Cheap Vacations in Captiva Island

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Captiva Island vacations

Price found within the past 48 hours. Click for updated prices.
Tween Waters Island Resort & Spa

Tween Waters Island Resort & Spa

3 out of 5
Save 100% on your flight
per person
Dec 20 - Dec 26
found 1 day ago
Roundtrip flight included
Atlantic City (ACY) to Fort Myers (RSW)
Waterfront Pink House With Private Dock Pool

Waterfront Pink House With Private Dock Pool

2 out of 5
Save 100% on your flight
per person
Dec 29 - Jan 5
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to Fort Myers (RSW)

3-night Captiva Island vacations

Price found within the past 48 hours. Click for updated prices.
Days Inn by Wyndham Port Charlotte/Punta Gorda

Days Inn by Wyndham Port Charlotte/Punta Gorda

3 out of 5
per person
Dec 20 - Dec 23
found 9 hours ago
Roundtrip flight included
Minneapolis (MSP) to Fort Myers (RSW)
Naples Grande Beach Resort

Naples Grande Beach Resort

4.5 out of 5
Save 100% on your flight
per person
Dec 26 - Dec 29
found 17 hours ago
Roundtrip flight included
Cleveland (CLE) to Fort Myers (RSW)
Bellasera Resort

Bellasera Resort

4 out of 5
per person
Jan 1 - Jan 4
found 1 day ago
Roundtrip non-stop flight included
Columbus (CMH) to Fort Myers (RSW)
GullWing Beach Resort

GullWing Beach Resort

3.5 out of 5
per person
Dec 27 - Dec 30
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Fort Myers (RSW)
Hilton Garden Inn Ft Myers

Hilton Garden Inn Ft Myers

3 out of 5
per person
Dec 25 - Dec 28
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to Fort Myers (RSW)
Edison Beach House

Edison Beach House

3.5 out of 5
per person
Dec 27 - Dec 30
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Fort Myers (RSW)
Olde Marco Island Inn and Suites

Olde Marco Island Inn and Suites

3 out of 5
per person
Jan 1 - Jan 4
found 1 day ago
Roundtrip non-stop flight included
Columbus (CMH) to Fort Myers (RSW)
Hampton Inn Bonita Springs/Naples-North

Hampton Inn Bonita Springs/Naples-North

2.5 out of 5
per person
Dec 26 - Dec 29
found 17 hours ago
Roundtrip flight included
Cleveland (CLE) to Fort Myers (RSW)
Hilton Garden Inn Fort Myers Airport/FGCU

Hilton Garden Inn Fort Myers Airport/FGCU

3 out of 5
per person
Dec 27 - Dec 30
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Fort Myers (RSW)
Margaritaville Beach Resort Fort Myers

Margaritaville Beach Resort Fort Myers

4 out of 5
per person
Dec 27 - Dec 30
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Fort Myers (RSW)
Sanibel Island Beach Resort

Sanibel Island Beach Resort

3 out of 5
per person
Dec 26 - Dec 29
found 1 day ago
Roundtrip non-stop flight included
Columbus (CMH) to Fort Myers (RSW)
Lani Kai Beachfront Resort

Lani Kai Beachfront Resort

3.5 out of 5
per person
Dec 27 - Dec 30
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Fort Myers (RSW)

4-night Captiva Island vacations

Price found within the past 48 hours. Click for updated prices.
Embassy Suites by Hilton Fort Myers Estero

Embassy Suites by Hilton Fort Myers Estero

3.5 out of 5
Save 100% on your flight
per person
Jan 6 - Jan 10
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Fort Myers (RSW)
Naples Grande Beach Resort

Naples Grande Beach Resort

4.5 out of 5
Save 100% on your flight
per person
Dec 26 - Dec 30
found 14 hours ago
Roundtrip flight included
Cleveland (CLE) to Fort Myers (RSW)
Bellasera Resort

Bellasera Resort

4 out of 5
Save 100% on your flight
per person
Dec 30 - Jan 3
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Fort Myers (RSW)
Sanibel Island Beach Resort

Sanibel Island Beach Resort

3 out of 5
Save 100% on your flight
per person
Jan 6 - Jan 10
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Fort Myers (RSW)
Wiggins Pass Chalet

Wiggins Pass Chalet

4 out of 5
per person
Jan 8 - Jan 12
found 21 hours ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Fort Myers (RSW)
THE Palmview AND Sandpiper Inns

THE Palmview AND Sandpiper Inns

3.5 out of 5
per person
Jan 1 - Jan 5
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Fort Myers (RSW)
Fairways Inn of Naples

Fairways Inn of Naples

2.5 out of 5
per person
Jan 8 - Jan 12
found 21 hours ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Fort Myers (RSW)
Lani Kai Beachfront Resort

Lani Kai Beachfront Resort

3.5 out of 5
Save 100% on your flight
per person
Jan 6 - Jan 10
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Fort Myers (RSW)
Innovation Hotel

Innovation Hotel

4 out of 5
per person
Dec 26 - Dec 30
found 14 hours ago
Roundtrip flight included
Cleveland (CLE) to Fort Myers (RSW)
Hampton Inn Bonita Springs/Naples-North

Hampton Inn Bonita Springs/Naples-North

2.5 out of 5
per person
Dec 26 - Dec 30
found 14 hours ago
Roundtrip flight included
Cleveland (CLE) to Fort Myers (RSW)
La Quinta Inn & Suites by Wyndham Naples Downtown

La Quinta Inn & Suites by Wyndham Naples Downtown

2.5 out of 5
per person
Dec 26 - Dec 30
found 14 hours ago
Roundtrip flight included
Cleveland (CLE) to Fort Myers (RSW)
Lovers Key Resort

Lovers Key Resort

3 out of 5
per person
Jan 1 - Jan 5
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Fort Myers (RSW)

5-night Captiva Island vacations

Price found within the past 48 hours. Click for updated prices.
Hyatt Place Fort Myers/at The Forum

Hyatt Place Fort Myers/at The Forum

3 out of 5
per person
Dec 23 - Dec 28
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Fort Myers (RSW)
South Seas Resort

South Seas Resort

3.5 out of 5
Save 100% on your flight
per person
Jan 2 - Jan 7
found 9 hours ago
Roundtrip flight included
Minneapolis (MSP) to Fort Myers (RSW)
Hilton Garden Inn Ft Myers

Hilton Garden Inn Ft Myers

3 out of 5
Save 100% on your flight
per person
Dec 18 - Dec 23
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to Fort Myers (RSW)
La Quinta Inn & Suites by Wyndham Ft. Myers-Sanibel Gateway

La Quinta Inn & Suites by Wyndham Ft. Myers-Sanibel Gateway

2.5 out of 5
per person
Dec 23 - Dec 28
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Fort Myers (RSW)
Embassy Suites by Hilton Fort Myers Estero

Embassy Suites by Hilton Fort Myers Estero

3.5 out of 5
Save 100% on your flight
per person
Jan 7 - Jan 12
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Fort Myers (RSW)
Hilton Garden Inn Fort Myers Airport/FGCU

Hilton Garden Inn Fort Myers Airport/FGCU

3 out of 5
Save 100% on your flight
per person
Dec 23 - Dec 28
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Fort Myers (RSW)
Sanibel Island Beach Resort

Sanibel Island Beach Resort

3 out of 5
Save 100% on your flight
per person
Jan 7 - Jan 12
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Fort Myers (RSW)
GullWing Beach Resort

GullWing Beach Resort

3.5 out of 5
Save 100% on your flight
per person
Dec 18 - Dec 23
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to Fort Myers (RSW)
Harbour House At The Inn

Harbour House At The Inn

3 out of 5
Save 100% on your flight
per person
Dec 18 - Dec 23
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to Fort Myers (RSW)
Hampton Inn & Suites Fort Myers-Estero/FGCU

Hampton Inn & Suites Fort Myers-Estero/FGCU

2.5 out of 5
Save 100% on your flight
per person
Dec 18 - Dec 23
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to Fort Myers (RSW)
Edison Beach House

Edison Beach House

3.5 out of 5
Save 100% on your flight
per person
Dec 18 - Dec 23
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to Fort Myers (RSW)
THE Palmview AND Sandpiper Inns

THE Palmview AND Sandpiper Inns

3.5 out of 5
per person
Dec 26 - Dec 31
found 17 hours ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Fort Myers (RSW)

6-7 night Captiva Island vacations

Price found within the past 48 hours. Click for updated prices.
La Quinta Inn & Suites by Wyndham Ft. Myers-Sanibel Gateway

La Quinta Inn & Suites by Wyndham Ft. Myers-Sanibel Gateway

2.5 out of 5
Save 100% on your flight
per person
Dec 20 - Dec 26
found 1 day ago
Roundtrip flight included
Atlantic City (ACY) 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
per person
Dec 19 - Dec 25
found 1 day ago
Roundtrip flight included
Columbus (CMH) to Fort Myers (RSW)
Bellasera Resort

Bellasera Resort

4 out of 5
Save 100% on your flight
per person
Dec 19 - Dec 25
found 1 day ago
Roundtrip flight included
Columbus (CMH) to Fort Myers (RSW)
Inn on Fifth

Inn on Fifth

4 out of 5
Save 100% on your flight
per person
Dec 19 - Dec 25
found 1 day ago
Roundtrip flight included
Columbus (CMH) to Fort Myers (RSW)
Naples Grande Beach Resort

Naples Grande Beach Resort

4.5 out of 5
Save 100% on your flight
per person
Dec 19 - Dec 25
found 1 day ago
Roundtrip flight included
Columbus (CMH) to Fort Myers (RSW)
Hilton Garden Inn Ft Myers

Hilton Garden Inn Ft Myers

3 out of 5
Save 100% on your flight
per person
Dec 20 - Dec 26
found 1 day ago
Roundtrip flight included
Atlantic City (ACY) to Fort Myers (RSW)
GullWing Beach Resort

GullWing Beach Resort

3.5 out of 5
Save 100% on your flight
per person
Dec 20 - Dec 26
found 1 day ago
Roundtrip flight included
Atlantic City (ACY) to Fort Myers (RSW)
Holiday Inn Express & Suites Naples North - Bonita Springs, an IHG Hotel

Holiday Inn Express & Suites Naples North - Bonita Springs, an IHG Hotel

2.5 out of 5
Save 100% on your flight
per person
Dec 20 - Dec 26
found 1 day ago
Roundtrip flight included
Atlantic City (ACY) to Fort Myers (RSW)
Hilton Garden Inn Fort Myers Airport/FGCU

Hilton Garden Inn Fort Myers Airport/FGCU

3 out of 5
Save 100% on your flight
per person
Dec 20 - Dec 26
found 1 day ago
Roundtrip flight included
Atlantic City (ACY) to Fort Myers (RSW)
Embassy Suites by Hilton Fort Myers Estero

Embassy Suites by Hilton Fort Myers Estero

3.5 out of 5
Save 100% on your flight
per person
Dec 20 - Dec 26
found 1 day ago
Roundtrip flight included
Atlantic City (ACY) to Fort Myers (RSW)
Southseas

Southseas

3 out of 5
Save 100% on your flight
per person
Dec 27 - Jan 3
found 18 hours ago
Roundtrip non-stop flight included
Columbus (CMH) to Fort Myers (RSW)
Wiggins Pass Chalet

Wiggins Pass Chalet

4 out of 5
Save 100% on your flight
per person
Dec 19 - Dec 25
found 1 day ago
Roundtrip flight included
Columbus (CMH) 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.

Wed, Jan 8 - Wed, Jan 15
CLE
Cleveland
RSW
Fort Myers
$68 Roundtrip, found 4 days ago
$68
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Wed, Jan 8 from Cleveland to Fort Myers, returning Wed, Jan 15, priced at $68 found 4 days ago
Fri, Dec 20 - Tue, Dec 24
BOS
Boston
RSW
Fort Myers
$68 Roundtrip, found 3 hours ago
$68
Roundtrip
found 3 hours ago
Select Spirit Airlines flight, departing Fri, Dec 20 from Boston to Fort Myers, returning Tue, Dec 24, priced at $68 found 3 hours ago
Sat, Jan 11 - Thu, Jan 16
ORD
Chicago
RSW
Fort Myers
$87 Roundtrip, found 1 day ago
$87
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sat, Jan 11 from Chicago to Fort Myers, returning Thu, Jan 16, priced at $87 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
The price is $245 per night
$245
includes taxes & fees
$220 per night
Nov 20 - Nov 21
With a stay at Tween Waters Island Resort & Spa in Captiva, you'll be near the bay, within a 15-minute drive of Sanibel Island Southern Beach and Captiva Beach.
South Seas Resort

South Seas Resort

3.5 out of 5
5400 South Seas Plantation Rd, Captiva, FL
0.19 mi from city center
Get rates
When you stay at South Seas Resort in Captiva, you'll be on the waterfront, within a 10-minute walk of Alison Hagerup Beach Park and Jungle Drums.
Approximately 500 feet to beautiful Captiva Beach & private heated pool and spa!

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

0.36 mi from city center
Get rates
With a stay at this vacation home in Captiva, you'll be by the sea, just a 2-minute walk from Captiva Beach and 5 minutes by foot from Jungle Drums.
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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.

^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.