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

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  2. Vacation Rentals with Pool
  3.  USA

  4.  Florida
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  6.  Island Gallery West

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3875 Best Vacation Rentals with Pool in Island Gallery West (Starting from $212)

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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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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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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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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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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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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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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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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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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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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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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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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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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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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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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Beachy Blue by Beach Boutique Rentals
Beachy Blue by Beach Boutique Rentals
House
Holmes Beach, FL, 34217, United States
0.2k from Island Gallery West center

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

4 Bedrooms8 Guests
7.0

Good

2 reviews

$813
Average price / night
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Beach Haven
Beach Haven
House
Holmes Beach, FL, USA
0.2k from Island Gallery West center

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

8 Bedrooms16 Guests
New to Booking
$1059
Average price / night
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Beautiful New Pool/Spa, Steps to Sand & Restaurants, Golf Cart Included
Beautiful New Pool/Spa, Steps to Sand & Restaurants, Golf Cart Included
Cottage
Holmes Beach, FL, 34217, United States
0.2k from Island Gallery West center

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

2 Bedrooms6 Guests
10.0

Exceptional

11 reviews

$758
Average price / night
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3 min walk to the beach with large private pool
3 min walk to the beach with large private pool
House
Holmes Beach, FL, USA
0.2k from Island Gallery West center

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

3 Bedrooms6 Guests
New to Booking
$779
Average price / night
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2 Min Walk to Beach, Bikes, Paddleboards, Heated Pool, Hot Tub, Fireplace
2 Min Walk to Beach, Bikes, Paddleboards, Heated Pool, Hot Tub, Fireplace
House
Holmes Beach, FL, 34217, United States
0.2k from Island Gallery West center

AC, Balcony, Barbecue, Crib, Dryer, Elevator, Fireplace, Free Parking, Heater

4 Bedrooms8 Guests
New to Booking
$1937
Average price / night
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Castaway Cottage
Castaway Cottage
House
Holmes Beach, FL, USA
0.2k from Island Gallery West center

Balcony/Terrace, Pet Friendly, Oceanfront, Barbecue/Outdoor Cooking, Pool, Ocean View, Parking

2 Bedrooms6 Guests
New to Booking
$776
Average price / night
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Enjoyable 6 Minute Walk to Beach and Heated Saltwater Pool for ONLY Your Family.
Enjoyable 6 Minute Walk to Beach and Heated Saltwater Pool for ONLY Your Family.
Condo
Holmes Beach, FL, 34217, United States
0.2k from Island Gallery West center

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

2 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$508
Average price / night
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Honu Hale: Enjoy your tropical getaway!
Honu Hale: Enjoy your tropical getaway!
House
Holmes Beach, FL, 34217, United States
0.2k from Island Gallery West center

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

3 Bedrooms6 Guests
New to Booking
$620
Average price / night
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Beachfront Escape at Martinique South: 2BR/2BA Condo
Beachfront Escape at Martinique South: 2BR/2BA Condo
Condo
Holmes Beach, FL, 34217, United States
0.2k from Island Gallery West center

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

2 Bedrooms4 Guests
New to Booking
$301
Average price / night
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Beach Haven~Waterslide! Pool/Spa
Beach Haven~Waterslide! Pool/Spa
House
Holmes Beach, FL, 34217, United States
0.2k from Island Gallery West center

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

New to Booking
$2655
Average price / night
Check Availability
Snowbird Paradise | Monthly Beachfront Condo with Lanai, Pool & Tennis
Snowbird Paradise | Monthly Beachfront Condo with Lanai, Pool & Tennis
Condo
Holmes Beach, FL, 34217, United States
0.2k from Island Gallery West center

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

2 Bedrooms4 Guests
New to Booking
$212
Average price / night
Check Availability
Luxury Villa · Heated Saltwater Pool & Spa · Steps to Beach
Luxury Villa · Heated Saltwater Pool & Spa · Steps to Beach
Villa
Holmes Beach, FL, 34217, United States
0.2k from Island Gallery West center

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

4 Bedrooms6 Guests
10.0

Exceptional

2 reviews

$601
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 with Pool in Island Gallery West.

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

Island Gallery West Vacation Rentals with Pool on the Map

Frequently Asked Questions

You can explore 3875 verified vacation rentals with a pool in Island Gallery West. These include a wide range of private homes, villas, and condos that offer on-site swimming facilities for a more relaxing stay.

Prices for vacation rentals with a pool in Island Gallery West vary depending on the season, property size, and whether the pool is private or shared. Rates typically start from around $212 per night, with private pool homes and peak travel periods often costing more.

Many rentals in Island Gallery West offer private pools for exclusive use, while others provide access to shared or community pools. You can use filters to specifically find properties with private pools if that is your preference.

Yes, some vacation rentals with pools in Island Gallery West welcome pets. Currently, 35 listings allow pets, although policies may vary by property. It’s a good idea to review any rules related to pets around pool areas before booking.

Properties with pools are often in high demand, especially during warmer months and holidays, so booking 90 to 120 days in advance is recommended for the best selection. During off-peak seasons, you may still find availability closer to your travel dates.

Vacation rentals with pools in Island Gallery West often include additional outdoor features such as Pool, Fireplace/Heating, and Wellness Facilities. These amenities enhance comfort and make it easier to enjoy outdoor living during your stay.

Some vacation rentals in Island Gallery West offer heated pools, which can be especially useful during cooler months. In certain cases, pool heating may be available for an additional fee, so it’s best to check the property details before booking.