Search Deals onThe Estates Vacation Packages
The Estates Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
The Suites at Fishermen’s Village- 2 Bedroom Suites
Punta Gorda Isles
Price was $842, price is now $589 per person
$589
per person
Jul 17 - Jul 21
found 14 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
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 19 hours 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
Save 100% on your flight
Price was $1,179, price is now $668 per person
$668
per person
Jul 14 - Jul 21
found 1 day ago
Roundtrip non-stop 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.
Sunsuites Villas At Sunseeker Resort, Curio By Hilton
Save 100% on your flight
Price was $1,030, price is now $709 per person
$709
per person
Jul 15 - Jul 20
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Stay at this hotel in Punta Gorda. Popular attractions Peace River and Bayshore Live Oak Park are located nearby.
Marco Polo by Avantstay Waterfront 5bdr, Pool, Spa, Fire Pit, Walk to Beach
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 12 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.
Villa Marco Island
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 12 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
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 19 hours 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
Mid Island
Price was $1,200, price is now $895 per person
$895
per person
Jul 2 - Jul 7
found 18 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 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
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 ...
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 ...
Hyatt House Naples/5th Avenue
1345 5th Avenue South Naples FL
Book a stay at this business-friendly hotel in Naples. Enjoy free breakfast, free WiFi, and a marina. Our guests praise the breakfast and the pool in our reviews. ...
Save an average of 15% on thousands of hotels when you're signed in
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 ...
Naples Bay Resort & Marina
1500 Fifth Ave S Naples FL
Book a stay at this spa hotel in Naples. Enjoy free WiFi, 5 outdoor pools, and a full-service spa. Our guests praise the helpful staff and the clean rooms in ...
Inn on Fifth
699 5th Ave S Naples FL
Book a stay at this spa hotel in Naples. Enjoy a full-service spa, a rooftop terrace, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. ...
Bayfront Inn Fifth Avenue
1221 5th Ave S Naples FL
Book a stay at this business-friendly hotel in Naples. Enjoy free WiFi, a marina, and breakfast (surcharge). Our guests praise the restaurant and the helpful ...
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 ...
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.
Thu, Aug 27 - Thu, Sep 3
CLE
Hopkins Intl.
RSW
Southwest Florida Intl.
$108 Roundtrip, found 11 hours ago
$108
Roundtrip
found 11 hours ago
Thu, Aug 20 - Sun, Sep 6
PHL
Philadelphia Intl.
RSW
Southwest Florida Intl.
$147 Roundtrip, found 17 hours ago
$147
Roundtrip
found 17 hours ago
Tue, Aug 18 - Tue, Sep 1
BOS
Logan Intl.
RSW
Southwest Florida Intl.
$177 Roundtrip, found 10 hours ago
$177
Roundtrip
found 10 hours ago
Wed, Aug 26 - Tue, Sep 15
DTW
Detroit Metropolitan Wayne County
RSW
Southwest Florida Intl.
$199 Roundtrip, found 17 hours ago
$199
Roundtrip
found 17 hours ago
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