage

2 bedrooms·2 baths
Holmes Beach • Florida

$2,592.80 USD total for 7 nights

Jan 2 – 9, 2027