Vacation rentals near Island Players
We found 10,752 vacation rentals — enter your dates for availability
Discover a selection of private vacation rentals close to Island Players that can be your home away from home. Whether you’re traveling with friends, family, or just with your pet, vacation rentals have the amenities you expect for your stay, which might include WiFi and a washer and dryer. No matter what you're looking for, you're sure to find a rental to meet everyone's needs, including a place that's non-smoking or offers accessibility.
Vacation rentals with weekly discounts - Island Players
Showing deals for:Jul 25 - Aug 1
Image gallery for Longboat Key beach house - 5 min walk to the beaches and top local restaurants
9.69.6 out of 10 rating
Exceptional
(20 reviews)
Longboat Key beach house - 5 min walk to the beaches and top local restaurants
Longboat Key, FL
10% off
Price is $356
$356
$3,087 total
$3,087 total
Image gallery for Beachfront Condo Amazing Sunsets Beautiful Space
1010 out of 10 rating
Exceptional
(16 reviews)
Beachfront Condo Amazing Sunsets Beautiful Space
Treasure Island, FL
10% off
Price is $198
$198
$1,659 total
$1,659 total
Image gallery for Family Estate|Themed Bunk Rooms|6BR/18ppl
1010 out of 10 rating
Exceptional
(8 reviews)
Family Estate|Themed Bunk Rooms|6BR/18ppl
Bradenton, Florida
10% off
Price is $679
$679
$5,885 total
$5,885 total
Image gallery for Casa Bella-5BR/Waterfront/Pool/Spa
1010 out of 10 rating
Exceptional
(7 reviews)
Casa Bella-5BR/Waterfront/Pool/Spa
Bradenton, FL
10% off
Price is $599
$599
$5,046 total
$5,046 total
Image gallery for Paradise Palms - Private Heated Pool - 7 Mins to Anna Maria Island
1010 out of 10 rating
Exceptional
(13 reviews)
Paradise Palms - Private Heated Pool - 7 Mins to Anna Maria Island
Bradenton, FL
10% off
Price is $383
$383
$3,198 total
$3,198 total
Image gallery for You Belong on a Beach ! Walk to Beach - Food - Bar ! Fully Stocked Kitchen
1010 out of 10 rating
Exceptional
(11 reviews)
You Belong on a Beach ! Walk to Beach - Food - Bar ! Fully Stocked Kitchen
Treasure Island, FL
15% off
Price is $514
$514
$4,233 total
$4,233 total
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
10% off
Price is $450
$450
$3,687 total
$3,687 total
Image gallery for It's wonderful time to enjoy the island. Cool and quiet with low fall rates.
1010 out of 10 rating
Exceptional
(65 reviews)
It's wonderful time to enjoy the island. Cool and quiet with low fall rates.
Bradenton Beach, FL
15% off
Price is $239
$239
$1,987 total
$1,987 total
Image gallery for Spacious + Vibrant 5-bed 3-bath Private House with Pool in Sarasota/Bradenton
9.29.2 out of 10 rating
Wonderful
(17 reviews)
Spacious + Vibrant 5-bed 3-bath Private House with Pool in Sarasota/Bradenton
Bradenton, FL
10% off
Price is $301
$301
$2,530 total
$2,530 total
Image gallery for Treasure Island Beachfront Condo
9.69.6 out of 10 rating
Exceptional
(20 reviews)
Treasure Island Beachfront Condo
Treasure Island, FL
10% off
Price is $174
$174
$1,538 total
$1,538 total
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
10% off
Price is $366
$366
$3,315 total
$3,315 total
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
10% off
Price is $349
$349
$2,969 total
$2,969 total
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
10% off
Price is $411
$411
$3,494 total
$3,494 total
Image gallery for Private Pool Home 4 bd 3 ba with 2 King Master Suites Sleep 10 near AMI and IMG
1010 out of 10 rating
Exceptional
(27 reviews)
Private Pool Home 4 bd 3 ba with 2 King Master Suites Sleep 10 near AMI and IMG
Bradenton, FL
7% off
Price is $442
$442
$3,735 total
$3,735 total
Image gallery for Craig House Bradenton with Heated Pool - No Cleaning Fee
9.89.8 out of 10 rating
Exceptional
(35 reviews)
Craig House Bradenton with Heated Pool - No Cleaning Fee
Bradenton, FL
5% off
Price is $185
$185
$1,436 total
$1,436 total
Image gallery for New listing discount! Beautiful house close to Anna Maria Island and Siesta Key.
9.69.6 out of 10 rating
Exceptional
(12 reviews)
New listing discount! Beautiful house close to Anna Maria Island and Siesta Key.
Bradenton, FL
8% off
Price is $318
$318
$2,712 total
$2,712 total
Image gallery for Sunset Escape - Incredible Waterfront Condo Near Beautiful Anna Maria Island!
1010 out of 10 rating
Exceptional
(20 reviews)
Sunset Escape - Incredible Waterfront Condo Near Beautiful Anna Maria Island!
Bradenton, FL
5% off
Price is $332
$332
$2,854 total
$2,854 total
Image gallery for Updated Oceanview Suite-SunsetVistas 405N Beachfront Treasure Island Gulf Resort
9.89.8 out of 10 rating
Exceptional
(7 reviews)
Updated Oceanview Suite-SunsetVistas 405N Beachfront Treasure Island Gulf Resort
Treasure Island, FL
5% off
Price is $461
$461
$3,810 total
$3,810 total
Image gallery for Riverwalk Lady On The Riverwalk, 2 Blocks Old Main St., Manatee River & Pier
1010 out of 10 rating
Exceptional
(187 reviews)
Riverwalk Lady On The Riverwalk, 2 Blocks Old Main St., Manatee River & Pier
Bradenton, FL
10% off
Price is $248
$248
$2,285 total
$2,285 total
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
10% off
Price is $432
$432
$3,784 total
$3,784 total
Image gallery for Ila's Beach House: Near IMG-Heated Salt Pool- Pets OK-Modern Organic Smart Home
9.89.8 out of 10 rating
Exceptional
(26 reviews)
Ila's Beach House: Near IMG-Heated Salt Pool- Pets OK-Modern Organic Smart Home
Bradenton, FL
10% off
Price is $262
$262
$2,264 total
$2,264 total
Image gallery for 3/2, close to BEACH & 15 min to DOWNTOWN St Pete!
1010 out of 10 rating
Exceptional
(13 reviews)
3/2, close to BEACH & 15 min to DOWNTOWN St Pete!
St. Petersburg, FL
15% off
Price is $203
$203
$1,738 total
$1,738 total
Image gallery for Family beach condo. Steps to sand and restaurants + bars!
9.89.8 out of 10 rating
Exceptional
(181 reviews)
Family beach condo. Steps to sand and restaurants + bars!
Bradenton Beach, FL
10% off
Price is $364
$364
$3,063 total
$3,063 total
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
10% off
Price is $299
$299
$2,499 total
$2,499 total
Find spaces that suit your style
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Cabin
Cottage
Villa
Chalet
Find the best place to stay - Island Players
Trophy Fish at the Oasis
Sleeps 12 · 4 bedrooms · 2+ bathrooms
1010 out of 10
Exceptionalexceptional
6 reviews(6 reviews)
Haley's at The Anna Maria Island Inn
Sleeps 4 · 1 bedroom
8.68.6 out of 10
Excellentexcellent
373 reviews(373 reviews)
EV Charger, Blue Lagoon South by SeaBreeze Vacation
Sleeps 6 · 2 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
30 reviews(30 reviews)
Escape to an island adventure!
Sleeps 6 · 2 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
112 reviews(112 reviews)
Private heated salt pool at OHasis Getaway and only 200 steps from the Beach!
Sleeps 6 · 2 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
136 reviews(136 reviews)
APR MAY JUNE DISCOUNT! AMI White Sand Beaches/IMG ACADEMY/Pickle Ball/GOLF/FUN!
Sleeps 12 · 4 bedrooms · 3 bathrooms
1010 out of 10
Exceptionalexceptional
18 reviews(18 reviews)
Top rated rentals - Island Players
Best house we’ve rented yet!
1010 out of 10
Exceptionalexceptional
114 reviews(114 reviews)
Spring Break Getaway
1010 out of 10
Exceptionalexceptional
112 reviews(112 reviews)
Like new, with taste
1010 out of 10
Exceptionalexceptional
4 reviews(4 reviews)
Great spot!
1010 out of 10
Exceptionalexceptional
136 reviews(136 reviews)
Beautiful Beach Vacation
1010 out of 10
Exceptionalexceptional
1 review(1 review)
10/10 – Perfect Stay on Anna Maria Island!
1010 out of 10
Exceptionalexceptional
81 reviews(81 reviews)
Anna Maria Beach House
1010 out of 10
Exceptionalexceptional
27 reviews(27 reviews)
Great House
1010 out of 10
Exceptionalexceptional
5 reviews(5 reviews)
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All the privacy of homeEnjoy full kitchens, laundry, pools, yards and more
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