Holiday rentals in Longboat Key
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Top-rated holiday rentals in Longboat Key
Guests agree: these stays are highly rated for location, cleanliness and more.
Home in Longboat Key
4.87 out of 5 average rating, 104 reviewsSummer 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
Flat in Longboat Key
4.82 out of 5 average rating, 124 reviewsOcean Front Studio Special From $99/night
This complex is a 2 story bldg with only 14 condos, beautifully landscaped, with sophisticated charm and a casual beach atmosphere. The pictures are taken from the condo, so what you see is what you get, direct beautiful Ocean views. Sip your beverage of choice as you enjoy the sunsets and the balmy breezes on your large walkout private patio with a table, chairs, chaise lounges which faces the aqua waters of the Gulf of Mexico. This is a condo that you will want to return to year after year.
8–15 Jul
Island in Sarasota
4.97 out of 5 average rating, 298 reviews*MAY SALE! Sarasota #1 Luxury Villa Pool/Beach!*
Check our nearby sister properties 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, watch our VIDEOS!
22–29 Jan
Holiday rentals for every style
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Popular amenities for Longboat Key holiday rentals
Other great holiday rentals in Longboat Key
Apartment in Longboat Key
4.8 out of 5 average rating, 56 reviewsOn the water condo #4
16–23 Mar
Apartment in Longboat Key
4.79 out of 5 average rating, 14 reviewsBeer Can Beach Bungalow (weekly availability)
4–11 Jul
Apartment in Longboat Key
4.94 out of 5 average rating, 16 reviewsTurtle Shores Beachfront Oasis!
28 Sep – 5 Oct
Apartment in Longboat Key
4.96 out of 5 average rating, 50 reviewsSecluded Bayside Gem with beautiful bay views
18–25 Sep
Apartment in Longboat Key
4.95 out of 5 average rating, 19 reviewsIsland property on Longboat Key by the Beach
14–21 Nov
Home in Longboat Key
5.0 out of 5 average rating, 45 reviewsBeautiful Beach House
24–31 Jan
Apartment in Longboat Key
4.95 out of 5 average rating, 44 reviewsBeachfront Condo- Quiet & Secluded Private Beach
19–26 Dec
Apartment in Longboat Key
4.86 out of 5 average rating, 80 reviewsSunset and beach view from your balcony Unit 403
18–25 Sep
Townhouse in Longboat Key
4.81 out of 5 average rating, 27 reviewsCedars Tennis -Gorgeous 2 bed, 3 level Townhouse
30 Jul – 6 Aug
Apartment in Bradenton Beach
4.99 out of 5 average rating, 89 reviews★Right on the beach ★ Relax and Enjoy ♥ Sunsets!
1–8 Sep
Apartment in Nokomis
5.0 out of 5 average rating, 13 reviewsPrivate Studio (entire space)
16–23 Aug
Home in Sarasota
4.89 out of 5 average rating, 38 reviewsCentrally Located Cozy Home
13–20 Sep
Quick stats about holiday rentals in Longboat Key
Total rentals | 800 properties |
---|---|
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 | 8.3T reviews |
Nightly prices starting at | ₹2,500 before taxes and fees |
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