Holiday rentals near Regal Hollywood - Sarasota
We found 12,283 holiday rentals — enter your dates for availability
If you are looking to stay near Regal Hollywood - Sarasota, take a look at holiday rentals to find the perfect one for your trip. Whether you’re staying in a holiday home with family, friends or just your furry companion, you'll find the best amenities for hanging out with the people that matter most, including air conditioning and Wi-Fi. No matter what you're looking for, 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 - Regal Hollywood - Sarasota
Showing deals for:17 Oct - 24 Oct
Image gallery for Private Oasis in Sarasota Florida
1010 out of 10 rating
Exceptional
(35 reviews)
Private Oasis in Sarasota Florida
Sarasota, FL
7% off
Price is AU$5,195
AU$5,195
AU$742 per night
includes taxes & fees
Image gallery for Pool Home That Backs Up to Water- Only 20 Miles to Beautiful Florida Beaches!
1010 out of 10 rating
Exceptional
(16 reviews)
Pool Home That Backs Up to Water- Only 20 Miles to Beautiful Florida Beaches!
Palmetto, FL
7% off
Price is AU$3,331
AU$3,331
AU$476 per night
includes taxes & fees
Image gallery for Tiny Home sleeps 6 near beautiful beaches and entertainment
1010 out of 10 rating
Exceptional
(10 reviews)
Tiny Home sleeps 6 near beautiful beaches and entertainment
Bradenton, FL
7% off
Price is AU$1,886
AU$1,886
AU$269 per night
includes taxes & fees
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 AU$1,935
AU$1,935
AU$276 per night
includes taxes & fees
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
(31 reviews)
Ila's Beach House: Near IMG-Heated Salt Pool- Pets OK-Modern Organic Smart Home
Bradenton, FL
7% off
Price is AU$3,139
AU$3,139
AU$448 per night
includes taxes & fees
Image gallery for Stunning Siesta Key,, . , Walk to Shell Beach, HEATED POOL - Discounts
9.89.8 out of 10 rating
Exceptional
(117 reviews)
Stunning Siesta Key,, . , Walk to Shell Beach, HEATED POOL - Discounts
Siesta Key, FL
7% off
Price is AU$6,459
AU$6,459
AU$923 per night
includes taxes & fees
Image gallery for Stunning Fully Remodeled House with Heated Pool! 30%OFF
9.29.2 out of 10 rating
Wonderful
(51 reviews)
Stunning Fully Remodeled House with Heated Pool! 30%OFF
Sarasota, FL
7% off
Price is AU$2,404
AU$2,404
AU$343 per night
includes taxes & fees
Image gallery for Close to Downtown, LECOM Field, AMI Beaches and more
9.49.4 out of 10 rating
Exceptional
(52 reviews)
Close to Downtown, LECOM Field, AMI Beaches and more
Bradenton, FL
9% off
Price is AU$2,083
AU$2,083
AU$298 per night
includes taxes & fees
Image gallery for Island Pool House on exclusive Casey Key in South Sarasota.
8.88.8 out of 10 rating
Excellent
(9 reviews)
Island Pool House on exclusive Casey Key in South Sarasota.
Nokomis, FL
8% off
Price is AU$10,544
AU$10,544
AU$1,506 per night
includes taxes & fees
Image gallery for Casey Key Oasis 3BR home on .75 acre w heated pool, boat dock, beach access
9.89.8 out of 10 rating
Exceptional
(28 reviews)
Casey Key Oasis 3BR home on .75 acre w heated pool, boat dock, beach access
Nokomis, FL
8% off
Price is AU$7,548
AU$7,548
AU$1,078 per night
includes taxes & fees
Image gallery for Family Poolside Paradise on Quiet Cul-de-Sac 4.7 Miles from Siesta Key Beach
1010 out of 10 rating
Exceptional
(12 reviews)
Family Poolside Paradise on Quiet Cul-de-Sac 4.7 Miles from Siesta Key Beach
Sarasota, FL
7% off
Price is AU$3,276
AU$3,276
AU$468 per night
includes taxes & fees
Image gallery for Charming Beach Cottage
9.69.6 out of 10 rating
Exceptional
(25 reviews)
Charming Beach Cottage
Sarasota, FL
14% off
Price is AU$1,856
AU$1,856
AU$265 per night
includes taxes & fees
Image gallery for Mid-Century Modern W/Private Lap Pool In secluded Garden and art studio
9.89.8 out of 10 rating
Exceptional
(56 reviews)
Mid-Century Modern W/Private Lap Pool In secluded Garden and art studio
Sarasota, FL
8% off
Price is AU$2,766
AU$2,766
AU$395 per night
includes taxes & fees
Image gallery for Spacious and Bright Townhome on beautiful Longboat Key
1010 out of 10 rating
Exceptional
(17 reviews)
Spacious and Bright Townhome on beautiful Longboat Key
Longboat Key, FL
8% off
Price is AU$3,306
AU$3,306
AU$472 per night
includes taxes & fees
Image gallery for Simply Adorable, Spacious and Cozy Beach Home
9.09.0 out of 10 rating
Wonderful
(13 reviews)
Simply Adorable, Spacious and Cozy Beach Home
Bradenton, FL
6% off
Price is AU$1,830
AU$1,830
AU$261 per night
includes taxes & fees
Image gallery for Private Modern RV!
8.68.6 out of 10 rating
Excellent
(8 reviews)
Private Modern RV!
Bradenton, FL
8% off
Price is AU$814
AU$814
AU$116 per night
includes taxes & fees
Image gallery for Get To the Beach! Only 5 miles to Siesta Key Beach!
1010 out of 10 rating
Exceptional
(51 reviews)
Get To the Beach! Only 5 miles to Siesta Key Beach!
Sarasota, FL
5% off
Price is AU$1,689
AU$1,689
AU$241 per night
includes taxes & fees
Image gallery for Siesta Key 2 BR 1BA less than 1000 ft from Beach-“GEM”-Barefoot Bungalows
9.69.6 out of 10 rating
Exceptional
(106 reviews)
Siesta Key 2 BR 1BA less than 1000 ft from Beach-“GEM”-Barefoot Bungalows
Siesta Key, FL
13% off
Price is AU$2,723
AU$2,723
AU$389 per night
includes taxes & fees
Image gallery for 6 Bed 4 Bath Home Heated Pool Spa & Golf Simulator
9.69.6 out of 10 rating
Exceptional
(32 reviews)
6 Bed 4 Bath Home Heated Pool Spa & Golf Simulator
Bradenton, FL
6% off
Price is AU$10,204
AU$10,204
AU$1,458 per night
includes taxes & fees
Image gallery for Small But Cute 1/1 In A Tropical Oasis, Close To Siesta Beach
9.49.4 out of 10 rating
Exceptional
(16 reviews)
Small But Cute 1/1 In A Tropical Oasis, Close To Siesta Beach
Sarasota, FL
7% off
Price is AU$1,678
AU$1,678
AU$240 per night
includes taxes & fees
Image gallery for Sunny & Comfy ~ Steps to Siesta Key Beach ~ Pool!
9.89.8 out of 10 rating
Exceptional
(8 reviews)
Sunny & Comfy ~ Steps to Siesta Key Beach ~ Pool!
Siesta Key, FL
8% off
Price is AU$6,226
AU$6,226
AU$889 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 AU$4,067
AU$4,067
AU$581 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
(49 reviews)
1925 Historic Bradenton Bungalow, convenient to downtown and Anna Maria Island!
Bradenton, FL
7% off
Price is AU$2,054
AU$2,054
AU$293 per night
includes taxes & fees
Image gallery for Love Shack on the Water Most desirable location on AMI
1010 out of 10 rating
Exceptional
(36 reviews)
Love Shack on the Water Most desirable location on AMI
Anna Maria, FL
8% off
Price is AU$4,065
AU$4,065
AU$581 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Regal Hollywood - Sarasota
Swivel On Anchor
Sleeps 4 · 2 bedrooms
2.02.0 out of 10
1 review(1 review)
THE BEACH CONDO #107. DIRECLY ON GULF FULL VIEW
Sleeps 4 · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
69 reviews(69 reviews)
AUG SEPT OCT DISCOUNTS! AMI White Sand Beaches/IMG ACADEMY/Pickle Ball/GOLF/FUN!
Sleeps 12 · 4 bedrooms · 3 bathrooms
1010 out of 10
Exceptionalexceptional
26 reviews(26 reviews)
Beach Cottage with a Private Hot Tub
Sleeps 3 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
61 reviews(61 reviews)
Hibiscus Suites - Gateway to Siesta Key
Sleeps 4 · 1 bedroom
8.68.6 out of 10
Excellentexcellent
2,147 reviews(2,147 reviews)
Longboat Key beach house - 5 min walk to the beaches and top local restaurants
Sleeps 8 · 4 bedrooms · 2 bathrooms
9.29.2 out of 10
Wonderfulwonderful
24 reviews(24 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