Sunset soaks await
Welcome to Casa Azul
Modern island charm awaits
Bright coastal comfort
Relaxation starts here

Casa Azul

4 bedrooms·4½ baths
Anna Maria • Florida

$6,329.66 USD total for 7 nights

Nov 28 – Dec 5, 2026

Pool area designed for relaxing and entertaining
Quiet island street just a short walk to the beach
Ultimate relaxation

Ocean Minded

3 bedrooms·3 baths
Anna Maria • Florida

$3,961.50 USD total for 7 nights

Nov 29 – Dec 6, 2026

Gorgeous Beach Home with heated pool
Gorgeous Beach Home with heated pool
Gorgeous Beach Home with heated pool
Gorgeous Beach Home with heated pool
Gorgeous Beach Home with heated pool

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 7 – Dec 5, 2026

Bird's eye view
Stunning backyard with lazy river pool
Beautiful backyard
High end kitchen
Seating for 7 at the kitchen island

H2O Bungalow

3 bedrooms·3 baths
Anna Maria • Florida

$4,192.90 USD total for 7 nights

Nov 30 – Dec 7, 2026

Welcome to AMI Beach Hideaway
Indoor/outdoor living at its finest
Elevated island retreat
Step inside this charming home
Welcoming coastal dining space

AMI Beach Hideaway

2 bedrooms·2 baths
Anna Maria • Florida

$3,332.54 USD total for 7 nights

Dec 14 – 21, 2026

The Pink Chicken private pool
Relax around the cocktail table
Welcome to the Pink Chicken
Private entrance with electronic lock

The Pink Chicken

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

$3,576.24 USD total for 7 nights

Nov 21 – 28, 2026

Welcome to A Lazy River Day & Night
Day and Night
Open Kitchen, Dining, Living Area Day Side
Day Side New Kitchen, Dining Area with added Food Pantry and Complimentary Beverage Center

A Lazy River - Both Units

4 bedrooms·3½ baths
Holmes Beach • Florida

$3,794.48 USD total for 7 nights

Nov 7 – 14, 2026

Beautiful tropical pool
Welcome to Wish Upon a Starfish!
Plenty of living room seating
Dining area and kitchen
Cozy dining area

Wish Upon a Starfish

3 bedrooms·3 baths
Holmes Beach • Florida

$2,046.30 USD total for 7 nights

Nov 7 – 14, 2026

Welcome to Bubbles Up
Sprawling 4 bedroom home
Adorable entry awaits
Grand open living space
Gather together with the family

Bubbles Up

4 bedrooms·3½ baths
Holmes Beach • Florida

$3,925.81 USD total for 7 nights

Nov 28 – Dec 5, 2026

Spectacular sunsets await
Welcome to Blue Tides
Your retreat awaits
Coastal comfort meets modern style
A living space made for gathering

Blue Tides

3 bedrooms·3 baths
Holmes Beach • Florida

$15,511.80 USD total for 30 nights

Nov 7 – Dec 7, 2026

Stunning nighttime landscape
Soak up the sun in your own backyard oasis
Amazing location in Holmes Beach

Peaceful Holmes

3 bedrooms·3 baths
Holmes Beach • Florida

$2,933.74 USD total for 7 nights

Nov 11 – 18, 2026

Cocktails and Dreams
Welcome to Cocktails and Dreams
Beautiful single story home
Cocktails and Dreams
Gather around for movie night

Cocktails and Dreams

4 bedrooms·4 baths
Holmes Beach • Florida

$7,750.06 USD total for 7 nights

Apr 3 – 10, 2027

Beautiful backyard with pool and tiki bar
Poolside tiki bar
Ground level home
Beautiful ground level beachhouse
Huge dining room table

Gone Coastal 3

3 bedrooms·2½ baths
Holmes Beach • Florida

$2,315.85 USD total for 7 nights

Nov 7 – 14, 2026

Soak up the sun!
Dine outside by the pool
Private right side of the duplex
Entryway
Charming coastal decor

Gone Coastal

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

$1,781.67 USD total for 7 nights

Nov 7 – 14, 2026

The entire complex is yours!
Gate opens in between the 2 sides
Both sides of the duplex included
First of 2 separate living rooms
All new furniture

Gone Coastal Duplex

4 bedrooms·4 baths
Holmes Beach • Florida

$3,657.48 USD total for 7 nights

Nov 7 – 14, 2026

Welcome to Gone Coastal Too!
Dine outside by the pool
Private left side of the duplex
All new furniture
Charming coastal decor

Gone Coastal, Too

2 bedrooms·2 baths
Holmes Beach • Florida

$1,763.20 USD total for 7 nights

Nov 7 – 14, 2026

Beachfront Condo on Anna Maria Island, FL, USA
Beachfront Condo on Anna Maria Island, FL, USA
Beachfront Condo on Anna Maria Island, FL, USA
Beachfront Condo on Anna Maria Island, FL, USA
Beachfront Condo on Anna Maria Island, FL, USA

Beachfront Condo on Anna Maria Island, FL, USA

2 bedrooms·2 baths
Anna Maria • Florida

$3,875.00 USD total for 14 nights

Nov 7 – 21, 2026

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

Out of Office

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

$2,464.79 USD total for 7 nights

Nov 12 – 19, 2026

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the Seaside 21 image 2
the Seaside 21 image 3
the Seaside 21 image 4
the Seaside 21 image 5

the Seaside 21

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

$2,150.00 USD total for 7 nights

Nov 13 – 20, 2026

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Banana Cabana

3 bedrooms·2 baths
Holmes Beach • Florida

$3,543.31 USD total for 7 nights

Nov 25 – Dec 2, 2026

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Sand Dollar

3 bedrooms·2 baths
Holmes Beach • Florida

$3,104.71 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

$5,626.84 USD total for 7 nights

Nov 7 – 14, 2026

Tampa Bay 1BR Suite with Pool & Beach Access image 1
Tampa Bay 1BR Suite with Pool & Beach Access image 2
Tampa Bay 1BR Suite with Pool & Beach Access image 3
Tampa Bay 1BR Suite with Pool & Beach Access image 4
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Tampa Bay 1BR Suite with Pool & Beach Access

1 bedroom·1 bath
Tampa • Florida

$828.07 USD total for 3 nights

Nov 7 – 10, 2026

Tampa Bay Double Queen w/Pool & Beach Access image 1
Tampa Bay Double Queen w/Pool & Beach Access image 2
Tampa Bay Double Queen w/Pool & Beach Access image 3
Tampa Bay Double Queen w/Pool & Beach Access image 4
Tampa Bay Double Queen w/Pool & Beach Access image 5

Tampa Bay Double Queen w/Pool & Beach Access

1 bedroom·1 bath
Tampa • Florida

$875.74 USD total for 3 nights

Nov 7 – 10, 2026