Holiday rentals near Nathan Benderson Park
We found 6,182 holiday rentals — enter your dates for availability
Take a look at private holiday rentals close to Nathan Benderson Park that can be your home away from home. Whether you're travelling with your children or with friends, holiday rentals have the amenities that you expect for your stay, which might include parking and a pool. You'll be sure to find a property to rent that has what everyone needs, including places that are non-smoking or accessible.
Holiday rentals with weekly discounts - Nathan Benderson Park
Showing deals for:19 Sept - 26 Sept
Image gallery for Condo on the beach! Footsteps to water. Spacious unit with a view.
1010 out of 10 rating
Exceptional
(31 reviews)
Condo on the beach! Footsteps to water. Spacious unit with a view.
Siesta Key, FL
8% off
Price is AU$4,142
AU$4,142
AU$592 per night
includes taxes & fees
Image gallery for Private Indoor/Outdoor POOL & Waterfront Oasis on Siesta Key
1010 out of 10 rating
Exceptional
(6 reviews)
Private Indoor/Outdoor POOL & Waterfront Oasis on Siesta Key
Siesta Key, FL
8% off
Price is AU$21,686
AU$21,686
AU$3,098 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
(20 reviews)
Private Siesta Key Home with Great Location walk to Village and Beach!
Siesta Key, FL
8% off
Price is AU$11,917
AU$11,917
AU$1,702 per night
includes taxes & fees
Image gallery for SIESTA KEY BEACHFRONT! MIDNIGHT COVE ON SIESTA KEY! SUMMER DISCOUNTS!
9.09.0 out of 10 rating
Wonderful
(8 reviews)
SIESTA KEY BEACHFRONT! MIDNIGHT COVE ON SIESTA KEY! SUMMER DISCOUNTS!
Siesta Key, FL
7% off
Price is AU$4,510
AU$4,510
AU$644 per night
includes taxes & fees
Image gallery for Newly Remodeled! Pool home near Siesta Beach!
1010 out of 10 rating
Exceptional
(30 reviews)
Newly Remodeled! Pool home near Siesta Beach!
Siesta Key, FL
8% off
Price is AU$5,125
AU$5,125
AU$732 per night
includes taxes & fees
Image gallery for Island House Resort - Waterfront 2-bedroom condo directly on Siesta Key Beach!
1010 out of 10 rating
Exceptional
(11 reviews)
Island House Resort - Waterfront 2-bedroom condo directly on Siesta Key Beach!
Siesta Key, FL
6% off
Price is AU$4,221
AU$4,221
AU$603 per night
includes taxes & fees
Image gallery for Siesta Key Vacation Property W/Heated Pool and Beach Access
1010 out of 10 rating
Exceptional
(49 reviews)
Siesta Key Vacation Property W/Heated Pool and Beach Access
Siesta Key, FL
7% off
Price is AU$4,620
AU$4,620
AU$660 per night
includes taxes & fees
Image gallery for Private Pool & Beach Access, 2-car Garage, Beach toys & Smart TVs
1010 out of 10 rating
Exceptional
(37 reviews)
Private Pool & Beach Access, 2-car Garage, Beach toys & Smart TVs
Siesta Key, FL
5% off
Price is AU$12,251
AU$12,251
AU$1,750 per night
includes taxes & fees
Image gallery for Family friendly 4 bed 2 bath home in a peaceful neighborhood 15min to Siesta Key
1010 out of 10 rating
Exceptional
(31 reviews)
Family friendly 4 bed 2 bath home in a peaceful neighborhood 15min to Siesta Key
Sarasota, FL
8% off
Price is AU$4,414
AU$4,414
AU$631 per night
includes taxes & fees
Image gallery for 2-Car Garage, Private Pool & Beach Access, BBQ grill & Pool/Beach Things
1010 out of 10 rating
Exceptional
(97 reviews)
2-Car Garage, Private Pool & Beach Access, BBQ grill & Pool/Beach Things
Siesta Key, FL
5% off
Price is AU$12,251
AU$12,251
AU$1,750 per night
includes taxes & fees
Image gallery for Siesta Key Beach HideAway
9.49.4 out of 10 rating
Exceptional
(52 reviews)
Siesta Key Beach HideAway
Siesta Key, FL
8% off
Price is AU$5,719
AU$5,719
AU$817 per night
includes taxes & fees
Image gallery for Directly on Siesta Key Beach with a short walk to the Village
9.69.6 out of 10 rating
Exceptional
(67 reviews)
Directly on Siesta Key Beach with a short walk to the Village
Siesta Key, FL
7% off
Price is AU$3,321
AU$3,321
AU$474 per night
includes taxes & fees
Image gallery for “MOONMIST” Siesta Key villa with private hot tub in a 'jungle' setting
9.29.2 out of 10 rating
Wonderful
(92 reviews)
“MOONMIST” Siesta Key villa with private hot tub in a 'jungle' setting
Siesta Key, FL
8% off
Price is AU$2,097
AU$2,097
AU$300 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
(44 reviews)
Waterfront/Kayak with Manatees/Heated Pool/Bikes/Firepit/Fish/close to Beaches
Bradenton, FL
7% off
Price is AU$4,541
AU$4,541
AU$649 per night
includes taxes & fees
Image gallery for 5 minutes to private Siesta Key Beach + 2 heated pools and pickleball courts
1010 out of 10 rating
Exceptional
(10 reviews)
5 minutes to private Siesta Key Beach + 2 heated pools and pickleball courts
Siesta Key, FL
8% off
Price is AU$3,838
AU$3,838
AU$548 per night
includes taxes & fees
Image gallery for Fun-n-Sun Steps to#1 Beach in USA Spacious 2+2Condo,pool,garage Tranquil Setting
9.89.8 out of 10 rating
Exceptional
(149 reviews)
Fun-n-Sun Steps to#1 Beach in USA Spacious 2+2Condo,pool,garage Tranquil Setting
Siesta Key, FL
7% off
Price is AU$2,668
AU$2,668
AU$381 per night
includes taxes & fees
Image gallery for Steps to Siesta Key beach, condo w/view!
9.89.8 out of 10 rating
Exceptional
(82 reviews)
Steps to Siesta Key beach, condo w/view!
Siesta Key, FL
8% off
Price is AU$3,388
AU$3,388
AU$484 per night
includes taxes & fees
Image gallery for Florida country club home, short drive to beaches, theme parks & golf
9.69.6 out of 10 rating
Exceptional
(35 reviews)
Florida country club home, short drive to beaches, theme parks & golf
Bradenton, FL
7% off
Price is AU$4,127
AU$4,127
AU$590 per night
includes taxes & fees
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
6% off
Price is AU$4,264
AU$4,264
AU$609 per night
includes taxes & fees
Image gallery for The Bray Escape. 4.7 Miles to Siesta Key
1010 out of 10 rating
Exceptional
(9 reviews)
The Bray Escape. 4.7 Miles to Siesta Key
Sarasota, FL
7% off
Price is AU$3,926
AU$3,926
AU$561 per night
includes taxes & fees
Image gallery for condo/on beach 1st floor/view of ocean from lanai siesta key beach
9.69.6 out of 10 rating
Exceptional
(41 reviews)
condo/on beach 1st floor/view of ocean from lanai siesta key beach
Siesta Key, FL
8% off
Price is AU$3,200
AU$3,200
AU$457 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
(12 reviews)
Bayshore Gardens remodel with hot tub + fire pit + walk to park and marina
Bradenton, FL
14% off
Price is AU$2,496
AU$2,496
AU$357 per night
includes taxes & fees
Image gallery for Sandy Feet Retreat | Private Pool, Pergola + Ping Pong!
9.69.6 out of 10 rating
Exceptional
(14 reviews)
Sandy Feet Retreat | Private Pool, Pergola + Ping Pong!
Sarasota, FL
7% off
Price is AU$4,102
AU$4,102
AU$586 per night
includes taxes & fees
Image gallery for A Whale of a Good Time!
1010 out of 10 rating
Exceptional
(31 reviews)
A Whale of a Good Time!
Sarasota, FL
8% off
Price is AU$3,843
AU$3,843
AU$549 per night
includes taxes & fees
Find spaces that suit your style
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Chalet
Find the best place to stay - Nathan Benderson Park
Gorgeous 3/2 in Sarasota. Dog friendly, inground pool. 20 Minutes to Siesta Key!
Sleeps 6 · 3 bedrooms · 2 bathrooms
Book now, and make memories that will last a lifetime in the heart of Sarasota!
Sleeps 8 · 3 bedrooms · 2 bathrooms
9.89.8 out of 10
Exceptionalexceptional
18 reviews(18 reviews)
Prime Location with Pool, Spa, and Fun Waterslide - Summer House
Sleeps 22 · 6 bedrooms · 6 bathrooms
9.69.6 out of 10
Exceptionalexceptional
50 reviews(50 reviews)
Beautiful pool home, minutes away from famous beaches, 7 minutes to airport
Sleeps 8 · 3 bedrooms · 2 bathrooms
9.89.8 out of 10
Exceptionalexceptional
37 reviews(37 reviews)
Luxurious 4 BR / 2 BA home with pool | Bradenton - My Great Escape
Sleeps 8 · 4 bedrooms · 2 bathrooms
6.86.8 out of 10
39 reviews(39 reviews)
Bay Bliss Bungalow | 65" Smart TV, Lanai + Electric Bikes!
Sleeps 8 · 3 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
18 reviews(18 reviews)
Top rated rentals - Nathan Benderson Park
Splendid Stay
1010 out of 10
Exceptionalexceptional
99 reviews(99 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