Name: 2026 SUMMER REDUCED RATES!! WATERFRONT HOME, IN VILLAGE, POOL, HOT TUB, DOCK!
Rating: 10

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The Latest Captiva Island vacation packages

Price found within the past 48 hours. Click for updated prices.

The Perry Hotel Naples

Save 100% on your flight

$469

per person

Sep 24 - Sep 28

found 1 day ago

Roundtrip flight included

New York (JFK) to Fort Myers (RSW)

9.6/10 Exceptional! (893 reviews)

Housekeeping could keep room cleaning.

Reviewed on Jul 3, 2026

LaPlaya Beach & Golf Resort - A Noble House Resort

Vanderbilt Beach

Save 100% on your flight

$930

per person

Sep 16 - Sep 21

found 12 hours ago

Roundtrip flight included

Minneapolis (MSP) to Fort Myers (RSW)

9/10 Wonderful! (1,009 reviews)

Top Notch! all around. Beach was paradise.

Reviewed on Jul 3, 2026

Casa Ybel Resort

Mid Island

Save 100% on your flight

$878

per person

Sep 18 - Sep 25

found 1 day ago

Roundtrip flight included

Boston (BOS) to Fort Myers (RSW)

8.8/10 Excellent! (369 reviews)

An excellent place with the facility of just leaving the room and being on the beach, a beach with beautiful sands, in the Picsina area a bar service with excellent attention everything very clean or an attentive staff who have 100% the hotel, a beautiful place where I will surely visit it again

Reviewed on Jul 3, 2026

A Wave From it All

Siesta Isle

Save 100% on your flight

$1,508

per person

Sep 7 - Sep 12

found 13 hours ago

Roundtrip flight included

Minneapolis (MSP) to Fort Myers (RSW)

No reviews

Shell Island Beach Club

East End

Save 100% on your flight

$929

per person

Sep 12 - Sep 19

found 1 day ago

Roundtrip flight included

New York (JFK) to Fort Myers (RSW)

9.6/10 Exceptional! (24 reviews)

Great place to stay on the beach! Woman at the front desk was rude!

Reviewed on Jun 7, 2026

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Stay near popular Captiva Island attractions

A beach with white sand and turquoise water. There are colorful Adirondack chairs lined up on the sand.

Captiva Beach

9.2/10 (1,970 reviews)

If a restful vacation is part of your travel plans, Captiva Beach might be the perfect place to seek out during your trip to Captiva. Discover the beautiful sunsets in this relaxing area.

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Captiva Island Hotel Deals

Tween Waters Island Resort & Spa

15951 Captiva Drive Captiva FL

$311 nightly

$346 total

Aug 2 - Aug 3

Total with taxes and fees

8.6/10 Excellent! (1,003 reviews)

"We had a lovely stay. I do feel it was somewhat overpriced. The previous week was priced $100 cheaper and I think that would be more appropriate. The rooms are very nice but not exceptionally luxurious and oh that cheap shampoo was brutal. Please, please provide conditioner!! Overall though it was ..."

Reviewed on Jul 1, 2026

South Seas

5400 South Seas Plantation Rd Captiva FL

$377 nightly

$420 total

Jul 5 - Jul 6

Total with taxes and fees

8.4/10 Very Good! (1,000 reviews)

"Was not happy with the unit we stayed in. Was not clean, no hot water in second bathroom. The unit has not been maintained, missing kitchen equipment. The property and facilities pool and water park was great."

Reviewed on Jun 29, 2026

2026 SUMMER REDUCED RATES!! WATERFRONT HOME, IN VILLAGE, POOL, HOT TUB, DOCK!

Captiva Island FL

10/10 Exceptional! (36 reviews)

"The home is stunning. Everything is new and it’s so clean! This house has it all. They’ve thought of everything you could need. The owners were wonderful to work with and check in/check out was so easy. A true gem!"

Reviewed on Jun 28, 2026

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See all 670 properties in Captiva Island

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.