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South End Vacation Packages

South End Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
The Suites at Fishermen’s Village- 2 Bedroom Suites

The Suites at Fishermen’s Village- 2 Bedroom Suites

3 out of 5
Punta Gorda Isles
Price was $842, price is now $589 per person
$589
per person
Jul 17 - Jul 21
found 20 hours ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Stay at this aparthotel in Punta Gorda. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Fishermen's Village and Military Heritage Museum 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 $2,178, price is now $1,203 per person
$1,203
per person
Jul 20 - Jul 25
found 1 day ago
Roundtrip flight included
Hartford (BDL) 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 $1,061, price is now $673 per person
$673
per person
Jul 2 - Jul 7
found 24 hours 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.
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 $5,964, price is now $4,110 per person
$4,110
per person
Jul 24 - Jul 29
found 18 hours ago
Roundtrip 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.
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 $944, price is now $661 per person
$661
per person
Jul 1 - Jul 5
found 2 hours ago
Roundtrip flight included
Kansas City (MCI) 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.
Villa Marco Island

Villa Marco Island

3.5 out of 5
Save 100% on your flight
Price was $1,434, price is now $1,027 per person
$1,027
per person
Jul 24 - Jul 29
found 18 hours ago
Roundtrip 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.
Casa Ybel Resort

Casa Ybel Resort

2.5 out of 5
Mid Island
Save 100% on your flight
Price was $1,455, price is now $1,086 per person
$1,086
per person
Jul 20 - Jul 25
found 1 day ago
Roundtrip flight included
Hartford (BDL) 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.
THE Palmview AND Sandpiper Inns

THE Palmview AND Sandpiper Inns

3.5 out of 5
Mid Island
Price was $1,200, price is now $895 per person
$895
per person
Jul 2 - Jul 7
found 24 hours ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Stay at this motel in Sanibel. Enjoy free WiFi, free parking, and in-room massages. Popular attractions Sanibel Island Southern Beach and Sanibel Island Golf Club are located nearby.

3-4 Night Vacations in South End

Price found within the past 48 hours. Click for updated prices.
The Suites at Fishermen’s Village- 2 Bedroom Suites

The Suites at Fishermen’s Village- 2 Bedroom Suites

3 out of 5
Punta Gorda Isles
Price was $842, price is now $589 per person
$589
per person
Jul 17 - Jul 21
found 20 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 $1,415, price is now $909 per person
$909
per person
Jul 2 - Jul 5
found 18 hours ago
Roundtrip flight included
Hartford (BDL) 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 $944, price is now $661 per person
$661
per person
Jul 1 - Jul 5
found 2 hours ago
Roundtrip flight included
Kansas City (MCI) to Fort Myers (RSW)
Manasota Key Resort

Manasota Key Resort

2.5 out of 5
Price was $892, price is now $659 per person
$659
per person
Jul 17 - Jul 20
found 21 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)

5-7 Night Vacations in South 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 $1,061, price is now $673 per person
$673
per person
Jul 2 - Jul 7
found 24 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 $2,178, price is now $1,203 per person
$1,203
per person
Jul 20 - Jul 25
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Fort Myers (RSW)
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 $5,964, price is now $4,110 per person
$4,110
per person
Jul 24 - Jul 29
found 18 hours ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Villa Marco Island

Villa Marco Island

3.5 out of 5
Save 100% on your flight
Price was $1,434, price is now $1,027 per person
$1,027
per person
Jul 24 - Jul 29
found 18 hours ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)

Cheap Hotel Deals in South End

Hilton Marco Island Beach Resort and Spa

Hilton Marco Island Beach Resort and Spa

4 out of 5
560 S Collier Blvd Marco Island FL
Book a stay at this beach resort in Marco Island. Enjoy a full-service spa, a beach locale, and room service. Our guests praise the pool and the restaurant in ...
Opens in a new windowHilton Marco Island Beach Resort and Spa
JW Marriott Marco Island Beach Resort

JW Marriott Marco Island Beach Resort

4 out of 5
400 S Collier Blvd Marco Island FL
Book a stay at this beach resort in Marco Island. Enjoy 3 outdoor pools, a full-service spa, and 5 restaurants. Our guests praise the helpful staff and the property ...
Opens in a new windowJW Marriott Marco Island Beach Resort
Marco Beach Ocean Suites

Marco Beach Ocean Suites

2 out of 5
480 S Collier Blvd Marco Island FL
Book a stay at this beach resort in Marco Island. Enjoy free WiFi, a beach locale, and a fitness center. Our guests praise the helpful staff and the clean rooms ...
Opens in a new windowMarco Beach Ocean Suites
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Marco Beach Vacation Suites

Marco Beach Vacation Suites

3.5 out of 5
901 S. Collier Boulevard Marco Island FL
Stay at this condo in Marco Island. Enjoy free WiFi, free parking, and a garden. Our guests praise the helpful staff in our reviews. Popular attractions Caxambas ...
Opens in a new windowMarco Beach Vacation Suites
Marriott's Crystal Shores

Marriott's Crystal Shores

3.5 out of 5
600 S Collier Blvd Marco Island FL
Book a stay at this beach aparthotel in Marco Island. Enjoy free WiFi, 3 outdoor pools, and 2 restaurants. Popular attractions Marco Golf and Garden and Winterberry ...
Opens in a new windowMarriott's Crystal Shores
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.
$108 Roundtrip, found 4 hours ago
$108
Roundtrip
found 4 hours ago
Select Frontier Airlines flight, departing Thu, Aug 27 from Hopkins Intl. to Southwest Florida Intl., returning Thu, Sep 3, priced at $108 found 4 hours ago
Frontier Airlines
Thu, Aug 20 - Sun, Sep 6
PHL
Philadelphia Intl.
RSW
Southwest Florida Intl.
$147 Roundtrip, found 23 hours ago
$147
Roundtrip
found 23 hours ago
Select Frontier Airlines flight, departing Thu, Aug 20 from Philadelphia Intl. to Southwest Florida Intl., returning Sun, Sep 6, priced at $147 found 23 hours ago
Delta
Tue, Aug 18 - Tue, Sep 1
BOS
Logan Intl.
RSW
Southwest Florida Intl.
$177 Roundtrip, found 16 hours ago
$177
Roundtrip
found 16 hours ago
Select Delta flight, departing Tue, Aug 18 from Logan Intl. to Southwest Florida Intl., returning Tue, Sep 1, priced at $177 found 16 hours ago
Delta
Wed, Aug 19 - Tue, Aug 25
DTW
Detroit Metropolitan Wayne County
RSW
Southwest Florida Intl.
$199 Roundtrip, just found
$199
Roundtrip
just found
Select Delta flight, departing Wed, Aug 19 from Detroit Metropolitan Wayne County to Southwest Florida Intl., returning Tue, Aug 25, priced at $199 just found