Holiday rentals near Island Gallery West
We found 10,960 holiday rentals — enter your dates for availability
Choose the right holiday home that's close to Island Gallery West. Holiday homes offer the amenities that you expect for your stay with friends, family or just your pet, such as air conditioning and a pool. No matter what you're looking for, you're sure to find a property to rent to meet everyone's needs, including accessible or non-smoking choices.
Holiday rentals with weekly discounts - Island Gallery West
Showing deals for:18 Jul - 25 Jul
Image gallery for Paradise Palms - Private Heated Pool - 7 Mins to Anna Maria Island

1010 out of 10 rating
Exceptional
(12 reviews)
Paradise Palms - Private Heated Pool - 7 Mins to Anna Maria Island
Bradenton, FL
8% off
Price is NZ$6,009
NZ$6,009
NZ$858 per night
includes taxes & fees
Image gallery for Get your beach time in at this poolside cottage between gulf and bay

1010 out of 10 rating
Exceptional
(63 reviews)
Get your beach time in at this poolside cottage between gulf and bay
Bradenton Beach, FL
12% off
Price is NZ$3,733
NZ$3,733
NZ$533 per night
includes taxes & fees
Image gallery for Private Siesta Key Home with Great Location walk to Village and Beach!

1010 out of 10 rating
Exceptional
(19 reviews)
Private Siesta Key Home with Great Location walk to Village and Beach!
Siesta Key, FL
8% off
Price is NZ$13,664
NZ$13,664
NZ$1,952 per night
includes taxes & fees
Image gallery for Saint Petersburg/ Treasure Island Ocean Front Beach Resort

1010 out of 10 rating
Exceptional
(47 reviews)
Saint Petersburg/ Treasure Island Ocean Front Beach Resort
Treasure Island, FL
8% off
Price is NZ$6,935
NZ$6,935
NZ$991 per night
includes taxes & fees
Image gallery for Coastal living with water views, sunrises, sunsets and boat slip

1010 out of 10 rating
Exceptional
(6 reviews)
Coastal living with water views, sunrises, sunsets and boat slip
Treasure Island, FL
8% off
Price is NZ$5,680
NZ$5,680
NZ$811 per night
includes taxes & fees
Image gallery for New! Spacious & Updated! Heated Pool, Close to Anna Maria, Beaches & IMG Academy

1010 out of 10 rating
Exceptional
(5 reviews)
New! Spacious & Updated! Heated Pool, Close to Anna Maria, Beaches & IMG Academy
Bradenton, FL
7% off
Price is NZ$8,086
NZ$8,086
NZ$1,155 per night
includes taxes & fees
Image gallery for Waterfront/Kayak with Manatees/Heated Pool/Bikes/Firepit/Fish/close to Beaches

1010 out of 10 rating
Exceptional
(41 reviews)
Waterfront/Kayak with Manatees/Heated Pool/Bikes/Firepit/Fish/close to Beaches
Bradenton, FL
7% off
Price is NZ$6,191
NZ$6,191
NZ$884 per night
includes taxes & fees
Image gallery for You Belong on a Beach ! Walk to Beach - Food - Bar ! Fully Stocked Kitchen

1010 out of 10 rating
Exceptional
(10 reviews)
You Belong on a Beach ! Walk to Beach - Food - Bar ! Fully Stocked Kitchen
Treasure Island, FL
12% off
Price is NZ$8,721
NZ$8,721
NZ$1,246 per night
includes taxes & fees
Image gallery for Exquisite Beach-Bay Views Private Heated Pool Elevator Perfect location

1010 out of 10 rating
Exceptional
(35 reviews)
Exquisite Beach-Bay Views Private Heated Pool Elevator Perfect location
Bradenton Beach, FL
8% off
Price is NZ$12,468
NZ$12,468
NZ$1,781 per night
includes taxes & fees
Image gallery for Spring Discount! FreeHeatedPool🏊♂️SpaBeachGear🏖️FullyEquippedKitchenKid Friendly

9.89.8 out of 10 rating
Exceptional
(19 reviews)
Spring Discount! FreeHeatedPool🏊♂️SpaBeachGear🏖️FullyEquippedKitchenKid Friendly
Bradenton, FL
8% off
Price is NZ$6,123
NZ$6,123
NZ$875 per night
includes taxes & fees
Image gallery for Sarasota Renovated Waterfront Home with Dock Wide Open Bay Views Heated Pool

1010 out of 10 rating
Exceptional
(6 reviews)
Sarasota Renovated Waterfront Home with Dock Wide Open Bay Views Heated Pool
Sarasota, FL
16% off
Price is NZ$17,672
NZ$17,672
NZ$2,525 per night
includes taxes & fees
Image gallery for Family beach condo. Steps to sand and restaurants + bars!

9.89.8 out of 10 rating
Exceptional
(180 reviews)
Family beach condo. Steps to sand and restaurants + bars!
Bradenton Beach, FL
8% off
Price is NZ$5,738
NZ$5,738
NZ$820 per night
includes taxes & fees
Image gallery for Driftwood & Sunsets - Modern Beach House - Heated Pool - Minutes from the beach

1010 out of 10 rating
Exceptional
(32 reviews)
Driftwood & Sunsets - Modern Beach House - Heated Pool - Minutes from the beach
Bradenton, FL
12% off
Price is NZ$4,455
NZ$4,455
NZ$636 per night
includes taxes & fees
Image gallery for SUMMER 2025 DATES Still Available! Comfortable Private Apt. in Exciting St. Pete

9.89.8 out of 10 rating
Exceptional
(59 reviews)
SUMMER 2025 DATES Still Available! Comfortable Private Apt. in Exciting St. Pete
St. Petersburg, FL
7% off
Price is NZ$1,750
NZ$1,750
NZ$250 per night
includes taxes & fees
Image gallery for Enjoy Peaceful Sunsets at Club Bahia

9.89.8 out of 10 rating
Exceptional
(58 reviews)
Enjoy Peaceful Sunsets at Club Bahia
St. Petersburg, FL
10% off
Price is NZ$3,784
NZ$3,784
NZ$541 per night
includes taxes & fees
Image gallery for FALL IN LOVE: Newly Updated Pool House Mins to Anna Maria Beaches! -Pet Friendly

1010 out of 10 rating
Exceptional
(16 reviews)
FALL IN LOVE: Newly Updated Pool House Mins to Anna Maria Beaches! -Pet Friendly
Bradenton, FL
8% off
Price is NZ$4,626
NZ$4,626
NZ$661 per night
includes taxes & fees
Image gallery for Riverwalk Lady On The Riverwalk, 2 Blocks Old Main St., Manatee River & Pier

1010 out of 10 rating
Exceptional
(186 reviews)
Riverwalk Lady On The Riverwalk, 2 Blocks Old Main St., Manatee River & Pier
Bradenton, FL
7% off
Price is NZ$4,250
NZ$4,250
NZ$607 per night
includes taxes & fees
Image gallery for 3/2, close to BEACH & 15 min to DOWNTOWN St Pete!

1010 out of 10 rating
Exceptional
(11 reviews)
3/2, close to BEACH & 15 min to DOWNTOWN St Pete!
St. Petersburg, FL
12% off
Price is NZ$3,600
NZ$3,600
NZ$514 per night
includes taxes & fees
Image gallery for Bayshore Gardens remodel with hot tub + fire pit + walk to park and marina

1010 out of 10 rating
Exceptional
(11 reviews)
Bayshore Gardens remodel with hot tub + fire pit + walk to park and marina
Bradenton, FL
8% off
Price is NZ$2,856
NZ$2,856
NZ$408 per night
includes taxes & fees
Image gallery for Contemporary, Downtown location, Pool, Spa & Sauna, very close to Beaches

9.89.8 out of 10 rating
Exceptional
(47 reviews)
Contemporary, Downtown location, Pool, Spa & Sauna, very close to Beaches
Sarasota, FL
8% off
Price is NZ$8,195
NZ$8,195
NZ$1,171 per night
includes taxes & fees
Image gallery for Villa Rozafa Cozy,spacious,walking distance from downtown white sandy beach.

8.88.8 out of 10 rating
Excellent
(5 reviews)
Villa Rozafa Cozy,spacious,walking distance from downtown white sandy beach.
Anna Maria, FL
7% off
Price is NZ$7,620
NZ$7,620
NZ$1,089 per night
includes taxes & fees
Image gallery for Waterfront Condo on the Beautiful Isla Del Sol

1010 out of 10 rating
Exceptional
(8 reviews)
Waterfront Condo on the Beautiful Isla Del Sol
St. Petersburg, FL
7% off
Price is NZ$4,250
NZ$4,250
NZ$607 per night
includes taxes & fees
Image gallery for Manatee Cove on Private Acre with Canal Access

1010 out of 10 rating
Exceptional
(7 reviews)
Manatee Cove on Private Acre with Canal Access
Bradenton, FL
8% off
Price is NZ$5,344
NZ$5,344
NZ$763 per night
includes taxes & fees
Image gallery for Luxury Lakeside Villa. Close to Beaches, Golf and Shops

1010 out of 10 rating
Exceptional
(11 reviews)
Luxury Lakeside Villa. Close to Beaches, Golf and Shops
Palmetto, FL
7% off
Price is NZ$2,963
NZ$2,963
NZ$423 per night
includes taxes & fees
Find spaces that suit your style
House
Condo/Apartment
Cabin
Cottage
Villa
Chalet
Find the best place to stay - Island Gallery West
Luxury home, Lagoon-style Pool, Rooftop Deck. Beach views! - Tide of Your Life
Sleeps 22 · 9 bedrooms · 9+ bathrooms
9.29.2 out of 10
Wonderfulwonderful
18 reviews(18 reviews)
Sunshine Beach Bungalow That Is a Unique Treasure
Sleeps 6 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
31 reviews(31 reviews)
Beach Dream | Home w/ Ocean Views, 2 Private Pools, & Rooftop Lookout! Steps to Siesta Key Beach
Sleeps 22 · 6 bedrooms · 4+ bathrooms
1010 out of 10
Exceptionalexceptional
4 reviews(4 reviews)
2 Villas, Pickleball, Htd Pool,Game Room,6BR/24ppl
Sleeps 24 · 6 bedrooms · 4 bathrooms
1010 out of 10
Exceptionalexceptional
14 reviews(14 reviews)
Dragonfly Breeze - Private Home w/ Heated Pool, Fee Wifi, Steps to Beach
Sleeps 6 · 3 bedrooms · 2 bathrooms
9.89.8 out of 10
Exceptionalexceptional
53 reviews(53 reviews)
Home with Gulf Views, Private Heated Pool, Spa, Game Room - Sunset View
Sleeps 25 · 8 bedrooms · 5+ bathrooms
9.49.4 out of 10
Exceptionalexceptional
43 reviews(43 reviews)
- Peace of mindOur Book with Confidence guarantee gives you 24/7 support
- More quality timeFrom booking to staying, the whole process is simple and enjoyable
- All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
- More for lessMore space, more privacy, more amenities — more value