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Longboat Key Rentals with Pools

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594 rentals in Longboat Key.
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One-of-a-kind home right on the gulf of Mexi
Rental Home
2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps, All pools
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Living room with two sleeper sofas
Plenty of comfortable seating
See wildlife on the beach and dolphins and manatees in the Gulf
ZILLI VILLA
Rental Home
2 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps, All pools
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Hot property few days on sale 60 feet to the sand
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps, All pools
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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, All pools
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LUXURY UPGRADED BEACHFRONT CONDO WITH BREATHTAKING VIEWS
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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Unit is a wow take a peek Aug & Sept sale
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps, All pools
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Gorgeous condo on the beautiful Longboat Key beach
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps, All pools
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Zilli Tower 503
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps, All pools
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Outrigger 9 Gulf Front first level walk out to the beach.
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps, All pools
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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, All pools
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Save time - get the best Longboat Key rentals sent straight to your email!
Hidden Bay/Beach Paradise
Rental Home
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps, All pools
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Beautiful, renovated Gulf Front at Sand Cay with private beach on Longboat
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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a client said view crazy private beach Aug sale
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps, All pools
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Zilli Ocean Front 101
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps, All pools
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Breathtaking Beach Front Property Ground Floor Condo
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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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, All pools
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Beautiful Beachfront Condo With Balcony, View of the Gulf
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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Incredible Panoramic Gulf View and The Most Beautiful Sunset.
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps, All pools
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Beautiful Updated Beachfront Condo on the Gulf of Mexico
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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Love the beach? Tennis? Swimming? This great family friendly retreat has it all!
Rental Home
4 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps, All pools
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Unit #218 Sand Cay Beach Resort Gulf Front
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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Direct Beachfront Gulf with Amazing Views
Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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Beachcomber unit 303
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps, All pools
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Unit #208 Sand Cay Beach Resort Pool and Garden View
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps, All pools
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Tranquil canal-front home with heated pool, deep water dock & walk to beach
Rental Home
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps, All pools
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Panoramic beach View and amazing Sunset.
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps, All pools
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Beach view. Year around Balcony Sunsets.
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps, All pools
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Updated Beach Style Condo at Sand Cay with Great Ocean Views.
Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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Bayfront Longboat Key House with Pool and 3 min walk to the beach
Rental Home
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps, All pools
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Unit #120 Sand Cay Beach Resort Gulf View
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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Sea Grape Inn #6- BEACHFRONT Property
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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Charming LBK canal home, walk to beach, Solar heated pool, boat/kids/pet welcome
Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps, All pools
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Longboat Key Beachfront - Beautifully Updated with Prime Location
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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Luxurious Longboat Vacation Home w/ gorgeous views- Walk to Beach
Rental Home
5 bedrooms
7 bathrooms
Sleeps 10
Match: Sleeps, All pools
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*** OCEAN FRONT STUDIO SPECIAL *** FROM $99/NIGHT
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps, All pools
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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, All pools
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Sea Grape Inn #7 - BEACHFRONT Property
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps, All pools
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Unit #201 Sand Cay Beach Resort Gulf View
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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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, All pools
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On the beach Luxury gulf front condo, pool, tennis, Monthly rental
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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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, All pools
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Beachfront Villa on Serene Gulf of Mexico
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
More info
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*** OCEAN FRONT STUDIO SPECIAL *** FROM $99/NIGHT
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps, All pools
More info
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Inn on the Beach 3007
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps, All pools
More info
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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, All pools
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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
Match: Sleeps, All pools
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Beachcomber unit 205
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps, All pools
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Beach Castle #23: 1 BR / 1 BA Resort on Longboat Key by RVA, Sleeps 4
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps, All pools
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NO REGRETS Bright beautiful sunny home. Elevator whisks U up to 2nd floor living
Rental Home
5 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps, All pools
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Unit #209 Sand Cay Beach Resort Pool and Garden View
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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