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

AirbnbBooking.comVrboExpediaKayakTripadvisorHotels.comAgoda.com
  1. VBOR
  2. Oceanfront Rentals
  3.  USA

  4.  Florida
  5.  Sarasota
  6.  Island Gallery West

Refine your search

Price per night

Amenity Filter

Rating

3099 Best Oceanfront Rentals in Island Gallery West (Starting from $261)

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
Check Availability
Luxury 2BR Oceanfront Condo + Rooftop Patio
Luxury 2BR Oceanfront Condo + Rooftop Patio
Condo
Holmes Beach, FL, 34217, United States
0.1k from Island Gallery West center

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

2 Bedrooms6 Guests
10.0

Exceptional

12 reviews

$619
Average price / night
Check Availability
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
Check Availability
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
Check Availability
Martinique 401S
Martinique 401S
Apartment
Island Gallery West, Holmes Beach, Florida, USA
0.2k from Island Gallery West center

Security/Safety, Oceanfront, Pool, View, Laundry, Guest Services, Ocean View

2 Bedrooms4 Guests
New to Booking
$281
Average price / night
Check Availability
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
Check Availability
Holmes Beach Family Home Private Pool and 3 Decks!
Holmes Beach Family Home Private Pool and 3 Decks!
House
Holmes Beach, FL, USA
0.2k from Island Gallery West center

Accommodations, Pools, Parking, Villas, Vacation homes, Spa, Cottages, Pet-friendly, Lodgings

3 Bedrooms6 Guests
New to Booking
$262
Average price / night
Check Availability
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
Check Availability
Sea Spray Private Beach Cottage
Sea Spray Private Beach Cottage
House
Holmes Beach, FL, USA
0.2k from Island Gallery West center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay, Beach rentals

2 Bedrooms4 Guests
New to Booking
$261
Average price / night
Check Availability
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
Check Availability
5400 Gulf Dr! 55 or older condo with amazing pool just steps away from the beach!
5400 Gulf Dr! 55 or older condo with amazing pool just steps away from the beach!
House
Bradenton Beach, FL, USA
0.3k from Island Gallery West center

Accommodations, Pools, Parking, Villas, Vacation homes, Spa, Cottages, Lodgings, Beach

1 Bedroom4 Guests
New to Booking
$269
Average price / night
Check Availability
Close to beach w/ no streets to cross, private fenced yard, Games and beach gear
Close to beach w/ no streets to cross, private fenced yard, Games and beach gear
Condo
Holmes Beach, FL, 34217, United States
0.1k from Island Gallery West center

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

3 Bedrooms6 Guests
10.0

Exceptional

5 reviews

$353
Average price / night
Check Availability
Footprints in the Sand managed by Beach Retreats
Footprints in the Sand managed by Beach Retreats
House
Holmes Beach, FL, USA
0.4k from Island Gallery West center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals

4 Bedrooms8 Guests
New to Booking
$1465
Average price / night
Check Availability
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
Check Availability
Resting Beach Place managed by Beach Retreats
Resting Beach Place managed by Beach Retreats
Apartment
Holmes Beach, FL, USA
0.4k from Island Gallery West center

Apartments, Accommodations, Pools, Parking, Lodgings, Vacation rentals, Beach, Places to stay, Beach rentals

2 Bedrooms4 Guests
New to Booking
$509
Average price / night
Check Availability
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
Check Availability
The Tiki
The Tiki
House
Holmes Beach, FL, USA
0.4k from Island Gallery West center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Beach

7 Bedrooms14 Guests
New to Booking
$1774
Average price / night
Check Availability
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
Check Availability
Hidden Cove 4
Hidden Cove 4
House
Holmes Beach, FL, USA
0.4k from Island Gallery West center

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

2 Bedrooms4 Guests
New to Booking
$668
Average price / night
Check Availability
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
Check Availability
Peacock Way
Peacock Way
House
Holmes Beach, FL, USA
0.4k from Island Gallery West center

Hot Tub, Security/Safety, View, Sports/Activities, Parking, Pool, Internet

1 Bedroom2 Guests
New to Booking
$1008
Average price / night
Check Availability
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
Check Availability
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
Check Availability
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
Check Availability
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
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
Check Availability
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
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 Oceanfront Rentals in Island Gallery West.

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

Island Gallery West Oceanfront Rentals on the Map

Frequently Asked Questions

You can explore 3099 verified oceanfront rentals in Island Gallery West. These properties are located directly along the shoreline, offering uninterrupted access to the beach and ocean views.

Oceanfront rental prices in Island Gallery West vary depending on the property size, exact beachfront location, and season. Rates typically start from around $261 per night, with higher prices for larger homes or peak travel periods. Properties located directly on popular stretches of coastline tend to command premium rates.

Many oceanfront rentals in Island Gallery West offer direct access to the beach, often through private walkways or dedicated entry paths. Some properties may share access points, so it’s helpful to review the listing details to understand the type of beach access provided.

Yes, some oceanfront rentals in Island Gallery West welcome pets. Currently, 27 listings allow pets, although policies can vary by property. It’s recommended to check specific house rules for details such as size limits or additional fees.

Oceanfront properties are often in high demand, especially during peak travel seasons, so booking 90 to 120 days in advance is recommended for the best selection. During quieter periods, you may still find availability closer to your travel dates.

Oceanfront rentals in Island Gallery West often include features designed for a comfortable coastal stay, such as Oceanfront, View, and Ocean View. These amenities help guests make the most of their time by the water.

Yes, there is a clear difference. "Oceanfront" means the property is located directly on the beach with no obstructions between the home and the water. "Ocean View" typically means the ocean is visible from certain angles or rooms, but the property may not be right on the shoreline.