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South End Vacation Packages

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South End Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
Sleep Inn & Suites Port Charlotte - Punta Gorda

Sleep Inn & Suites Port Charlotte - Punta Gorda

2.5 out of 5
Save 100% on your flight
per person
Apr 13 - Apr 17
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Book a stay at this business-friendly hotel in Port Charlotte. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Deep Creek Golf Club and Lake Betty Park are located nearby.
Edison Beach House

Edison Beach House

3.5 out of 5
Save 100% on your flight
per person
Apr 22 - Apr 27
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Stay at this 3.5-star beach aparthotel in Fort Myers Beach. Enjoy free parking, a beach locale, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Key West Express and Estero Boulevard Beach are located nearby.
Bellasera Resort

Bellasera Resort

4 out of 5
Old Naples
Save 100% on your flight
per person
Apr 21 - Apr 25
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Book a stay at this business-friendly condo in Naples. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the bar in our reviews. Popular attractions Fifth Avenue South and Naples Beach are located nearby.
Tween Waters Island Resort & Spa

Tween Waters Island Resort & Spa

3 out of 5
Save 100% on your flight
per person
Apr 21 - Apr 26
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Stay at this 3-star beach resort in Captiva. Enjoy 2 outdoor pools, a full-service spa, and 3 restaurants. Popular attractions Captiva Beach and Captiva Chapel By the Sea are located nearby.
Harbour House At The Inn

Harbour House At The Inn

3 out of 5
Save 100% on your flight
per person
Apr 21 - Apr 26
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Stay at this 3-star hotel in Fort Myers Beach. Enjoy free WiFi, a marina, and a business center. Our guests praise the clean rooms in our reviews. Popular attractions Key West Express and Times Square are located nearby.
Sanibel Inn

Sanibel Inn

3 out of 5
Save 100% on your flight
per person
Apr 22 - Apr 27
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Stay at this 3-star beach condo in Sanibel. Enjoy a private beach, a 24-hour front desk, and daily housekeeping. Popular attractions Key West Express and Sanibel Moorings Botanical Gardens are located nearby.
Swiftwater Apartments By Barsala

Swiftwater Apartments By Barsala

3.5 out of 5
Save 100% on your flight
per person
Apr 13 - Apr 17
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Stay at this 3.5-star aparthotel in Port Charlotte. Enjoy free WiFi, free parking, and in-room washers/dryers. Popular attractions North Charlotte Regional Park and Charlotte Sports Park are located nearby.
Shell Island Beach Club

Shell Island Beach Club

2 out of 5
Save 100% on your flight
per person
Apr 21 - Apr 26
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Book a stay at this beach aparthotel in Sanibel. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions Key West Express and Sanibel Island Northern Beach are located nearby.

3-4 Night Vacations in South End

Price found within the past 48 hours. Click for updated prices.
Sleep Inn & Suites Port Charlotte - Punta Gorda

Sleep Inn & Suites Port Charlotte - Punta Gorda

2.5 out of 5
Save 100% on your flight
per person
Apr 13 - Apr 17
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Bellasera Resort

Bellasera Resort

4 out of 5
Old Naples
Save 100% on your flight
per person
Apr 21 - Apr 25
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Tween Waters Island Resort & Spa

Tween Waters Island Resort & Spa

3 out of 5
Save 100% on your flight
per person
Apr 20 - Apr 24
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
Swiftwater Apartments By Barsala

Swiftwater Apartments By Barsala

3.5 out of 5
Save 100% on your flight
per person
Apr 13 - Apr 17
found 1 day ago
Roundtrip 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.
Edison Beach House

Edison Beach House

3.5 out of 5
Save 100% on your flight
per person
Apr 22 - Apr 27
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Bellasera Resort

Bellasera Resort

4 out of 5
Old Naples
Save 100% on your flight
per person
Apr 20 - Apr 26
found 2 days ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
Tween Waters Island Resort & Spa

Tween Waters Island Resort & Spa

3 out of 5
Save 100% on your flight
per person
Apr 21 - Apr 26
found 1 day ago
Roundtrip flight included
Boston (BOS) 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
Apr 21 - Apr 26
found 1 day 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
Stay at this 4-star beach hotel in Marco Island. Enjoy a full-service spa, a beach locale, and room service. Our guests praise the pool and the restaurant in ...
Hilton 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 ...
JW 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, an outdoor pool, and a beach locale. Our guests praise the helpful staff and the clean rooms ...
Marco 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 3.5-star condo in Marco Island. Enjoy free WiFi, free parking, and a garden. Our guests praise the helpful staff in our reviews. Popular attractions ...
Marco 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 eco-certified condo in Marco Island. Enjoy free WiFi, 3 outdoor pools, and 2 restaurants. Popular attractions Marco Golf and Garden and Winterberry ...
Marriott'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.

Spirit Airlines
Tue, Apr 1 - Fri, Apr 4
BOS
Logan Intl.
RSW
Southwest Florida Intl.
$62 Roundtrip, just found
$62
Roundtrip
just found
Select Spirit Airlines flight, departing Tue, Apr 1 from Logan Intl. to Southwest Florida Intl., returning Fri, Apr 4, priced at $62 just found
Spirit Airlines
Wed, Apr 23 - Wed, Apr 30
ORD
O'Hare Intl.
RSW
Southwest Florida Intl.
$88 Roundtrip, found 1 day ago
$88
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Wed, Apr 23 from O'Hare Intl. to Southwest Florida Intl., returning Wed, Apr 30, priced at $88 found 1 day ago
Frontier Airlines
Tue, Apr 1 - Wed, Apr 9
CLE
Hopkins Intl.
RSW
Southwest Florida Intl.
$88 Roundtrip, found 3 days ago
$88
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Tue, Apr 1 from Hopkins Intl. to Southwest Florida Intl., returning Wed, Apr 9, priced at $88 found 3 days ago
Frontier Airlines
Thu, Mar 13 - Thu, Mar 13
TTN
Mercer
RSW
Southwest Florida Intl.
$88 Roundtrip, found 6 hours ago
$88
Roundtrip
found 6 hours ago
Select Frontier Airlines flight, departing Thu, Mar 13 from Mercer to Southwest Florida Intl., returning Thu, Mar 13, priced at $88 found 6 hours ago