Holiday rentals near Island Players
We found 10,824 holiday rentals — enter your dates for availability
Scroll through and discover private holiday rentals within easy reach of Island Players that are perfect for your trip. Whether you’re travelling with friends, family or just with your pet, holiday rentals have the best amenities for spending time at your holiday home, including parking and a TV. At the end of the day, you'll be sure to find a property to rent that has what everyone needs, including a place that's non-smoking or offers accessibility.
Holiday rentals with weekly discounts - Island Players
Showing deals for:7 Nov - 14 Nov
Image gallery for Charming Longboat Key Bungalow with private beach 5 min walk away
9.49.4 out of 10 rating
Exceptional
(12 reviews)
Charming Longboat Key Bungalow with private beach 5 min walk away
Longboat Key, FL
10% off
Price is S$1,796
S$1,796
S$257 per night
includes taxes & fees
Image gallery for Breath taking home for the perfect Florida vacation!!!
1010 out of 10 rating
Exceptional
(70 reviews)
Breath taking home for the perfect Florida vacation!!!
Bradenton, FL
8% off
Price is S$3,497
S$3,497
S$500 per night
includes taxes & fees
Image gallery for ༄ Sunset Shore on Anna Maria Island ༄
1010 out of 10 rating
Exceptional
(7 reviews)
༄ Sunset Shore on Anna Maria Island ༄
Anna Maria, FL
5% off
Price is S$8,521
S$8,521
S$1,217 per night
includes taxes & fees
Image gallery for Exquisite Beach-Bay Views Private Heated Pool Elevator Perfect location
1010 out of 10 rating
Exceptional
(38 reviews)
Exquisite Beach-Bay Views Private Heated Pool Elevator Perfect location
Bradenton Beach, FL
8% off
Price is S$6,455
S$6,455
S$922 per night
includes taxes & fees
Image gallery for Book now, and make memories that will last a lifetime in the heart of Sarasota!
9.89.8 out of 10 rating
Exceptional
(19 reviews)
Book now, and make memories that will last a lifetime in the heart of Sarasota!
Sarasota, FL
8% off
Price is S$2,152
S$2,152
S$307 per night
includes taxes & fees
Image gallery for Summer Special! Get 10% Off-July and August Only!
9.49.4 out of 10 rating
Exceptional
(48 reviews)
Summer Special! Get 10% Off-July and August Only!
Bradenton, FL
6% off
Price is S$2,885
S$2,885
S$412 per night
includes taxes & fees
Image gallery for Manatee Watch: Beautiful Waterfront Home, Hot Tub, 3 Min Walk to Beach!
1010 out of 10 rating
Exceptional
(96 reviews)
Manatee Watch: Beautiful Waterfront Home, Hot Tub, 3 Min Walk to Beach!
Holmes Beach, FL
8% off
Price is S$4,699
S$4,699
S$671 per night
includes taxes & fees
Image gallery for 1925 Historic Bradenton Bungalow, convenient to downtown and Anna Maria Island!
1010 out of 10 rating
Exceptional
(53 reviews)
1925 Historic Bradenton Bungalow, convenient to downtown and Anna Maria Island!
Bradenton, FL
7% off
Price is S$1,730
S$1,730
S$247 per night
includes taxes & fees
Image gallery for Spacious Oasis Home ⭐️ Heated Pool ⭐️ Near AMI, Beaches, IMG ⭐️ Family Games
1010 out of 10 rating
Exceptional
(11 reviews)
Spacious Oasis Home ⭐️ Heated Pool ⭐️ Near AMI, Beaches, IMG ⭐️ Family Games
Bradenton, FL
8% off
Price is S$3,121
S$3,121
S$446 per night
includes taxes & fees
Image gallery for 🏝 LOCAL LANDMARK. The BLUE HOUSE on PINE 🐬Casa Caliente🐬
1010 out of 10 rating
Exceptional
(88 reviews)
🏝 LOCAL LANDMARK. The BLUE HOUSE on PINE 🐬Casa Caliente🐬
Anna Maria, FL
8% off
Price is S$5,196
S$5,196
S$742 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 S$2,230
S$2,230
S$319 per night
includes taxes & fees
Image gallery for Newly remodeled direct beach front vacation home. walk to Bridge Street.
9.69.6 out of 10 rating
Exceptional
(105 reviews)
Newly remodeled direct beach front vacation home. walk to Bridge Street.
Bradenton Beach, FL
7% off
Price is S$5,238
S$5,238
S$748 per night
includes taxes & fees
Image gallery for Anna Maria Cottage with Golf Cart
1010 out of 10 rating
Exceptional
(11 reviews)
Anna Maria Cottage with Golf Cart
Holmes Beach, FL
7% off
Price is S$1,985
S$1,985
S$284 per night
includes taxes & fees
Image gallery for Palm Tree Paradise - Pet Friendly - Min to Beaches
9.49.4 out of 10 rating
Exceptional
(13 reviews)
Palm Tree Paradise - Pet Friendly - Min to Beaches
Bradenton, FL
7% off
Price is S$2,747
S$2,747
S$392 per night
includes taxes & fees
Image gallery for Updated 4 bedroom Lido house, sleeps 8, beach view, walk to St. Armand's Circle
9.69.6 out of 10 rating
Exceptional
(19 reviews)
Updated 4 bedroom Lido house, sleeps 8, beach view, walk to St. Armand's Circle
Sarasota, FL
8% off
Price is S$6,504
S$6,504
S$929 per night
includes taxes & fees
Image gallery for Private Heated Pool Home on the bayou leading to the Gulf of Mexico☼
9.69.6 out of 10 rating
Exceptional
(131 reviews)
Private Heated Pool Home on the bayou leading to the Gulf of Mexico☼
Bradenton, FL
7% off
Price is S$4,499
S$4,499
S$643 per night
includes taxes & fees
Image gallery for Private historical completely renovated cottage with 60 ft dock on Sarasota Bay
1010 out of 10 rating
Exceptional
(90 reviews)
Private historical completely renovated cottage with 60 ft dock on Sarasota Bay
Cortez, FL
15% off
Price is S$2,091
S$2,091
S$299 per night
includes taxes & fees
Image gallery for Now Open! 7-Night Deal – Oceanfront w/ Private Balcony & Stunning Views
9.69.6 out of 10 rating
Exceptional
(81 reviews)
Now Open! 7-Night Deal – Oceanfront w/ Private Balcony & Stunning Views
Longboat Key, FL
5% off
Price is S$3,072
S$3,072
S$439 per night
includes taxes & fees
Image gallery for Newly Renovated Family Vacation Rental with Pool & Spa
9.69.6 out of 10 rating
Exceptional
(39 reviews)
Newly Renovated Family Vacation Rental with Pool & Spa
Bradenton, FL
8% off
Price is S$2,577
S$2,577
S$368 per night
includes taxes & fees
Image gallery for Coastal living with water views, sunrises, sunsets and boat slip
1010 out of 10 rating
Exceptional
(12 reviews)
Coastal living with water views, sunrises, sunsets and boat slip
Treasure Island, FL
8% off
Price is S$4,322
S$4,322
S$617 per night
includes taxes & fees
Image gallery for SUNSETS SUNSETS!! 10% for full week stays May-November!
1010 out of 10 rating
Exceptional
(57 reviews)
SUNSETS SUNSETS!! 10% for full week stays May-November!
St. Petersburg, FL
7% off
Price is S$2,515
S$2,515
S$359 per night
includes taxes & fees
Image gallery for The Sand Dollar – Charming Bungalow in Gulfport, Minutes from Downtown St. Pete
9.69.6 out of 10 rating
Exceptional
(23 reviews)
The Sand Dollar – Charming Bungalow in Gulfport, Minutes from Downtown St. Pete
Gulfport, FL
7% off
Price is S$1,727
S$1,727
S$247 per night
includes taxes & fees
Image gallery for Sandy Cheeks & Barefeet, Gorgeous Gulf beach Place, Summer specials
1010 out of 10 rating
Exceptional
(66 reviews)
Sandy Cheeks & Barefeet, Gorgeous Gulf beach Place, Summer specials
Holmes Beach, FL
10% off
Price is S$2,907
S$2,907
S$415 per night
includes taxes & fees
Image gallery for Little Charm-Close to AMI, IMG and GT Bray Park.
1010 out of 10 rating
Exceptional
(12 reviews)
Little Charm-Close to AMI, IMG and GT Bray Park.
Bradenton, FL
7% off
Price is S$1,397
S$1,397
S$200 per night
includes taxes & fees
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Find the best place to stay - Island Players
LATE JULY & AUG DATES AVAILABLE TOP FLOOR-GULF FRONT PREMIUM CONDO ⭐️⭐️⭐️⭐️⭐️ RATED
Sleeps 5 · 2 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
81 reviews(81 reviews)
Tropical Island Sea-Cret. Now Remodeled. New floors and paint. New pictures.
Sleeps 6 · 3 bedrooms · 2+ bathrooms
9.89.8 out of 10
Exceptionalexceptional
37 reviews(37 reviews)
Marbella Villa 1: Beachfront 3-Bedroom Condo AMI with BBQ Area
Sleeps 6 · 3 bedrooms · 2 bathrooms
The Sunset Place- Unbeatable location. Gorgeous Sunsets. Updated Coastal Gem
Sleeps 10 · 3 bedrooms · 3 bathrooms
1010 out of 10
Exceptionalexceptional
34 reviews(34 reviews)
Adorable Beach cottage just steps Bean Point beach!
Sleeps 8 · 3 bedrooms · 2 bathrooms
9.89.8 out of 10
Exceptionalexceptional
57 reviews(57 reviews)
Trophy Fish, Family and Pet Friendly with backyard privacy!
Sleeps 10 · 4 bedrooms · 2+ bathrooms
9.69.6 out of 10
Exceptionalexceptional
11 reviews(11 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