Photo by throwingsofas
Holiday rentals near Longboat Key Beaches
We found 10,728 holiday rentals — enter your dates for availability
If you'd like to stay close to Longboat Key Beaches, scroll through and discover private holiday rentals to find the perfect home base for your trip. Whether you're staying in a holiday rental with friends, family or even just your pets, you'll find the best amenities for hanging out with the people that matter most, which might include parking and a hot tub. You'll be able to choose a property to rent for everyone's needs, including places that are non-smoking or accessible.
Holiday rentals with weekly discounts - Longboat Key Beaches
Showing deals for:18 Jul - 25 Jul
Image gallery for Paradise Palms - Private Heated Pool - 7 Mins to Anna Maria Island
10 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$5,914
NZ$845 per night
includes taxes & fees
Image gallery for 2 Minute Walk to Siesta Beach -really!! Great value, great location !!!
9.8 out of 10 rating
Exceptional
(56 reviews)
2 Minute Walk to Siesta Beach -really!! Great value, great location !!!
Siesta Key, FL
8% off
Price is NZ$3,848
NZ$550 per night
includes taxes & fees
Image gallery for Get your beach time in at this poolside cottage between gulf and bay
10 out of 10 rating
Exceptional
(65 reviews)
Get your beach time in at this poolside cottage between gulf and bay
Bradenton Beach, FL
12% off
Price is NZ$3,674
NZ$525 per night
includes taxes & fees
Image gallery for New! Spacious & Updated! Heated Pool, Close to Anna Maria, Beaches & IMG Academy
10 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$7,989
NZ$1,141 per night
includes taxes & fees
Find spaces that suit your style
House
Condo/Apartment
Cabin
Cottage
Villa
Find properties near top attractions in Longboat Key Beaches
Map Attractions
Find the best place to stay - Longboat Key Beaches
The Beach on Longboat Key #104 Resort by RVA
Sleeps 4 · 1 bathroom
9.0 out of 10
wonderful
(93 reviews)
THE BEACH CONDO #107. DIRECLY ON GULF FULL VIEW
Sleeps 4 · 1 bathroom
9.8 out of 10
exceptional
(64 reviews)
Charming 1-bedroom, beachfront condo in serene Longboat Key with WiFi, AC
Sleeps 2 · 1 bedroom · 1 bathroom
6.0 out of 10
(4 reviews)
Best views of the beach from your balcony Unit 301
Sleeps 6 · 1 bedroom · 1 bathroom
9.8 out of 10
exceptional
(79 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