Holiday Rentals in Longboat Key
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726 rentals in Longboat Key.
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One-of-a-kind home right on the gulf of Mexi
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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ZILLI VILLA
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 10
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cancellation below MKT price had cancellation $199 Aug 13-15
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 6
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Few days on sale 5th floor Penthouse take a peek 100 + 5 star reviews
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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LUXURY UPGRADED BEACHFRONT CONDO WITH BREATHTAKING VIEWS
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Gorgeous condo on the beautiful Longboat Key beach
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 7
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Unit is a wow take a peek Aug & Sept sale
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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Zilli Tower 503
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 6
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Outrigger 9 Gulf Front first level walk out to the beach.
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
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Unit #309 great rates, 2 Bed/2 Bath, view of ocean, steps to the sandy beach.
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Hidden Bay/Beach Paradise
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Beautiful, renovated Gulf Front at Sand Cay with private beach on Longboat
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
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client said view crazy Aug sale 13-14th only $199 really
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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Zilli Ocean Front 101
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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Breathtaking Beach Front Property Ground Floor Condo
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Upscale Beachplace Condo Gulf & Bay Views *LAST MINUTE AUGUST SPECIAL 50% OFF*
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Beautiful Beachfront Condo With Balcony, View of the Gulf
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Private Island Retreat with Private Beach, Dock, Palm Trees & Glorious Sunsets
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Incredible Panoramic Gulf View and The Most Beautiful Sunset.
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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Beautiful Updated Beachfront Condo on the Gulf of Mexico
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Love the beach? Tennis? Swimming? This great family friendly retreat has it all!
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
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Unit #218 Sand Cay Beach Resort Gulf Front
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Direct Beachfront Gulf with Amazing Views
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Cabana Beach Club #2: 2 BR / 2 BA Resort on Longboat Key by RVA, Sleeps 6
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
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Beachcomber unit 303
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
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Unit #208 Sand Cay Beach Resort Pool and Garden View
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 5
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Tranquil canal-front home with heated pool, deep water dock & walk to beach
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
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Panoramic beach View and amazing Sunset.
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 6
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Ground Floor 2 Beds 1 bath beach cottage short walk to beach on North end LBK
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Beach view. Year around Balcony Sunsets.
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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Updated Beach Style Condo at Sand Cay with Great Ocean Views.
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Unit #120 Sand Cay Beach Resort Gulf View
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Bayfront Longboat Key House with Pool and 3 min walk to the beach
Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
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LUXURIOUS BEACHFRONT HOUSE ON EXCLUSIVE LONGBOAT KEY - DIRECTLY ON THE BEACH
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Private Beach Cottage On The North End Of LBK. 2 Bedrooms 1 Bath On 2nd Floor
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Sea Grape Inn #6- BEACHFRONT Property
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Charming LBK canal home, walk to beach, Solar heated pool, boat/kids/pet welcome
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Longboat Key Beachfront - Beautifully Updated with Prime Location
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Luxurious Longboat Vacation Home w/ gorgeous views- Walk to Beach
Holiday Rental House
5 bedrooms
7 bathrooms
Sleeps 10
Match: Sleeps
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*** OCEAN FRONT STUDIO SPECIAL *** FROM $99/NIGHT
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps
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The Beach on Longboat Key #227: 1 BR / 1 BA Resort by RVA, Sleeps 6
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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Sea Grape Inn #7 - BEACHFRONT Property
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Unit #201 Sand Cay Beach Resort Gulf View
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Pet Friendly Longboat Key Condo with View of Gulf
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Cedars East Unit #521 2BR/2.5BA Condo Longboat Key- updated- 1440 sqft
Condo/Apartment
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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On the beach, Sun set and Sunrise view, Gulf front condo, Monthly rental
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Silver Sands #255: 1 BR / 1 BA Resort on Longboat Key by RVA, Sleeps 4
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Beachfront Villa on Serene Gulf of Mexico
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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*** OCEAN FRONT STUDIO SPECIAL *** FROM $99/NIGHT
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps
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Inn on the Beach 3007
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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