Things to do in Captiva Island & North Captiva
Captiva Island has a host of exciting activities for guests of all ages.
Florida · South Central Gulf Coast
Captiva Island & North Captiva
Captiva Island & North Captiva
vacation rentals
Explore privately owned Captiva Island & North Captiva vacation rentals, professionally managed with a destination specialist available to help you compare the options.
295 homes listed
81 beachfront
Up to 10 bedrooms
Sleeps up to 24
295Homes listed
81Beachfront
233Houses & villas
62Condos
About Captiva Island & North Captiva vacation rentals
Choosing a vacation rental in Captiva Island & North Captiva
Emerald Kite currently represents 295 professionally managed Captiva Island & North Captiva vacation rentals. The collection includes houses, villas and condos, including layouts with up to 10 bedrooms, homes sleeping up to 24 guests and 81 beachfront options. Each property is privately owned and represented by an established property-management company responsible for guest support during the stay.
Captiva luxury vacation rentals are our specialty. With no hotels on Captiva Island, private beach homes and condos are the primary accommodation options. Enjoy selecting from the most spectacular Captiva Island luxury beach villas and vacation homes Most of the homes are located beachfront and have their own private pools, hot tubs and spectacular views of the Gulf. All Emerald Kite visitors enjoy FREE concierge service from the early planning stage through to your return home.
Beachfront
Villas & houses
Condos
Pet-friendly
295homes listed here
Your destination specialist
Speak to Marni
Marni looks after Captiva Island & North Captiva for Emerald Kite. Lines are open 7 days a week, 9 a.m. to 10 p.m. EST.
Find the right fit
Explore Captiva Island & North Captiva 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 Captiva Island & North Captiva vacation rentals, with the closest bedroom and guest-capacity matches shown first.
Captiva Island & North Captiva rentals by bedroom count
Property types and featured collections
Handpicked in Captiva Island & North Captiva
Search all 295 homes →
Featured Captiva Island & North Captiva vacation rentals
Compare a rotating selection of professionally managed houses, villas and condos in Captiva Island & North Captiva. Each card shows bedrooms, bathrooms, sleeping capacity and a starting rate where one has been supplied.
Gold 
Captiva Island & North Captiva
Beachfront Two Bedroom Rental Condo in Captiva
From $691 / night
Around Captiva Island & North Captiva
Ways to spend the week
Eating in Captiva Island & North Captiva
Dining on Captiva Island is casual, fun and super seafood options are offered by our many local chefs.
Shopping in Captiva Island & North Captiva
Captiva Islands shops are situated at the north end of Captiva drive and dotted along Andy Rosse Lane.
Good to know
Planning your trip to Captiva Island & North Captiva
Getting around Captiva Island & North Captiva
There are several major and international airports located within easy driving distance of Captiva Island. The most convenient airport is Southwest Florida International Airport (RSW) located close to 27 miles from the Island.
House or condo?
Of the homes represented here, 233 are houses and 62 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 Captiva Island & North Captiva 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
Guest stories
What guests wrote after staying in Captiva Island & North Captiva
Unedited notes sent to the Emerald Kite team after their stay.
“I just wanted to thank you for the wonderful home accommodation on Captiva. I was departing last eve vs this morning due to logistics and had trouble with the electronic lock on the front door of the home. I did notify the on-call maintenance person. He said...”
Captiva Island & North CaptivaMay 2025
“Good morning Marni 😊 I just wanted to let you know that we had a wonderful time on the island, despite tropical storm Emily! We made the best of the rainy days, we drove north to Crystal River and swam/waded with a Manatee and also drove south the next rainy...”
Captiva Island & North CaptivaJuly 2017
“Hi Sally: I just wanted to thank you for all your efforts to secure the lovely condo on Captiva Beach. Our family are so looking forward to this experience. Have a great day and stay cool! Best wishes, Janet”
Captiva Island & North CaptivaNovember 2014
Good to know
Captiva Island & North Captiva vacation rental FAQs
Answers to common questions about choosing and booking a professionally managed stay in Captiva Island & North Captiva.
Are these Captiva Island & North Captiva 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.