Things to do in Casey Key
Tennis, Bike riding, golf and a host of water activities await our visitors to Casey Key.
Florida · South Central Gulf Coast
Casey Key
Casey Key
vacation rentals
Explore privately owned Casey Key vacation rentals, professionally managed with a destination specialist available to help you compare the options.
23 homes listed
8 beachfront
Up to 6 bedrooms
Sleeps up to 12
23Homes listed
8Beachfront
18Houses & villas
5Condos
About Casey Key vacation rentals
Choosing a vacation rental in Casey Key
Emerald Kite currently represents 23 professionally managed Casey Key vacation rentals. The collection includes houses, villas and condos, including layouts with up to 6 bedrooms, homes sleeping up to 12 guests and 8 beachfront options. Each property is privately owned and represented by an established property-management company responsible for guest support during the stay.
Home to novelist Stephen King and tennis ace Martina Navratilova, South Florida’s beautiful Casey Key lays between its big sister, Siesta Key and the charming Island of Venice. Considered part of the South Sarasota chain of world renowned beach locations which includes Lido Key, Siesta Key, Osprey and Nokomis, our casual, secluded island offers a respite from daily living yet provides visitors easy access to the culturally rich city of Sarasota, less than a thirty minuet drive away.
Beachfront
Villas & houses
Pet-friendly
23homes listed here
Your destination specialist
Speak to Jacklyn
Jacklyn looks after Casey Key for Emerald Kite. Lines are open 7 days a week, 9 a.m. to 10 p.m. EST.
Find the right fit
Explore Casey Key vacation rentals by size & style
Start with the space your group needs, then use the available property and experience links to narrow the collection. Each direct link opens matching Casey Key vacation rentals, with the closest bedroom and guest-capacity matches shown first.
Casey Key rentals by bedroom count
Property types and featured collections
Handpicked in Casey Key
Search all 23 homes →
Featured Casey Key vacation rentals
Compare a rotating selection of professionally managed houses, villas and condos in Casey Key. Each card shows bedrooms, bathrooms, sleeping capacity and a starting rate where one has been supplied.
Around Casey Key
Ways to spend the week
Eating in Casey Key
Casey Key and Nokomis provide an array of exceptional seafood options and casual eateries.
Shopping in Casey Key
Nokomis & Casey Key sit on the border between Sarasota and Venice, and as such provide our visitors an abundance of shopping opportunities.
Good to know
Planning your trip to Casey Key
Getting around Casey Key
Guests looking to visit Casey Key have a number of airports to select from. The nearest options are Sarasota airport and Tampa International airport that has hundreds of International and domestic flights arriving daily.
House or condo?
Of the homes represented here, 18 are houses and 5 are condos. A private house may offer more outdoor space and separation between generations; a condo may offer a convenient position or shared amenities.
Why book with us
Booking Casey Key with Emerald Kite
Every home on this page is privately owned and represented by an established property-management company, with a destination specialist available to help you compare the options.
- Privately owned homes, each represented by an established management company
- Vetted on location, quality, amenities and the manager’s responsiveness — and removed if that slips
- A destination specialist helps compare the homes that fit your trip
- Payment, cancellation and check-in terms supplied before you book
- Villa Specialists available by phone
- A complimentary concierge service for dining, activities and directions
Good to know
Casey Key vacation rental FAQs
Answers to common questions about choosing and booking a professionally managed stay in Casey Key.
Are these Casey Key homes professionally managed?
Yes. Every home is privately owned but represented by an established property-management company responsible for cleaning, maintenance and guest support during your stay. Before a property joins the portfolio it is assessed on location, the quality of the accommodation, access to amenities and the reputation and responsiveness of the management company, and it is removed if it stops meeting that standard.
Can we bring a dog?
It varies by property rather than by destination. Ask your agent to identify homes that currently accept pets, then confirm the type, number and size limits before booking. Property rules, including smoking policies, are supplied for the individual home.
How is my payment protected?
Payment schedules, cancellation terms and any protections vary by property manager and destination. Your agent will identify the contracting property manager and provide the applicable rental agreement and payment terms for review before you book.
What do Platinum, Gold and Silver mean on a listing?
They are our own rankings and they describe the interior furnishings only - not the price, the view or the location. A Platinum or Gold home can cost less than a Silver one in a better position. Rankings move up when a home is upgraded and down when it has not been refreshed in a while.
How much does a rental cost, and when do we check in?
Where a manager has supplied a starting rate you will see it on the listing; where they have not, rates are quoted on request because they change with season and length of stay. Check-in and checkout times vary by property and manager, and your agent will confirm both for the home you choose.
Need help choosing?
Tell us who is travelling and when, and a destination specialist will shortlist the homes that suit you.