0 941.500.4555 Request a Call

Longboat Key Vacation Condos

Browse 483 professionally managed vacation condos in Longboat Key with Emerald Kite. Showing 409–432 of 483 matching vacation rentals, page 18 of 21. Closest capacity matches first.

About Longboat Key
Filters Condos — remove this filter Clear all
Silver Longboat Key Rental, 1 Bedroom Condo
Longboat Key

Longboat Key Rental, 1 Bedroom Condo

1 Bedroom · 1 Bathroom · Sleeps 4
From $1,795 / week
Call to confirm availability941.500.4555 Request a callback & quote
Silver Charming Vacation Rental on Longboat Key. Call Today
Longboat Key

Charming Vacation Rental on Longboat Key. Call Today

2 Bedrooms · 2 Bathrooms · Sleeps 4
From $365 / night
Call to confirm availability941.500.4555 Request a callback & quote
Silver Longboat Key Vacation Rental, Gulf View
Longboat Key

Longboat Key Vacation Rental, Gulf View

2 Bedrooms · 2 Bathrooms · Sleeps 4
From $5,500 / month
Call to confirm availability941.500.4555 Request a callback & quote
Silver Longboat Key Beach Vacation Condo with Three Bedrooms
Longboat Key

Longboat Key Beach Vacation Condo with Three Bedrooms

3 Bedrooms · 3 Bathrooms · Sleeps 8
Call for rates
Call to confirm availability941.500.4555 Request a callback & quote
Silver Longboat Key 2 Bedroom Vacation Rental Partial Views Pool
Longboat Key

Longboat Key 2 Bedroom Vacation Rental Partial Views Pool

2 Bedrooms · 1 Bathroom · Sleeps 4
Call for rates
Call to confirm availability941.500.4555 Request a callback & quote
Silver On Beach Longboat Key Vacation Condo Gulf Views
Longboat Key

On Beach Longboat Key Vacation Condo Gulf Views

2 Bedrooms · 2 Bathrooms · Sleeps 4
Call for rates
Call to confirm availability941.500.4555 Request a callback & quote
Silver Longboat Key Two Bedroom For Rent- Full Gulf Views
Longboat Key

Longboat Key Two Bedroom For Rent- Full Gulf Views

2 Bedrooms · 2 Bathrooms · Sleeps 4
From $5,938 / month
Call to confirm availability941.500.4555 Request a callback & quote
Silver Vacation Townhome Walk to Longboat Beach
Longboat Key

Vacation Townhome Walk to Longboat Beach

2 Bedrooms · 2 Bathrooms · Sleeps 6
From $30,955,295 / month
Call to confirm availability941.500.4555 Request a callback & quote
Silver Longboat Key Vacation Rentals- Longboat
Longboat Key

Longboat Key Vacation Rentals- Longboat

2 Bedrooms · 2 Bathrooms · Sleeps 6
From $5,495 / month
Call to confirm availability941.500.4555 Request a callback & quote
Silver Longboat Key Condo Fabulous Location & Beach Community
Longboat Key

Longboat Key Condo Fabulous Location & Beach Community

2 Bedrooms · 2 Bathrooms · Sleeps 4
From $5,495 / month
Call to confirm availability941.500.4555 Request a callback & quote
Silver Monthly Rentals on Longboat Key
Longboat Key

Monthly Rentals on Longboat Key

2 Bedrooms · 2 Bathrooms · Sleeps 6
From $6,795 / month
Call to confirm availability941.500.4555 Request a callback & quote
Silver Longboat Key Vacation Condo- Views of Gulf
Longboat Key

Longboat Key Vacation Condo- Views of Gulf

2 Bedrooms · 2 Bathrooms · Sleeps 4
From $6,995 / month
Call to confirm availability941.500.4555 Request a callback & quote
Silver Longboat Key Vacation Rental Located on Beach
Longboat Key

Longboat Key Vacation Rental Located on Beach

2 Bedrooms · 2 Bathrooms · Sleeps 4
From $7,295 / month
Call to confirm availability941.500.4555 Request a callback & quote
Silver Longboat Key Vacation Rental Boutique Beach Community
Longboat Key

Longboat Key Vacation Rental Boutique Beach Community

1 Bedroom · 1 Bathroom · Sleeps 2
From $1,695 / week
Call to confirm availability941.500.4555 Request a callback & quote
Silver Longboat Key Rental with a Gulf Front View- Value Prices
Longboat Key

Longboat Key Rental with a Gulf Front View- Value Prices

2 Bedrooms · 2 Bathrooms · Sleeps 4
From $7,995 / month
Call to confirm availability941.500.4555 Request a callback & quote
Silver Longboat Key Vacation Rental with Bay Views - Luxury Two Bedroom Townhome
Longboat Key

Longboat Key Vacation Rental with Bay Views - Luxury Two Bedroom Townhome

2 Bedrooms · 2 Bathrooms · Sleeps 6
From $10,723 / month
Call to confirm availability941.500.4555 Request a callback & quote
Silver Vacation Rental on Longboat Key - Sleeps 6 - Close to Beach
Longboat Key

Vacation Rental on Longboat Key - Sleeps 6 - Close to Beach

2 Bedrooms · 2 Bathrooms · Sleeps 6
From $5,495 / month
Call to confirm availability941.500.4555 Request a callback & quote
Silver Charming Two Bedroom Bayside Town Home on Longboat Key
Longboat Key

Charming Two Bedroom Bayside Town Home on Longboat Key

2 Bedrooms · 2 Bathrooms · Sleeps 4
From $273 / night
Call to confirm availability941.500.4555 Request a callback & quote
Silver Longboat Key Vacation Rental Home with Two Bedrooms
Longboat Key

Longboat Key Vacation Rental Home with Two Bedrooms

2 Bedrooms · 2 Bathrooms · Sleeps 6
From $237 / night
Call to confirm availability941.500.4555 Request a callback & quote
Silver Spectacular Town House Longboat Key
Longboat Key

Spectacular Town House Longboat Key

2 Bedrooms · 2 Bathrooms · Sleeps 4
From $6,495 / month
Call to confirm availability941.500.4555 Request a callback & quote
Silver Vacation Rentals on Longboat Key Florida with 2 Bedrooms
Longboat Key

Vacation Rentals on Longboat Key Florida with 2 Bedrooms

2 Bedrooms · 2 Bathrooms · Sleeps 4
From $5,495 / month
Call to confirm availability941.500.4555 Request a callback & quote
Silver Longboat Key Vacation Rental Townhouse Two Bedrooms
Longboat Key

Longboat Key Vacation Rental Townhouse Two Bedrooms

2 Bedrooms · 2 Bathrooms · Sleeps 6
From $294 / night
Call to confirm availability941.500.4555 Request a callback & quote
Silver One bedroom 2 bath Longboat Key Tennis Rental
Longboat Key

One bedroom 2 bath Longboat Key Tennis Rental

1 Bedroom · 2 Bathrooms · Sleeps 4
From $5,695 / month
Call to confirm availability941.500.4555 Request a callback & quote
Silver Longboat Key Vacation Town home
Longboat Key

Longboat Key Vacation Town home

2 Bedrooms · 2 Bathrooms · Sleeps 6
From $5,495 / month
Call to confirm availability941.500.4555 Request a callback & quote

Privacy controls

Choose which cookies we use

Optional cookies are off unless you choose otherwise. You can return to these settings from the footer at any time.

Essential & requested features Required for security and for features you ask us to provide, including saved rentals and remembered search choices. Always active

Cookie PolicyPrivacy Policy

Talk with a Villa Specialist

When should we call you?

Share a few details and an Emerald Kite specialist will call you now or in five minutes.

If you provide a mobile number, you consent to receive messages about your vacation planning. Carrier rates may apply; you can opt out at any time.

Security check loads when this window opens.

Requests after 10 p.m. Eastern Time will be returned the next day.

Having trouble? Use the full Contact page.