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  • Beach Castle Resort #1 by RVA
    From $593 per night (USD)

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    Beach Castle Resort #1 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 $593 per night (USD)

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  • Silver Sands #235 Resort by RVA
    From $178 per night (USD)

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    Silver Sands #235 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 $178 per night (USD)

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  • Cabana Beach Club #7 Resort by RVA
    From $498 per night (USD)

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    Cabana Beach Club #7 Resort by RVA

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

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

    From $498 per night (USD)

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  • Silver Sands #241 Resort by RVA
    From $148 per night (USD)

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    Silver Sands #241 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 $148 per night (USD)

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  • Cedars East #810 Townhome by RVA
    From $169 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 $169 per night (USD)

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  • Outrigger Resort #8 Condo by RVA
    From $305 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 $305 per night (USD)

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  • Silver Sands #232 Resort by RVA
    From $195 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 $195 per night (USD)

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  • Cabana Beach Club #5 Resort by RVA
    From $262 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 $262 per night (USD)

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  • Beach Castle Resort #21 by RVA
    From $386 per night (USD)

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    Beach Castle Resort #21 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 $386 per night (USD)

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  • Beach Castle Resort #3 by RVA
    From $623 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 $623 per night (USD)

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  • Outrigger Resort #4 Condo by RVA
    From $148 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 $148 per night (USD)

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  • Beachplace 7-404 Condo by RVA
    From $123 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 $123 per night (USD)

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  • Silver Sands #233 Resort by RVA
    From $121 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 $121 per night (USD)

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  • Charming LBK canal home, walk to beach, Solar heated pool, boat\/kids\/pet welcome
    From $266 per night (USD)

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    Charming LBK canal home, walk to beach, Solar heated pool, boat\/kids\/pet welcome

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    *** Contact owner for current availability and discounts! *** A lovely Old Florida renovated pet and family friendly ...

    From $266 per night (USD)

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  • Cedars East #607 Townhome by RVA
    From $186 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 $186 per night (USD)

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  • Silver Sands #239 Resort by RVA
    From $217 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 $217 per night (USD)

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  • Cedars East #830 Townhome by RVA
    From $308 per night (USD)

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    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 $308 per night (USD)

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    Details
  • Pet Friendly Longboat Key Condo - Steps from Beach !!
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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 ...

    Click For Pricing

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  • Silver Sands #257 Resort by RVA
    From $162 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 $162 per night (USD)

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  • Silver Sands #238 Resort by RVA
    From $366 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 $366 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 $190 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 $190 per night (USD)

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  • Sunny Gulf Coast Villa: Direct Beach & Pool Access
    From $288 per night (USD)

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    Sunny Gulf Coast Villa: Direct Beach & Pool Access

    Bedrooms:
    1
    Bathrooms:
    1
    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 $288 per night (USD)

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  • Beach Castle Resort #9 by RVA
    From $420 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 $420 per night (USD)

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  • Olson's Paradise: House on Longboat Key by RVA
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    Olson's Paradise: House on Longboat Key by RVA

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Introducing Olson's Paradise, exclusively showcased by RVA and nestled within the prestigious community of Country Club ...

    Click For Pricing

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  • Silver Sands #251S Resort by RVA
    From $393 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 $393 per night (USD)

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    Details
  • The Beach on Longboat Key #101Resort by RVA
    From $522 per night (USD)

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    The Beach on Longboat Key #101Resort by RVA

    Bedrooms:
    2
    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 $522 per night (USD)

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  • Beachplace 6-202 Condo by RVA
    From $131 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 $131 per night (USD)

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  • Beach Castle Resort #17 by RVA
    From $161 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 $161 per night (USD)

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    Details
  • Beach Castle Resort #4 by RVA
    From $491 per night (USD)

    VRBO

    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 $491 per night (USD)

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    Details
  • The Beach on Longboat Key #227 Resort by RVA
    From $384 per night (USD)

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    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 $384 per night (USD)

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  • Beachplace 5-601 Condo by RVA
    From $222 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 $222 per night (USD)

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  • Steps to the Sand! Amazing Village Cottage Near Whitney Beach!
    From $488 per night (USD)

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

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

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

    From $488 per night (USD)

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  • Cedars East #812 Townhome by RVA
    From $251 per night (USD)

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    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 $251 per night (USD)

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    Details
  • Beachplace 9-103 Condo by RVA
    From $243 per night (USD)

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    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 $243 per night (USD)

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  • Cedars East #511 Townhome by RVA
    From $216 per night (USD)

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    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 $216 per night (USD)

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    Details
  • Beautiful Longboat Key Bay Club, Longboat Key Florida, End unit
    From $3000 per night (USD)

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    Beautiful Longboat Key Bay Club, Longboat Key Florida, End unit

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Newly renovated 1600 sq. ft. 2 bedroom, 2 baths, sleeps 6. Onsite amenities include pool, hot tub, tennis court, outdoo ...

    From $3000 per night (USD)

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  • Silver Sands #259 Resort by RVA
    From $436 per night (USD)

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    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 $436 per night (USD)

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    Details
  • Beachplace 4-104 2BR Beachview Condo by FVC
    From $245 per night (USD)

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    Beachplace 4-104 2BR Beachview Condo by FVC

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Offered by FL Vacation Connection, this first floor walk down has views of the reflecting pond and fountain. This 2 bedr ...

    From $245 per night (USD)

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  • Silver Sands #236 Resort by RVA
    From $257 per night (USD)

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    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 $257 per night (USD)

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  • Beachplace 3-102 Condo by RVA
    From $160 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 $160 per night (USD)

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  • The Shore #211 Condo by RVA
    From $159 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 $159 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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  • Pet Friendly Longboat Key Condo with View of Gulf
    From $100 per night (USD)

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    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 $100 per night (USD)

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  • Silver Sands #253 Resort by RVA
    From $280 per night (USD)

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    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 $280 per night (USD)

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    Details
  • The Beach on Longboat Key #224 Resort by RVA
    From $241 per night (USD)

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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 ...

    From $241 per night (USD)

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  • Silver Sands #246 Resort by RVA
    From $301 per night (USD)

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    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 $301 per night (USD)

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    Details
  • Whitney Beach #316 Condo by RVA
    From $180 per night (USD)

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    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 $180 per night (USD)

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  • Private Art Decorated Home with Rooftop Deck, Pool, and Spa - Arts and Vines
    From $335 per night (USD)

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    Private Art Decorated Home with Rooftop Deck, Pool, and Spa - Arts and Vines

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Arts and Vines by Anna Maria Island Accommodations Home in Longboat Key, FL 34228 Welcome to Arts and Vines, a tropica ...

    From $335 per night (USD)

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  • Completely gutted and newly renovated in 2021.  Condo & POOL IS ON THE BEACH.
    From $725 per night (USD)

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    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 $725 per night (USD)

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  • SunnyMar Bliss at LBK
    From $164 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 $164 per night (USD)

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  • Ocean View Condo with Beach Access at Beachplace
    From $220 per night (USD)

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    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 $220 per night (USD)

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    Details
  • Christensen Home on Longboat Key by RVA
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    Christensen Home on Longboat Key by RVA

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    RVA boasts the perfect second honeymoon getaway, the Christensen Home. The house is surrounded with windows, which can b ...

    Click For Pricing

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  • Beach Castle Resort #16 by RVA
    From $451 per night (USD)

    VRBO

    Beach Castle Resort #16 by RVA

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Beach Castle Resort expands from the bayside of Longboat Key to the Gulf – providing a place to launch your kayak and ca ...

    From $451 per night (USD)

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    Details
  • Silver Sands #243 Resort by RVA
    From $163 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 $163 per night (USD)

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    Details
  • Beach Castle Resort #5 by RVA
    From $395 per night (USD)

    VRBO

    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 $395 per night (USD)

    VRBO

    Details
  • Beach Castle Resort #2 by RVA
    From $556 per night (USD)

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    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 $556 per night (USD)

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  • Beach Castle Resort #12 by RVA
    From $305 per night (USD)

    VRBO

    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 $305 per night (USD)

    VRBO

    Details
  • Silver Sands #241S Resort by RVA
    From $209 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 $209 per night (USD)

    Expedia

    Details
  • Beach Castle Resort #26 by RVA
    From $321 per night (USD)

    VRBO

    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 $321 per night (USD)

    VRBO

    Details
  • Silver Sands #243S Resort by RVA
    From $187 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 $187 per night (USD)

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  • Beachcomber unit 506
    From $381 per night (USD)

    VRBO

    Beachcomber unit 506

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

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

    From $381 per night (USD)

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    Details
  • Beach Castle Resort #24 by RVA
    From $299 per night (USD)

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    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 $299 per night (USD)

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    Details
  • Silver Sands #258 Resort by RVA
    From $153 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 $153 per night (USD)

    VRBO

    Details
  • Silver Sands #253S Resort by RVA
    From $388 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 $388 per night (USD)

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  • Silver Sands #242 Resort by RVA
    From $175 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 $175 per night (USD)

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    Details
  • Silver Sands #257S Resort by RVA
    From $329 per night (USD)

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    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 $329 per night (USD)

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  • Whitney Beach #326 Condo by RVA
    From $120 per night (USD)

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    Whitney Beach #326 Condo by RVA

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Experience the intimacy and warmth of northern Longboat. Located on a superb pristine beach with next door shopping at W ...

    From $120 per night (USD)

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  • Endless Summer: House on Longboat Key by RVA
    From $200 per night (USD)

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    Endless Summer: House on Longboat Key by RVA

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    9

    RVA presents Endless Summer on the exclusive island known for its tasteful luxury and secluded vacations. This three-bed ...

    From $200 per night (USD)

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  • Outrigger Resort #10 Condo by RVA
    From $378 per night (USD)

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    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 $378 per night (USD)

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  • GORGEOUS UPSCALE LONGBOAT KEY CONDO BAYFRONT!!
    From $304 per night (USD)

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    GORGEOUS UPSCALE LONGBOAT KEY CONDO BAYFRONT!!

    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 $304 per night (USD)

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    Details
  • Beach Castle Resort 6
    From $335 per night (USD)

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    Beach Castle Resort 6

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Beach Castle Resort BC6 - Longboat Key - Condo 2 Bedroom/ 2 Bath, maximum occupancy of 6 people. Partial Gulf View ...

    From $335 per night (USD)

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  • Luxury Home with Private Beach Access and Heated Pool!
    From $741 per night (USD)

    Expedia

    Luxury Home with Private Beach Access and Heated Pool!

    Bedrooms:
    4
    Bathrooms:
    3
    Sleeps:
    8

    Casa Azul Beach Compound by Anna Maria Island Locals Home in Longboat Key, FL Highlights: • Private beach access to th ...

    From $741 per night (USD)

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    Details
  • Updated Villa Condo -Steps to Beautiful White-Sand Beach
    From $170 per night (USD)

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    Updated Villa Condo -Steps to Beautiful White-Sand Beach

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Our lovely two-bedroom, single-story, villa is ideally situated within the 20+ acre Whitney Beach Resort located on excl ...

    From $170 per night (USD)

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  • Beachcomber unit 302
    From $400 per night (USD)

    Expedia

    Beachcomber unit 302

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    This beautiful third floor corner condo has a direct beach front view from the living area and master bedroom. The 34 fo ...

    From $400 per night (USD)

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  • Beachcomber unit 605
    From $273 per night (USD)

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    Beachcomber unit 605

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Our building is located on the beach, this unit has an ISLAND view. Welcome to your paradise away from home ...

    From $273 per night (USD)

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  • Beachcomber unit 604
    From $421 per night (USD)

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    Beachcomber unit 604

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    2 bedroom; 2 bath sixth floor condo overlooking the Gulf of Mexico Sleeping accommodations: New king-sized ...

    From $421 per night (USD)

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  • Beachcomber unit 502
    From $400 per night (USD)

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    Beachcomber unit 502

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Beach front units are available to reserve online up to ten (10) months in advance, however you may call or contact us d ...

    From $400 per night (USD)

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  • Beachcomber unit 207
    From $292 per night (USD)

    Expedia

    Beachcomber unit 207

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Our building is located on the beach and this unit has a partial beach view. The Beachcomber has a relaxed, ...

    From $292 per night (USD)

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  • Beachcomber unit 602
    From $400 per night (USD)

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    Beachcomber unit 602

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    2 bedroom; 1.5 bath sixth floor condo overlooking the Gulf of Mexico. Allows 2 people for a one week rental, 4 people fo ...

    From $400 per night (USD)

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  • Beachcomber unit 404
    From $387 per night (USD)

    Expedia

    Beachcomber unit 404

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Beach front units are available to reserve online up to ten (10) months in advance, however you may call or contact us d ...

    From $387 per night (USD)

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    Details
  • Beachcomber unit 402
    From $394 per night (USD)

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    Beachcomber unit 402

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Beach front units are available to reserve online up to ten (10) months in advance, however you may call or contact us d ...

    From $394 per night (USD)

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    Details
  • Beachcomber unit 603
    From $400 per night (USD)

    Expedia

    Beachcomber unit 603

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Our building is located on the beach, this unit has an ISLAND view. Completely renovated 3 bedroom, 2 bath. ...

    From $400 per night (USD)

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    Details
  • Beach Castle Resort #22 by RVA
    From $354 per night (USD)

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    Beach Castle Resort #22 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 $354 per night (USD)

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    Details
  • Outrigger Resort #5 Condo by RVA
    From $234 per night (USD)

    Expedia

    Outrigger Resort #5 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 $234 per night (USD)

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    Details
  • Villas of Avignon #103 Condo by RVA
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    Expedia

    Villas of Avignon #103 Condo by RVA

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Resort Vacation Accommodations welcomes you to Villas of Avignon - where you can enjoy a secluded beach, heated communit ...

    Click For Pricing

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    Details
  • Whitney Beach #333 Condo by RVA
    From $188 per night (USD)

    Expedia

    Whitney Beach #333 Condo by RVA

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Experience the intimacy and warmth of northern Longboat. Located on a superb pristine beach with next door shopping at W ...

    From $188 per night (USD)

    Expedia

    Details
  • Jessmyth Estate on Longboat Key by RVA
    Click For Pricing

    Expedia

    Jessmyth Estate on Longboat Key by RVA

    Bedrooms:
    5
    Bathrooms:
    4
    Sleeps:
    8

    Welcome to Jessmyth Estate compliments of RVA, on Longboat Key. Only three houses away from the beach, this home is loca ...

    Click For Pricing

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    Details
  • Cedars East #832 Townhome by RVA
    From $269 per night (USD)

    Expedia

    Cedars East #832 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 $269 per night (USD)

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    Details
  • Cedars East #814 Townhome by RVA
    From $212 per night (USD)

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    Cedars East #814 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 $212 per night (USD)

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    Details
  • Sunset Beach #1201 Condo by RVA
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    Expedia

    Sunset Beach #1201 Condo by RVA

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Enjoy Gulf front living and beautiful sunsets courtesy of Sunset Beach and RVA. Located on relaxing Longboat Key, Sunset ...

    Click For Pricing

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  • Cedars East #622 Townhome by RVA
    From $175 per night (USD)

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    Cedars East #622 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 $175 per night (USD)

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    Details
  • Silver Sands #255 Resort by RVA
    From $149 per night (USD)

    Expedia

    Silver Sands #255 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 $149 per night (USD)

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    Details
  • Silver Sands #251 Resort by RVA
    From $335 per night (USD)

    VRBO

    Silver Sands #251 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 $335 per night (USD)

    VRBO

    Details
  • Cedars East #822 Townhome by RVA
    From $227 per night (USD)

    Expedia

    Cedars East #822 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 $227 per night (USD)

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    Details
  • Seaside Paradise: House on Longboat Key by RVA
    From $198 per night (USD)

    VRBO

    Seaside Paradise: House on Longboat Key by RVA

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    RVA offers island living at Seaside Paradise. This charming 3-bedroom, 2.5-bathroom vacation home sits directly on the G ...

    From $198 per night (USD)

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  • Silver Sands #240 Resort by RVA
    From $455 per night (USD)

    Expedia

    Silver Sands #240 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 $455 per night (USD)

    Expedia

    Details
  • Cedars East #850 Townhome by RVA
    From $248 per night (USD)

    VRBO

    Cedars East #850 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 $248 per night (USD)

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    Details
  • Cedars East #509 Townhouse by RVA
    From $177 per night (USD)

    Expedia

    Cedars East #509 Townhouse 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 $177 per night (USD)

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    Details
  • Outrigger Resort #7 Condo by RVA
    From $288 per night (USD)

    VRBO

    Outrigger Resort #7 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 $288 per night (USD)

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    Details
  • Waterside Home on Longboat Key by RVA
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    Expedia

    Waterside Home on Longboat Key by RVA

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Welcome to Waterside Home - a blue, stilted home on residential Norton Street. This quiet neighborhood on the northern e ...

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    Details