Search Deals onThe Estates Vacation Packages
The Estates Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Lazy Cuckoo Inn
per person
Sep 18 - Sep 26
found 1 hour ago
Roundtrip non-stop flight included
Baltimore (BWI) to Fort Myers (RSW)
Stay at this aparthotel in Fort Myers Beach. Enjoy free WiFi, free parking, and cable TV channels. Popular attractions Key West Express and Smugglers Cove Adventure Golf are located nearby.
LaPlaya Beach & Golf Resort - A Noble House Resort
Vanderbilt Beach
Save 100% on your flight
per person
Sep 20 - Sep 25
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) 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
Old Naples
Save 100% on your flight
per person
Sep 17 - Sep 24
found 15 hours ago
Roundtrip flight included
Denver (DEN) 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.
Bellasera Resort
Old Naples
Save 100% on your flight
per person
Sep 23 - Sep 30
found 15 hours ago
Roundtrip flight included
Denver (DEN) 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.
THE Palmview AND Sandpiper Inns
per person
Sep 20 - Sep 25
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Fort Myers (RSW)
Stay at this 3.5-star 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.
Marco Polo by Avantstay Waterfront 5bdr, Pool, Spa, Fire Pit, Walk to Beach
South End
Save 100% on your flight
per person
Sep 17 - Sep 24
found 15 hours ago
Roundtrip flight included
Denver (DEN) to Fort Myers (RSW)
Stay at this 3-star cottage in Marco Island. Enjoy free parking, private pools, and patios. Popular attractions Mackle Park and Marco Island Historical Museum are located nearby.
Walk to Beach, Pool+hot Tub, Game Room Captiva 5bdr Coco Mango by Avantstay
Save 100% on your flight
per person
Sep 20 - Sep 25
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Fort Myers (RSW)
Stay at this 3-star beach cottage in Captiva. Enjoy free parking, private pools, and a beach locale. Popular attractions McCarthy's Marina and Jungle Drums are located nearby.
3-4 Night Vacations in The Estates
Price found within the past 48 hours. Click for updated prices.
5-7 Night Vacations in The Estates
Price found within the past 48 hours. Click for updated prices.
Cheap Hotel Deals in The Estates
Hilton Marco Island Beach Resort and Spa
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 ...
Hyatt House Naples/5th Avenue
1345 5th Avenue South, Naples, FL
Stay at this 3.5-star business-friendly hotel in Naples. Enjoy free breakfast, free WiFi, and a marina. Our guests praise the breakfast and the pool in our reviews. ...
La Quinta Inn & Suites by Wyndham Naples Downtown
1555 5th Ave S, Naples, FL
Book a stay at this business-friendly hotel in Naples. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Save an average of 15% on thousands of hotels when you're signed in
Bayfront Inn Fifth Avenue
1221 5th Ave S, Naples, FL
Stay at this 3.5-star business-friendly hotel in Naples. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the restaurant and the bar in our ...
JW Marriott Marco Island Beach Resort
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 ...
Marco Beach Ocean Suites
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 ...
Inn on Fifth
699 5th Ave S, Naples, FL
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. ...
Great Wolf Lodge Naples
3900 City Gate Blvd N., Naples, FL
Book a stay at this family-friendly hotel in Naples. Enjoy free WiFi, 3 outdoor pools, and 4 restaurants. Popular attractions Paradise Coast Sports Compex and ...
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.
Wed, Sep 3 - Thu, Sep 4
ORD
O'Hare Intl.
RSW
Southwest Florida Intl.
$100 Roundtrip, found 4 days ago
$100
Roundtrip
found 4 days ago
Sun, Sep 14 - Fri, Sep 19
DTW
Detroit Metropolitan Wayne County
RSW
Southwest Florida Intl.
$127 Roundtrip, found 3 days ago
$127
Roundtrip
found 3 days ago
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
Mon, Nov 3 - Thu, Nov 13
BOS
Logan Intl.
RSW
Southwest Florida Intl.
$137 Roundtrip, found 1 day ago
$137
Roundtrip
found 1 day ago
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