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Longboat Key Vacation Homes & Villas

Browse 91 professionally managed vacation homes and villas in Longboat Key with Emerald Kite. Showing 1–24 of 91 matching vacation rentals, page 1 of 4. Closest capacity matches first.

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Platinum Longboat Key Luxury Waterside Vacation Home
Longboat Key

Longboat Key Luxury Waterside Vacation Home

3 Bedrooms · 2 Bathrooms · Sleeps 6
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Platinum Longboat Key Vacation Rental - Gulf-Front Luxury Estate
Longboat Key

Longboat Key Vacation Rental - Gulf-Front Luxury Estate

5 Bedrooms · 6 Bathrooms · Sleeps 12
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Platinum Longboat Key Luxury Vacation Rental - Florida Canal Front Estate
Longboat Key

Longboat Key Luxury Vacation Rental - Florida Canal Front Estate

5 Bedrooms · 3 Bathrooms · Sleeps 16
From $6,992 / night
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Platinum Longboat Key Beachfront Luxury Estate - 5 Bedroom Gulf-Front Vacation Rental
Longboat Key

Longboat Key Beachfront Luxury Estate - 5 Bedroom Gulf-Front Vacation Rental

5 Bedrooms · 6 Bathrooms · Sleeps 12
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Call to confirm availability941.500.4555 Request a callback & quote
Platinum Longboat Key Elegant Waterfront Retreat with Private Dock & Pool
Longboat Key

Longboat Key Elegant Waterfront Retreat with Private Dock & Pool

4 Bedrooms · 4 Bathrooms · Sleeps 8
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Call to confirm availability941.500.4555 Request a callback & quote
Platinum South Longboat Key Luxury Four Bedroom Waterfront Vacation Home- Pure Luxury
Longboat Key

South Longboat Key Luxury Four Bedroom Waterfront Vacation Home- Pure Luxury

4 Bedrooms · 5 Bathrooms
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Platinum Stunning 3-Story Longboat Key Home with Private Pool & Spa Private Beach Access
Longboat Key

Stunning 3-Story Longboat Key Home with Private Pool & Spa Private Beach Access

4 Bedrooms · 4 Bathrooms · Sleeps 10
From $23,479 / month
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Platinum Longboat Key Beachfront Vacation Rental | Luxury Gulf-Front Home with Infinity Pool
Longboat Key

Longboat Key Beachfront Vacation Rental | Luxury Gulf-Front Home with Infinity Pool

3 Bedrooms · 3 Bathrooms · Sleeps 6
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Call to confirm availability941.500.4555 Request a callback & quote
Platinum Longboat Key Vacation Home Six Bedroom Walk to Beach
Longboat Key

Longboat Key Vacation Home Six Bedroom Walk to Beach

6 Bedrooms · 5 Bathrooms · Sleeps 11
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Platinum Longboat Key Vacation Rental Waterfront Home with Pool & Dock
Longboat Key

Longboat Key Vacation Rental Waterfront Home with Pool & Dock

4 Bedrooms · 2 Bathrooms · Sleeps 8
From $1,989 / night
Call to confirm availability941.500.4555 Request a callback & quote
Platinum Luxury Longboat Key Walk to Beach 3 Bedroom Vacation Home
Longboat Key

Luxury Longboat Key Walk to Beach 3 Bedroom Vacation Home

3 Bedrooms · 3 Bathrooms · Sleeps 8
From $1,785 / night
Call to confirm availability941.500.4555 Request a callback & quote
Platinum Longboat Key Vacation Rental - Canal-Front Luxury Home with Pool & Dock
Longboat Key

Longboat Key Vacation Rental - Canal-Front Luxury Home with Pool & Dock

5 Bedrooms · 5 Bathrooms · Sleeps 10
From $22,500 / month
Call to confirm availability941.500.4555 Request a callback & quote
Platinum Longboat Key Canal-Front Home With Pool And Dock
Longboat Key

Longboat Key Canal-Front Home With Pool And Dock

4 Bedrooms · 5 Bathrooms · Sleeps 8
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Call to confirm availability941.500.4555 Request a callback & quote
Platinum Longboat Key Private Island Retreat
Longboat Key

Longboat Key Private Island Retreat

5 Bedrooms · 5 Bathrooms · Sleeps 15
From $2,980 / night
Call to confirm availability941.500.4555 Request a callback & quote
Platinum Longboat Key Vacation Rentals | Luxury 3-Bedroom Florida Beach Home
Longboat Key

Longboat Key Vacation Rentals | Luxury 3-Bedroom Florida Beach Home

3 Bedrooms · 3 Bathrooms · Sleeps 8
From $22,677 / month
Call to confirm availability941.500.4555 Request a callback & quote
Platinum Luxury Four Bedroom Vacation Rental on Longboat Key Sleeps 8
Longboat Key

Luxury Four Bedroom Vacation Rental on Longboat Key Sleeps 8

4 Bedrooms · 3 Bathrooms · Sleeps 8
From $18,594 / month
Call to confirm availability941.500.4555 Request a callback & quote
Platinum Longboat Key Vacation Rental Luxury Estate with Pool & Dock
Longboat Key

Longboat Key Vacation Rental Luxury Estate with Pool & Dock

4 Bedrooms · 4 Bathrooms · Sleeps 8
From $35,500 / month
Call to confirm availability941.500.4555 Request a callback & quote
Gold Longboat Key Rental 3 Bedroom Beach Home
Longboat Key

Longboat Key Rental 3 Bedroom Beach Home

3 Bedrooms · 3 Bathrooms · Sleeps 10
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Call to confirm availability941.500.4555 Request a callback & quote
Gold Longboat Key Canal-Front Home With Private Heated Pool
Longboat Key

Longboat Key Canal-Front Home With Private Heated Pool

4 Bedrooms · 4 Bathrooms · Sleeps 10
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Call to confirm availability941.500.4555 Request a callback & quote
Gold Longboat Key Vacation Home Near Gulf Beaches With Patio
Longboat Key

Longboat Key Vacation Home Near Gulf Beaches With Patio

2 Bedrooms · 2 Bathrooms · Sleeps 6
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Call to confirm availability941.500.4555 Request a callback & quote
Gold Luxury Waterfront Property in Longboat Key - Your Dream Home Awaits
Longboat Key

Luxury Waterfront Property in Longboat Key - Your Dream Home Awaits

3 Bedrooms · 3 Bathrooms · Sleeps 6
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Call to confirm availability941.500.4555 Request a callback & quote
Gold Refined Coastal Luxury on Longboat Key
Longboat Key

Refined Coastal Luxury on Longboat Key

3 Bedrooms · 3 Bathrooms · Sleeps 9
From $22,250 / month
Call to confirm availability941.500.4555 Request a callback & quote
Gold Luxury Island Getaway in Longboat Key
Longboat Key

Luxury Island Getaway in Longboat Key

3 Bedrooms · 9 Bathrooms · Sleeps 6
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Call to confirm availability941.500.4555 Request a callback & quote
Gold Longboat Key Vacation Pool Home Rental - Steps to Beach
Longboat Key

Longboat Key Vacation Pool Home Rental - Steps to Beach

3 Bedrooms · 2 Bathrooms · Sleeps 8
From $24,896 / month
Call to confirm availability941.500.4555 Request a callback & quote

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