Cheap Vacations in Sanibel Captiva Island

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Sanibel Captiva Island vacations

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

Casa Ybel Resort

2.5 out of 5
Mid Island
Save 100% on your flight
Price was $1,364, price is now $1,058 per person
$1,058
per person
Jun 4 - Jun 9
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Fort Myers (RSW)

3-night Sanibel Captiva Island vacations

Price found within the past 48 hours. Click for updated prices.
Courtyard by Marriott Fort Myers Cape Coral

Courtyard by Marriott Fort Myers Cape Coral

3 out of 5
Price was $536, price is now $440 per person
$440
per person
Jun 11 - Jun 14
found 1 day ago
Roundtrip flight included
Chicago (CHI) 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 $1,127, price is now $819 per person
$819
per person
Jun 11 - Jun 14
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Fort Myers (RSW)
The Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
Price was $726, price is now $533 per person
$533
per person
Jun 11 - Jun 14
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Fort Myers (RSW)
Marriott Sanibel Harbour Resort & Spa

Marriott Sanibel Harbour Resort & Spa

4 out of 5
Price was $826, price is now $631 per person
$631
per person
Jun 4 - Jun 7
found 13 hours ago
Roundtrip flight included
Chicago (CHI) to Fort Myers (RSW)
Matanzas Inn Bayside Resort and Marina

Matanzas Inn Bayside Resort and Marina

3 out of 5
Price was $682, price is now $529 per person
$529
per person
Jun 11 - Jun 14
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Fort Myers (RSW)
Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

4 out of 5
Price was $767, price is now $604 per person
$604
per person
Jun 7 - Jun 10
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to Fort Myers (RSW)
The Lighthouse Resort Inn & Suites

The Lighthouse Resort Inn & Suites

3 out of 5
Price was $685, price is now $546 per person
$546
per person
Jun 11 - Jun 14
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Fort Myers (RSW)
Sanibel Inn

Sanibel Inn

3 out of 5
Price was $1,058, price is now $846 per person
$846
per person
Jun 11 - Jun 14
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Fort Myers (RSW)
South Seas

South Seas

3.5 out of 5
Price was $1,050, price is now $841 per person
$841
per person
Jun 11 - Jun 14
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Fort Myers (RSW)
Pink Shell Beach Resort and Marina

Pink Shell Beach Resort and Marina

4 out of 5
Price was $985, price is now $792 per person
$792
per person
Jun 11 - Jun 14
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Fort Myers (RSW)
Casa Playa Beach Resort

Casa Playa Beach Resort

2.5 out of 5
Price was $884, price is now $714 per person
$714
per person
Jun 18 - Jun 21
found 14 hours ago
Roundtrip flight included
Chicago (CHI) to Fort Myers (RSW)
Hampton Inn & Suites Fort Myers-Estero/FGCU

Hampton Inn & Suites Fort Myers-Estero/FGCU

2.5 out of 5
Price was $566, price is now $470 per person
$470
per person
Jun 11 - Jun 14
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Fort Myers (RSW)

4-night Sanibel Captiva Island vacations

Price found within the past 48 hours. Click for updated prices.
La Quinta Inn & Suites by Wyndham Bonita Springs Naples N.

La Quinta Inn & Suites by Wyndham Bonita Springs Naples N.

3 out of 5
Price was $635, price is now $497 per person
$497
per person
May 26 - May 30
found 6 hours ago
Roundtrip flight included
Chicago (CHI) to Fort Myers (RSW)
The Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
Price was $754, price is now $511 per person
$511
per person
Jun 1 - Jun 5
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Fort Myers (RSW)
Hilton Naples

Hilton Naples

4 out of 5
Price was $780, price is now $554 per person
$554
per person
Jun 11 - Jun 15
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Fort Myers (RSW)
Mariners Boathouse by Coolvacay

Mariners Boathouse by Coolvacay

3 out of 5
Price was $878, price is now $648 per person
$648
per person
Jun 1 - Jun 5
found 1 day ago
Roundtrip flight included
Chicago (CHI) 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 $1,347, price is now $998 per person
$998
per person
Jun 9 - Jun 13
found 1 day ago
Roundtrip flight included
Rockford (RFD) to Fort Myers (RSW)
Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

4 out of 5
Price was $924, price is now $699 per person
$699
per person
Jun 9 - Jun 13
found 1 day ago
Roundtrip flight included
Rockford (RFD) 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 $958, price is now $728 per person
$728
per person
Jun 9 - Jun 13
found 1 day ago
Roundtrip flight included
Rockford (RFD) to Fort Myers (RSW)
Innovation Hotel

Innovation Hotel

4 out of 5
Price was $895, price is now $688 per person
$688
per person
May 26 - May 30
found 6 hours ago
Roundtrip flight included
Chicago (CHI) to Fort Myers (RSW)
The Lighthouse Resort Inn & Suites

The Lighthouse Resort Inn & Suites

3 out of 5
Price was $812, price is now $629 per person
$629
per person
Jun 7 - Jun 11
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Fort Myers (RSW)
Landing Furnished Apartments Immokalee Road - Naples

Landing Furnished Apartments Immokalee Road - Naples

4 out of 5
Price was $896, price is now $696 per person
$696
per person
Jun 1 - Jun 5
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Fort Myers (RSW)
Villa Marco Island

Villa Marco Island

3.5 out of 5
Price was $1,379, price is now $1,081 per person
$1,081
per person
May 29 - Jun 2
found 18 hours ago
Roundtrip non-stop flight included
Chicago (CHI) to Fort Myers (RSW)
Courtyard by Marriott Fort Myers Cape Coral

Courtyard by Marriott Fort Myers Cape Coral

3 out of 5
Price was $680, price is now $534 per person
$534
per person
Jun 18 - Jun 22
found 1 day ago
Roundtrip flight included
White Plains (HPN) to Fort Myers (RSW)

5-night Sanibel Captiva Island vacations

Price found within the past 48 hours. Click for updated prices.
Courtyard by Marriott Fort Myers Cape Coral

Courtyard by Marriott Fort Myers Cape Coral

3 out of 5
Price was $568, price is now $413 per person
$413
per person
Jun 4 - Jun 9
found 1 day ago
Roundtrip flight included
Chicago (CHI) 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 $1,682, price is now $928 per person
$928
per person
Jun 1 - Jun 6
found 8 hours ago
Roundtrip flight included
White Plains (HPN) to Fort Myers (RSW)
The Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
Save 100% on your flight
Price was $1,002, price is now $628 per person
$628
per person
Jun 18 - Jun 23
found 8 hours ago
Roundtrip flight included
Chicago (ORD) to Fort Myers (RSW)
Matanzas Inn Bayside Resort and Marina

Matanzas Inn Bayside Resort and Marina

3 out of 5
Save 100% on your flight
Price was $817, price is now $557 per person
$557
per person
Jun 4 - Jun 9
found 1 day ago
Roundtrip flight included
Chicago (CHI) 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 $874, price is now $601 per person
$601
per person
May 28 - Jun 2
found 5 hours ago
Roundtrip flight included
Minneapolis (MSP) 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 $1,188, price is now $823 per person
$823
per person
Jun 4 - Jun 9
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Fort Myers (RSW)
The Lighthouse Resort Inn & Suites

The Lighthouse Resort Inn & Suites

3 out of 5
Save 100% on your flight
Price was $837, price is now $591 per person
$591
per person
Jun 4 - Jun 9
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Fort Myers (RSW)
Mariners Boathouse by Coolvacay

Mariners Boathouse by Coolvacay

3 out of 5
Save 100% on your flight
Price was $1,047, price is now $766 per person
$766
per person
Jun 11 - Jun 16
found 1 day ago
Roundtrip flight included
White Plains (HPN) to Fort Myers (RSW)
Hilton Garden Inn Ft Myers

Hilton Garden Inn Ft Myers

3 out of 5
Price was $587, price is now $440 per person
$440
per person
Jun 4 - Jun 9
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Fort Myers (RSW)
Hampton Inn & Suites Fort Myers-Estero/FGCU

Hampton Inn & Suites Fort Myers-Estero/FGCU

2.5 out of 5
Price was $669, price is now $502 per person
$502
per person
Jun 4 - Jun 9
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Fort Myers (RSW)
South Seas

South Seas

3.5 out of 5
Save 100% on your flight
Price was $1,500, price is now $1,137 per person
$1,137
per person
May 28 - Jun 2
found 5 hours ago
Roundtrip flight included
Minneapolis (MSP) to Fort Myers (RSW)
Casa Playa Beach Resort

Casa Playa Beach Resort

2.5 out of 5
Save 100% on your flight
Price was $1,119, price is now $851 per person
$851
per person
Jun 11 - Jun 16
found 1 day ago
Roundtrip flight included
White Plains (HPN) to Fort Myers (RSW)

6-7 night Sanibel Captiva Island vacations

Price found within the past 48 hours. Click for updated prices.
Cozy Fort Myers Extended Stay

Cozy Fort Myers Extended Stay

3.5 out of 5
Price was $573, price is now $471 per person
$471
per person
Jun 7 - Jun 13
found 10 hours ago
Roundtrip flight included
Minneapolis (MSP) 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 $1,369, price is now $977 per person
$977
per person
May 27 - Jun 2
found 3 hours ago
Roundtrip flight included
Minneapolis (MSP) to Fort Myers (RSW)
Sanibel Inn

Sanibel Inn

3 out of 5
Save 100% on your flight
Price was $1,888, price is now $1,438 per person
$1,438
per person
May 27 - Jun 2
found 3 hours ago
Roundtrip flight included
Minneapolis (MSP) to Fort Myers (RSW)
Inn at the Beach

Inn at the Beach

3 out of 5
Save 100% on your flight
Price was $1,220, price is now $938 per person
$938
per person
May 27 - Jun 2
found 12 hours ago
Roundtrip flight included
Minneapolis (MSP) to Fort Myers (RSW)
Pink Shell Beach Resort and Marina

Pink Shell Beach Resort and Marina

4 out of 5
Save 100% on your flight
Price was $1,401, price is now $1,088 per person
$1,088
per person
May 27 - Jun 2
found 3 hours ago
Roundtrip flight included
Minneapolis (MSP) to Fort Myers (RSW)
Hilton Naples

Hilton Naples

4 out of 5
Price was $1,717, price is now $1,361 per person
$1,361
per person
Jun 8 - Jun 14
found 10 hours ago
Roundtrip flight included
Chicago (CHI) to Fort Myers (RSW)
Seagrape

Seagrape

4 out of 5
Price was $4,267, price is now $3,475 per person
$3,475
per person
Jun 8 - Jun 14
found 10 hours ago
Roundtrip flight included
Chicago (CHI) to Fort Myers (RSW)
Naples Beach Club, A Four Seasons Resort

Naples Beach Club, A Four Seasons Resort

5 out of 5
Price was $3,989, price is now $3,251 per person
$3,251
per person
Jun 8 - Jun 14
found 10 hours ago
Roundtrip flight included
Chicago (CHI) to Fort Myers (RSW)
Villa Marco Island

Villa Marco Island

3.5 out of 5
Price was $2,458, price is now $2,012 per person
$2,012
per person
Jun 8 - Jun 14
found 10 hours ago
Roundtrip flight included
Chicago (CHI) to Fort Myers (RSW)
Ormond Paradise

Ormond Paradise

3 out of 5
Save 100% on your flight
Price was $1,281, price is now $1,054 per person
$1,054
per person
Jun 7 - Jun 13
found 10 hours ago
Roundtrip flight included
Minneapolis (MSP) to Fort Myers (RSW)
Marco Beach Ocean Suites

Marco Beach Ocean Suites

2 out of 5
Price was $2,521, price is now $2,086 per person
$2,086
per person
Jun 8 - Jun 14
found 10 hours ago
Roundtrip flight included
Chicago (CHI) to Fort Myers (RSW)

Flight deals to Sanibel Captiva Island

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

Mon, May 11 - Tue, May 12
CLE
Cleveland
RSW
Fort Myers
$88 Roundtrip, found 3 days ago
$88
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Mon, May 11 from Cleveland to Fort Myers, returning Tue, May 12, priced at $88 found 3 days ago
Sun, May 24 - Thu, May 28
PHL
Philadelphia
RSW
Fort Myers
$107 Roundtrip, found 15 hours ago
$107
Roundtrip
found 15 hours ago
Select Frontier Airlines flight, departing Sun, May 24 from Philadelphia to Fort Myers, returning Thu, May 28, priced at $107 found 15 hours ago
Sun, Apr 26 - Thu, Apr 30
ORD
Chicago
RSW
Fort Myers
$173 Roundtrip, found 2 days ago
$173
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Sun, Apr 26 from Chicago to Fort Myers, returning Thu, Apr 30, priced at $173 found 2 days ago

Top rated hotels for your Sanibel Captiva Island vacation

Sanibel Island Beach Resort

Sanibel Island Beach Resort

3 out of 5
1231 Middle Gulf Dr Sanibel FL
Free Cancellation
Reserve now, pay when you stay
4.03 mi from city center
$255 nightly
The price is $281 total per night
$281 total
May 17 - May 18
Total with taxes and fees
With a stay at Sanibel Island Beach Resort in Sanibel (Mid Island), you'll be a 5-minute walk from Sanibel Island Southern Beach and 7 minutes by foot from Sanibel Island Golf Club.
Pool
Pet friendly
Sundial Beach Resort & Spa

Sundial Beach Resort & Spa

5 out of 5
1451 Middle Gulf Drive Sanibel FL
3.75 mi from city center
$435 nightly
The price is $485 total per night
$485 total
May 25 - May 26
Total with taxes and fees
With a stay at Sundial Beach Resort & Spa in Sanibel (Mid Island), you'll be a 4-minute drive from J. N. Ding Darling National Wildlife Refuge and 6 minutes from Dunes Golf and Tennis Club.
Pool
Hot Tub
South Seas

South Seas

3.5 out of 5
5400 South Seas Plantation Rd Captiva FL
7.64 mi from city center
$530 nightly
The price is $591 total per night
$591 total
May 3 - May 4
Total with taxes and fees
When you stay at South Seas in Captiva, you'll be on the waterfront, within a 10-minute walk of Alison Hagerup Beach Park and Jungle Drums.
On private beach
Pool
Don't see what you're looking for?
See all available properties in Sanibel 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.