0 941.500.4555 Request a Call

Longboat Key Beachfront Vacation Rentals

Browse 354 professionally managed vacation rentals recorded as beachfront in Longboat Key with Emerald Kite. Showing 1–24 of 354 matching vacation rentals, page 1 of 15. Closest capacity matches first.

About Longboat Key
Filters On the beach — remove this filter Clear all
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
Call for rates
Call to confirm availability941.500.4555 Request a callback & quote
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
Call for rates
Call to confirm availability941.500.4555 Request a callback & quote
Platinum Beachfront Longboat Key Condo with Heated Pool
Longboat Key

Beachfront Longboat Key Condo with Heated Pool

2 Bedrooms · 2 Bathrooms · Sleeps 6
Call for rates
Call to confirm availability941.500.4555 Request a callback & quote
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
Call for rates
Call to confirm availability941.500.4555 Request a callback & quote
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
Call for rates
Call to confirm availability941.500.4555 Request a callback & quote
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
Call for rates
Call to confirm availability941.500.4555 Request a callback & quote
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
Call to confirm availability941.500.4555 Request a callback & quote
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
Call to confirm availability941.500.4555 Request a callback & quote
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
Call to confirm availability941.500.4555 Request a callback & quote
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
Call for rates
Call to confirm availability941.500.4555 Request a callback & quote
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
Call for rates
Call to confirm availability941.500.4555 Request a callback & quote
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
Call for rates
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
Call for rates
Call to confirm availability941.500.4555 Request a callback & quote
Platinum Two-Bedroom Beachfront Rental Condo in Longboat Key
Longboat Key

Two-Bedroom Beachfront Rental Condo in Longboat Key

2 Bedrooms · 2 Bathrooms · Sleeps 6
From $24,000 / month
Call to confirm availability941.500.4555 Request a callback & quote
Platinum Two bedroom Suite Beach Views South End of Longboat Key
Longboat Key

Two bedroom Suite Beach Views South End of Longboat Key

2 Bedrooms · 2 Bathrooms · Sleeps 8
Call for rates
Call to confirm availability941.500.4555 Request a callback & quote
Platinum Longboat Key Beachfront Luxury Condo with Panoramic Views
Longboat Key

Longboat Key Beachfront Luxury Condo with Panoramic Views

2 Bedrooms · 2 Bathrooms · Sleeps 5
From $967 / night
Call to confirm availability941.500.4555 Request a callback & quote
Platinum Longboat Key Vacation Rental | 3-Bedroom Beachfront Penthouse with Gulf Views
Longboat Key

Longboat Key Vacation Rental | 3-Bedroom Beachfront Penthouse with Gulf Views

3 Bedrooms · 2 Bathrooms · Sleeps 6
Call for rates
Call to confirm availability941.500.4555 Request a callback & quote
Platinum Longboat Key Vacation Rental - Luxury Beachfront Condo with Resort Amenities
Longboat Key

Longboat Key Vacation Rental - Luxury Beachfront Condo with Resort Amenities

2 Bedrooms · 2 Bathrooms · Sleeps 4
From $11,995 / month
Call to confirm availability941.500.4555 Request a callback & quote
Platinum Luxury Gulf Front Condo Longboat key Best Location Between Longboat Key Club & St Regis
Longboat Key

Luxury Gulf Front Condo Longboat key Best Location Between Longboat Key Club & St Regis

2 Bedrooms · 2 Bathrooms · Sleeps 4
Call for rates
Call to confirm availability941.500.4555 Request a callback & quote
Platinum Beachfront Longboat Key Rentals - Luxury 2-Bedroom Vacation Condo
Longboat Key

Beachfront Longboat Key Rentals - Luxury 2-Bedroom Vacation Condo

2 Bedrooms · 2 Bathrooms · Sleeps 4
Call for rates
Call to confirm availability941.500.4555 Request a callback & quote
Platinum Beachfront Longboat Key Vacation Condo with Tennis Courts
Longboat Key

Beachfront Longboat Key Vacation Condo with Tennis Courts

2 Bedrooms · 2 Bathrooms · Sleeps 4
From $12,207 / month
Call to confirm availability941.500.4555 Request a callback & quote
Gold Longboat Key Condo With Partial Bay Views And Pool
Longboat Key

Longboat Key Condo With Partial Bay Views And Pool

2 Bedrooms · 2 Bathrooms · Sleeps 4
Call for rates
Call to confirm availability941.500.4555 Request a callback & quote
Gold Longboat Key Beachfront Rental - Gulf View Condo
Longboat Key

Longboat Key Beachfront Rental - Gulf View Condo

2 Bedrooms · 2 Bathrooms · Sleeps 4
From $8,967 / month
Call to confirm availability941.500.4555 Request a callback & quote
Gold Longboat Key Beachfront Rental - Partial Gulf View Condo
Longboat Key

Longboat Key Beachfront Rental - Partial Gulf View Condo

2 Bedrooms · 2 Bathrooms · Sleeps 4
From $13,450 / 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.