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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.
The Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
Save 100% on your flight
Price was $588, price is now $365 per person
$365
per person
Sep 23 - Sep 27
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Stay at this 4.5-star luxury hotel in Naples. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Popular attractions Vanderbilt Beach and Barefoot Beach 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 $2,093, price is now $1,183 per person
$1,183
per person
Oct 4 - Oct 10
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Stay at this 4.5-star 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.
Inn on Fifth

Inn on Fifth

4 out of 5
Old Naples
Save 100% on your flight
Price was $1,295, price is now $810 per person
$810
per person
Oct 4 - Oct 10
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Stay at this 4-star spa hotel in Naples. Enjoy a full-service spa, a rooftop terrace, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Fifth Avenue South and Naples Pier are located nearby.
Home2 Suites Naples I-75 Pine Ridge Road, FL

Home2 Suites Naples I-75 Pine Ridge Road, FL

3 out of 5
Save 100% on your flight
Price was $689, price is now $468 per person
$468
per person
Oct 4 - Oct 10
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Stay at this 3-star business-friendly hotel in Naples. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Naples Zoo at Caribbean Gardens and Vanderbilt Beach are located nearby.
Edison Beach House

Edison Beach House

3.5 out of 5
Save 100% on your flight
Price was $1,216, price is now $832 per person
$832
per person
Oct 4 - Oct 10
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 Times Square are located nearby.
Bellasera Resort

Bellasera Resort

4 out of 5
Old Naples
Save 100% on your flight
Price was $1,588, price is now $1,096 per person
$1,096
per person
Oct 4 - Oct 10
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 Pier are located nearby.
GreenLinks Golf Villas at Lely Resort

GreenLinks Golf Villas at Lely Resort

3 out of 5
Save 100% on your flight
Price was $860, price is now $626 per person
$626
per person
Oct 4 - Oct 10
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Stay at this 3-star spa aparthotel in Naples. Enjoy free parking, a full-service spa, and a golf course. Our guests praise the helpful staff in our reviews. Popular attractions Flamingo Island Course - Lely Resort and Swamp Buggy Races are located nearby.
Hyatt Place Fort Myers/at The Forum

Hyatt Place Fort Myers/at The Forum

3 out of 5
The Forum
Price was $623, price is now $456 per person
$456
per person
Oct 9 - Oct 13
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
Stay at this 3-star business-friendly hotel in Fort Myers. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Calusa Nature Center and Planetarium and Topgolf are located nearby.

3-4 Night Vacations in South End

Price found within the past 48 hours. Click for updated prices.
Hilton Garden Inn Ft Myers

Hilton Garden Inn Ft Myers

3 out of 5
Villas
Save 100% on your flight
Price was $355, price is now $210 per person
$210
per person
Sep 25 - Sep 28
found 1 day 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 $1,337, price is now $724 per person
$724
per person
Sep 23 - Sep 27
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Edison Beach House

Edison Beach House

3.5 out of 5
Save 100% on your flight
Price was $522, price is now $309 per person
$309
per person
Sep 25 - Sep 28
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
The Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
Save 100% on your flight
Price was $588, price is now $365 per person
$365
per person
Sep 23 - Sep 27
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.
Hyatt Place Fort Myers/at The Forum

Hyatt Place Fort Myers/at The Forum

3 out of 5
The Forum
Save 100% on your flight
Price was $647, price is now $381 per person
$381
per person
Oct 11 - Oct 16
found 1 day ago
Roundtrip non-stop 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 $2,093, price is now $1,183 per person
$1,183
per person
Oct 4 - Oct 10
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Inn on Fifth

Inn on Fifth

4 out of 5
Old Naples
Save 100% on your flight
Price was $1,295, price is now $810 per person
$810
per person
Oct 4 - Oct 10
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
The Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
Save 100% on your flight
Price was $729, price is now $464 per person
$464
per person
Sep 22 - Sep 27
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 resort 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, a beach locale, and a fitness center. 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 beach 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
Sun, Oct 5 - Thu, Oct 9
ORD
O'Hare Intl.
RSW
Southwest Florida Intl.
$100 Roundtrip, found 1 day ago
$100
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Sun, Oct 5 from O'Hare Intl. to Southwest Florida Intl., returning Thu, Oct 9, priced at $100 found 1 day ago
United
Sat, Sep 20 - Sat, Sep 27
EWR
Newark Liberty Intl. Airport
RSW
Southwest Florida Intl.
$120 Roundtrip, found 14 hours ago
$120
Roundtrip
found 14 hours ago
Select United flight, departing Sat, Sep 20 from Newark Liberty Intl. Airport to Southwest Florida Intl., returning Sat, Sep 27, priced at $120 found 14 hours ago
Delta
Tue, Nov 4 - Wed, Nov 12
BOS
Logan Intl.
RSW
Southwest Florida Intl.
$127 Roundtrip, found 4 hours ago
$127
Roundtrip
found 4 hours ago
Select Delta flight, departing Tue, Nov 4 from Logan Intl. to Southwest Florida Intl., returning Wed, Nov 12, priced at $127 found 4 hours ago
Frontier Airlines
Mon, Sep 15 - Fri, Sep 26
CLE
Hopkins Intl.
RSW
Southwest Florida Intl.
$132 Roundtrip, found 1 day ago
$132
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Mon, Sep 15 from Hopkins Intl. to Southwest Florida Intl., returning Fri, Sep 26, priced at $132 found 1 day ago