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Longboat Key Vacation Rentals

Showing 1–24 of 576 matching vacation rentals, page 1 of 24. Closest capacity matches first.

About Longboat Key
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 Luxury Longboat Key Close to St Armands Circle Beach Living
Longboat Key

Luxury Longboat Key Close to St Armands Circle Beach Living

2 Bedrooms · 2 Bathrooms · Sleeps 4
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Platinum Luxury Longboat Key Beachfront Three Bedroom Condo World Class Amenities
Longboat Key

Luxury Longboat Key Beachfront Three Bedroom Condo World Class Amenities

3 Bedrooms · 4 Bathrooms · Sleeps 6
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Platinum Beachfront Longboat Key Condo with Heated Pool
Longboat Key

Beachfront Longboat Key Condo with Heated Pool

2 Bedrooms · 2 Bathrooms · Sleeps 6
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Platinum Luxury Longboat Key Residences - Gulf Coast Beachfront Property
Longboat Key

Luxury Longboat Key Residences - Gulf Coast Beachfront Property

2 Bedrooms · 2 Bathrooms · Sleeps 6
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Platinum Longboat Key Luxury Two Bedroom plus Den Beachfront Condo New Rental Open For Season!
Longboat Key

Longboat Key Luxury Two Bedroom plus Den Beachfront Condo New Rental Open For Season!

3 Bedrooms · 3 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 Beach House on Beach Private Pool Three Bedrooms
Longboat Key

Longboat Key Beach House on Beach Private Pool Three Bedrooms

3 Bedrooms · 3 Bathrooms · Sleeps 6
From $25,000 / month
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Platinum Coastal Luxury Retreat in Longboat Key - 2-Bedroom Condo Stunning Views
Longboat Key

Coastal Luxury Retreat in Longboat Key - 2-Bedroom Condo Stunning Views

2 Bedrooms · 2 Bathrooms · Sleeps 5
From $63,519 / month
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Platinum The Most Luxurious Vacation Beach Community on Longboat Key
Longboat Key

The Most Luxurious Vacation Beach Community on Longboat Key

2 Bedrooms · 2 Bathrooms · Sleeps 4
From $30,600 / month
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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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Platinum Luxury Loanboat Key Vacation Rental | Beachfront Condo with Resort Amenities
Longboat Key

Luxury Loanboat Key Vacation Rental | Beachfront Condo with Resort Amenities

1 Bedroom · 2 Bathrooms · Sleeps 4
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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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Platinum Ultra Posh South end Condo with Private Pool and Spa
Longboat Key

Ultra Posh South end Condo with Private Pool and Spa

3 Bedrooms · 3 Bathrooms · Sleeps 6
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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 Just In Luxury New Condo Ideal for Winter Season Longboat Key
Longboat Key

Just In Luxury New Condo Ideal for Winter Season Longboat Key

2 Bedrooms · 2 Bathrooms · Sleeps 4
From $16,927 / month
Call to confirm availability941.500.4555 Request a callback & quote
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
Call to confirm availability941.500.4555 Request a callback & quote
Platinum On Beach Longboat Key Vacation Condo Three Bedroom
Longboat Key

On Beach Longboat Key Vacation Condo Three Bedroom

3 Bedrooms · 3 Bathrooms · Sleeps 6
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Call to confirm availability941.500.4555 Request a callback & quote
Platinum Spacious One Bedroom Vacation Condo in Longboat Key Sleeps 5
Longboat Key

Spacious One Bedroom Vacation Condo in Longboat Key Sleeps 5

1 Bedroom · 1 Bathroom · Sleeps 5
From $1,512 / night
Call to confirm availability941.500.4555 Request a callback & quote
Platinum Beach View One Bedroom Luxury Vacation Condo in Longboat Key
Longboat Key

Beach View One Bedroom Luxury Vacation Condo in Longboat Key

1 Bedroom · 1 Bathroom · Sleeps 5
From $1,429 / night
Call to confirm availability941.500.4555 Request a callback & quote
Platinum Luxury Florida Vacation Rental | Accommodation with Water Views
Longboat Key

Luxury Florida Vacation Rental | Accommodation with Water Views

Studio Bedrooms · 1 Bathroom · Sleeps 5
From $528 / night
Call to confirm availability941.500.4555 Request a callback & quote
Platinum Longboat Key Vacation Condo Two Bedroom Walk to Beach
Longboat Key

Longboat Key Vacation Condo Two Bedroom Walk to Beach

2 Bedrooms · 2 Bathrooms · Sleeps 6
From $988 / night
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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

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