Vacation Rentals in Island Gallery West, FL: Compare 10+ Sites & Save

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4203 Best Vacation Rentals in Island Gallery West (Starting from $150)

Luxury 2BD Oceanfront Condo plus Private Parking, 2 Minute Walk to the Beach!
Luxury 2BD Oceanfront Condo plus Private Parking, 2 Minute Walk to the Beach!
Apartment
Holmes Beach, FL, USA
0.1k from Island Gallery West center

Apartments, Luxury, Cheap, Accommodations, Parking, Pet-friendly, Lodgings, Beach, Places to stay

2 Bedrooms6 Guests
9.9

Exceptional

28 reviews

$317
Average price / night
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Villa La Esperanza-203 Holmes Beach
Villa La Esperanza-203 Holmes Beach
House
Holmes Beach, FL, 34217, United States
0.1k from Island Gallery West center

AC, Balcony, Fitness Equipment, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

2 Bedrooms6 Guests
9.6

Exceptional

5 reviews

$612
Average price / night
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Surf View (AMIL)
Surf View (AMIL)
House
Holmes Beach, FL, USA
0.1k from Island Gallery West center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

8 Bedrooms16 Guests
New to Booking
$1416
Average price / night
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Eileen's House- One house from the Beach.
Eileen's House- One house from the Beach.
House
Holmes Beach, FL, 34217, United States
0.1k from Island Gallery West center

AC, Dryer, Heater, Internet, Laundry, No Smoking, Washer

2 Bedrooms6 Guests
New to Booking
$354
Average price / night
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7 Doors Down villa
7 Doors Down villa
Villa
Holmes Beach, FL, USA
0.1k from Island Gallery West center

Accommodations, Pools, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals, Places to stay

3 Bedrooms6 Guests
New to Booking
$301
Average price / night
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Top Floor 2bd 2Bth with Direct Ocean Views/Beach Access in Holmes Beach
Top Floor 2bd 2Bth with Direct Ocean Views/Beach Access in Holmes Beach
Apartment
Holmes Beach, FL, 34217, United States
0.1k from Island Gallery West center

AC, Dryer, Heater, Internet, No Smoking, Washer

2 Bedrooms4 Guests
New to Booking
$370
Average price / night
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1 Step Closer villa
1 Step Closer villa
House
Holmes Beach, FL, USA
0.1k from Island Gallery West center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals, Places to stay

2 Bedrooms6 Guests
New to Booking
$261
Average price / night
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Dolphin Resort | Private Pool, Spa, Tiki Bar, Game Room & 3 Min Walk to Beach
Dolphin Resort | Private Pool, Spa, Tiki Bar, Game Room & 3 Min Walk to Beach
House
Holmes Beach, FL, 34217, United States
0.1k from Island Gallery West center

AC, Arcade, Balcony, Barbecue, Dryer, Free Parking, Heater, Hot Tub, Internet

3 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$573
Average price / night
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Seahorse Villa East home
Seahorse Villa East home
Villa
Holmes Beach, FL, USA
0.1k from Island Gallery West center

Air Conditioner, Internet, Kitchen, Pet Friendly, Child Friendly

1 Bedroom4 Guests
New to Booking
$150
Average price / night
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By the Sand cozy 3 story house Steps from the Sand of Holmes Beach.
By the Sand cozy 3 story house Steps from the Sand of Holmes Beach.
House
Holmes Beach, FL, 34217, United States
0.1k from Island Gallery West center

AC, Balcony, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms8 Guests
10.0

Exceptional

6 reviews

$531
Average price / night
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Peace 'n Paradise
Peace 'n Paradise
House
Holmes Beach, FL, USA
0.2k from Island Gallery West center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

2 Bedrooms6 Guests
New to Booking
$348
Average price / night
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Full Duplex, 5-minute walk to the Beach! - Gulf Haven
Full Duplex, 5-minute walk to the Beach! - Gulf Haven
House
Holmes Beach, FL, 34217, United States
0.1k from Island Gallery West center

AC, Dryer, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave, No Smoking

4 Bedrooms8 Guests
8.0

Good

1 reviews

$529
Average price / night
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Coral Escape
Coral Escape
House
Holmes Beach, FL, USA
0.2k from Island Gallery West center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

6 Bedrooms12 Guests
New to Booking
$954
Average price / night
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Hidden Haven / Private Pool & Hot Tub
Hidden Haven / Private Pool & Hot Tub
House
Holmes Beach, FL, 34217, United States
0.1k from Island Gallery West center

AC, Barbecue, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry

4 Bedrooms8 Guests
New to Booking
$823
Average price / night
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Malibu Beach
Malibu Beach
House
Holmes Beach, FL, USA
0.2k from Island Gallery West center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

8 Bedrooms16 Guests
New to Booking
$1170
Average price / night
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Surf View ~ Walk to Beach/Rooftop Deck/Pool
Surf View ~ Walk to Beach/Rooftop Deck/Pool
House
Holmes Beach, FL, 34217, United States
0.1k from Island Gallery West center

AC, Balcony, Barbecue, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen

8 Bedrooms16 Guests
New to Booking
$2697
Average price / night
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Sun Daze
Sun Daze
House
Holmes Beach, FL, USA
0.2k from Island Gallery West center

Accommodations, Villas, Vacation homes, Cottages, Lodgings, Places to stay

2 Bedrooms4 Guests
New to Booking
$360
Average price / night
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Lovely 2 bedroom duplex on Anna Maria Island, great location, pet friendly!
Lovely 2 bedroom duplex on Anna Maria Island, great location, pet friendly!
House
Holmes Beach, FL, 34217, United States
0.1k from Island Gallery West center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

2 Bedrooms6 Guests
9.8

Exceptional

37 reviews

$365
Average price / night
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Ainsley Beach House
Ainsley Beach House
House
Holmes Beach, FL, USA
0.2k from Island Gallery West center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay, Family

3 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$1344
Average price / night
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Lovely 3 bedroom duplex on Anna Maria Island, Private pool, pet friendly!
Lovely 3 bedroom duplex on Anna Maria Island, Private pool, pet friendly!
House
Holmes Beach, FL, 34217, United States
0.1k from Island Gallery West center

AC, Balcony, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen

3 Bedrooms6 Guests
9.8

Exceptional

66 reviews

$604
Average price / night
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Serendipity
Serendipity
House
Holmes Beach, FL, USA
0.2k from Island Gallery West center

Accommodations, Villas, Vacation homes, Cottages, Lodgings, Places to stay

3 Bedrooms6 Guests
New to Booking
$521
Average price / night
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Island Townhouse - 200 Steps to the Beach
Island Townhouse - 200 Steps to the Beach
House
Holmes Beach, FL, 34217, United States
0.1k from Island Gallery West center

AC, Barbecue, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry

2 Bedrooms4 Guests
9.8

Exceptional

81 reviews

$273
Average price / night
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Relax at Bryant’s Beach Bungalow!
Relax at Bryant’s Beach Bungalow!
House
Holmes Beach, FL, 34217, United States
0.1k from Island Gallery West center

AC, Balcony, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

2 Bedrooms6 Guests
10.0

Exceptional

75 reviews

$453
Average price / night
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Old Florida living only 200 steps to the beach
Old Florida living only 200 steps to the beach
Apartment
Holmes Beach, FL, 34218, United States
0.1k from Island Gallery West center

AC, Balcony, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms6 Guests
9.8

Exceptional

9 reviews

$312
Average price / night
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Charming Ground Level Resort Style 3 units Condo  of a TRIPLEX- unit A
Charming Ground Level Resort Style 3 units Condo of a TRIPLEX- unit A
Cottage
Holmes Beach, FL, 34217, United States
0.1k from Island Gallery West center

AC, Barbecue, Dryer, Extra Bed, Free Parking, Heater, Internet, Kitchen, Laundry

2 Bedrooms6 Guests
10.0

Exceptional

27 reviews

$402
Average price / night
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Summer House-8 bedroom, Rooftop, short walk to the beach, private pool/spa and w
Summer House-8 bedroom, Rooftop, short walk to the beach, private pool/spa and w
House
Holmes Beach, FL, 34217, United States
0.1k from Island Gallery West center

AC, Arcade, Balcony, Barbecue, Dryer, Free Parking, Heater, Hot Tub, Internet

8 Bedrooms20 Guests
9.4

Superb

26 reviews

$2238
Average price / night
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Paradise - Steps to the Beach
Paradise - Steps to the Beach
House
Holmes Beach, FL, 34217, United States
0.1k from Island Gallery West center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

2 Bedrooms4 Guests
10.0

Exceptional

1 reviews

$283
Average price / night
Check Availability

Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Vacation Rentals in Island Gallery West.

Where to stay in Island Gallery West? Best neighborhoods & areas

Island Gallery West Vacation Rentals on the Map

Frequently Asked Questions

You can explore 4203 verified vacation rentals in Island Gallery West. Our listings are sourced from a range of trusted providers, giving you access to a wide selection of private homes, apartments, and unique stays—all in one place.

Vacation rental prices in Island Gallery West vary depending on the season, property size, and location. Rates typically start from around $150 per night, with higher prices for larger homes or peak travel periods. Comparing available options can help you find a stay that matches both your budget and travel plans.

Most vacation rentals in Island Gallery West include fully equipped kitchens, making it easy to prepare meals and enjoy a more flexible stay. This is especially useful for families, longer stays, or travelers who prefer a home-like experience.

Yes, many vacation rentals in Island Gallery West welcome pets. Currently, 41 listings allow pets, although specific policies may vary by property. You can filter for pet-friendly options to quickly find suitable accommodations.

For popular travel periods such as holidays or peak seasons, it’s recommended to book your vacation rental 60 to 90 days in advance to secure the best options. During quieter times, you may still find good availability closer to your travel dates.

Vacation rentals in Island Gallery West often include amenities such as Fireplace/Heating, Wellness Facilities, and Laundry. These features provide added comfort and convenience, making them a popular choice for travelers seeking more space and privacy.

You can use filters to narrow down your search by criteria such as number of bedrooms, guest ratings, or specific amenities like private pools or beachfront access. This makes it easier to find a property that fits your exact needs and preferences.