Blue Tides

3 bedrooms·3 baths
Holmes Beach • Florida

$14,927.14 USD total for 30 nights

Nov 18 – Dec 18, 2026

Peaceful Holmes

3 bedrooms·3 baths
Holmes Beach • Florida

$2,985.44 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

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

Group Oasis: Pool, Hot Tub & 6 Queen Beds

6 bedrooms·4 baths
Palmetto • Florida
5(4 reviews)

$2,126.00 USD total for 3 nights

Nov 29 – Dec 2, 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

$7,466.97 USD total for 3 nights

Nov 18 – 21, 2026

Ocean Minded

3 bedrooms·3 baths
Anna Maria • Florida

$3,719.02 USD total for 7 nights

Nov 29 – Dec 6, 2026

Lido Key | Steps to Beach, Walk to St. Armands

2 bedrooms·2 baths
Sarasota • Florida
4.97(39 reviews)

$1,328.00 USD total for 3 nights

Nov 18 – 21, 2026

Lido Key Beach Escape | 2 Private Suites

2 bedrooms·2 baths
Sarasota • Florida
4.95(21 reviews)

$1,239.92 USD total for 3 nights

Nov 30 – Dec 3, 2026

Pompano Palms

3 bedrooms·3½ baths
Palmetto • Florida
$71/ night(excl. fees & taxes)

Art Deco Masterpiece High Season Multi-Month

2 bedrooms·2 baths
Sarasota • Florida

$31,480.00 USD total for 120 nights

Nov 18, 2026 – Mar 18, 2027

Gulf Coast Paradise Hideaway

1 bedroom·1 bath
Palmetto • Florida

$989.85 USD $911.32 USD total for 7 nights

Nov 18 – 25, 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

Chasing the Sun- Downtown Burns Court

2 bedrooms·1 bath
Sarasota • Florida
4.95(62 reviews)

$1,158.00 USD total for 7 nights

Dec 15 – 22, 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 – $620/ 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