Holiday rentals near DeSoto Square
We found 4,787 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:1 Aug - 8 Aug
Image gallery for 🏝️NEW! 10% off per week, Beach 6 miles, Free Pool Heat, Remodel, 4BR 2500sf
1010 out of 10 rating
Exceptional
(12 reviews)
🏝️NEW! 10% off per week, Beach 6 miles, Free Pool Heat, Remodel, 4BR 2500sf
Bradenton, FL
7% off
Price is NZ$6,831
NZ$6,831
NZ$976 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
(14 reviews)
Paradise Palms - Private Heated Pool - 7 Mins to Anna Maria Island
Bradenton, FL
8% off
Price is NZ$5,977
NZ$5,977
NZ$854 per night
includes taxes & fees
Image gallery for LUXE beach getaway 5mins from water. 3xKING BR, large heated pool + new playland
1010 out of 10 rating
Exceptional
(6 reviews)
LUXE beach getaway 5mins from water. 3xKING BR, large heated pool + new playland
Bradenton, FL
11% off
Price is NZ$7,683
NZ$7,683
NZ$1,098 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$4,480
NZ$4,480
NZ$640 per night
includes taxes & fees
Image gallery for Longboat Key beach house - 5 min walk to the beaches and top local restaurants
9.69.6 out of 10 rating
Exceptional
(22 reviews)
Longboat Key beach house - 5 min walk to the beaches and top local restaurants
Longboat Key, FL
8% off
Price is NZ$5,419
NZ$5,419
NZ$774 per night
includes taxes & fees
Image gallery for Casa Bella-5BR/Waterfront/Pool/Spa
1010 out of 10 rating
Exceptional
(6 reviews)
Casa Bella-5BR/Waterfront/Pool/Spa
Bradenton, FL
8% off
Price is NZ$8,703
NZ$8,703
NZ$1,243 per night
includes taxes & fees
Image gallery for Stunning Waterfront Home! Sleeps 8 Heated Pool Hot Tub Boat Dock Chef Kitchen
9.89.8 out of 10 rating
Exceptional
(14 reviews)
Stunning Waterfront Home! Sleeps 8 Heated Pool Hot Tub Boat Dock Chef Kitchen
Bradenton, FL
7% off
Price is NZ$7,980
NZ$7,980
NZ$1,140 per night
includes taxes & fees
Image gallery for Spring break deals! Close to AMI, IMG, downtown!
1010 out of 10 rating
Exceptional
(25 reviews)
Spring break deals! Close to AMI, IMG, downtown!
Bradenton, FL
8% off
Price is NZ$5,784
NZ$5,784
NZ$826 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$6,822
NZ$6,822
NZ$975 per night
includes taxes & fees
Image gallery for ALL-NEW Waterfront Room, Heated Pool, Tiki Bar/Grill
9.89.8 out of 10 rating
Exceptional
(13 reviews)
ALL-NEW Waterfront Room, Heated Pool, Tiki Bar/Grill
Sarasota, FL
5% off
Price is NZ$2,176
NZ$2,176
NZ$311 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
(42 reviews)
Waterfront/Kayak with Manatees/Heated Pool/Bikes/Firepit/Fish/close to Beaches
Bradenton, FL
7% off
Price is NZ$5,970
NZ$5,970
NZ$853 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$6,108
NZ$6,108
NZ$873 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$4,196
NZ$4,196
NZ$599 per night
includes taxes & fees
Image gallery for Spring Discount! FreeHeatedPool🏊♂️SpaBeachGear🏖️FullyEquippedKitchenKid Friendly
9.89.8 out of 10 rating
Exceptional
(20 reviews)
Spring Discount! FreeHeatedPool🏊♂️SpaBeachGear🏖️FullyEquippedKitchenKid Friendly
Bradenton, FL
8% off
Price is NZ$5,731
NZ$5,731
NZ$819 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
(128 reviews)
Private Heated Pool Home on the bayou leading to the Gulf of Mexico☼
Bradenton, FL
7% off
Price is NZ$5,136
NZ$5,136
NZ$734 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$4,431
NZ$4,431
NZ$633 per night
includes taxes & fees
Image gallery for WATER SLIDE & POOL & HOT TUB ** Mermaid Vibes **
9.89.8 out of 10 rating
Exceptional
(53 reviews)
WATER SLIDE & POOL & HOT TUB ** Mermaid Vibes **
Bradenton, FL
7% off
Price is NZ$5,171
NZ$5,171
NZ$739 per night
includes taxes & fees
Image gallery for Spacious + Vibrant 5-bed 3-bath Private House with Pool in Sarasota/Bradenton
9.29.2 out of 10 rating
Wonderful
(18 reviews)
Spacious + Vibrant 5-bed 3-bath Private House with Pool in Sarasota/Bradenton
Bradenton, FL
8% off
Price is NZ$4,538
NZ$4,538
NZ$648 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$4,258
NZ$4,258
NZ$608 per night
includes taxes & fees
Image gallery for 4-bedroom vacation home just 13 minutes from Bradenton Beach
9.49.4 out of 10 rating
Exceptional
(73 reviews)
4-bedroom vacation home just 13 minutes from Bradenton Beach
Bradenton, FL
7% off
Price is NZ$5,070
NZ$5,070
NZ$724 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
(34 reviews)
Florida country club home, short drive to beaches, theme parks & golf
Bradenton, FL
7% off
Price is NZ$4,548
NZ$4,548
NZ$650 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$6,397
NZ$6,397
NZ$914 per night
includes taxes & fees
Image gallery for Luxury Resort Style, Heated Pool, 10 Mins to Gulf Mexico Beaches
1010 out of 10 rating
Exceptional
(11 reviews)
Luxury Resort Style, Heated Pool, 10 Mins to Gulf Mexico Beaches
Bradenton, FL
8% off
Price is NZ$7,023
NZ$7,023
NZ$1,003 per night
includes taxes & fees
Image gallery for Coastal Cottage House -- Close to Beaches!! Welcome to Paradise!
1010 out of 10 rating
Exceptional
(13 reviews)
Coastal Cottage House -- Close to Beaches!! Welcome to Paradise!
Bradenton, FL
7% off
Price is NZ$2,406
NZ$2,406
NZ$344 per night
includes taxes & fees
Find spaces that suit your style
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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
2,121 reviews(2,121 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
137 reviews(137 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
19 reviews(19 reviews)
THE BEACH CONDO #107. DIRECLY ON GULF FULL VIEW
Sleeps 4 · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
64 reviews(64 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