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

Bradenton Getaway | Pool & BBQ | Near the Island

3 bedrooms·2 baths
Bradenton • Florida

$1,258.00 USD total for 3 nights

Nov 18 – 21, 2026

Heated Pool & Spa 3bd/2bth, near Siesta Key Beach

3 bedrooms·2 baths
Sarasota • Florida
$120 – $360/ night(excl. fees & taxes)

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

Tropical Escape Sarasota

3 bedrooms·2 baths
Sarasota • Florida

$2,130.00 USD total for 7 nights

Nov 18 – 25, 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

Shore to Please

5 bedrooms·4½ baths
Anna Maria • Florida
5(13 reviews)

$2,886.30 USD total for 4 nights

Dec 6 – 10, 2026

No Tan Lines

4 bedrooms·4 baths
Anna Maria • Florida

$11,011.81 USD total for 7 nights

Dec 11 – 18, 2026

Paradise Pointe

3 bedrooms·2 baths
Anna Maria • Florida

$3,433.47 USD total for 7 nights

Nov 28 – Dec 5, 2026

Whispering Winds

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

$3,282.07 USD total for 7 nights

Nov 28 – Dec 5, 2026

Pelican Place

3 bedrooms·2 baths
Anna Maria • Florida

$3,557.78 USD total for 7 nights

Dec 5 – 12, 2026

White Palms

3 bedrooms·2 baths
Anna Maria • Florida

$3,614.40 USD total for 7 nights

Dec 6 – 13, 2026

Beachfront Bliss

5 bedrooms·5½ baths
Anna Maria • Florida

$11,811.86 USD total for 7 nights

Nov 28 – Dec 5, 2026

Bliss by the Beach

2 bedrooms·2 baths
Anna Maria • Florida

$3,787.95 USD total for 5 nights

Jun 5 – 10, 2027

Pier to Pier Paradise

4 bedrooms·4½ baths
Anna Maria • Florida

$5,244.05 USD total for 7 nights

Nov 28 – Dec 5, 2026

Limelight

3 bedrooms·2 baths
Anna Maria • Florida

$3,439.62 USD total for 7 nights

Dec 4 – 11, 2026

Bay Bungalow

3 bedrooms·2 baths
Anna Maria • Florida

$2,976.82 USD total for 7 nights

Nov 29 – Dec 6, 2026