Holiday Rentals in Longboat Key
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597 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
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ZILLI VILLA
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 10
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Luxury unit $149 2 days next Saturday& Sunday Private Island beach open
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 6
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Welcome back rate $175 Penthouse Superior decor private island beach open
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 6
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Beautiful Beach Views that will let you see 2020 in a whole new perspective
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
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This unit is a wow $175 amazing decor private island beach open
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 6
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Unit #309 Enjoy great rates, just steps to the sandy beach!
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 5
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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 Oct-Nov $195 per night
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
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Last minute CXL $169 2 day min inquire with in private island beach open
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 6
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Save time - get the best Longboat Key rentals sent straight to your email!
Hidden Bay/Beach Paradise
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
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Beautiful, newly renovated Gulf Front at Sand Cay with private beach on Longboat
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
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Zilli Ocean Front 101
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 6
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Breathtaking Beach Front Property Ground Floor Condo
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
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Upscale Beachplace Condo w/ Gulf & Bay Views *DEC 2020 OPEN*
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
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Private Island Retreat with Private Beach, Dock, Palm Trees & Glorious Sunsets
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 10
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Amazing Panoramic Gulf View and The Most Beautiful Sunset In The World.
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 6
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Penthouse Condo with Awesome Views !
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
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Beautiful Updated Beachfront Condo on the Gulf of Mexico
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
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Beautiful Beachfront Condo With Balcony, View of the Gulf
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
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Love the Beach? Love tennis? The pool? Great family home with many amenities!
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 9
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Unit #218 Sand Cay Beach Resort Gulf Front
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
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Beach is Open - Direct Beachfront Gulf of Mexico, Amazing Views
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
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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 waterfront with heated pool, dock and walk to beach
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
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Beachcomber unit 303
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
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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
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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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Updated Beach Style Condo at Sand Cay with Great Ocean Views.
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
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Panoramic beach View and amazing Sunset.
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 6
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Beach view. Year around Balcony Sunsets.
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 6
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PRIVATE BEACHFRONT HOUSE ON EXCLUSIVE LONGBOAT KEY - DIRECTLY ON THE BEACH
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
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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
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Bayfront Longboat Key House with Pool and Beach Access
Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 6
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Unit #120 Sand Cay Beach Resort Gulf View
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
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Charming beach house on Longboat Key, with private pool&beach access, pool, pet
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
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Sea Grape Inn #6-Beautiful! BEACHVIEW, steps from ocean.
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
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Longboat Key Beachfront - Beautifully Updated with Prime Location
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
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Luxurious Longboat Vacation Home w/ gorgeous views- Walk to Beach
Holiday Rental House
5 bedrooms
7 bathrooms
Sleeps 10
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The Beach on Longboat Key #227: 1 BR / 1 BA Resort by RVA, Sleeps 5
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 6
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Sea Grape Inn #7-Beautiful BEACHVIEW property, steps from ocean.
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
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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
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On the beach! Luxury gulf front condo, 2B/2B, pool, tennis, WiFi. Amazing view.
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
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~ SPECIALS FROM $99 ~ OCEAN FRONT DLX STUDIO ~
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps
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Cabana Beach Club #7: 2BR+Den / 2 BA Resort on Longboat Key by RVA, Sleeps 6
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
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~ SPECIALS FROM $99 ~ OCEAN FRONT DLX STUDIO ~
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps
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Can't Get Closer to the Beach Without Getting Your Feet Wet!
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Beach is Open - Beachfront Villa on Serene Gulf of Mexico
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
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Frequently Asked Questions about Longboat Key
- Yes, here are some popular holiday rentals in Longboat Key that have a pool:\n
- \n
- ~ SUPER SPECIAL from $139/night ~ OCEAN FRONT DLX STUDIO \n
- ~ BEACH FRONT APARTMENT ~ \n
- Holiday Home Directly by Sea - Self Catering \n
- Yes, here are some popular holiday rentals in Longboat Key that have internet access:\n
- \n
- ~ SUPER SPECIAL from $139/night ~ OCEAN FRONT DLX STUDIO \n
- ~ BEACH FRONT APARTMENT ~ \n
- Holiday Home Directly by Sea - Self Catering \n
- The best pet friendly rentals in Longboat Key are:\n
- \n
- Fabulous Longboat Key - A Mermaids' Oasis 4 minute walk to beach! \n
- The Beach Nest \n
- ~ SUPER SPECIAL from $139/night ~ OCEAN FRONT DLX STUDIO \n
- Some of the most popular kid friendly rentals in Longboat Key are:\n
- \n
- ~ SUPER SPECIAL from $139/night ~ OCEAN FRONT DLX STUDIO \n
- ~ BEACH FRONT APARTMENT ~ \n
- Holiday Home Directly by Sea - Self Catering \n