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Longboat Key Vacation Rentals

Showing 49–72 of 576 matching vacation rentals, page 3 of 24. Closest capacity matches first.

About Longboat Key
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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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
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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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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
Gold Gulf-Front Townhome with Direct Beach Access in Longboat Key
Longboat Key

Gulf-Front Townhome with Direct Beach Access in Longboat Key

2 Bedrooms · 2 Bathrooms · Sleeps 4
From $571 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Longboat Key Vacation Rental - Florida Beachfront Condo with Pool & Tennis
Longboat Key

Longboat Key Vacation Rental - Florida Beachfront Condo with Pool & Tennis

3 Bedrooms · 2 Bathrooms · Sleeps 6
From $13,897 / month
Call to confirm availability941.500.4555 Request a callback & quote
Gold Bayside Beauty Longboat Key Beach Club Access Walk to St. Regis Beach Club
Longboat Key

Bayside Beauty Longboat Key Beach Club Access Walk to St. Regis Beach Club

2 Bedrooms · 2 Bathrooms · Sleeps 4
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Call to confirm availability941.500.4555 Request a callback & quote
Gold The Best Beachfront Location on All Longboat Key
Longboat Key

The Best Beachfront Location on All Longboat Key

2 Bedrooms · 2 Bathrooms · Sleeps 4
From $10,770 / month
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Gold Longboat Key Beachfront Vacation Condo Wow!
Longboat Key

Longboat Key Beachfront Vacation Condo Wow!

3 Bedrooms · 2 Bathrooms · Sleeps 6
From $13,840 / month
Call to confirm availability941.500.4555 Request a callback & quote
Gold Longboat Key Vacation Rental with Pool Access
Longboat Key

Longboat Key Vacation Rental with Pool Access

3 Bedrooms · 3 Bathrooms · Sleeps 8
Call for rates
Call to confirm availability941.500.4555 Request a callback & quote
Gold Family-Friendly Longboat Key Rental Near Pristine Beaches
Longboat Key

Family-Friendly Longboat Key Rental Near Pristine Beaches

3 Bedrooms · 3 Bathrooms · Sleeps 8
From $18,400 / month
Call to confirm availability941.500.4555 Request a callback & quote
Gold Longboat Key Gulf View Two Bedroom Vacation Rental PLUS DEN (3 bedrms)
Longboat Key

Longboat Key Gulf View Two Bedroom Vacation Rental PLUS DEN (3 bedrms)

2 Bedrooms · 2 Bathrooms · Sleeps 6
From $11,575 / month
Call to confirm availability941.500.4555 Request a callback & quote
Gold Longboat Key Vacation Condo with Full Ocean Views
Longboat Key

Longboat Key Vacation Condo with Full Ocean Views

2 Bedrooms · 2 Bathrooms · Sleeps 6
From $21,204 / month
Call to confirm availability941.500.4555 Request a callback & quote
Gold Beachfront Three Bedroom vacation Condo in Longboat Key
Longboat Key

Beachfront Three Bedroom vacation Condo in Longboat Key

3 Bedrooms · 2 Bathrooms · Sleeps 6
From $19,200 / month
Call to confirm availability941.500.4555 Request a callback & quote
Gold Beautiful Vacation Rental with 3 Bedrooms
Longboat Key

Beautiful Vacation Rental with 3 Bedrooms

3 Bedrooms · 2 Bathrooms · Sleeps 5
From $17,375 / month
Call to confirm availability941.500.4555 Request a callback & quote
Gold Charming Vacation Rental in Longboat Key
Longboat Key

Charming Vacation Rental in Longboat Key

1 Bedroom · 1 Bathroom · Sleeps 2
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Call to confirm availability941.500.4555 Request a callback & quote
Gold Four Bedroom Walk to the Beach Home in Longboat Key
Longboat Key

Four Bedroom Walk to the Beach Home in Longboat Key

4 Bedrooms · 4 Bathrooms · Sleeps 10
From $16,827 / month
Call to confirm availability941.500.4555 Request a callback & quote
Gold Longboat Key Luxury Vacation Condo Amazing Views
Longboat Key

Longboat Key Luxury Vacation Condo Amazing Views

3 Bedrooms · 2 Bathrooms · Sleeps 4
From $20,907 / month
Call to confirm availability941.500.4555 Request a callback & quote
Gold Gorgeous Three Bedroom Beachfront Penthouse in Longboat Key
Longboat Key

Gorgeous Three Bedroom Beachfront Penthouse in Longboat Key

3 Bedrooms · 3 Bathrooms
Call for rates
Call to confirm availability941.500.4555 Request a callback & quote
Gold Panoramic Views Longboat Key Vacation Condo
Longboat Key

Panoramic Views Longboat Key Vacation Condo

2 Bedrooms · 2 Bathrooms · Sleeps 6
From $9,093 / month
Call to confirm availability941.500.4555 Request a callback & quote
Gold Longboat Key Canal Front Two Bedroom Vacation Rental Condo
Longboat Key

Longboat Key Canal Front Two Bedroom Vacation Rental Condo

2 Bedrooms · 2 Bathrooms · Sleeps 6
From $13,440 / month
Call to confirm availability941.500.4555 Request a callback & quote
Gold Gulf Front Longboat Key Vacation Condo Two Bedroom
Longboat Key

Gulf Front Longboat Key Vacation Condo Two Bedroom

2 Bedrooms · 2 Bathrooms · Sleeps 4
Call for rates
Call to confirm availability941.500.4555 Request a callback & quote
Gold Gulf-front 3 Bedroom Condo in Longboat Key
Longboat Key

Gulf-front 3 Bedroom Condo in Longboat Key

3 Bedrooms · 2 Bathrooms · Sleeps 6
From $17,111 / month
Call to confirm availability941.500.4555 Request a callback & quote
Gold Gulf Front Longboat Key Vacation Condo Two Bedroom
Longboat Key

Gulf Front Longboat Key Vacation Condo Two Bedroom

2 Bedrooms · 2 Bathrooms · Sleeps 4
From $19,740 / month
Call to confirm availability941.500.4555 Request a callback & quote

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