Holiday rentals near Island Gallery West
We found 11,101 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.
Showing deals for:31 Oct - 7 Nov
Image gallery for Enjoy Coastal Townhome w/ sunset views! Near The Gulf’s most popular beaches!
1010 out of 10 rating
Exceptional
(18 reviews)
Enjoy Coastal Townhome w/ sunset views! Near The Gulf’s most popular beaches!
Bradenton, FL
7% off
Price is NZ$2,211
NZ$2,211
NZ$316 per night
includes taxes & fees
Image gallery for Spacious salt water pool home minutes from Siesta Key & downtown
9.89.8 out of 10 rating
Exceptional
(7 reviews)
Spacious salt water pool home minutes from Siesta Key & downtown
Sarasota, FL
6% off
Price is NZ$2,844
NZ$2,844
NZ$406 per night
includes taxes & fees
Image gallery for Bridge Street Pier Beach House + Dog-friendly
9.89.8 out of 10 rating
Exceptional
(17 reviews)
Bridge Street Pier Beach House + Dog-friendly
Bradenton Beach, FL
5% off
Price is NZ$3,259
NZ$3,259
NZ$466 per night
includes taxes & fees
Image gallery for Sandy Feet Retreat | Private Pool, Pergola + Ping Pong!
9.49.4 out of 10 rating
Exceptional
(15 reviews)
Sandy Feet Retreat | Private Pool, Pergola + Ping Pong!
Sarasota, FL
7% off
Price is NZ$4,431
NZ$4,431
NZ$633 per night
includes taxes & fees
Image gallery for Tiki Tide Villa | Private POOL + Tiki Hut!
9.89.8 out of 10 rating
Exceptional
(10 reviews)
Tiki Tide Villa | Private POOL + Tiki Hut!
Sarasota, FL
7% off
Price is NZ$5,615
NZ$5,615
NZ$802 per night
includes taxes & fees
Image gallery for Siesta Key FamilyGetaway!!
1010 out of 10 rating
Exceptional
(82 reviews)
Siesta Key FamilyGetaway!!
Siesta Key, FL
8% off
Price is NZ$6,577
NZ$6,577
NZ$940 per night
includes taxes & fees
Image gallery for Spanish Style Home With Private Heated Pool
9.89.8 out of 10 rating
Exceptional
(230 reviews)
Spanish Style Home With Private Heated Pool
Bradenton, FL
7% off
Price is NZ$2,928
NZ$2,928
NZ$418 per night
includes taxes & fees
Image gallery for Beach+Dock+Pool+2 SUPs+2 Kayaks+Fishing+Water Views,Duplex,140 steps to Beach
9.89.8 out of 10 rating
Exceptional
(108 reviews)
Beach+Dock+Pool+2 SUPs+2 Kayaks+Fishing+Water Views,Duplex,140 steps to Beach
Bradenton Beach, FL
8% off
Price is NZ$6,370
NZ$6,370
NZ$910 per night
includes taxes & fees
Image gallery for Country Club Long Boat Key Beach Villa 2B 3BA Pool No Hurricane Damage
9.89.8 out of 10 rating
Exceptional
(88 reviews)
Country Club Long Boat Key Beach Villa 2B 3BA Pool No Hurricane Damage
Longboat Key, FL
7% off
Price is NZ$2,720
NZ$2,720
NZ$389 per night
includes taxes & fees
Image gallery for Charming Beach Cottage
9.69.6 out of 10 rating
Exceptional
(27 reviews)
Charming Beach Cottage
Sarasota, FL
14% off
Price is NZ$2,049
NZ$2,049
NZ$293 per night
includes taxes & fees
Image gallery for Areca Cove On Beautiful Anna Maria Island! 3 Min Walk To Beach!
1010 out of 10 rating
Exceptional
(118 reviews)
Areca Cove On Beautiful Anna Maria Island! 3 Min Walk To Beach!
Holmes Beach, FL
7% off
Price is NZ$6,651
NZ$6,651
NZ$950 per night
includes taxes & fees
Image gallery for Sunshine Haven | HUGE Backyard, Private heated Pool + Fire Pit!
1010 out of 10 rating
Exceptional
(12 reviews)
Sunshine Haven | HUGE Backyard, Private heated Pool + Fire Pit!
Sarasota, FL
6% off
Price is NZ$3,294
NZ$3,294
NZ$471 per night
includes taxes & fees
Image gallery for Midcentury Modern 3 BR - With Pool in Sarasota, Close to Beaches!
9.89.8 out of 10 rating
Exceptional
(119 reviews)
Midcentury Modern 3 BR - With Pool in Sarasota, Close to Beaches!
Sarasota, FL
16% off
Price is NZ$3,592
NZ$3,592
NZ$513 per night
includes taxes & fees
Image gallery for AMI Sunset View Retreat + Dog-friendly
9.89.8 out of 10 rating
Exceptional
(40 reviews)
AMI Sunset View Retreat + Dog-friendly
Bradenton Beach, FL
8% off
Price is NZ$3,178
NZ$3,178
NZ$454 per night
includes taxes & fees
Image gallery for LuLu Kemp Ridley | Heated Pool | BBQ | 4 Min Walk to Beach | Near Shops | Downstairs
9.69.6 out of 10 rating
Exceptional
(110 reviews)
LuLu Kemp Ridley | Heated Pool | BBQ | 4 Min Walk to Beach | Near Shops | Downstairs
Siesta Key, FL
5% off
Price is NZ$4,071
NZ$4,071
NZ$582 per night
includes taxes & fees
Image gallery for Peaceful Braden River Oasis: Guest House
9.69.6 out of 10 rating
Exceptional
(19 reviews)
Peaceful Braden River Oasis: Guest House
Bradenton, FL
7% off
Price is NZ$1,783
NZ$1,783
NZ$255 per night
includes taxes & fees
Image gallery for Sarasota Cozy & Clean, Near #1 Beach Siesta in SouthGate Neighborhood
1010 out of 10 rating
Exceptional
(65 reviews)
Sarasota Cozy & Clean, Near #1 Beach Siesta in SouthGate Neighborhood
Sarasota, FL
8% off
Price is NZ$1,871
NZ$1,871
NZ$267 per night
includes taxes & fees
Image gallery for 🏝 LOCAL LANDMARK. The BLUE HOUSE on PINE 🐬Casa Caliente🐬
1010 out of 10 rating
Exceptional
(87 reviews)
🏝 LOCAL LANDMARK. The BLUE HOUSE on PINE 🐬Casa Caliente🐬
Anna Maria, FL
8% off
Price is NZ$6,779
NZ$6,779
NZ$968 per night
includes taxes & fees
Image gallery for WATERFRONT 2bd/1ba w/ Kayaks
8.08.0 out of 10 rating
Very good
(8 reviews)
WATERFRONT 2bd/1ba w/ Kayaks
St. Petersburg, FL
7% off
Price is NZ$1,950
NZ$1,950
NZ$279 per night
includes taxes & fees
Image gallery for Luxury 2BD Oceanfront Condo + Private Parking, 2 Minute Walk to the Beach!
1010 out of 10 rating
Exceptional
(8 reviews)
Luxury 2BD Oceanfront Condo + Private Parking, 2 Minute Walk to the Beach!
Holmes Beach, FL
11% off
Price is NZ$3,739
NZ$3,739
NZ$534 per night
includes taxes & fees
Image gallery for Summer Special! Get 10% Off-July and August Only!
9.69.6 out of 10 rating
Exceptional
(22 reviews)
Summer Special! Get 10% Off-July and August Only!
Bradenton, FL
7% off
Price is NZ$3,090
NZ$3,090
NZ$441 per night
includes taxes & fees
Image gallery for Lock in Sunshine and Savings Before It’s Too Late
9.49.4 out of 10 rating
Exceptional
(50 reviews)
Lock in Sunshine and Savings Before It’s Too Late
Siesta Key, FL
7% off
Price is NZ$5,057
NZ$5,057
NZ$722 per night
includes taxes & fees
Image gallery for Sea Pointe | Oasis w/ Private POOL Near Beach!
9.89.8 out of 10 rating
Exceptional
(22 reviews)
Sea Pointe | Oasis w/ Private POOL Near Beach!
Sarasota, FL
7% off
Price is NZ$4,702
NZ$4,702
NZ$672 per night
includes taxes & fees
Image gallery for Pineapples House- POOL private SOUTH facing HOT TUB close to BEACHES- walkable
1010 out of 10 rating
Exceptional
(84 reviews)
Pineapples House- POOL private SOUTH facing HOT TUB close to BEACHES- walkable
Sarasota, FL
15% off
Price is NZ$4,326
NZ$4,326
NZ$618 per night
includes taxes & fees
Find spaces that suit your style
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Chalet
Find the best place to stay - Island Gallery West
Showing deals for: 31 Oct - 3 Nov
Pelican Post at Anna Maria Island Inn
Sleeps 6 · 1 bedroom
9.29.2 out of 10
Wonderfulwonderful
287 reviews(287 reviews)
The current price is NZ$1,482
NZ$1,482
for 3 nights, 1 apartment
NZ$494 per night
includes taxes & fees
Seabreeze at Anna Maria Island Inn
Sleeps 4 · 1 bedroom
8.88.8 out of 10
Excellentexcellent
24 reviews(24 reviews)
The current price is NZ$2,015
NZ$2,015
for 3 nights, 1 apartment
NZ$672 per night
includes taxes & fees
~NEW! OCEAN VIEW+ ROOFTOP DECK+ SWIMSPA+POOL TABLE +PUTTING GREEN- SLEEPS 14!!!
Sleeps 13 · 4 bedrooms · 4 bathrooms
9.69.6 out of 10
Exceptionalexceptional
10 reviews(10 reviews)
The current price is NZ$4,888
NZ$4,888
for 3 nights, 1 home
NZ$1,629 per night
includes taxes & fees
Castaway Cottage + Beach + Heated Private Pool & Spa + GOLF CART INCLUDED!
Sleeps 4 · 2 bedrooms · 1+ bathroom
1010 out of 10
Exceptionalexceptional
272 reviews(272 reviews)
The current price is NZ$3,067
NZ$3,067
for 3 nights, 1 cottage
NZ$1,022 per night
includes taxes & fees
Bridgewalk A Landmark Resort
Sleeps 4 · 1 bedroom
9.29.2 out of 10
Wonderfulwonderful
731 reviews(731 reviews)
The current price is NZ$1,583
NZ$1,583
for 3 nights, 1 room
NZ$528 per night
includes taxes & fees
Vacay in luxury! So close to the beach!
Sleeps 2 · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
63 reviews(63 reviews)
The current price is NZ$1,915
NZ$1,915
for 3 nights, 1 villa
NZ$638 per night
includes taxes & fees
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