Cheap Vacations in Captiva Island

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3-night Captiva Island vacations

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

Windward Passage Resort

2 out of 5
Price was $656, price is now $520 per person
$520
per person
Jul 13 - Jul 16
found 1 day ago
Roundtrip flight included
Cincinnati (CVG) to Fort Myers (RSW)
The Suites at Fishermen’s Village- 2 Bedroom Suites

The Suites at Fishermen’s Village- 2 Bedroom Suites

3 out of 5
Price was $949, price is now $716 per person
$716
per person
Jul 3 - Jul 6
found 14 hours ago
Roundtrip flight included
Chicago (ORD) to Fort Myers (RSW)
LaPlaya Beach & Golf Resort - A Noble House Resort

LaPlaya Beach & Golf Resort - A Noble House Resort

4.5 out of 5
Save 100% on your flight
Price was $1,164, price is now $723 per person
$723
per person
Jul 9 - Jul 12
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Fort Myers (RSW)
Casa Ybel Resort

Casa Ybel Resort

2.5 out of 5
Price was $956, price is now $689 per person
$689
per person
Jul 16 - Jul 19
found 1 day ago
Roundtrip flight included
Cincinnati (CVG) to Fort Myers (RSW)
The Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
Price was $704, price is now $524 per person
$524
per person
Jul 30 - Aug 2
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Fort Myers (RSW)
Hyatt Vacation Club at Coconut Cove, Bonita Springs

Hyatt Vacation Club at Coconut Cove, Bonita Springs

4 out of 5
Price was $1,059, price is now $809 per person
$809
per person
Jul 16 - Jul 19
found 1 day ago
Roundtrip flight included
Cincinnati (CVG) to Fort Myers (RSW)
South Seas

South Seas

3.5 out of 5
Save 100% on your flight
Price was $1,278, price is now $988 per person
$988
per person
Jul 16 - Jul 19
found 1 day ago
Roundtrip flight included
Cincinnati (CVG) to Fort Myers (RSW)
Resort Harbour Properties

Resort Harbour Properties

3.5 out of 5
Price was $1,181, price is now $922 per person
$922
per person
Jul 9 - Jul 12
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Fort Myers (RSW)
Marriott Sanibel Harbour Resort & Spa

Marriott Sanibel Harbour Resort & Spa

4 out of 5
Price was $744, price is now $585 per person
$585
per person
Jul 16 - Jul 19
found 1 day ago
Roundtrip flight included
Cincinnati (CVG) to Fort Myers (RSW)
Sunsuites Villas At Sunseeker Resort, Curio By Hilton

Sunsuites Villas At Sunseeker Resort, Curio By Hilton

4 out of 5
Price was $768, price is now $606 per person
$606
per person
Jul 14 - Jul 17
found 11 hours ago
Roundtrip flight included
Cincinnati (CVG) to Fort Myers (RSW)
Walk to Beach, Pool+hot Tub, Game Room Captiva 5bdr Coco Mango by Avantstay

Walk to Beach, Pool+hot Tub, Game Room Captiva 5bdr Coco Mango by Avantstay

3 out of 5
Save 100% on your flight
Price was $3,274, price is now $2,591 per person
$2,591
per person
Jul 9 - Jul 12
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Fort Myers (RSW)
GreenLinks Golf Villas at Lely Resort

GreenLinks Golf Villas at Lely Resort

3 out of 5
Price was $1,169, price is now $932 per person
$932
per person
Jul 3 - Jul 6
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Fort Myers (RSW)

4-night Captiva Island vacations

Price found within the past 48 hours. Click for updated prices.
The Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
Save 100% on your flight
Price was $775, price is now $499 per person
$499
per person
Jul 29 - Aug 2
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Fort Myers (RSW)
LaPlaya Beach & Golf Resort - A Noble House Resort

LaPlaya Beach & Golf Resort - A Noble House Resort

4.5 out of 5
Save 100% on your flight
Price was $1,416, price is now $852 per person
$852
per person
Jul 11 - Jul 15
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Fort Myers (RSW)
Casa Ybel Resort

Casa Ybel Resort

2.5 out of 5
Save 100% on your flight
Price was $1,105, price is now $740 per person
$740
per person
Jul 10 - Jul 14
found 1 day ago
Roundtrip non-stop flight included
Cincinnati (CVG) to Fort Myers (RSW)
Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

4 out of 5
Save 100% on your flight
Price was $834, price is now $567 per person
$567
per person
Jul 17 - Jul 21
found 8 hours ago
Roundtrip flight included
Chicago (ORD) to Fort Myers (RSW)
The Suites at Fishermen’s Village- 2 Bedroom Suites

The Suites at Fishermen’s Village- 2 Bedroom Suites

3 out of 5
Save 100% on your flight
Price was $815, price is now $565 per person
$565
per person
Jul 17 - Jul 21
found 8 hours ago
Roundtrip flight included
Chicago (ORD) to Fort Myers (RSW)
THE Palmview AND Sandpiper Inns

THE Palmview AND Sandpiper Inns

3.5 out of 5
Save 100% on your flight
Price was $895, price is now $655 per person
$655
per person
Jul 10 - Jul 14
found 1 day ago
Roundtrip non-stop flight included
Cincinnati (CVG) to Fort Myers (RSW)
South Seas

South Seas

3.5 out of 5
Save 100% on your flight
Price was $1,497, price is now $1,107 per person
$1,107
per person
Jul 10 - Jul 14
found 1 day ago
Roundtrip non-stop flight included
Cincinnati (CVG) to Fort Myers (RSW)
Resort Harbour Properties

Resort Harbour Properties

3.5 out of 5
Save 100% on your flight
Price was $1,223, price is now $908 per person
$908
per person
Jul 10 - Jul 14
found 1 day ago
Roundtrip non-stop flight included
Cincinnati (CVG) to Fort Myers (RSW)
Sunsuites Villas At Sunseeker Resort, Curio By Hilton

Sunsuites Villas At Sunseeker Resort, Curio By Hilton

4 out of 5
Price was $872, price is now $649 per person
$649
per person
Jul 8 - Jul 12
found 5 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Fort Myers (RSW)
Hyatt Vacation Club at Coconut Cove, Bonita Springs

Hyatt Vacation Club at Coconut Cove, Bonita Springs

4 out of 5
Price was $1,368, price is now $1,021 per person
$1,021
per person
Jul 16 - Jul 20
found 11 hours ago
Roundtrip flight included
Cincinnati (CVG) to Fort Myers (RSW)
Marriott Sanibel Harbour Resort & Spa

Marriott Sanibel Harbour Resort & Spa

4 out of 5
Price was $826, price is now $626 per person
$626
per person
Jul 9 - Jul 13
found 1 day ago
Roundtrip flight included
Cincinnati (CVG) to Fort Myers (RSW)
Innovation Hotel

Innovation Hotel

4 out of 5
Price was $712, price is now $541 per person
$541
per person
Jul 8 - Jul 12
found 5 hours ago
Roundtrip flight included
New York (NYC) to Fort Myers (RSW)

5-night Captiva Island vacations

Price found within the past 48 hours. Click for updated prices.
The Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
Save 100% on your flight
Price was $840, price is now $532 per person
$532
per person
Jul 19 - Jul 24
found 1 hour ago
Roundtrip flight included
Cincinnati (CVG) to Fort Myers (RSW)
Casa Ybel Resort

Casa Ybel Resort

2.5 out of 5
Save 100% on your flight
Price was $1,325, price is now $842 per person
$842
per person
Jul 19 - Jul 24
found 6 hours ago
Roundtrip flight included
Cincinnati (CVG) to Fort Myers (RSW)
Hyatt Vacation Club at Coconut Cove, Bonita Springs

Hyatt Vacation Club at Coconut Cove, Bonita Springs

4 out of 5
Save 100% on your flight
Price was $1,113, price is now $768 per person
$768
per person
Jul 19 - Jul 24
found 6 hours ago
Roundtrip flight included
Cincinnati (CVG) to Fort Myers (RSW)
A Wave From it All

A Wave From it All

2 out of 5
Save 100% on your flight
Price was $2,287, price is now $1,591 per person
$1,591
per person
Jul 19 - Jul 24
found 6 hours ago
Roundtrip flight included
Cincinnati (CVG) to Fort Myers (RSW)
LaPlaya Beach & Golf Resort - A Noble House Resort

LaPlaya Beach & Golf Resort - A Noble House Resort

4.5 out of 5
Save 100% on your flight
Price was $1,700, price is now $1,187 per person
$1,187
per person
Jul 5 - Jul 10
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Fort Myers (RSW)
Sunsuites Villas At Sunseeker Resort, Curio By Hilton

Sunsuites Villas At Sunseeker Resort, Curio By Hilton

4 out of 5
Save 100% on your flight
Price was $987, price is now $702 per person
$702
per person
Jul 16 - Jul 21
found 21 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Fort Myers (RSW)
South Seas

South Seas

3.5 out of 5
Save 100% on your flight
Price was $1,765, price is now $1,257 per person
$1,257
per person
Jul 19 - Jul 24
found 6 hours ago
Roundtrip flight included
Cincinnati (CVG) to Fort Myers (RSW)
Casa Playa Beach Resort

Casa Playa Beach Resort

2.5 out of 5
Save 100% on your flight
Price was $1,126, price is now $803 per person
$803
per person
Jul 19 - Jul 24
found 6 hours ago
Roundtrip flight included
Cincinnati (CVG) to Fort Myers (RSW)
Marriott Sanibel Harbour Resort & Spa

Marriott Sanibel Harbour Resort & Spa

4 out of 5
Save 100% on your flight
Price was $905, price is now $648 per person
$648
per person
Jul 19 - Jul 24
found 6 hours ago
Roundtrip flight included
Cincinnati (CVG) to Fort Myers (RSW)
Edison Beach House

Edison Beach House

3.5 out of 5
Save 100% on your flight
Price was $996, price is now $718 per person
$718
per person
Jul 19 - Jul 24
found 6 hours ago
Roundtrip flight included
Cincinnati (CVG) to Fort Myers (RSW)
THE Palmview AND Sandpiper Inns

THE Palmview AND Sandpiper Inns

3.5 out of 5
Save 100% on your flight
Price was $992, price is now $717 per person
$717
per person
Jul 19 - Jul 24
found 6 hours ago
Roundtrip flight included
Cincinnati (CVG) to Fort Myers (RSW)
Resort Harbour Properties

Resort Harbour Properties

3.5 out of 5
Save 100% on your flight
Price was $1,336, price is now $983 per person
$983
per person
Jul 19 - Jul 24
found 6 hours ago
Roundtrip flight included
Cincinnati (CVG) to Fort Myers (RSW)

6-7 night Captiva Island vacations

Price found within the past 48 hours. Click for updated prices.
Quality Inn Fort Myers Cape Coral

Quality Inn Fort Myers Cape Coral

2 out of 5
Price was $637, price is now $454 per person
$454
per person
Jul 4 - Jul 11
found 21 hours ago
Roundtrip flight included
New York (JFK) to Fort Myers (RSW)
The Suites at Fishermen’s Village- 2 Bedroom Suites

The Suites at Fishermen’s Village- 2 Bedroom Suites

3 out of 5
Save 100% on your flight
Price was $1,034, price is now $647 per person
$647
per person
Jul 8 - Jul 14
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Fort Myers (RSW)
Casa Ybel Resort

Casa Ybel Resort

2.5 out of 5
Save 100% on your flight
Price was $1,953, price is now $1,338 per person
$1,338
per person
Jul 10 - Jul 17
found 1 day ago
Roundtrip flight included
Cincinnati (CVG) to Fort Myers (RSW)
Hyatt Vacation Club at Coconut Cove, Bonita Springs

Hyatt Vacation Club at Coconut Cove, Bonita Springs

4 out of 5
Save 100% on your flight
Price was $1,176, price is now $813 per person
$813
per person
Jul 23 - Jul 29
found 2 hours ago
Roundtrip flight included
Cincinnati (CVG) to Fort Myers (RSW)
Harbour House At The Inn

Harbour House At The Inn

3 out of 5
Save 100% on your flight
Price was $1,493, price is now $1,047 per person
$1,047
per person
Jul 4 - Jul 11
found 21 hours ago
Roundtrip flight included
New York (JFK) to Fort Myers (RSW)
Marriott Sanibel Harbour Resort & Spa

Marriott Sanibel Harbour Resort & Spa

4 out of 5
Save 100% on your flight
Price was $1,004, price is now $705 per person
$705
per person
Jul 23 - Jul 29
found 2 hours ago
Roundtrip flight included
Cincinnati (CVG) to Fort Myers (RSW)
Shell Island Beach Club

Shell Island Beach Club

4 out of 5
Save 100% on your flight
Price was $2,267, price is now $1,601 per person
$1,601
per person
Jul 11 - Jul 18
found 21 hours ago
Roundtrip flight included
New York (JFK) to Fort Myers (RSW)
Edison Beach House

Edison Beach House

3.5 out of 5
Save 100% on your flight
Price was $1,119, price is now $796 per person
$796
per person
Jul 23 - Jul 29
found 2 hours ago
Roundtrip flight included
Cincinnati (CVG) to Fort Myers (RSW)
Sunsuites Villas At Sunseeker Resort, Curio By Hilton

Sunsuites Villas At Sunseeker Resort, Curio By Hilton

4 out of 5
Save 100% on your flight
Price was $1,315, price is now $937 per person
$937
per person
Jul 11 - Jul 18
just found
Roundtrip flight included
Cincinnati (CVG) to Fort Myers (RSW)
A Wave From it All

A Wave From it All

2 out of 5
Save 100% on your flight
Price was $2,639, price is now $1,881 per person
$1,881
per person
Jul 23 - Jul 29
found 2 hours ago
Roundtrip flight included
Cincinnati (CVG) to Fort Myers (RSW)
Landing Furnished Apartments - Naples, FL

Landing Furnished Apartments - Naples, FL

4 out of 5
Save 100% on your flight
Price was $1,227, price is now $876 per person
$876
per person
Jul 7 - Jul 14
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Fort Myers (RSW)
Hilton Garden Inn Ft Myers

Hilton Garden Inn Ft Myers

3 out of 5
Price was $633, price is now $456 per person
$456
per person
Jul 23 - Jul 29
found 2 hours ago
Roundtrip flight included
Cincinnati (CVG) to Fort Myers (RSW)

Flight deals to Captiva Island

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Tue, Aug 18 - Sun, Aug 23
CLE
Cleveland
RSW
Fort Myers
$88 Roundtrip, found 12 hours ago
$88
Roundtrip
found 12 hours ago
Select Frontier Airlines flight, departing Tue, Aug 18 from Cleveland to Fort Myers, returning Sun, Aug 23, priced at $88 found 12 hours ago
Tue, Aug 18 - Tue, Aug 25
PHL
Philadelphia
RSW
Fort Myers
$118 Roundtrip, found 4 hours ago
$118
Roundtrip
found 4 hours ago
Select Frontier Airlines flight, departing Tue, Aug 18 from Philadelphia to Fort Myers, returning Tue, Aug 25, priced at $118 found 4 hours ago
Sat, Jan 23 - Sat, Jan 30
PSM
Portsmouth
RSW
Fort Myers
$142 Roundtrip, found 1 day ago
$142
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Sat, Jan 23 from Portsmouth to Fort Myers, returning Sat, Jan 30, priced at $142 found 1 day ago

Top rated hotels for your Captiva Island vacation

Tween Waters Island Resort & Spa

Tween Waters Island Resort & Spa

3 out of 5
15951 Captiva Drive Captiva FL
1.33 mi from city center
$327 nightly
The price is $364 total per night
$364 total
Jul 1 - Jul 2
Total with taxes and fees
When you stay at Tween Waters Island Resort & Spa in Captiva, you'll be near the bay, within a 15-minute drive of Captiva Beach and Sanibel Island Southern Beach.
On private beach
Pool
South Seas

South Seas

3.5 out of 5
5400 South Seas Plantation Rd Captiva FL
0.19 mi from city center
$600 nightly
The price is $669 total per night
$669 total
Jun 10 - Jun 11
Total with taxes and fees
With a stay at South Seas in Captiva, you'll be within a 15-minute walk of Captiva Beach and Alison Hagerup Beach Park.
Game Room, Pool, Hot Tub, Walk to Beach | Captiva 5BDR | Coco Mango by AvantStay

Game Room, Pool, Hot Tub, Walk to Beach | Captiva 5BDR | Coco Mango by AvantStay

Captiva FL
0.46 mi from city center
Get rates
When you stay at this vacation home in Captiva, you'll be by the sea, within a 10-minute walk of Captiva Beach and McCarthy's Marina.
Pool
Hot Tub
Don't see what you're looking for?
See all available properties in Captiva Island
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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.

Top Picks

^Savings based on all package bookings with Flight + Hotel made on CheapTickets.com from 2019-04-01 - 2020-03-31 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.