Search Deals onThe Estates Vacation Packages
The Estates Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Matanzas Inn Bayside Resort and Marina
Save 100% on your flight
Price was $1,106, price is now $788 per person
$788
per person
Jul 18 - Jul 25
found 7 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Fort Myers (RSW)
Stay at this hotel in Fort Myers Beach. Enjoy free WiFi, free parking, 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.
Casa Ybel Resort
Mid Island
Save 100% on your flight
Price was $1,681, price is now $1,151 per person
$1,151
per person
Jul 19 - Jul 25
found 1 day ago
Roundtrip non-stop flight included
Indianapolis (IND) 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.
LaPlaya Beach & Golf Resort - A Noble House Resort
Vanderbilt Beach
Save 100% on your flight
Price was $1,419, price is now $1,009 per person
$1,009
per person
Jun 28 - Jul 2
found 17 hours ago
Roundtrip flight included
Cincinnati (CVG) 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.
Hilton Marco Island Beach Resort and Spa
South End
Save 100% on your flight
Price was $1,563, price is now $1,116 per person
$1,116
per person
Jul 2 - Jul 6
found 1 day ago
Roundtrip non-stop flight included
Cincinnati (CVG) to Fort Myers (RSW)
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 our reviews. Popular attractions Winterberry Beach and South Marco Beach are located nearby.
Suite Dreams Guesthouse aka Care Takeover Home
Manasota
Save 100% on your flight
Price was $1,130, price is now $832 per person
$832
per person
Jul 15 - Jul 22
found 1 day ago
Roundtrip flight included
Cincinnati (CVG) to Fort Myers (RSW)
Stay at this B&B in Englewood. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Caspersen Beach and Lemon Bay Park are located nearby.
GreenLinks Golf Villas at Lely Resort
Save 100% on your flight
Price was $1,225, price is now $915 per person
$915
per person
Jul 2 - Jul 6
found 1 day ago
Roundtrip non-stop flight included
Cincinnati (CVG) to Fort Myers (RSW)
Book a stay at this golf aparthotel in Naples. Enjoy free parking, a golf course, and 2 outdoor pickleball courts. Our guests praise the helpful staff in our reviews. Popular attractions Flamingo Island Course - Lely Resort and Eagle Lakes Community Park are located nearby.
The Lighthouse Resort Inn & Suites
Save 100% on your flight
Price was $1,095, price is now $824 per person
$824
per person
Jul 18 - Jul 25
found 7 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Fort Myers (RSW)
Stay at this hotel in Fort Myers Beach. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Key West Express and Estero Boulevard Beach are located nearby.
Manasota Key Resort
Save 100% on your flight
Price was $1,752, price is now $1,329 per person
$1,329
per person
Jul 15 - Jul 22
found 1 day ago
Roundtrip flight included
Cincinnati (CVG) to Fort Myers (RSW)
Book a stay at this beach hotel in Englewood. Enjoy free WiFi, free parking, and a private beach. Our guests praise the helpful staff in our reviews. Popular attractions Englewood Beach and Stump Pass Beach State Park 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.
Sun, Aug 30 - Thu, Sep 3
CLE
Hopkins Intl.
RSW
Southwest Florida Intl.
$109 Roundtrip, found 7 hours ago
$109
Roundtrip
found 7 hours ago
Sat, Aug 22 - Tue, Sep 1
BOS
Logan Intl.
RSW
Southwest Florida Intl.
$177 Roundtrip, found 8 hours ago
$177
Roundtrip
found 8 hours ago
Tue, Aug 25 - Sun, Sep 6
PHL
Philadelphia Intl.
RSW
Southwest Florida Intl.
$189 Roundtrip, found 2 days ago
$189
Roundtrip
found 2 days ago
Wed, Aug 26 - Tue, Sep 15
DTW
Detroit Metropolitan Wayne County
RSW
Southwest Florida Intl.
$199 Roundtrip, found 3 hours ago
$199
Roundtrip
found 3 hours ago
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