Peaceful Holmes

3 bedrooms·3 baths
Holmes Beach • Florida

$2,985.44 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

Bubbles Up

4 bedrooms·3½ baths
Holmes Beach • Florida

$3,963.96 USD total for 7 nights

Nov 28 – Dec 5, 2026

The Pink Chicken

3 bedrooms·2 baths
Holmes Beach • Florida
5(1 review)

$2,453.71 USD total for 7 nights

Nov 25 – Dec 2, 2026

AMI Beach Hideaway

2 bedrooms·2 baths
Anna Maria • Florida

$3,805.18 USD total for 7 nights

Jan 2 – 9, 2027

Salt Therapy Beach Cottage 500 steps to the beach

2 bedrooms·2 baths
Holmes Beach • Florida

$13,625.00 USD total for 30 nights

Nov 18 – Dec 18, 2026

H2O Bungalow

3 bedrooms·3 baths
Anna Maria • Florida

$3,989.81 USD total for 7 nights

Nov 30 – Dec 7, 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 18 – Dec 16, 2026

Ocean Minded

3 bedrooms·3 baths
Anna Maria • Florida

$3,719.02 USD total for 7 nights

Nov 29 – Dec 6, 2026

H2O 360

3 bedrooms·2 baths
Anna Maria • Florida

$3,285.76 USD total for 7 nights

Dec 1 – 8, 2026

Casa Azul

4 bedrooms·4½ baths
Anna Maria • Florida

$6,067.49 USD total for 7 nights

Nov 28 – Dec 5, 2026

My Mistress

3 bedrooms·3 baths
Anna Maria • Florida

$3,828.57 USD total for 7 nights

Dec 7 – 14, 2026

Beach Don't Kill My Vibe

2 bedrooms·1 bath
Anna Maria • Florida
$175 – $619/ night(excl. fees & taxes)

Sea Mist

3 bedrooms·2 baths
Anna Maria • Florida

$3,455.62 USD total for 7 nights

Nov 30 – Dec 7, 2026

Jungalow Beach

4 bedrooms·6½ baths
Anna Maria • Florida

$8,742.12 USD total for 7 nights

Nov 29 – Dec 6, 2026

Sun and Spring

3 bedrooms·2½ baths
Anna Maria • Florida

$3,956.58 USD total for 7 nights

Nov 27 – Dec 4, 2026

Sand Trap

4 bedrooms·4 baths
Anna Maria • Florida

$6,328.43 USD total for 7 nights

Jan 18 – 25, 2027

Manatee Manor

3 bedrooms·2 baths
Anna Maria • Florida

$3,433.47 USD total for 7 nights

Nov 28 – Dec 5, 2026

Idyll Tides

3 bedrooms·2 baths
Anna Maria • Florida

$3,177.45 USD total for 7 nights

Nov 29 – Dec 6, 2026

Iris-istible Options

4 bedrooms·3 baths
Anna Maria • Florida

$3,955.35 USD total for 7 nights

Nov 28 – Dec 5, 2026

Anna Belle

3 bedrooms·3 baths
Anna Maria • Florida
5(1 review)

$4,611.39 USD total for 7 nights

Nov 29 – Dec 6, 2026

Jacaranda Gem

3 bedrooms·2½ baths
Anna Maria • Florida
5(1 review)

$4,095.66 USD total for 4 nights

May 8 – 12, 2027

Hook Wine and Sinker

4 bedrooms·2½ baths
Anna Maria • Florida
5(2 reviews)

$3,955.35 USD total for 7 nights

Dec 2 – 9, 2026

Jungalow Bay

3 bedrooms·3 baths
Anna Maria • Florida
5(1 review)

$4,007.86 USD total for 7 nights

Nov 28 – Dec 5, 2026