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Results: 987 Rentals

  • Silver Sands #258 Resort by RVA
    From $330 per night (USD)

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    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 $330 per night (USD)

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  • Silver Sands #253S Resort by RVA
    From $557 per night (USD)

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    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 $557 per night (USD)

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    Details
  • Silver Sands #242 Resort by RVA
    From $447 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 $447 per night (USD)

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  • Sea Twig #101 Condo by RVA
    From $392 per night (USD)

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    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 $392 per night (USD)

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  • Silver Sands #257S Resort by RVA
    From $512 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 $512 per night (USD)

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    Details
  • Cozy Cabana ....so fortunate  we made it through Helene and Milton good as new!
    From $345 per night (USD)

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    Cozy Cabana ....so fortunate we made it through Helene and Milton good as new!

    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 $345 per night (USD)

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  • Whitney Beach #326 Condo by RVA
    From $148 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 $148 per night (USD)

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  • New Listing! Manatee Cove | Waterfront Home on Lido Key, 30 Second Walk to St. Armands Circle!
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    New Listing! Manatee Cove | Waterfront Home on Lido Key, 30 Second Walk to St. Armands Circle!

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    10

    Manatee Cove is a luxurious 4 bedroom, 4 bathroom waterfront vacation rental located in the stunning Lido Key, Florida. ...

    Click For Pricing

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    Details
  • Updated Beachfront Condo at Prestigious Long Boat Key Resort
    From $649 per night (USD)

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    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 $649 per night (USD)

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  • Silver Sands #255A Resort by RVA
    From $242 per night (USD)

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    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 $242 per night (USD)

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    Details
  • 2BR King & Queen Gulfront Luxury at Private Whitney Beach Longboat Key
    From $284 per night (USD)

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    2BR King & Queen Gulfront 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 $284 per night (USD)

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  • Bay Haven Home on Longboat Key by RVA
    From $301 per night (USD)

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    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 ...

    From $301 per night (USD)

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  • Outrigger Resort #10 Condo by RVA
    From $446 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 $446 per night (USD)

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

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

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    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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  • GORGEOUS UPSCALE LONGBOAT KEY CONDO OFFERS BAYFRONT VIEWS!! Fall dates are booking quick, call today to book yours!
    From $256 per night (USD)

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    GORGEOUS UPSCALE LONGBOAT KEY CONDO OFFERS BAYFRONT VIEWS!! Fall dates are booking quick, call today to book yours!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Due to Hurricane Helene, our properties are still recovering and updating until further notice. Harbor Villa Club is no ...

    From $256 per night (USD)

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  • Beach and Garden View 2 Bedroom Condo
    From $473 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 $473 per night (USD)

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  • Spacious Club Longboat Key steps to the sand, private beach paradise! Pools, Gym, Tennis, Sunsets!
    From $232 per night (USD)

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    Spacious Club Longboat Key steps to the sand, private beach paradise! Pools, Gym, Tennis, Sunsets!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Looking for beachfront paradise ? It doesn't get better than Club Longboat . Condo had no damage from recent hurricanes! ...

    From $232 per night (USD)

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  • 🏝Perfectly Located Between St. Armands Circle & Lido Beach + Heated Pool\/Spa
    From $934 per night (USD)

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

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    10

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

    From $934 per night (USD)

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  • 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
  • Beach Castle Resort BC6 - Longboat Key - Condo 2 Bedroom\/ 2 Bath on Longboat...
    From $590 per night (USD)

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    Beach Castle Resort BC6 - Longboat Key - Condo 2 Bedroom\/ 2 Bath on Longboat...

    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 $590 per night (USD)

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  • Luxury Home with Private Beach Access and Heated Pool!
    From $623 per night (USD)

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    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 $623 per night (USD)

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  • Full Beach View 2 Bedroom Condo
    From $429 per night (USD)

    VRBO

    Full Beach View 2 Bedroom Condo

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Live life on the beach---Private parking included! Beachplace is one of Longboat Key's premier vacation rental location ...

    From $429 per night (USD)

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  • Beachplace 7-203 - 2BR\/2BA Longboat Key Great Unit - Just listed
    From $359 per night (USD)

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    Beachplace 7-203 - 2BR\/2BA Longboat Key Great Unit - Just listed

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Beautiful beachfront unit on the 2nd floor with lake view and partial Gulf. This is a beautifully appointed 2 bedroom, ...

    From $359 per night (USD)

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  • Updated Villa Condo -Steps to Beautiful White-Sand Beach
    From $194 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 $194 per night (USD)

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  • Cedars East #847 Townhome by RVA
    From $317 per night (USD)

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    Cedars East #847 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 $317 per night (USD)

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  • Whitney Beach #132 Condo by RVA
    From $226 per night (USD)

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    Whitney Beach #132 Condo by RVA

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

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

    From $226 per night (USD)

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    Details
  • Coquina Moorings 102 Amazing Sunrise And Directly Across From The Beach
    From $309 per night (USD)

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    Coquina Moorings 102 Amazing Sunrise And Directly Across From The Beach

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Coquina Moorings, located at 1407 Gulf Drive South in Bradenton Beach offers the best of all worlds. This bay front comp ...

    From $309 per night (USD)

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  • Coquina Moorings 206 Condo With Pool Boat Dock And Awesome Bay Views
    From $251 per night (USD)

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    Coquina Moorings 206 Condo With Pool Boat Dock And Awesome Bay Views

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Coquina Moorings 206 is thoroughly cleaned and sanitized prior to your arrival. We pay special attention to high touch a ...

    From $251 per night (USD)

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  • Beachcomber unit 302
    From $489 per night (USD)

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    Beachcomber unit 302

    Bedrooms:
    2
    Bathrooms:
    3
    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 $489 per night (USD)

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  • Beachcomber unit 605
    From $400 per night (USD)

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    Beachcomber unit 605

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

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

    From $400 per night (USD)

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  • Beachcomber unit 604
    From $475 per night (USD)

    Expedia

    Beachcomber unit 604

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

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

    From $475 per night (USD)

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  • Beachcomber unit 502
    From $489 per night (USD)

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    Beachcomber unit 502

    Bedrooms:
    2
    Bathrooms:
    3
    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 $489 per night (USD)

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  • Beachcomber unit 207
    From $414 per night (USD)

    Expedia

    Beachcomber unit 207

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

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

    From $414 per night (USD)

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  • Coastal Duplex In Quiet Neighborhood! Boat\/Jetski trl parking avail! Near beach!
    From $207 per night (USD)

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    Coastal Duplex In Quiet Neighborhood! Boat\/Jetski trl parking avail! Near beach!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Tastefully Decorated Get-Away with a semi-private deck and outdoor living space! Catering to mature individuals as well ...

    From $207 per night (USD)

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  • Beach front
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    Beach front

    Bedrooms:
    2
    Bathrooms:
    1
    Sleeps:
    2

    just walk to the beach out of the building. Watch sunrises and sunsets at the balcony. Common area: gym at the clubhous ...

    Click For Pricing

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  • Beachcomber unit 602
    From $532 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 $532 per night (USD)

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  • Beachcomber unit 404
    From $489 per night (USD)

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    Beachcomber unit 404

    Bedrooms:
    2
    Bathrooms:
    3
    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 $489 per night (USD)

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    Details
  • Beachcomber unit 402
    From $489 per night (USD)

    VRBO

    Beachcomber unit 402

    Bedrooms:
    2
    Bathrooms:
    3
    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 $489 per night (USD)

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  • Beachcomber unit 603
    From $487 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 $487 per night (USD)

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  • Mable's Place ~ A Historic \Old\ Florida Cottage
    From $327 per night (USD)

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    Mable's Place ~ A Historic \"Old\" Florida Cottage

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    “Mable’s Place” is a historic beach cottage within walking distance of the Gulf of Mexico. This quaint 2 bedroom cottage ...

    From $327 per night (USD)

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  • Beach Castle Resort #22 by RVA
    From $396 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 $396 per night (USD)

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  • Outrigger Resort #5 Condo by RVA
    From $221 per night (USD)

    VRBO

    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 $221 per night (USD)

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    Details
  • Villas of Avignon #103 Condo by RVA
    From $265 per night (USD)

    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 ...

    From $265 per night (USD)

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    Details
  • Silver Sands #245A Resort by RVA
    From $302 per night (USD)

    VRBO

    Silver Sands #245A 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 $302 per night (USD)

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    Details
  • Whitney Beach #333 Condo by RVA
    From $215 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 $215 per night (USD)

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    Details
  • Jessmyth Estate on Longboat Key by RVA
    From $983 per night (USD)

    VRBO

    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 ...

    From $983 per night (USD)

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    Details
  • Cedars East #832 Townhome by RVA
    From $279 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 $279 per night (USD)

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    Details
  • Silver Sands #237 Resort by RVA
    From $381 per night (USD)

    VRBO

    Silver Sands #237 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 $381 per night (USD)

    VRBO

    Details
  • Silver Sands #253A Resort by RVA
    From $287 per night (USD)

    Expedia

    Silver Sands #253A 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 $287 per night (USD)

    Expedia

    Details
  • Cedars East #814 Townhome by RVA
    From $235 per night (USD)

    VRBO

    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 $235 per night (USD)

    VRBO

    Details
  • Sunset Beach #1201 Condo by RVA
    From $267 per night (USD)

    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 ...

    From $267 per night (USD)

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    Details
  • Cedars East #622 Townhome by RVA
    From $270 per night (USD)

    VRBO

    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 $270 per night (USD)

    VRBO

    Details
  • Silver Sands #255 Resort by RVA
    From $335 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 $335 per night (USD)

    Expedia

    Details
  • Silver Sands #251 Resort by RVA
    From $359 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 $359 per night (USD)

    VRBO

    Details
  • Cedars East #822 Townhome by RVA
    From $226 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 $226 per night (USD)

    Expedia

    Details
  • Silver Sands #240 Resort by RVA
    From $748 per night (USD)

    VRBO

    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 $748 per night (USD)

    VRBO

    Details
  • Cedars East #850 Townhome by RVA
    From $325 per night (USD)

    Expedia

    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 $325 per night (USD)

    Expedia

    Details
  • Cedars East #509 Townhouse by RVA
    From $257 per night (USD)

    VRBO

    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 $257 per night (USD)

    VRBO

    Details
  • Outrigger Resort #7 Condo by RVA
    From $289 per night (USD)

    Expedia

    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 $289 per night (USD)

    Expedia

    Details
  • Silver Sands #245S Resort by RVA
    From $492 per night (USD)

    VRBO

    Silver Sands #245S 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 $492 per night (USD)

    VRBO

    Details
  • Silver Sands #251A Resort by RVA
    From $261 per night (USD)

    Expedia

    Silver Sands #251A 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 $261 per night (USD)

    Expedia

    Details
  • Cedars East #806 Townhome by RVA
    From $296 per night (USD)

    VRBO

    Cedars East #806 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 $296 per night (USD)

    VRBO

    Details
  • Silver Sands #248 Resort by RVA
    From $409 per night (USD)

    Expedia

    Silver Sands #248 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 $409 per night (USD)

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    Details
  • Cedars East #605 Townhome by RVA
    From $249 per night (USD)

    VRBO

    Cedars East #605 Townhome by RVA

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

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

    From $249 per night (USD)

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  • Silver Sands #249 Resort by RVA
    From $694 per night (USD)

    Expedia

    Silver Sands #249 Resort by RVA

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    7

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

    From $694 per night (USD)

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    Details
  • Outrigger Resort #6 Condo by RVA
    From $286 per night (USD)

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    Outrigger Resort #6 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 $286 per night (USD)

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  • Coquina Moorings 202 Condo With Pool Boat Dock And Awesome Bay Views
    From $378 per night (USD)

    Expedia

    Coquina Moorings 202 Condo With Pool Boat Dock And Awesome Bay Views

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Coquina Moorings 202 is thoroughly cleaned and sanitized prior to your arrival. We pay special attention to high touch a ...

    From $378 per night (USD)

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    Details
  • Newly Renovated, Best Canal, Dock, Beach, Heated Pool
    From $434 per night (USD)

    VRBO

    Newly Renovated, Best Canal, Dock, Beach, Heated Pool

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    This beautiful and spacious 3 bedroom house underwent a 100% renovation inside and out in 2020. Located on one of the b ...

    From $434 per night (USD)

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    Details
  • 1st Floor 2 Bed 1 bath home short walk to beach, North LBK NO HURRICANE DAMAGE
    From $186 per night (USD)

    Expedia

    1st Floor 2 Bed 1 bath home short walk to beach, North LBK NO HURRICANE DAMAGE

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Private Beach Cottage ground floor apartment. This ground floor apartment has two bedrooms, one bath, Living Room and ...

    From $186 per night (USD)

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  • Unit #318 Sand Cay Beach Resort Gulf Front
    From $581 per night (USD)

    VRBO

    Unit #318 Sand Cay Beach Resort Gulf Front

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Unwind and make memories in this sun-filled unit with stunning Gulf-front and beach views. Accommodation for up to 6 wit ...

    From $581 per night (USD)

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  • Beautiful Longboat Key Beachfront Condo
    From $853 per night (USD)

    VRBO

    Beautiful Longboat Key Beachfront Condo

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    4

    Relax, unwind, and enjoy the magnificent views of the pristine white sandy beach and the azure blue water of the Gulf of ...

    From $853 per night (USD)

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  • Villas of Avignon #102 Condo by RVA
    From $224 per night (USD)

    VRBO

    Villas of Avignon #102 Condo by RVA

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    5

    RVA welcomes you to Villas of Avignon - where you can enjoy a secluded beach, heated community pool, private balconies a ...

    From $224 per night (USD)

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    Details
  • The HEART of Longboat Key
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    Expedia

    The HEART of Longboat Key

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    1

    Welcome to your home away from home! Sit back and relax beachside in the premier location of Longboat Key. The promenade ...

    Click For Pricing

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    Details
  • Full Gulf View - (2) Bedroom (1) Bath
    From $377 per night (USD)

    VRBO

    Full Gulf View - (2) Bedroom (1) Bath

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Anna Maria Island's "Castnetter 2" is a delightful island locale offering Breath-Taking unobstructed Views of the Gulf o ...

    From $377 per night (USD)

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    Details
  • Whitney Beach #142 Condo by RVA
    From $213 per night (USD)

    Expedia

    Whitney Beach #142 Condo by RVA

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

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

    From $213 per night (USD)

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    Details
  • Panoramic beach View and amazing Sunset.
    From $430 per night (USD)

    VRBO

    Panoramic beach View and amazing Sunset.

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    6

    Our resort was not affected by the hurricane. We are open for business. We have one more Gulf View unit 301 in this res ...

    From $430 per night (USD)

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    Details
  • Whitney Beach #315 Condo by RVA
    From $181 per night (USD)

    Expedia

    Whitney Beach #315 Condo by RVA

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

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

    From $181 per night (USD)

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    Details
  • Relax on the Coast This Winter!\n
    From $370 per night (USD)

    VRBO

    Relax on the Coast This Winter!\n

    Bedrooms:
    1
    Bathrooms:
    0
    Sleeps:
    4

    This sublime oceanfront studio is directly on the pristine white sands and serene blue waters of the Gulf of Mexico in e ...

    From $370 per night (USD)

    VRBO

    Details
  • DOG FRIENDLY and PERFECT LBK LOCATION
    From $915 per night (USD)

    Expedia

    DOG FRIENDLY and PERFECT LBK LOCATION

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    *Calendar not always updated. Messege me for specific dates. Newly ren ...

    From $915 per night (USD)

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    Details
  • 3 BEDROOM DIRECT OCEAN VIEW, WALKOUT TO THE BEACH! \nRARE THANKSGIVING OPENING!
    From $680 per night (USD)

    VRBO

    3 BEDROOM DIRECT OCEAN VIEW, WALKOUT TO THE BEACH! \nRARE THANKSGIVING OPENING!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    FULL WALL-TO-WALL RENOVATION AND RE-IMAGINED 3 BEDROOM FLOOR PLAN 2021! FIRST FLOOR WALKOUT RIGHT ONTO THE BEACH (100 st ...

    From $680 per night (USD)

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  • Beach Castle Resort #27 by RVA
    From $621 per night (USD)

    Expedia

    Beach Castle Resort #27 by RVA

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

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

    From $621 per night (USD)

    Expedia

    Details
  • Longboat Key Condo w\/ Lanai: Walk to Beach & Shops
    From $131 per night (USD)

    VRBO

    Longboat Key Condo w\/ Lanai: Walk to Beach & Shops

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    4

    Enjoy the sun and sand when you stay at this vacation rental condo in Longboat Key! The 2-bedroom, 1-bathroom abode is l ...

    From $131 per night (USD)

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  • Welcome To Paradise!
    From $317 per night (USD)

    VRBO

    Welcome To Paradise!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Enjoy staying at this one of kind beach bungalow for your special occasions or just a family fun retreat. Built-in 1930, ...

    From $317 per night (USD)

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    Details
  • Luxury Waterfront on Longboat Key - 5 min walk to the beach
    From $894 per night (USD)

    VRBO

    Luxury Waterfront on Longboat Key - 5 min walk to the beach

    Bedrooms:
    6
    Bathrooms:
    4
    Sleeps:
    8

    Couple blocks from the beach and equipped with an elevator, this home offers upscale comforts including all new furnishi ...

    From $894 per night (USD)

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    Details
  • Luxury home, Lagoon-style Pool, Rooftop Deck. Beach views! - Tide of Your Life
    From $1965 per night (USD)

    Expedia

    Luxury home, Lagoon-style Pool, Rooftop Deck. Beach views! - Tide of Your Life

    Bedrooms:
    10
    Bathrooms:
    9
    Sleeps:
    22

    Tide of Your Life by AMI Locals Home in Bradenton Beach, Florida TPL22-000073 Prepare for the Tide of Your Life at th ...

    From $1965 per night (USD)

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  • Beachcomber unit 403
    From $336 per night (USD)

    VRBO

    Beachcomber unit 403

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Our building is located on the beach, this unit has an ISLAND view. Beach front units are available to rese ...

    From $336 per night (USD)

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    Details
  • Beachcomber unit 503
    From $328 per night (USD)

    Expedia

    Beachcomber unit 503

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Our building is located on the beach, this unit has an ISLAND view. Beach front units are available to rese ...

    From $328 per night (USD)

    Expedia

    Details
  • Beachcomber unit 405
    From $322 per night (USD)

    VRBO

    Beachcomber unit 405

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Our building is located on the beach, this unit has an ISLAND view. Beach front units are available to rese ...

    From $322 per night (USD)

    VRBO

    Details
  • Beachcomber unit 203
    From $336 per night (USD)

    Expedia

    Beachcomber unit 203

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Newly Refreshed Beach Condo - Unit 203 Welcome to our beautifully redesigned and refreshed condo. In Novemb ...

    From $336 per night (USD)

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    Details
  • Beachcomber unit 608
    From $489 per night (USD)

    VRBO

    Beachcomber unit 608

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    2 bedroom; 2 bath (showers only) sixth floor condo overlooking the Gulf of Mexico Beach front units are ava ...

    From $489 per night (USD)

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    Details
  • Beachcomber unit 303
    From $336 per night (USD)

    Expedia

    Beachcomber unit 303

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Our building is located on the beach, this unit has an ISLAND view. Enjoy upscale Longboat Key in the elega ...

    From $336 per night (USD)

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    Details
  • Beachcomber unit 204
    From $536 per night (USD)

    VRBO

    Beachcomber unit 204

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    This is a great location directly on the beach with a spectacular view of the Gulf of Mexico. This Gulf fro ...

    From $536 per night (USD)

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  • Beachcomber unit 208
    From $570 per night (USD)

    Expedia

    Beachcomber unit 208

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Welcome to The Beachcomber, a Longboat Key beach resort located right on the Gulf of Mexico. Just a few steps from your ...

    From $570 per night (USD)

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  • Beachcomber unit 305
    From $342 per night (USD)

    VRBO

    Beachcomber unit 305

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Our building is located on the beach, this unit has an ISLAND view. Pack your bags, invite your family and ...

    From $342 per night (USD)

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    Details
  • Longboat Key Luxury Condo - walking to St. Armand's Circle!
    From $670 per night (USD)

    Expedia

    Longboat Key Luxury Condo - walking to St. Armand's Circle!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    4

    This luxurious COVID free top floor end unit condo was newly furnished in 2022 and features an elevator. Taking in v ...

    From $670 per night (USD)

    Expedia

    Details
  • Canal Front Home - 5 min walk to beach.  RRR-00953.2023
    From $572 per night (USD)

    VRBO

    Canal Front Home - 5 min walk to beach. RRR-00953.2023

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    10

    Completely remodeled in 2022 this canal front home is located on the beautiful Island of Longboat Key. Park your boat i ...

    From $572 per night (USD)

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    Details
  • BEACH CONDO LONG BOAT KEY - FULLY REMODELED!
    From $281 per night (USD)

    VRBO

    BEACH CONDO LONG BOAT KEY - FULLY REMODELED!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    2 Bedrooms, 2 bathroom, gulf side, private beach, white sand, kid friendly, elevator Welcome to our beach side condo, wh ...

    From $281 per night (USD)

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    Details
  • Longboat Key Beachfront Completely Renovated 2\/2
    From $310 per night (USD)

    VRBO

    Longboat Key Beachfront Completely Renovated 2\/2

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Enjoy beachfront living, captivating ocean views, spectacular sunsets and balcony access from every room. Wake up each m ...

    From $310 per night (USD)

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    Details
  • 7th Heaven by Duncan Real Estate
    From $495 per night (USD)

    Expedia

    7th Heaven by Duncan Real Estate

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Welcome to 7th Heaven on beautiful Longboat Key! A beachfront escape directly on the Gulf of Mexico with views of turquo ...

    From $495 per night (USD)

    Expedia

    Details