Holiday rentals near CoolToday Park
We found 5,203 holiday rentals — enter your dates for availability
Scroll through and discover private holiday rentals within easy reach of CoolToday Park 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 hanging out with the people that matter most, which might include parking and a fireplace. At the end of the day, you'll be sure to find a property to rent that has what everyone needs, including accessible or non-smoking choices.
Holiday rentals with weekly discounts - CoolToday Park
Showing deals for:7 Nov - 14 Nov
Image gallery for Heated pool, freshly renovated vacation getaway home
9.69.6 out of 10 rating
Exceptional
(35 reviews)
Heated pool, freshly renovated vacation getaway home
North Port, FL
12% off
Price is S$1,672
S$1,672
S$239 per night
includes taxes & fees
Image gallery for Newly listed, beautiful 2-bedroom, 2 bathroom condo in charming Boca Grande.
1010 out of 10 rating
Exceptional
(16 reviews)
Newly listed, beautiful 2-bedroom, 2 bathroom condo in charming Boca Grande.
Placida, FL
8% off
Price is S$4,931
S$4,931
S$704 per night
includes taxes & fees
Image gallery for Spacious 5-bedroom house in lovely Rotonda West with fast WiFi and Private Pool
1010 out of 10 rating
Exceptional
(12 reviews)
Spacious 5-bedroom house in lovely Rotonda West with fast WiFi and Private Pool
Rotonda West, FL
11% off
Price is S$3,156
S$3,156
S$451 per night
includes taxes & fees
Image gallery for Island Beach Barn - charming vacation house with bay/dock and beach access
1010 out of 10 rating
Exceptional
(42 reviews)
Island Beach Barn - charming vacation house with bay/dock and beach access
Placida, FL
7% off
Price is S$3,300
S$3,300
S$471 per night
includes taxes & fees
Image gallery for CHARMING HOME-CANAL FRONT-BOAT SLIP-SPACIOUS HEATED POOL/LANAI-NEAR BEACH/SHOPS!
9.69.6 out of 10 rating
Exceptional
(7 reviews)
CHARMING HOME-CANAL FRONT-BOAT SLIP-SPACIOUS HEATED POOL/LANAI-NEAR BEACH/SHOPS!
Port Charlotte, FL
5% off
Price is S$2,400
S$2,400
S$343 per night
includes taxes & fees
Image gallery for Play and have Fun at Gecko House on Manasota Key
1010 out of 10 rating
Exceptional
(11 reviews)
Play and have Fun at Gecko House on Manasota Key
Englewood, FL
8% off
Price is S$7,585
S$7,585
S$1,084 per night
includes taxes & fees
Image gallery for Top Rated Villa For Rent! Short Walk To Beach. Swimming Pool. Family-Friendly
1010 out of 10 rating
Exceptional
(142 reviews)
Top Rated Villa For Rent! Short Walk To Beach. Swimming Pool. Family-Friendly
Englewood, FL
19% off
Price is S$2,810
S$2,810
S$401 per night
includes taxes & fees
Image gallery for HAPPY FUN BLUE HOUSE kids, pets friendly, 3 miles away from the beach🏖️.
9.89.8 out of 10 rating
Exceptional
(47 reviews)
HAPPY FUN BLUE HOUSE kids, pets friendly, 3 miles away from the beach🏖️.
Venice, FL
7% off
Price is S$2,048
S$2,048
S$293 per night
includes taxes & fees
Image gallery for "Pelican Nest"Private Beach & Bay access & Pool 4bedroom 3bath
1010 out of 10 rating
Exceptional
(15 reviews)
"Pelican Nest"Private Beach & Bay access & Pool 4bedroom 3bath
Englewood, FL
7% off
Price is S$8,424
S$8,424
S$1,203 per night
includes taxes & fees
Image gallery for Family beach home! Fully renovated on water w/pool, boat dock & nearby beach
9.69.6 out of 10 rating
Exceptional
(75 reviews)
Family beach home! Fully renovated on water w/pool, boat dock & nearby beach
Nokomis, FL
8% off
Price is S$5,519
S$5,519
S$788 per night
includes taxes & fees
Image gallery for Tranquil Beach Cottage with Private Heated Pool on Secluded Palm Island
9.89.8 out of 10 rating
Exceptional
(72 reviews)
Tranquil Beach Cottage with Private Heated Pool on Secluded Palm Island
Placida, FL
15% off
Price is S$2,929
S$2,929
S$418 per night
includes taxes & fees
Image gallery for Beautifully Decorated Pool Home 2 Bed/2 Bath minutes away from Siesta Key Beach!
1010 out of 10 rating
Exceptional
(39 reviews)
Beautifully Decorated Pool Home 2 Bed/2 Bath minutes away from Siesta Key Beach!
Sarasota, FL
8% off
Price is S$3,923
S$3,923
S$560 per night
includes taxes & fees
Image gallery for Heated SALT Pool - 3bd - Sunny
9.89.8 out of 10 rating
Exceptional
(15 reviews)
Heated SALT Pool - 3bd - Sunny
North Port, FL
9% off
Price is S$2,270
S$2,270
S$324 per night
includes taxes & fees
Image gallery for “Salt of the Sea” - Beachfront and Pet Friendly!
9.29.2 out of 10 rating
Wonderful
(10 reviews)
“Salt of the Sea” - Beachfront and Pet Friendly!
Placida, FL
6% off
Price is S$4,251
S$4,251
S$607 per night
includes taxes & fees
Image gallery for Getaway Home with Hot Tub and Close to the Beach!
1010 out of 10 rating
Exceptional
(22 reviews)
Getaway Home with Hot Tub and Close to the Beach!
Rotonda West, FL
8% off
Price is S$3,377
S$3,377
S$482 per night
includes taxes & fees
Image gallery for Home in Englewood / heated pool
1010 out of 10 rating
Exceptional
(12 reviews)
Home in Englewood / heated pool
Englewood, FL
7% off
Price is S$2,286
S$2,286
S$327 per night
includes taxes & fees
Image gallery for Tiki Life ! Relax and Enjoy w/m discount! Close to beaches without the costs!!
1010 out of 10 rating
Exceptional
(43 reviews)
Tiki Life ! Relax and Enjoy w/m discount! Close to beaches without the costs!!
Englewood, FL
13% off
Price is S$1,126
S$1,126
S$161 per night
includes taxes & fees
Image gallery for Check Dreams Retreat: Heated Saltwater Pool/Hot Tub & Putt Putt Golf
9.09.0 out of 10 rating
Wonderful
(9 reviews)
Check Dreams Retreat: Heated Saltwater Pool/Hot Tub & Putt Putt Golf
Rotonda West, FL
8% off
Price is S$3,318
S$3,318
S$474 per night
includes taxes & fees
Image gallery for Cozy Cottage - Minutes from Beaches and Historic Dearborn St!
1010 out of 10 rating
Exceptional
(17 reviews)
Cozy Cottage - Minutes from Beaches and Historic Dearborn St!
Englewood, FL
8% off
Price is S$1,369
S$1,369
S$196 per night
includes taxes & fees
Image gallery for Fully renovated, steps to beach. 2BR/1BA.Dogs welcome! Perfect ratings.
1010 out of 10 rating
Exceptional
(23 reviews)
Fully renovated, steps to beach. 2BR/1BA.Dogs welcome! Perfect ratings.
Englewood, FL
12% off
Price is S$3,983
S$3,983
S$569 per night
includes taxes & fees
Image gallery for Luxurious Private Villa,Heated pool, 1 mile to beach, 3 King suites,Free wi fi
9.69.6 out of 10 rating
Exceptional
(105 reviews)
Luxurious Private Villa,Heated pool, 1 mile to beach, 3 King suites,Free wi fi
Englewood, FL
6% off
Price is S$3,060
S$3,060
S$437 per night
includes taxes & fees
Image gallery for Upscale Beachfront Retreat on LGI: STUNNING Gulf Views + Pool + Ferry Access!
1010 out of 10 rating
Exceptional
(19 reviews)
Upscale Beachfront Retreat on LGI: STUNNING Gulf Views + Pool + Ferry Access!
Placida, FL
8% off
Price is S$3,844
S$3,844
S$549 per night
includes taxes & fees
Image gallery for Beautiful Gulf Access home Amazing pool sunsets
9.69.6 out of 10 rating
Exceptional
(31 reviews)
Beautiful Gulf Access home Amazing pool sunsets
Punta Gorda, FL
6% off
Price is S$4,978
S$4,978
S$711 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
(29 reviews)
Casey Key Oasis 3BR home on .75 acre w heated pool, boat dock, beach access
Nokomis, FL
16% off
Price is S$5,608
S$5,608
S$801 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - CoolToday Park
Fun House 6 bedroom waterfront home - pool & dock
Sleeps 13 · 6 bedrooms · 4 bathrooms
1010 out of 10
Exceptionalexceptional
47 reviews(47 reviews)
A Piece of Heaven, Waterfront Home, Heated Screened Pool & in Port Charlotte
Sleeps 8 · 3 bedrooms · 2 bathrooms
9.29.2 out of 10
Wonderfulwonderful
64 reviews(64 reviews)
PLACE TO BE we have everything you need
Sleeps 7 · 3 bedrooms · 1 bathroom
9.09.0 out of 10
Wonderfulwonderful
11 reviews(11 reviews)
Saltwater Lifestyle in Florida Paradise! Boating Canal / Pool Home!
Sleeps 6 · 3 bedrooms · 2 bathrooms
9.29.2 out of 10
Wonderfulwonderful
5 reviews(5 reviews)
!HUGE POOL/LANAI-BBQ-WASHER/DRYER-NEAR RIVER/BEACH/GOLF/PARKS/SHOPS/RESTAURANTS!
Sleeps 6 · 3 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
3 reviews(3 reviews)
House with outdoor pool and canal with access to the ocean, kayaks, bicycles
Sleeps 8 · 3 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
19 reviews(19 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