Welcome to Out of Office!
Plenty of pool side seating
Putting green on side yard
Inviting living room

Out of Office

3 bedrooms·2½ baths
Holmes Beach • Florida
5(1 review)

$2,554.64 USD total for 7 nights

Nov 28 – Dec 5, 2026

Relaxation awaits
Welcome to Grains of Sand
So close to the beach!
Paradise awaits!

Grains of Sand

4 bedrooms·4½ baths
Holmes Beach • Florida

$5,939.48 USD total for 7 nights

Dec 7 – 14, 2026

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Walking Distance to Beach & Bar w/ Pool

3 bedrooms·2 baths
Holmes Beach • Florida

$2,762.74 USD total for 7 nights

Nov 25 – Dec 2, 2026

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Walk to Beach, Shopping and Restaurants w/ Pool & Elevator

3 bedrooms·2 baths
Holmes Beach • Florida

$2,762.74 USD total for 7 nights

Nov 28 – Dec 5, 2026

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the Seaside 21

2 bedrooms·2 baths
Holmes Beach • Florida
4.77(22 reviews)

$2,441.00 USD total for 7 nights

Jan 5 – 12, 2027

Welcome to Key Lime Cottage
Key Lime Cottage half dulpex with private side entrance
Completely remodeled in 2025
Inviting open space

Key Lime Cottage

2 bedrooms·2 baths
Holmes Beach • Florida

$2,451.25 USD total for 7 nights

Jan 2 – 9, 2027

Welcome to Kiwi Cabana
Adorable half duplex in the heart of Holmes Beach
Off-street parking
Inviting and open layout

Kiwi Cabana

2 bedrooms·2 baths
Holmes Beach • Florida

$1,791.51 USD total for 7 nights

Dec 2 – 9, 2026

Beautiful beachfront pool
Beach lounge chairs available!
Newly updated condo
Open concept design
Spacious kitchen

Cool Breeze

2 bedrooms·2 baths
Holmes Beach • Florida

$2,077.07 USD total for 7 nights

Dec 12 – 19, 2026

Welcome to A Shore Thing
Palm-lined patio built for all-day chilling
Warm, coastal welcome as soon as you step inside
Bright, open cooking space with modern appliances
Dining table for six with natural light

A Shore Thing

3 bedrooms·2 baths
Holmes Beach • Florida

$2,496.79 USD total for 7 nights

Nov 29 – Dec 6, 2026

Freshly harvested coconuts await your arrival for every person in your booking. (No additional charge). So plan to grab a coconut, set up your beach chair and put your feet in the white sands of Anna Maria Island. Cheers to a relaxing getaway!
Cozy but comfortable living room area.
Main bedroom with queen bed with calm blue accents and comfortable bedding.
2nd bedroom with a twin bed over full bunkbed. Closet space for storage.
Back patio sitting area with comfortable plush sectional sofa and arm chairs facing park and small mangrove preserve.

Coconuts included!+Family Friendly!+Close to Beach

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

$2,415.36 USD total for 7 nights

Nov 17 – 24, 2026

Sunshine, shade, and ocean breezes
Steps from the sand and sunshine
Bright kitchen with stainless appliances
Easy flow from cooking to gathering
Light-filled room made for relaxing

Beach Daze

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

$2,310.93 USD total for 7 nights

Nov 21 – 28, 2026

Swim, relax, repeat
Short walk to the beach
Updated kitchen with colorful touches
Bold pops of color meet coastal ease

Groovy Guava

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

$1,979.83 USD total for 7 nights

Nov 27 – Dec 4, 2026

Huge private pool oasis
Private pool in a tropical setting
Welcome to Saltwater Bliss
Light-filled entry lounge
Perfect settling-in spot

Saltwater Bliss

5 bedrooms·3½ baths
Holmes Beach • Florida

$5,091.42 USD total for 7 nights

Dec 19 – 26, 2026

Private pool in a tropical setting
Huge private pool oasis
Welcome to Saltwater Heaven
Light-filled entry lounge
Perfect settling-in spot

Saltwater Heaven

4 bedrooms·3½ baths
Holmes Beach • Florida

$4,105.51 USD total for 7 nights

Dec 19 – 26, 2026

Open seamless floor plan
Welcome to Blue Agave Villa
Newly remodeled dreamy villa
Dining table for 4

Blue Agave Villa

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

$1,441.95 USD total for 7 nights

Nov 17 – 24, 2026

Welcome to Hibiscus Villa
Designer furnishings
Dining room for 4
Beautiful mid-century modern

Hibiscus Villa

1 bedroom·1 bath
Holmes Beach • Florida

$1,509.65 USD total for 7 nights

Dec 6 – 13, 2026

Thoughtfully styled living area
Welcome to Plumeria Villa
Charming private patio retreat
Sunlit living room with cozy sectional

Plumeria Villa

1 bedroom·1 bath
Holmes Beach • Florida

$1,360.71 USD total for 7 nights

Nov 28 – Dec 5, 2026

Welcome to Bird of Paradise Villa
One of six unique Island Garden Villas
Completely remodeled tropical villa
Bird of Paradise entryway
Comfortable and cozy sofa

Bird of Paradise Villa

2 bedrooms·2 baths
Holmes Beach • Florida

$1,441.95 USD total for 7 nights

Nov 17 – 24, 2026

Welcome to Palm Villa
All new furnishings
Newly remodeled dreamy villa
Coastal charm

Palm Villa

2 bedrooms·2 baths
Holmes Beach • Florida

$1,614.27 USD total for 7 nights

Nov 17 – 24, 2026

Relax on the patio
Welcome to Orchid Villa
Beautifully designed
Coastal blue hues
Cable TV in the living room

Orchid Villa

2 bedrooms·2 baths
Holmes Beach • Florida

$1,614.27 USD total for 7 nights

Nov 17 – 24, 2026

Your private heated pool
Welcome to A Villa Paradise
Bright coastal charm awaits
Comfortable coastal living
Backyard just steps away

A Villa Paradise

3 bedrooms·2 baths
Holmes Beach • Florida

$1,979.83 USD total for 7 nights

Nov 28 – Dec 5, 2026

Stunning private yard and pool
Huge Holmes Beach home
Birds eye view
So close to the beach
Spacious and welcoming foyer

Beachy Blue

4 bedrooms·4 baths
Holmes Beach • Florida

$3,320.23 USD total for 7 nights

Nov 27 – Dec 4, 2026

Resort-style relaxation in your own backyard
Sparkling and inviting year-round
Welcome to Aquamarine Oasis
Airy and light-filled space
Coastal-inspired kitchen with wraparound counters

Aquamarine Oasis

3 bedrooms·2½ baths
Holmes Beach • Florida

$2,235.85 USD total for 7 nights

Nov 17 – 24, 2026

Beautiful elevated home with private yard
Welcome to Rollin' with the Waves
Only five houses to the sand
Your tropical getaway awaits

Rollin' with the Waves

3 bedrooms·2½ baths
Holmes Beach • Florida
5(2 reviews)

$2,526.33 USD total for 7 nights

Nov 27 – Dec 4, 2026