Discover a selection of 1,000 vacation rentals in Captiva, FL that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and private pools. Prices start at $161 per night, and houses and cottages are popular options for a stay in Captiva. Either way, you'll find a rental for everyone's needs.
Top rated rentals — Captiva
Destination guide

Let Yourself Be Captivated by the Beauty of Captiva Island

Situated off Florida’s Gulf Coast near Fort Myers, Captiva Island is a true nature lover's’ paradise boasting 2.5 miles of white sand beaches teeming with yet-to-be-coveted seashells. There’s a unique island vibe where the year-round sunshine and turquoise waters attracts people from all ages including their pets, and sometimes, maybe even their kids! Captiva Island vacation rentals are plentiful, as are the variety of people on the island. You'll find everything from quaint bars where you can talk pirate folklore with the locals, to art galleries and seemingly endless opportunities to enjoy water sports, including saltwater fishing.

Things to do

Exploring Quirky but Completely Loveable Captiva Island

With a year-round population of just under 400 people, the main attraction on Captiva Island is the island itself, but there are a few hidden gems to check out while you’re there. There’s the quaint, seasonal Captiva Chapel by the Sea and the almost eclectic collection of wildlife art in a variety of mediums showcased at Jungle Drums Gallery. Speaking of eclectic, kids and adults alike are sure to be mesmerized by the quirkiness and all-year-round holiday decorations on display at the Bubble Room Restaurant.


Get into the Relaxing Captiva Island Groove

Besides soaking up the rays and seeking out seashells, you can easily explore the natural beauty of Captiva Island by golf cart or on bikes. You can skipper your own boat or sit back and enjoy a serene (or lively!) sunset cruise along the island, or go off in search of dolphins or a great snorkeling spot. If you’re looking to get your adventure on, you can rent wave runners, paddleboards or even try your hand at parasailing. And naturally, there’s a golf course, plus shore and jetty fishing at Turner Beach.


Seasonal weather in Captiva

Travelers enjoy Captiva for its kayaking and boating. If you're hoping to enjoy some warm-weather activities on your vacation, August, July, September and June are the hottest months to visit, when temperatures average 85°F.

Natural features

Captiva Island: Dolphins, Seashells & Pink Flamingos

With its prime location along Florida’s Gulf Coast, Captiva Island is sandwiched between North Captiva Island and Sanibel Island to the south. When choosing Captiva Island vacation rentals, you'll get the best of all 3 as there are only 9 miles between them. Many attractions are shared among the islands including the Bailey–Matthews National Shell Museum. A visit to J. N. Ding Darling National Wildlife Refuge will bring you up-close-and-personal to wildlife, plants and those iconic pink flamingos, while the Sanibel-Captiva Conservation Foundation regularly hosts a variety of programs through their Nature and Garden Centers.

How to get there

Transportation to and around Captiva

The nearest airport is in Southwest Florida Intl. Airport (RSW), located 26.8 mi (43.2 km) from the city center. If you can't find a flight that works for your travel itinerary, you can also fly into Charlotte County Airport (PGD), which is 29.7 mi (47.8 km) away.

What are the top vacation rentals in or near Captiva?

Whether you're looking for an intimate escape for you and your sweetheart or someplace spacious to fit the family, you'll find some top vacation rentals in and around Captiva. Here are a couple we think you'll like:

  • Around 13 miles from the center of Captiva, it's hard to beat "Beautiful Villa Lake View Heated Pool". It has 3 bedrooms and a range of conveniences like tennis and a dining table.
  • Another top choice is "Gulf Front Sanibel Rental Recently Renovated", which is around 16 miles from Captiva. With 2 bedrooms, WiFi and free toiletries, it has everything you need to keep you happy and comfortable.

For even more great options, use the search bar at the top of the page to find the perfect Captiva vacation rental for you.

What are the best tiny house vacation rentals in or near Captiva?

Punching far above its weight when it comes to character, a tiny house vacation rental in Captiva promises big adventure. Shut off all your devices and switch your focus to nature at one of these neat little stays:

  • Take a few days off to recharge at "New Tiny House - Introductory Price Minutes From Sanibel And Fort Myers Beach". Located in Iona, a nearby laundromat and a nearby bay are just a couple of the amenities included here.
  • "Hobbit House, Tiny Home" in Jacarandas is another superb choice. Internet services and an outdoor pool will help make your time here extra comfortable.

What are the top-rated vacation rentals for weekend getaways in or near Captiva?

Take a rain check on those household chores, because weekends were made for fun. Book one of these weekend getaways in and near Captiva and enjoy all the wonderful things to do close by:

  • Spend your whirlwind escape at "5 Star, Pet Friendly, Sunny, Private Old Florida Charm Cottage And Mins To Beach", which is around 16 miles to the southeast of central Captiva. There's lots of adventure and nature to discover around here. Do some sailing and fishing or simply take in the sights of Museum of the Islands and Causeway Islands Beach.
  • Alternatively, take some time out at "Historic 1911 Cottage With Pool". About 10 miles north of Captiva, fun activities around here include snorkeling and basketball. Rather visit some sights? Find time in your schedule for Museum of the Islands and Clinic for the Rehabilitation of Wildlife.

Can I find studio apartments for rent in and around Captiva?

Studio apartments are a tough act to follow when it comes to convenience, character and location. Get comfy in one of these studio apartments for rent in or near Captiva and get a taste of the vibrant local culture:

  • Wake up, go exploring and then do it all over again at "Gulf Front Condo Completely Remodeled". This vacation rental is a popular base for discovering the sights and offers amenities including a garden and an ice maker.
  • Alternatively, switch to vacation mode at "Nature Lovers Paradise - Lovers Key Resort", which offers conveniences such as a nearby waterfront and nearby birdwatching activities.

When it's time to leave your studio apartment and explore the highlights, there's loads to entertain you around Captiva. Love cultural attractions? Pencil in a visit to Florida Repertory Theater and Centers for the Arts Bonita Springs.

Can I find short term rentals in or near Captiva?

Every so often, you've just got to take a break from it all, even if it's only for two or three days. Experience a delightful combination of rest and recreation at one of these short-term rentals in or around Captiva:

  • If you're eager to be close to the action, "4 - Bedroom / 2 - Bathroom / Tiki Hut On The Water" will be just the ticket. It's within reach of the heart of Captiva and a great base to check out sights like Edison and Ford Winter Estates and Sun Splash Water Park.
  • "To Infinity And The Beautiful Beyond" is another enticing option. We recommend adding Imaginarium Hands - On Museum and Bell Tower Shops to your to-do list when it's time to sightsee.

What are the best romantic weekend getaways in or near Captiva?

Forget roses and chocolates. Sometimes all you need is to escape for the weekend, just the two of you. At Vrbo, we've got romantic getaways in and around Captiva that would make even Cupid envious. Here are some we think you'll fall hard for:

  • Put on some love songs and chill together at "Beautiful Villa Lake View Heated Pool". Around 13 miles from Captiva, this property has everything you need for a romantic weekend away, including beauty services and a nearby bay.
  • "Gulf Front Sanibel Rental Recently Renovated" is another popular option that'll woo you. It's about 16 miles from Captiva and has beauty services and air conditioning.

Are there mansions for rent in or near Captiva?

If you're seeking somewhere to reconnect with your nearest and dearest this vacation, you're going to need plenty of room. These mansions for rent in or near Captiva will easily accommodate the entire gang while doing it in style:

  • Situated 16 miles to the southeast of Captiva, "Quaint Mansion In Aquitaine Estate With Private Garden" is the place to go to relax and unwind in luxury. Amenities offered here include golf and a fireplace.
  • Alternatively, score some major Brownie points and settle into "Villa Sunset Cove - Spectacular Mansion Overlooking The Spreader Waterway". It's located around 12 miles to the east of Captiva and comes with a swimming pool, beauty services and more.

What are the best large group vacation rentals in or near Captiva?

Share your vacation and have twice as much fun. Whether you're planning an adventurous escape with pals or an overdue family reunion, there's no shortage of large group vacation rentals in and around Captiva:

  • You'll have plenty of space to sprawl out at "6 Bedroom, 5 Bath Pool Home With - 2 - 110' Tv's 1 At Pool And 1 In Livingroom". Around 20 miles southeast of Captiva, this expansive property has 6 bedrooms that sleep up to 14 guests. Quality amenities include an ocean view and a swimming pool.
  • Nothing is more important than being together with loved ones, and "1 Minute To Beach, Luxury Pool Home" is the ideal place to do that. Located around 1 mile to the southwest of Captiva, as many as 18 people can stay in this vacation rental which has 7 bedrooms. A swimming pool and a kitchen are among the many amenities you'll have at hand.

Are there large vacation rentals that sleep 30 or more in or near Captiva?

Whether you're hosting a wedding, a birthday party or a memorable vacation with a bunch of your besties, we can help you find the ideal space to fit your group. Send invites out to your posse and take a look at these large vacation rentals in or around Captiva:

  • "Ocean Front Captiva Luxe Estate": With 9 bedrooms sleeping up to 30 people, there's ample space for all. You and your guests will have access to a host of amenities including a nearby waterfront and a swimming pool.
  • "Sea Oats Luxury Estate Captiva Island•private Resort• •call Now": Offering the trifecta of space, comfort and privacy, this attractive property can fit up to 30 people in its 11 bedrooms. A fireplace and a swimming pool will help keep your group content.

What are the best houses for rent with a pool in or near Captiva?

Nothing screams fun like a pool does. Pull out your unicorn floatie and browse these houses in or near Captiva that feature this vacation necessity:

  • Pack your swimsuit and book a few days at "140 Primo Dr Waterfront House, Htd Pool". There are also lots of other great amenities here, including a balcony and a TV.
  • Spend leisurely days splashing about or enjoying peaceful moments beside the water at "Rockstar Beach House North Captiva Island - Accessible By Ferry Boat Only". This property is another top pick and features books, a kitchen and more.

Wondering what the weather's like in Captiva? It has a humid subtropical climate, with average temperatures in summer ranging from 80 ºF to 90 ºF. If you're searching for a little more inspiration on where to stay in this exciting destination, use the search bar at the top of the page and adjust the filters to scroll through our entire range of Captiva vacation rentals.