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East End Vacation Packages

East End Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

4 out of 5
Price was $771, price is now $572 per person
$572
per person
Jul 15 - Jul 19
found 23 hours ago
Roundtrip flight included
Baltimore (BWI) to Fort Myers (RSW)
Book a stay at this spa resort in Punta Gorda. Enjoy 2 outdoor pools, a full-service spa, and 7 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Peace River and Bayshore Live Oak Park are located nearby.
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
Price was $1,442, price is now $933 per person
$933
per person
Jul 5 - Jul 9
found 6 hours ago
Roundtrip flight included
Nashville (BNA) to Fort Myers (RSW)
Book a stay at this luxury resort in Naples. Enjoy a full-service spa, 2 restaurants, and a private beach. Our guests praise the helpful staff in our reviews. Popular attractions Vanderbilt Beach and Barefoot Beach are located nearby.
The Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
Price was $1,026, price is now $689 per person
$689
per person
Jul 1 - Jul 5
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Book a stay at this luxury hotel in Naples. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Popular attractions Vanderbilt Beach and Barefoot Beach are located nearby.
South Seas

South Seas

3.5 out of 5
Save 100% on your flight
Price was $1,822, price is now $1,311 per person
$1,311
per person
Jul 19 - Jul 24
found 5 hours ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Book a stay at this beach resort in Captiva. Enjoy 3 outdoor pools, 5 restaurants, and a private beach. Popular attractions Captiva Beach and Jungle Drums are located nearby.
Casa Ybel Resort

Casa Ybel Resort

2.5 out of 5
Mid Island
Price was $1,214, price is now $880 per person
$880
per person
Jul 1 - Jul 5
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Book a stay at this beach hotel in Sanibel. Enjoy free WiFi, free parking, and 2 restaurants. Popular attractions Sanibel Island Southern Beach and Gulfside City Park are located nearby.
Marco Polo by Avantstay Waterfront 5bdr, Pool, Spa, Fire Pit, Walk to Beach

Marco Polo by Avantstay Waterfront 5bdr, Pool, Spa, Fire Pit, Walk to Beach

3 out of 5
South End
Save 100% on your flight
Price was $4,593, price is now $3,408 per person
$3,408
per person
Jul 10 - Jul 14
found 4 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
Stay at this cottage in Marco Island. Enjoy free parking, private pools, and a beach locale. Popular attractions Mackle Park and Marco Island Historical Museum are located nearby.
Sanibel Inn

Sanibel Inn

3 out of 5
East End
Save 100% on your flight
Price was $1,618, price is now $1,223 per person
$1,223
per person
Jul 19 - Jul 24
found 5 hours ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Book a stay at this beach hotel in Sanibel. Enjoy a private beach, a 24-hour front desk, and daily housekeeping. Popular attractions Key West Express and Sanibel Island Southern Beach are located nearby.
Villa Marco Island

Villa Marco Island

3.5 out of 5
Save 100% on your flight
Price was $1,212, price is now $920 per person
$920
per person
Jul 10 - Jul 14
found 4 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
Book a stay at this beach villa in Marco Island. Enjoy free WiFi, free parking, and private pools. Popular attractions City of Marco Island Racquet Center and Marco Island Historical Museum are located nearby.

3-4 Night Vacations in East End

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

The Perry Hotel Naples

4.5 out of 5
Price was $805, price is now $552 per person
$552
per person
Jul 3 - Jul 6
found 22 hours ago
Roundtrip flight included
Nashville (BNA) 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
Vanderbilt Beach
Save 100% on your flight
Price was $1,442, price is now $933 per person
$933
per person
Jul 5 - Jul 9
found 6 hours ago
Roundtrip flight included
Nashville (BNA) to Fort Myers (RSW)
Tween Waters Island Resort & Spa

Tween Waters Island Resort & Spa

3 out of 5
Price was $916, price is now $653 per person
$653
per person
Jul 6 - Jul 9
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Casa Ybel Resort

Casa Ybel Resort

2.5 out of 5
Mid Island
Price was $942, price is now $691 per person
$691
per person
Jul 6 - Jul 9
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)

5-7 Night Vacations in East End

Price found within the past 48 hours. Click for updated prices.
Matanzas Inn Bayside Resort and Marina

Matanzas Inn Bayside Resort and Marina

3 out of 5
Price was $894, price is now $642 per person
$642
per person
Jul 19 - Jul 24
found 5 hours ago
Roundtrip flight included
Boston (BOS) 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
Vanderbilt Beach
Save 100% on your flight
Price was $2,161, price is now $1,208 per person
$1,208
per person
Jul 6 - Jul 13
found 12 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
Casa Ybel Resort

Casa Ybel Resort

2.5 out of 5
Mid Island
Save 100% on your flight
Price was $1,791, price is now $1,196 per person
$1,196
per person
Jul 6 - Jul 13
found 12 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
South Seas

South Seas

3.5 out of 5
Save 100% on your flight
Price was $1,822, price is now $1,311 per person
$1,311
per person
Jul 19 - Jul 24
found 5 hours ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)

Cheap Hotel Deals in East End

Sanibel Inn

Sanibel Inn

3 out of 5
937 East Gulf Drive Sanibel FL
Book a stay at this beach hotel in Sanibel. Enjoy a private beach, a 24-hour front desk, and daily housekeeping. Popular attractions Key West Express and Sanibel ...
Opens in a new windowSanibel Inn
Seahorse Cottages on Sanibel - Adults Only

Seahorse Cottages on Sanibel - Adults Only

3 out of 5
1223 Buttonwood Lane Sanibel FL
Stay at this cottage in Sanibel. Enjoy free WiFi, free parking, and free bicycles on site. Popular attractions Key West Express and Sanibel Island Southern Beach ...
Opens in a new windowSeahorse Cottages on Sanibel - Adults Only
Sunshine Island Inn

Sunshine Island Inn

2.5 out of 5
642 East Gulf Drive Sanibel FL
Stay at this motel in Sanibel. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Sanibel Island Southern Beach and Key West Express ...
Opens in a new windowSunshine Island Inn
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Tarpon Tale Inn

Tarpon Tale Inn

3 out of 5
367 Periwinkle Way Sanibel FL
Book a stay at this beach hotel in Sanibel. Enjoy free WiFi, free parking, and free bicycles on site. Our guests praise the helpful staff in our reviews. Popular ...
Opens in a new windowTarpon Tale Inn
Shell Island Beach Club

Shell Island Beach Club

4 out of 5
255 Periwinkle Way Sanibel FL
Book a stay at this beach aparthotel in Sanibel. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions Sanibel Island Southern Beach and Key ...
Opens in a new windowShell Island Beach Club
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 Flight Deals

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

Frontier Airlines
Thu, Aug 27 - Thu, Sep 3
CLE
Hopkins Intl.
RSW
Southwest Florida Intl.
$115 Roundtrip, found 12 hours ago
$115
Roundtrip
found 12 hours ago
Select Frontier Airlines flight, departing Thu, Aug 27 from Hopkins Intl. to Southwest Florida Intl., returning Thu, Sep 3, priced at $115 found 12 hours ago
Delta
Wed, Aug 26 - Tue, Sep 15
BOS
Logan Intl.
RSW
Southwest Florida Intl.
$177 Roundtrip, found 12 hours ago
$177
Roundtrip
found 12 hours ago
Select Delta flight, departing Wed, Aug 26 from Logan Intl. to Southwest Florida Intl., returning Tue, Sep 15, priced at $177 found 12 hours ago
Frontier Airlines
Sun, Aug 23 - Sun, Sep 6
PHL
Philadelphia Intl.
RSW
Southwest Florida Intl.
$179 Roundtrip, found 12 hours ago
$179
Roundtrip
found 12 hours ago
Select Frontier Airlines flight, departing Sun, Aug 23 from Philadelphia Intl. to Southwest Florida Intl., returning Sun, Sep 6, priced at $179 found 12 hours ago
Delta
Tue, Aug 18 - Tue, Aug 25
DTW
Detroit Metropolitan Wayne County
RSW
Southwest Florida Intl.
$199 Roundtrip, found 12 hours ago
$199
Roundtrip
found 12 hours ago
Select Delta flight, departing Tue, Aug 18 from Detroit Metropolitan Wayne County to Southwest Florida Intl., returning Tue, Aug 25, priced at $199 found 12 hours ago