Vacation rentals in Longboat Key
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Top-rated vacation rentals in Longboat Key
Guests agree: these stays are highly rated for location, cleanliness, and more.
Guest favourite
Home in Longboat Key
Summer House longboat key
Luxurious waterfront 3 Bedroom home with bay and and canal view with extra dock that can accommodate up to 21 ft+-heated pool, tropical landscaping with coconut palms, outside patio and grill. Fish on the dock and watch dolphins and manatee. Truly a tropical paradise just 7 minute Walk to your own private beach, It is a private home nestled on a canal that is 2 houses from Sarasota Bay. Our home is situated in the desirable quiet neighborhood of Country Club Shore minutes from at Armand’s circle
4.86 out of 5 average rating, 103 reviews
Guest favourite
Island in Sarasota
*MAY SALE! Sarasota #1 Luxury Villa Pool/Beach!*
Check our nearby sister property for 2024 dates by clicking our host picture, then click picture again or "contact host". Or BOOK 2024 NOW, stay in Style magazines exclusive beachfront gem! This property OWNS THE BEACH!! UNIQUE PRIVATE POOL & BEACH combo is HEAVEN! Private ELEVATOR! 32,000/gl FREEFORM POOL, with 4 WATERFALLS, HOT GROTTO with HOT falls! NEW BBQ PIT AREA, BIKES, KAYAKS, and PADDLEBOARDS! WRAPAROUND BALCONY, CHEF kitchen. Hosted CELEBS! SHOPPING, FINE DINING, check out our VIDEOS!
Nov. 5 – 12
$883 CAD per night
4.98 out of 5 average rating, 296 reviews
Guest favourite
Townhouse in Longboat Key
Cedars Tennis -Gorgeous 2 bed, 3 level Townhouse
Kick back and relax in this calm, stylish space. In Cedars East, across from beach AND on the bay. Sleeps 6 - king size master and queen bed upstairs, sofa bed. All new carpets upstairs and full laundry in the unit too! Lovely enclosed balcony overlooking trees and boardwalk. Couple of trek bikes in the garage- 10 min walk/ 3 min cycle to beach. Large shared swimming pool, tiki bar, fitness center, tennis on site. Jetty, boardwalk & walk paths. Excellent location, pets allowed. RRR-00819.2023
Nov. 3 – 10
$531 CAD per night
4.81 out of 5 average rating, 27 reviews
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Quick stats about vacation rentals in Longboat Key
Total rentals | 800 properties |
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Rentals with a pool | 610 properties have a pool |
Pet-friendly rentals | 140 properties allow pets |
Family-friendly rentals | 580 properties are a good fit for families |
Total number of reviews | 8.3K reviews |
Nightly prices starting at | $41 CAD before taxes and fees |
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