Deals on vacations and trips to Captiva Island

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Captiva Island flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Doubletree by Hilton Fort Myers at Bell Tower Shops

Doubletree by Hilton Fort Myers at Bell Tower Shops

4 out of 5
per person
Aug 7 - Aug 11
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
This hotel features an outdoor pool, a 24-hour gym, and a restaurant. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and free airport shuttle. Unwind with a drink at the bar/lounge and enjoy perks like free self parking and a free area shuttle.
Resort Harbour Properties

Resort Harbour Properties

3.5 out of 5
Save 100% on your flight
per person
Jul 14 - Jul 19
Roundtrip flight included
Cleveland (CLE) to Fort Myers (RSW)
This smoke-free condo features a private beach, a full-service spa, and 2 restaurants. Enjoy the 5 outdoor tennis courts and perks like free self parking and free WiFi. You'll appreciate the outdoor pool, bar/lounge, and laundry facilities.
LaPlaya Beach & Golf Resort - A Noble House Resort

LaPlaya Beach & Golf Resort - A Noble House Resort

4.5 out of 5
Vanderbilt Beach
Save 100% on your flight
per person
Jul 28 - Jul 31
Roundtrip flight included
Cleveland (CLE) to Fort Myers (RSW)
This eco-certified resort features a private beach, a full-service spa, and 2 restaurants. Relax with sun loungers and beach umbrellas, and cool off with a drink at the beachside bar. Enjoy the outdoor pool and visit the 2 bars/lounges and beach bar for drinks.
Homewood Suites by Hilton - Fort Myers

Homewood Suites by Hilton - Fort Myers

3 out of 5
per person
Aug 7 - Aug 11
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
This hotel features an outdoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the spa tub and free perks like buffet breakfast and free self parking.
Sanibel Island Beach Resort

Sanibel Island Beach Resort

3 out of 5
Save 100% on your flight
per person
Aug 7 - Aug 11
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Relax with a drink at the poolside bar and enjoy perks like free self parking and free WiFi. A terrace, a garden, and dry cleaning are also on offer.

Top Captiva Island hotel deals

South Seas Resort

South Seas Resort

3.5 out of 5
5400 South Seas Plantation Rd, Captiva, FL
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This smoke-free resort features a private beach, a marina, and 2 restaurants. Relax with beach cabanas, sun loungers, and beach umbrellas. Unwind with drinks at one of the 2 bars/lounges or the poolside bar and make the most of the 2 outdoor pools.
Breakfast available
Pool
Tween Waters Island Resort & Spa

Tween Waters Island Resort & Spa

3 out of 5
15951 Captiva Drive, Captiva, FL
The price is $360 per night
$360
per night
May 22 - May 23
This smoke-free resort features a private beach, a full-service spa, and a nightclub. Families will appreciate the children's pool and onsite laundry facilities. You'll find 3 restaurants and 2 outdoor pools on site, along with a bar/lounge to unwind.
Stunning Modern beach front unit - completely renovated! Includes golf cart!

Stunning Modern beach front unit - completely renovated! Includes golf cart!

The price is $450 per night
$450
per night
May 28 - May 29
This condo features an outdoor pool and a spa tub. A garden and barbecue grills are also provided.
Hot Tub
Pool
Approximately 500 feet to beautiful Captiva Beach & private heated pool and spa!

Approximately 500 feet to beautiful Captiva Beach & private heated pool and spa!

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This vacation home features an outdoor pool and a spa tub. There's fun for all ages with a playground and an arcade/game room, and barbecue grills are available on site. A garden is also provided.
Hot Tub
Pool
South Seas Beach Villa 2418 Coastal Luxury

South Seas Beach Villa 2418 Coastal Luxury

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This vacation home features barbecue grills.
Pool
Kitchen
Upscale and Beautiful Beach Front Condo with Gorgeous Gulf Sunsets, South Seas

Upscale and Beautiful Beach Front Condo with Gorgeous Gulf Sunsets, South Seas

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A spa tub is available at this vacation home.
Hot Tub
Pool
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Popular places to visit

Image for Sanibel Island Southern Beach

Sanibel Island Southern Beach

4.5/5(171 reviews)

Why not spend a lazy afternoon at Sanibel Island Southern Beach during your trip to Sanibel?

Sanibel Island Southern Beach
Image for Boca Grande Beach

Boca Grande Beach

4.5/5(285 reviews)

If a restful vacation is part of your travel plans, Boca Grande Beach might be the perfect place to seek out during your trip to Port Charlotte - Charlotte Harbor. While you're in the area, wander around the parks.

Boca Grande Beach
Image for North Captiva Island Beach

North Captiva Island Beach

Why not spend a lazy afternoon at North Captiva Island Beach during your trip to Captiva? While you're in the area, stroll along the beaches.

North Captiva Island Beach

Photos of local treasures

Captiva showing a house

Frequently asked questions

How much are vacation packages to Captiva Island?
With offers starting from as little as $375, hotel and flight packages are a great way to make your vacation budget stretch further. Watch out Captiva Island — here you come!
Where can I get the best vacation package deals for Captiva Island?
You’ll find unbeatable Captiva Island package deals with Travelocity. Pick from 400 partner airlines and 1,000,000 worldwide properties and turn those vacation daydreams into a reality.
Why should I purchase my Captiva Island vacation package via Travelocity?
Because life is one big journey, and we have everything you could hope for to get you on your way. With our top-notch service and Price Match Guarantee, you can book with confidence. What’s more, you can sleep easy while you’re on the road knowing we’re always available to chat via our round-the-clock support.
Can I save on my Captiva Island car rental if I combine it with my hotel or flight?
You sure can with our Captiva Island vacation packages. With one of these, there are loads of ways to stretch your budget further. Bundle any two or more car, hotel, flight and tour bookings and watch the savings add up. With your own ride, all the popular sights around Captiva Island are just a road trip away.
What is the best time of year to go to Captiva Island?
If you’re hoping to save your pennies, is an ideal month to go to Captiva Island, whereas is the costliest time of year. February, May and December is generally regarded as high season. If you’d prefer to avoid big crowds, September, October and November are usually quieter.