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Results: 925 Rentals

  • Cedars East #810 Townhome by RVA
    From $362 per night (USD)

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    Cedars East #810 Townhome by RVA

    Bedrooms:
    3
    Bathrooms:
    2
    Sleeps:
    7

    RVA features Cedars Tennis Resort, a luxury vacation rental on Longboat Key where world-class facilities, magnificent be ...

    From $362 per night (USD)

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  • Outrigger Resort #8 Condo by RVA
    From $318 per night (USD)

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    Outrigger Resort #8 Condo by RVA

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    RVA features a narrow footpath through the native scenery leads you to the private Gulf of Mexico beach at the Outrigger ...

    From $318 per night (USD)

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  • Silver Sands #232 Resort by RVA
    From $286 per night (USD)

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    Silver Sands #232 Resort by RVA

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    RVA offers Silver Sands Gulf Beach Resort. Located beach front on beautiful Longboat Key, this resort offers all the ame ...

    From $286 per night (USD)

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  • Beautiful Waterfront Estate! Private gated property. Deeded beach access.
    From $1079 per night (USD)

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    Beautiful Waterfront Estate! Private gated property. Deeded beach access.

    Bedrooms:
    5
    Bathrooms:
    5
    Sleeps:
    10

    This spacious 5 bedrooms, 4.5 bath in the heart of Longboat Key is ready to accommodate you on your dream Florida vacati ...

    From $1079 per night (USD)

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  • The Beach on Longboat Key #226 Resort by RVA
    From $379 per night (USD)

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    The Beach on Longboat Key #226 Resort by RVA

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    RVA features The Beach on Longboat Key. Savor warm Gulf breezes while resting lavishly in this Gulf-front condominium co ...

    From $379 per night (USD)

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  • Cabana Beach Club #5 Resort by RVA
    From $306 per night (USD)

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    Cabana Beach Club #5 Resort by RVA

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    RVA features Cabana Beach Club. With the majority of units located on the beach side of the exclusive Longboat Key islan ...

    From $306 per night (USD)

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  • Beach Castle Resort #3 by RVA
    From $575 per night (USD)

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    Beach Castle Resort #3 by RVA

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Compliments of RVA, Beach Castle Resort expands from the bayside of Longboat Key to the Gulf – providing a place to laun ...

    From $575 per night (USD)

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  • Outrigger Resort #4 Condo by RVA
    From $278 per night (USD)

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    Outrigger Resort #4 Condo by RVA

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    RVA features a narrow footpath through the native scenery leads you to the private Gulf of Mexico beach at the Outrigger ...

    From $278 per night (USD)

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  • Beachplace 7-404 Condo by RVA
    From $249 per night (USD)

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    Beachplace 7-404 Condo by RVA

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    RVA presents a delightful two-bedroom, two-bathroom unit at Beachplace, featuring a king-sized master bedroom and two tw ...

    From $249 per night (USD)

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  • Longboat Key, Penthouse,  3 Bed 3Bath 2 patios Beachfront
    From $172 per night (USD)

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    Longboat Key, Penthouse, 3 Bed 3Bath 2 patios Beachfront

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Penthouse unit with view of Gulf from all rooms.2 Rooftop patios with furnishings. Private beach across GMD and private ...

    From $172 per night (USD)

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  • Silver Sands #233 Resort by RVA
    From $317 per night (USD)

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    Silver Sands #233 Resort by RVA

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    RVA offers Silver Sands Gulf Beach Resort. Located beach front on beautiful Longboat Key, this resort offers all the ame ...

    From $317 per night (USD)

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  • Charming LBK canal home, walk to beach, Solar heat pool, boat\/kids\/dogs welcome
    From $306 per night (USD)

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    Charming LBK canal home, walk to beach, Solar heat pool, boat\/kids\/dogs welcome

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    *** Contact owner for current availability and discounts! *** *** Extra discount off listed rates for off season mon ...

    From $306 per night (USD)

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  • Cedars East #607 Townhome by RVA
    From $376 per night (USD)

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    Cedars East #607 Townhome by RVA

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    8

    RVA features Cedars Tennis Resort, a luxury vacation rental on Longboat Key where world-class facilities, magnificent be ...

    From $376 per night (USD)

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    Details
  • Silver Sands #239 Resort by RVA
    From $487 per night (USD)

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    Silver Sands #239 Resort by RVA

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    RVA offers Silver Sands Gulf Beach Resort. Located beach front on beautiful Longboat Key, this resort offers all the ame ...

    From $487 per night (USD)

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  • Cedars East #830 Townhome by RVA
    From $314 per night (USD)

    VRBO

    Cedars East #830 Townhome by RVA

    Bedrooms:
    3
    Bathrooms:
    2
    Sleeps:
    4

    RVA features Cedars Tennis Resort, a luxury vacation rental on Longboat Key where world-class facilities, magnificent be ...

    From $314 per night (USD)

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    Details
  • Beautiful Beach Longboat Key Townhouse
    From $232 per night (USD)

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    Beautiful Beach Longboat Key Townhouse

    Bedrooms:
    3
    Bathrooms:
    2
    Sleeps:
    6

    Beautiful BeachTownhouse in prestigious Cedars East Resort. October 2024 update: We're happy to report that despite tw ...

    From $232 per night (USD)

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  • Pet Friendly Longboat Key Condo - Steps from Beach !!
    From $231 per night (USD)

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    Pet Friendly Longboat Key Condo - Steps from Beach !!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    The condo directly across the street from the public beach access. This is a very private part of Longboat and often y ...

    From $231 per night (USD)

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  • Silver Sands #257 Resort by RVA
    From $399 per night (USD)

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    Silver Sands #257 Resort by RVA

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    RVA offers Silver Sands Gulf Beach Resort. Located beach front on beautiful Longboat Key, this resort offers all the ame ...

    From $399 per night (USD)

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  • Silver Sands #238 Resort by RVA
    From $723 per night (USD)

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    Silver Sands #238 Resort by RVA

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    RVA offers Silver Sands Gulf Beach Resort. Located beach front on beautiful Longboat Key, this resort offers all the ame ...

    From $723 per night (USD)

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    Details
  • Cedars East #526 Beautiful 2 bed 2 1\/2 bath town home on Longboat Key. Sleeps 5
    From $227 per night (USD)

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    Cedars East #526 Beautiful 2 bed 2 1\/2 bath town home on Longboat Key. Sleeps 5

    Bedrooms:
    3
    Bathrooms:
    2
    Sleeps:
    5

    Cedars Tennis Resort, is a luxury vacation rental on Longboat Key, close to Sarasota and world renowned St Armand's Circ ...

    From $227 per night (USD)

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  • Sunny Gulf Coast Villa: Direct Beach & Pool Access
    From $335 per night (USD)

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    Sunny Gulf Coast Villa: Direct Beach & Pool Access

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Add a little serenity to your next trip in the ‘Sunshine State’ when you book this 1-bedroom, 1-bath oceanfront escape! ...

    From $335 per night (USD)

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  • Beautiful canal front unit!See manatees playing from your living room.Cabana #12
    From $315 per night (USD)

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    Beautiful canal front unit!See manatees playing from your living room.Cabana #12

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Our comfortable beach style end unit 12 of the Cabana Beach Club directly faces the bay/canal. This one bedroom and on ...

    From $315 per night (USD)

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  • LBK Home! Steps from the beach! Sleeps 4!
    From $288 per night (USD)

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    LBK Home! Steps from the beach! Sleeps 4!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    4

    Our home is a 2 bedroom, 2 bath newly remodeled home located right off of Gulf of Mexico Drive. A small public beach acc ...

    From $288 per night (USD)

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  • Waterfront ❤ Spa\/Pool ❤ Private Paradise on LBK !
    From $329 per night (USD)

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    Waterfront ❤ Spa\/Pool ❤ Private Paradise on LBK !

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Looking for the ULTIMATE Beach getaway? This is it! Welcome to paradise at the Harbour Villa Club. 2 Bedrooms, 2 Baths w ...

    From $329 per night (USD)

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  • Tranquil Getaway In A Tropical Paradise
    From $173 per night (USD)

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    Tranquil Getaway In A Tropical Paradise

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    • Welcoming and distinctive, fully furnished 2 bedroom, 2 bathroom condo in a tranquil environment. • Very private first ...

    From $173 per night (USD)

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  • Beautiful 3 bedroom beach front condo
    From $402 per night (USD)

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    Beautiful 3 bedroom beach front condo

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    5

    Welcome to our beautiful beachfront, three bedroom, 2 bath, first floor condo. Our condo has been recently remodeled to ...

    From $402 per night (USD)

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  • Beach Castle Resort #9 by RVA
    From $491 per night (USD)

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    Beach Castle Resort #9 by RVA

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Compliments of RVA, Beach Castle Resort expands from the bayside of Longboat Key to the Gulf – providing a place to laun ...

    From $491 per night (USD)

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    Details
  • Silver Sands #251S Resort by RVA
    From $406 per night (USD)

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    Silver Sands #251S Resort by RVA

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    RVA offers Silver Sands Gulf Beach Resort. Located beach front on beautiful Longboat Key, this resort offers all the ame ...

    From $406 per night (USD)

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    Details
  • The Beach on Longboat Key #101Resort by RVA
    From $544 per night (USD)

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    The Beach on Longboat Key #101Resort by RVA

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    RVA features The Beach on Longboat Key. Savor warm Gulf breezes while resting lavishly in this Gulf-front condominium co ...

    From $544 per night (USD)

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    Details
  • Beachplace 6-202 Condo by RVA
    From $218 per night (USD)

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    Beachplace 6-202 Condo by RVA

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    RVA presents an inviting two-bedroom, two-bathroom condominium at Beachplace, featuring a king-sized master bed and two ...

    From $218 per night (USD)

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  • Beach Castle Resort #17 by RVA
    From $339 per night (USD)

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    Beach Castle Resort #17 by RVA

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Compliments of RVA, Beach Castle Resort expands from the bayside of Longboat Key to the Gulf – providing a place to laun ...

    From $339 per night (USD)

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    Details
  • Beach Castle Resort #4 by RVA
    From $515 per night (USD)

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    Beach Castle Resort #4 by RVA

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Compliments of RVA, Beach Castle Resort expands from the bayside of Longboat Key to the Gulf – providing a place to laun ...

    From $515 per night (USD)

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    Details
  • The Beach on Longboat Key #227 Resort by RVA
    From $519 per night (USD)

    VRBO

    The Beach on Longboat Key #227 Resort by RVA

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    6

    RVA features The Beach on Longboat Key. Savor warm Gulf breezes while resting lavishly in this Gulf-front condominium co ...

    From $519 per night (USD)

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  • Bayfront Longboat Key House with Pool and 3 min walk to the beach
    From $626 per night (USD)

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    Bayfront Longboat Key House with Pool and 3 min walk to the beach

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    6

    Newly renovated Sarasota Bay front house with unobstructed view. Large two-story villa has everything you need for you ...

    From $626 per night (USD)

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  • Longboat Bungalow Retreat - Historic Village - Walk to Beach
    From $162 per night (USD)

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    Longboat Bungalow Retreat - Historic Village - Walk to Beach

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Welcome to Longboat Key and our home in Historic Longbeach Village situated on the north end of Longboat Key. The Villag ...

    From $162 per night (USD)

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  • NEWLY RENOVATED - Beachplace 4-104 2BR Condo
    From $214 per night (USD)

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    NEWLY RENOVATED - Beachplace 4-104 2BR Condo

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Offered by FL Vacation Connection, this first floor, Newly Renovated, walk down has views of the reflecting pond and fou ...

    From $214 per night (USD)

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  • Silver Sands #236 Resort by RVA
    From $317 per night (USD)

    VRBO

    Silver Sands #236 Resort by RVA

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    RVA offers Silver Sands Gulf Beach Resort. Located beach front on beautiful Longboat Key, this resort offers all the ame ...

    From $317 per night (USD)

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    Details
  • Beachplace 3-102 Condo by RVA
    From $247 per night (USD)

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    Beachplace 3-102 Condo by RVA

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Discover your ideal beach retreat with RVA's offering of this charming two-bedroom, two-bathroom unit boasting partial G ...

    From $247 per night (USD)

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  • The Shore #211 Condo by RVA
    From $232 per night (USD)

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    The Shore #211 Condo by RVA

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    RVA asks that you imagine the wonderful sunsets you can capture right from your own balcony at The Shore. Located direct ...

    From $232 per night (USD)

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  • Gorgeous Sunset Perfect location overlooking Pool and Gulf beach
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    Gorgeous Sunset Perfect location overlooking Pool and Gulf beach

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Beautiful apartment timeshare for rent. Perfectly placed on the beach and overlooking the pool. Only steps away for Spe ...

    Click For Pricing

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  • Lido Shores Sanctuary: House on Lido Key by RVA
    From $720 per night (USD)

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    Lido Shores Sanctuary: House on Lido Key by RVA

    Bedrooms:
    5
    Bathrooms:
    4
    Sleeps:
    10

    Welcome to the Lido Shores Sanctuary by RVA. Located in the private community of Lido Shores, with gated beach access an ...

    From $720 per night (USD)

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  • Beachplace 5-601 Condo by RVA
    From $242 per night (USD)

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    Beachplace 5-601 Condo by RVA

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    RVA proudly presents a two-bedroom, two-bathroom unit situated in building 5, boasting some of the most stunning Gulf fr ...

    From $242 per night (USD)

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  • Steps to the Sand! Amazing Village Cottage Near Whitney Beach!
    From $565 per night (USD)

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    Steps to the Sand! Amazing Village Cottage Near Whitney Beach!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    4

    New new new! More photos soon. Charmingly remodeled bungalow blocks to Whitney Beach & a block to bay. Open layout w/ hi ...

    From $565 per night (USD)

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  • Cedars East #812 Townhome by RVA
    From $377 per night (USD)

    Expedia

    Cedars East #812 Townhome by RVA

    Bedrooms:
    3
    Bathrooms:
    2
    Sleeps:
    6

    RVA features Cedars Tennis Resort, a luxury vacation rental on Longboat Key where world-class facilities, magnificent be ...

    From $377 per night (USD)

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    Details
  • Beachplace 9-103 Condo by RVA
    From $324 per night (USD)

    VRBO

    Beachplace 9-103 Condo by RVA

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    RVA presents a charming two-bedroom, two-bathroom condominium at Beachplace boasting breathtaking Gulf front views. With ...

    From $324 per night (USD)

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    Details
  • Cedars East #511 Townhome by RVA
    From $281 per night (USD)

    Expedia

    Cedars East #511 Townhome by RVA

    Bedrooms:
    3
    Bathrooms:
    2
    Sleeps:
    8

    RVA features Cedars Tennis Resort, a luxury vacation rental on Longboat Key where world-class facilities, magnificent be ...

    From $281 per night (USD)

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    Details
  • Silver Sands #259 Resort by RVA
    From $428 per night (USD)

    VRBO

    Silver Sands #259 Resort by RVA

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    RVA offers Silver Sands Gulf Beach Resort. Located beachfront on beautiful Longboat Key, this resort offers all the amen ...

    From $428 per night (USD)

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    Details
  • Cabana Beach Club #5B Resort by RVA
    From $226 per night (USD)

    Expedia

    Cabana Beach Club #5B Resort by RVA

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    RVA features Cabana Beach Club. With the majority of units located on the beach side of the exclusive Longboat Key islan ...

    From $226 per night (USD)

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    Details
  • Pet Friendly Longboat Key Condo with View of Gulf
    From $118 per night (USD)

    VRBO

    Pet Friendly Longboat Key Condo with View of Gulf

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Adorable and only 50 steps to awesome Longboat beach directly across the street is the beach access. This is a very priv ...

    From $118 per night (USD)

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    Details
  • Silver Sands #253 Resort by RVA
    From $311 per night (USD)

    Expedia

    Silver Sands #253 Resort by RVA

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    RVA offers Silver Sands Gulf Beach Resort. Located beach front on beautiful Longboat Key, this resort offers all the ame ...

    From $311 per night (USD)

    Expedia

    Details
  • The Beach on Longboat Key #224 Resort by RVA
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    The Beach on Longboat Key #224 Resort by RVA

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    RVA features The Beach on Longboat Key. Savor warm Gulf breezes while resting lavishly in this Gulf-front condominium co ...

    Click For Pricing

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  • Silver Sands #246 Resort by RVA
    From $274 per night (USD)

    Expedia

    Silver Sands #246 Resort by RVA

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    RVA offers Silver Sands Gulf Beach Resort. Located beach front on beautiful Longboat Key, this resort offers all the ame ...

    From $274 per night (USD)

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  • Whitney Beach #316 Condo by RVA
    From $222 per night (USD)

    VRBO

    Whitney Beach #316 Condo by RVA

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Experience the intimacy and warmth of northern Longboat Key at Whitney Beach. Located on the pristine Longboat Key beach ...

    From $222 per night (USD)

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  • Whitney Beach #309 Condo by RVA
    From $578 per night (USD)

    Expedia

    Whitney Beach #309 Condo by RVA

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Experience the intimacy and warmth of northern Longboat Key at Whitney Beach. Located on the pristine Longboat Key beach ...

    From $578 per night (USD)

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  • Completely gutted and newly renovated in 2021.  Condo & POOL IS ON THE BEACH.
    From $534 per night (USD)

    VRBO

    Completely gutted and newly renovated in 2021. Condo & POOL IS ON THE BEACH.

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    The master bedroom has King bed with a 42 inch Flat Screen TV with suite on bathroom with 2 sinks and large walk in clos ...

    From $534 per night (USD)

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  • Luxury Ocean Front Condo for Rent at Longboat Key
    From $251 per night (USD)

    Expedia

    Luxury Ocean Front Condo for Rent at Longboat Key

    Bedrooms:
    3
    Bathrooms:
    2
    Sleeps:
    8

    Luxury Living meets Modern Coastal at Gulf Front Haven, a beautifully updated, modern, ocean view floorplan that sits ri ...

    From $251 per night (USD)

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    Details
  • Spring Specials! Pool+Grill+Tropical Oasis+Games
    From $735 per night (USD)

    VRBO

    Spring Specials! Pool+Grill+Tropical Oasis+Games

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    10

    At 200 Palms (200stays), prepare to relax as you enter the front door and keep the fun going in the tropical backyard! ...

    From $735 per night (USD)

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  • SunnyMar Bliss at LBK
    From $174 per night (USD)

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    SunnyMar Bliss at LBK

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Isolate in comfort at the tranquil Whitney Beach Bayside two-story resort with a heated saltwater pool, private beach ac ...

    From $174 per night (USD)

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  • Beautifully remodeled condo with lots of amenities!
    From $236 per night (USD)

    VRBO

    Beautifully remodeled condo with lots of amenities!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Seasonal Turnkey Furnished Rental at Bayport Beach and Tennis Club. Available now and for 20231 You will fall in love wi ...

    From $236 per night (USD)

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  • Beach Cottage with a Private Hot Tub
    From $106 per night (USD)

    Expedia

    Beach Cottage with a Private Hot Tub

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    Welcome to this beach cottage on Longboat Key directly across the street from beautiful white sand beach with private be ...

    From $106 per night (USD)

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    Details
  • Beachfront, Anna Maria Island\/Coquina Beach, Condo
    From $334 per night (USD)

    VRBO

    Beachfront, Anna Maria Island\/Coquina Beach, Condo

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    "Immerse yourself in the splendor of Anna Maria Island, where endless stretches of sun-kissed shores meet the crystal-cl ...

    From $334 per night (USD)

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    Details
  • Ocean View Condo with Beach Access at Beachplace
    From $258 per night (USD)

    Expedia

    Ocean View Condo with Beach Access at Beachplace

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Our condo is a part of Beachplace Condominiums located in Longboat Key, Florida. It is a two bedroom, two bathroom cond ...

    From $258 per night (USD)

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  • 3 brm pool home on Longboat Key by FVC
    From $355 per night (USD)

    VRBO

    3 brm pool home on Longboat Key by FVC

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Enchantment – Proudly Offered and Professionally Managed by FL Vacation Connection Nestled along a serene canal, this s ...

    From $355 per night (USD)

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  • Beach to Bay
    From $241 per night (USD)

    Expedia

    Beach to Bay

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Bayport Beach and Tennis Club offers the best of everything Longboat Key has to offer. Please note that during the high ...

    From $241 per night (USD)

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    Details
  • Lyons Lane: Home on Longboat Key by RVA
    From $394 per night (USD)

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    Lyons Lane: Home on Longboat Key by RVA

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    RVA presents this spacious vacation home that represents what Island Living is all about! Lyons Lane sits on a quiet st ...

    From $394 per night (USD)

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  • Silver Sands #243 Resort by RVA
    From $338 per night (USD)

    Expedia

    Silver Sands #243 Resort by RVA

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    RVA offers Silver Sands Gulf Beach Resort. Located beach front on beautiful Longboat Key, this resort offers all the ame ...

    From $338 per night (USD)

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    Details
  • Silver Sands #243A Resort by RVA
    From $290 per night (USD)

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    Silver Sands #243A Resort by RVA

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    RVA offers Silver Sands Gulf Beach Resort. Located beach front on beautiful Longboat Key, this resort offers all the ame ...

    From $290 per night (USD)

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  • Silver Sands #243S Resort by RVA
    From $488 per night (USD)

    Expedia

    Silver Sands #243S Resort by RVA

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    RVA offers Silver Sands Gulf Beach Resort. Located beach front on beautiful Longboat Key, this resort offers all the ame ...

    From $488 per night (USD)

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    Details
  • The Beach on Longboat Key #104 Resort by RVA
    From $306 per night (USD)

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    The Beach on Longboat Key #104 Resort by RVA

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    RVA features The Beach on Longboat Key. Savor warm Gulf breezes while resting lavishly in this Gulf-front condominium co ...

    From $306 per night (USD)

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  • Coastal Cottage w\/ Pickleball and Outdoor Oasis 2 mi to Beach
    From $552 per night (USD)

    Expedia

    Coastal Cottage w\/ Pickleball and Outdoor Oasis 2 mi to Beach

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    12

    **Charming Cortez Cottage: Your Ultimate Family Vacation Haven** ** New for 2025: Brand New Pickleball court!! Welcome ...

    From $552 per night (USD)

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  • Beach Castle Resort #5 by RVA
    From $391 per night (USD)

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    Beach Castle Resort #5 by RVA

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Compliments of RVA, Beach Castle Resort expands from the bayside of Longboat Key to the Gulf – providing a place to laun ...

    From $391 per night (USD)

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  • Beach Castle Resort #2 by RVA
    From $452 per night (USD)

    Expedia

    Beach Castle Resort #2 by RVA

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Between the azure blue of the Southwest Florida skies, and the turquoise Gulf of Mexico waters sits Beach Castle Resort ...

    From $452 per night (USD)

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    Details
  • Silver Sands #257A Resort by RVA
    From $306 per night (USD)

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    Silver Sands #257A Resort by RVA

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    RVA offers Silver Sands Gulf Beach Resort. Located beach front on beautiful Longboat Key, this resort offers all the ame ...

    From $306 per night (USD)

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  • Tennis resort Townhome on longboat key by the Sea. Family and pet friendly
    From $177 per night (USD)

    Expedia

    Tennis resort Townhome on longboat key by the Sea. Family and pet friendly

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    This vacation home is a 2-bedroom, 2-bathroom town home with garden views from your private lanai and clubhouse views fr ...

    From $177 per night (USD)

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    Details
  • Beach Castle Resort #12 by RVA
    From $425 per night (USD)

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    Beach Castle Resort #12 by RVA

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Compliments of RVA, Beach Castle Resort expands from the bayside of Longboat Key to the Gulf – providing a place to laun ...

    From $425 per night (USD)

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  • Silver Sands #241S Resort by RVA
    From $423 per night (USD)

    Expedia

    Silver Sands #241S Resort by RVA

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    RVA offers Silver Sands Gulf Beach Resort. Located beach front on beautiful Longboat Key, this resort offers all the ame ...

    From $423 per night (USD)

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    Details
  • Beach Castle Resort #26 by RVA
    From $311 per night (USD)

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    Beach Castle Resort #26 by RVA

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Compliments of RVA, Beach Castle Resort expands from the bayside of Longboat Key to the Gulf – providing a place to laun ...

    From $311 per night (USD)

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    Details
  • Modern Luxurious 2BR\/2BA Beach Front Condo. 60\/90 day minimum stay.
    From $228 per night (USD)

    Expedia

    Modern Luxurious 2BR\/2BA Beach Front Condo. 60\/90 day minimum stay.

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Dream… Gulf Coast living. Fully renovated and furnished condominium to a standard you only see in magazines. End unit l ...

    From $228 per night (USD)

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    Details
  • Beachcomber unit 506
    From $485 per night (USD)

    VRBO

    Beachcomber unit 506

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    4

    Enjoy breathtaking sunsets from this fifth floor Gulf front condo on the beach with full ocean views from every room. Th ...

    From $485 per night (USD)

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    Details
  • Beach Front Condo on Gulf of Mexico
    From $1149 per night (USD)

    Expedia

    Beach Front Condo on Gulf of Mexico

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Beachfront condo located directly on the beautiful Gulf of Mexico at the north end of Longboat Key in the gated communit ...

    From $1149 per night (USD)

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    Details
  • Lido Rondy Home on Lido Key by RVA
    From $349 per night (USD)

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    Lido Rondy Home on Lido Key by RVA

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    8

    Welcome to comfortable, Mid-Century Modern in the heart of quiet Lido Key at the Lido Rondy Home by RVA. Located just ou ...

    From $349 per night (USD)

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  • Condo with Bay View; Beach Castle Resort #24 by RVA
    From $318 per night (USD)

    Expedia

    Condo with Bay View; Beach Castle Resort #24 by RVA

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Compliments of RVA, Beach Castle Resort expands from the bayside of Longboat Key to the Gulf – providing a place to laun ...

    From $318 per night (USD)

    Expedia

    Details
  • Silver Sands #258 Resort by RVA
    From $396 per night (USD)

    VRBO

    Silver Sands #258 Resort by RVA

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    RVA offers Silver Sands Gulf Beach Resort. Located beach front on beautiful Longboat Key, this resort offers all the ame ...

    From $396 per night (USD)

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    Details
  • Silver Sands #253S Resort by RVA
    From $385 per night (USD)

    Expedia

    Silver Sands #253S Resort by RVA

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    RVA offers Silver Sands Gulf Beach Resort. Located beach front on beautiful Longboat Key, this resort offers all the ame ...

    From $385 per night (USD)

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    Details
  • Silver Sands #242 Resort by RVA
    From $346 per night (USD)

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    Silver Sands #242 Resort by RVA

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    RVA offers Silver Sands Gulf Beach Resort. Located beach front on beautiful Longboat Key, this resort offers all the ame ...

    From $346 per night (USD)

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    Details
  • Sea Twig #101 Condo by RVA
    From $233 per night (USD)

    Expedia

    Sea Twig #101 Condo by RVA

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    RVA features an intimate beachfront condominium property on the Gulf of Mexico. The quiet beach can be reached by charmi ...

    From $233 per night (USD)

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    Details
  • Silver Sands #257S Resort by RVA
    From $568 per night (USD)

    VRBO

    Silver Sands #257S Resort by RVA

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    RVA offers Silver Sands Gulf Beach Resort. Located beach front on beautiful Longboat Key, this resort offers all the ame ...

    From $568 per night (USD)

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    Details
  • Cozy Cabana ....walk to the beach and St Armand's Circle!
    From $292 per night (USD)

    Expedia

    Cozy Cabana ....walk to the beach and St Armand's Circle!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    On the side of the cottage you will discover a stairway leading to this recently remodeled one bedroom apartment complet ...

    From $292 per night (USD)

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    Details
  • Updated Beachfront Condo at Prestigious Long Boat Key Resort
    From $788 per night (USD)

    VRBO

    Updated Beachfront Condo at Prestigious Long Boat Key Resort

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Welcome to Suite Serenity, a beautiful beachfront King suite at the amazing Longboat Key Club resort. 🏡 Property Hig ...

    From $788 per night (USD)

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  • Silver Sands #255A Resort by RVA
    From $298 per night (USD)

    Expedia

    Silver Sands #255A Resort by RVA

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    RVA offers Silver Sands Gulf Beach Resort. Located beach front on beautiful Longboat Key, this resort offers all the ame ...

    From $298 per night (USD)

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    Details
  • 2BR King & Queen Gulf-front Luxury at Private Whitney Beach Longboat Key
    From $270 per night (USD)

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    2BR King & Queen Gulf-front Luxury at Private Whitney Beach Longboat Key

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Vacation in comfort in unit 310 at tranquil Whitney Beach Gulfside a two story, pet free resort with heated pool and EV ...

    From $270 per night (USD)

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  • Bay Haven Home on Longboat Key by RVA
    Click For Pricing

    Expedia

    Bay Haven Home on Longboat Key by RVA

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Welcome to Bay Haven Home by RVA in the popular community of Country Club Shores. A large master bedroom suite, two gues ...

    Click For Pricing

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    Details
  • Outrigger Resort #10 Condo by RVA
    From $410 per night (USD)

    VRBO

    Outrigger Resort #10 Condo by RVA

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    RVA features a narrow footpath through the native scenery leads you to the private Gulf of Mexico beach at the Outrigger ...

    From $410 per night (USD)

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  • Seaplace on Longboat Key
    From $258 per night (USD)

    Expedia

    Seaplace on Longboat Key

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    The Unit: Newly renovated and fully furnished 2 bedroom and 2 bathroom condo. Located on beautiful Longboat Key on the ...

    From $258 per night (USD)

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    Details
  • The Beach on Longboat Key #106 Resort by RVA
    From $319 per night (USD)

    VRBO

    The Beach on Longboat Key #106 Resort by RVA

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    RVA features The Beach on Longboat Key. Savor warm Gulf breezes while resting lavishly in this Gulf-front condominium co ...

    From $319 per night (USD)

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    Details
  • GORGEOUS UPSCALE LONGBOAT KEY CONDO OFFERS BAYFRONT VIEWS!!
    From $247 per night (USD)

    Expedia

    GORGEOUS UPSCALE LONGBOAT KEY CONDO OFFERS BAYFRONT VIEWS!!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Upscale, bright, southern exposure two in-suites condo with beautiful views of the Sarasota Bay was fully remodeled by L ...

    From $247 per night (USD)

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    Details
  • Beach and Garden View 2 Bedroom Condo
    From $186 per night (USD)

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    Beach and Garden View 2 Bedroom Condo

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Come enjoy the Beach - Private parking included. Beautiful beachfront unit on the 3rd floor with a Beach and Lake view. ...

    From $186 per night (USD)

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  • 🏝Perfectly Located Between St. Armands Circle & Lido Beach + Heated Pool\/Spa
    From $753 per night (USD)

    Expedia

    🏝Perfectly Located Between St. Armands Circle & Lido Beach + Heated Pool\/Spa

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    10

    This Lido Key home is only steps from beautiful Florida famous waters and beaches. This private 2 story home features 2 ...

    From $753 per night (USD)

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    Details
  • Charming 1 bedroom on Longboat Pass with dock
    From $284 per night (USD)

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    Charming 1 bedroom on Longboat Pass with dock

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Enjoy views of the Gulf and inter coastal while in the one bedroom ground level condo in a one-story building. Feels pri ...

    From $284 per night (USD)

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    Details
  • Beautiful penthouse with Gulf of Mexico and beach views
    From $309 per night (USD)

    Expedia

    Beautiful penthouse with Gulf of Mexico and beach views

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    2

    Beautiful beach views and sunsets from the 3rd floor of this newly renovated penthouse with 2 spacious bedrooms,2 bathro ...

    From $309 per night (USD)

    Expedia

    Details