0 941.500.4555 Request a Call

Longboat Key Vacation Rentals

Showing 193–216 of 576 matching vacation rentals, page 9 of 24. Closest capacity matches first.

About Longboat Key
Gold Luxurious Coastal Getaway at this Beach House in Longboat Key
Longboat Key

Luxurious Coastal Getaway at this Beach House in Longboat Key

3 Bedrooms · 3 Bathrooms · Sleeps 6
From $18,197 / month
Call to confirm availability941.500.4555 Request a callback & quote
Gold Beach Vacation Condos on Longboat Key BEACHFRONT
Longboat Key

Beach Vacation Condos on Longboat Key BEACHFRONT

2 Bedrooms · 2 Bathrooms · Sleeps 6
From $5,320 / month
Call to confirm availability941.500.4555 Request a callback & quote
Gold Luxurious Beachfront Condo in Longboat Key Florida - Stunning Gulf Views
Longboat Key

Luxurious Beachfront Condo in Longboat Key Florida - Stunning Gulf Views

2 Bedrooms · 2 Bathrooms · Sleeps 4
From $26,724 / month
Call to confirm availability941.500.4555 Request a callback & quote
Gold Longboat Key 4 Bedroom Vacation Rental Sleeps 8
Longboat Key

Longboat Key 4 Bedroom Vacation Rental Sleeps 8

4 Bedrooms · 3 Bathrooms · Sleeps 8
Call for rates
Call to confirm availability941.500.4555 Request a callback & quote
Gold Longboat Key Condo 893895
Longboat Key

Longboat Key Condo 893895

2 Bedrooms · 2 Bathrooms · Sleeps 4
Call for rates
Call to confirm availability941.500.4555 Request a callback & quote
Gold Longboat Key Condo 893850
Longboat Key

Longboat Key Condo 893850

2 Bedrooms · 2 Bathrooms · Sleeps 4
Call for rates
Call to confirm availability941.500.4555 Request a callback & quote
Gold Longboat Key 1 Bedroom Vacation Rental Canal Views Fishing
Longboat Key

Longboat Key 1 Bedroom Vacation Rental Canal Views Fishing

1 Bedroom · 1 Bathroom · Sleeps 2
From $25,953,795 / month
Call to confirm availability941.500.4555 Request a callback & quote
Gold Luxury Beachfront Condo with Two Bedrooms at Longboat Key - Unforgettable Vacation Experience
Longboat Key

Luxury Beachfront Condo with Two Bedrooms at Longboat Key - Unforgettable Vacation Experience

2 Bedrooms · 2 Bathrooms · Sleeps 4
Call for rates
Call to confirm availability941.500.4555 Request a callback & quote
Gold Longboat Key Condo 893690
Longboat Key

Longboat Key Condo 893690

2 Bedrooms · 4 Bathrooms · Sleeps 4
Call for rates
Call to confirm availability941.500.4555 Request a callback & quote
Gold Modern Vacation Rental Longboat Key Two Bedrooms Penthouse!
Longboat Key

Modern Vacation Rental Longboat Key Two Bedrooms Penthouse!

2 Bedrooms · 2 Bathrooms · Sleeps 5
From $3,857 / month
Call to confirm availability941.500.4555 Request a callback & quote
Gold Longboat Key Available Today New Rental on Posh Longboat
Longboat Key

Longboat Key Available Today New Rental on Posh Longboat

2 Bedrooms · 2 Bathrooms · Sleeps 4
From $1,995 / week
Call to confirm availability941.500.4555 Request a callback & quote
Gold Lovely 2 Bedroom Longboat Key Condo
Longboat Key

Lovely 2 Bedroom Longboat Key Condo

2 Bedrooms · 2 Bathrooms · Sleeps 4
From $9,698 / month
Call to confirm availability941.500.4555 Request a callback & quote
Gold Longboat Key Canal Vacation Home Private Pool
Longboat Key

Longboat Key Canal Vacation Home Private Pool

2 Bedrooms · 1 Bathroom · Sleeps 6
From $12,823 / month
Call to confirm availability941.500.4555 Request a callback & quote
Gold Longboat key 2 bed Vacation Condo- Water Views
Longboat Key

Longboat key 2 bed Vacation Condo- Water Views

2 Bedrooms · 2 Bathrooms · Sleeps 4
From $6,795 / month
Call to confirm availability941.500.4555 Request a callback & quote
Gold Comfortable Studio for Rent in Longboat Key, Beach Front
Longboat Key

Comfortable Studio for Rent in Longboat Key, Beach Front

1 Bedroom · 1 Bathroom · Sleeps 3
From $1,995 / week
Call to confirm availability941.500.4555 Request a callback & quote
Gold Value Priced Beach Rental Studio
Longboat Key

Value Priced Beach Rental Studio

1 Bedroom · 1 Bathroom · Sleeps 3
From $1,995 / week
Call to confirm availability941.500.4555 Request a callback & quote
Gold Beach Front Vacation Rental in Longboat Key
Longboat Key

Beach Front Vacation Rental in Longboat Key

1 Bedroom · 1 Bathroom · Sleeps 4
From $2,195 / week
Call to confirm availability941.500.4555 Request a callback & quote
Gold Charming Gulf-View 2-Bedroom Condo with Pool & Beach Access
Longboat Key

Charming Gulf-View 2-Bedroom Condo with Pool & Beach Access

2 Bedrooms · 2 Bathrooms · Sleeps 6
Call for rates
Call to confirm availability941.500.4555 Request a callback & quote
Gold Gulf View Vacation Condo in Longboat Key, One Bedroom
Longboat Key

Gulf View Vacation Condo in Longboat Key, One Bedroom

1 Bedroom · 1 Bathroom · Sleeps 4
From $2,495 / week
Call to confirm availability941.500.4555 Request a callback & quote
Gold One Bedroom Gulf Front Vacation Condo in Longboat Key
Longboat Key

One Bedroom Gulf Front Vacation Condo in Longboat Key

1 Bedroom · 1 Bathroom · Sleeps 4
Call for rates
Call to confirm availability941.500.4555 Request a callback & quote
Gold Longboat Key gulf Front Studio unit
Longboat Key

Longboat Key gulf Front Studio unit

1 Bedroom · 1 Bathroom · Sleeps 3
From $1,995 / week
Call to confirm availability941.500.4555 Request a callback & quote
Gold Gulf Front Vacation Rental in Longboat Key
Longboat Key

Gulf Front Vacation Rental in Longboat Key

1 Bedroom · 1 Bathroom · Sleeps 4
Call for rates
Call to confirm availability941.500.4555 Request a callback & quote
Gold Beautiful Gulf Views
Longboat Key

Beautiful Gulf Views

1 Bedroom · 1 Bathroom · Sleeps 4
From $2,195 / week
Call to confirm availability941.500.4555 Request a callback & quote
Gold Studio Rental on the beach
Longboat Key

Studio Rental on the beach

1 Bedroom · 1 Bathroom · Sleeps 3
From $1,995 / week
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.