Holiday rentals near DeSoto Square
We found 4,783 holiday rentals — enter your dates for availability
Select the perfect holiday home that's close to DeSoto Square. Holiday rentals provide the best amenities for your family, friends or furry companion, such as air conditioning 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 - DeSoto Square
Showing deals for:18 Jul - 25 Jul
Image gallery for 🏝️NEW! 10% off per week, Beach 6 miles, Free Pool Heat, Remodel, 4BR 2500sf
1010 out of 10 rating
Exceptional
(11 reviews)
🏝️NEW! 10% off per week, Beach 6 miles, Free Pool Heat, Remodel, 4BR 2500sf
Bradenton, FL
7% off
Price is NZ$7,776
NZ$7,776
NZ$1,111 per night
includes taxes & fees
Image gallery for Welcome to your Salty Escape - 10 minutes from the beach!
1010 out of 10 rating
Exceptional
(16 reviews)
Welcome to your Salty Escape - 10 minutes from the beach!
Bradenton, FL
7% off
Price is NZ$4,504
NZ$4,504
NZ$643 per night
includes taxes & fees
Image gallery for Get your beach time in at this poolside cottage between gulf and bay
1010 out of 10 rating
Exceptional
(63 reviews)
Get your beach time in at this poolside cottage between gulf and bay
Bradenton Beach, FL
12% off
Price is NZ$3,733
NZ$3,733
NZ$533 per night
includes taxes & fees
Image gallery for Paradise Palms - Private Heated Pool - 7 Mins to Anna Maria Island
1010 out of 10 rating
Exceptional
(12 reviews)
Paradise Palms - Private Heated Pool - 7 Mins to Anna Maria Island
Bradenton, FL
8% off
Price is NZ$6,009
NZ$6,009
NZ$858 per night
includes taxes & fees
Image gallery for Charming Home Near Anna Maria Beach Pool+Games
1010 out of 10 rating
Exceptional
(6 reviews)
Charming Home Near Anna Maria Beach Pool+Games
Palmetto, FL
7% off
Price is NZ$8,080
NZ$8,080
NZ$1,154 per night
includes taxes & fees
Image gallery for Close to AMI! 4bdrm/3bath, open concept, heated pool, sleeps 13!
1010 out of 10 rating
Exceptional
(23 reviews)
Close to AMI! 4bdrm/3bath, open concept, heated pool, sleeps 13!
Bradenton, FL
8% off
Price is NZ$6,858
NZ$6,858
NZ$980 per night
includes taxes & fees
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
7% off
Price is NZ$8,086
NZ$8,086
NZ$1,155 per night
includes taxes & fees
Image gallery for Coastal Cottage w/ Pickleball and Outdoor Oasis 2 mi to Beach
1010 out of 10 rating
Exceptional
(11 reviews)
Coastal Cottage w/ Pickleball and Outdoor Oasis 2 mi to Beach
Bradenton, FL
8% off
Price is NZ$8,901
NZ$8,901
NZ$1,272 per night
includes taxes & fees
Image gallery for 4BR Remodeled Heated Pool Home, Bradenton, 6mil. to Anna Maria Beaches
9.89.8 out of 10 rating
Exceptional
(17 reviews)
4BR Remodeled Heated Pool Home, Bradenton, 6mil. to Anna Maria Beaches
Bradenton, FL
8% off
Price is NZ$4,219
NZ$4,219
NZ$603 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
(41 reviews)
Waterfront/Kayak with Manatees/Heated Pool/Bikes/Firepit/Fish/close to Beaches
Bradenton, FL
7% off
Price is NZ$6,191
NZ$6,191
NZ$884 per night
includes taxes & fees
Image gallery for NEW! READY TO HOST, POOL, FIREPIT, OUTDOOR GAMES
1010 out of 10 rating
Exceptional
(5 reviews)
NEW! READY TO HOST, POOL, FIREPIT, OUTDOOR GAMES
Bradenton, FL
8% off
Price is NZ$7,025
NZ$7,025
NZ$1,004 per night
includes taxes & fees
Image gallery for PARADISE POOL and SPA with full screen enclosure. 15 min from Anna Maria Island.
1010 out of 10 rating
Exceptional
(18 reviews)
PARADISE POOL and SPA with full screen enclosure. 15 min from Anna Maria Island.
Bradenton, FL
8% off
Price is NZ$7,599
NZ$7,599
NZ$1,086 per night
includes taxes & fees
Image gallery for ❤️Modern Pool Home by Siesta Key/Downtown/UTC & Airport
1010 out of 10 rating
Exceptional
(20 reviews)
❤️Modern Pool Home by Siesta Key/Downtown/UTC & Airport
Sarasota, FL
8% off
Price is NZ$4,152
NZ$4,152
NZ$593 per night
includes taxes & fees
Image gallery for Private Pool Home Hideaway in Palm Aire. Close to all Sarasota has to offer.
1010 out of 10 rating
Exceptional
(39 reviews)
Private Pool Home Hideaway in Palm Aire. Close to all Sarasota has to offer.
Sarasota, FL
8% off
Price is NZ$4,111
NZ$4,111
NZ$587 per night
includes taxes & fees
Image gallery for Exquisite Beach-Bay Views Private Heated Pool Elevator Perfect location
1010 out of 10 rating
Exceptional
(35 reviews)
Exquisite Beach-Bay Views Private Heated Pool Elevator Perfect location
Bradenton Beach, FL
8% off
Price is NZ$12,468
NZ$12,468
NZ$1,781 per night
includes taxes & fees
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
8% off
Price is NZ$6,123
NZ$6,123
NZ$875 per night
includes taxes & fees
Image gallery for Family beach condo. Steps to sand and restaurants + bars!
9.89.8 out of 10 rating
Exceptional
(180 reviews)
Family beach condo. Steps to sand and restaurants + bars!
Bradenton Beach, FL
8% off
Price is NZ$5,738
NZ$5,738
NZ$820 per night
includes taxes & fees
Image gallery for Driftwood & Sunsets - Modern Beach House - Heated Pool - Minutes from the beach
1010 out of 10 rating
Exceptional
(32 reviews)
Driftwood & Sunsets - Modern Beach House - Heated Pool - Minutes from the beach
Bradenton, FL
12% off
Price is NZ$4,455
NZ$4,455
NZ$636 per night
includes taxes & fees
Image gallery for 4/2 Home Heated Pool / close to Beautiful Anna Maria Beaches / close to IMG
9.49.4 out of 10 rating
Exceptional
(24 reviews)
4/2 Home Heated Pool / close to Beautiful Anna Maria Beaches / close to IMG
Bradenton, FL
8% off
Price is NZ$4,219
NZ$4,219
NZ$603 per night
includes taxes & fees
Image gallery for The Palms - Manatee Riverfront Retreat With dockage.
1010 out of 10 rating
Exceptional
(12 reviews)
The Palms - Manatee Riverfront Retreat With dockage.
Palmetto, FL
8% off
Price is NZ$10,857
NZ$10,857
NZ$1,551 per night
includes taxes & fees
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
8% off
Price is NZ$4,626
NZ$4,626
NZ$661 per night
includes taxes & fees
Image gallery for Riverwalk Lady On The Riverwalk, 2 Blocks Old Main St., Manatee River & Pier
1010 out of 10 rating
Exceptional
(186 reviews)
Riverwalk Lady On The Riverwalk, 2 Blocks Old Main St., Manatee River & Pier
Bradenton, FL
7% off
Price is NZ$4,250
NZ$4,250
NZ$607 per night
includes taxes & fees
Image gallery for Sarasota Family Oasis 4 Bed 2 Bath w/ HTD Pool 9 Free Pool Heath Sleeps 13
1010 out of 10 rating
Exceptional
(6 reviews)
Sarasota Family Oasis 4 Bed 2 Bath w/ HTD Pool 9 Free Pool Heath Sleeps 13
Sarasota, FL
6% off
Price is NZ$6,136
NZ$6,136
NZ$877 per night
includes taxes & fees
Image gallery for Anna Maria Island Beach Condo - 2 Bedroom, 2 bathroom - Sleeps 6 - Brand New!!!
9.69.6 out of 10 rating
Exceptional
(5 reviews)
Anna Maria Island Beach Condo - 2 Bedroom, 2 bathroom - Sleeps 6 - Brand New!!!
Bradenton Beach, FL
7% off
Price is NZ$5,328
NZ$5,328
NZ$761 per night
includes taxes & fees
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Find the best place to stay - DeSoto Square
Vacation Home w/ Ocean View, Resort Style Pool W/Slide Sleeps 16
Sleeps 16 · 6 bedrooms · 7 bathrooms
1010 out of 10
Exceptionalexceptional
25 reviews(25 reviews)
NEW listing: Heated Pool+Pickleball+MiniGolf+TheaterArcade+3 KingBeds
Sleeps 12 · 4 bedrooms · 3 bathrooms
1010 out of 10
Exceptionalexceptional
1 review(1 review)
Hibiscus Suites - Gateway to Siesta Key
Sleeps 4 · 1 bedroom
8.68.6 out of 10
Excellentexcellent
2,112 reviews(2,112 reviews)
Vacation delight! Cozy condo just steps from the beach and St. Armands circle.
Sleeps 3 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
134 reviews(134 reviews)
We Survived The Storm! Hurricane Relief Houseboat Rental
Sleeps 4 · 3 bedrooms · 0+ bathrooms
2.02.0 out of 10
2 reviews(2 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
17 reviews(17 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