Search Deals onThe Estates Vacation Packages
The Estates Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Inn at the Beach
Venice Island
Save 100% on your flight
Price was $626, price is now $454 per person
$454
per person
Oct 9 - Oct 13
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Fort Myers (RSW)
Stay at this hotel in Venice. Enjoy free breakfast, free WiFi, and daily housekeeping. Our guests praise the breakfast and the pool in our reviews. Popular attractions Venice Beach and Nokomis Beach are located nearby.
Tween Waters Island Resort & Spa
Save 100% on your flight
Price was $1,647, price is now $1,050 per person
$1,050
per person
Oct 14 - Oct 21
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
Book a stay at this beach resort in Captiva. Enjoy free parking, 2 outdoor pools, and a full-service spa. Popular attractions Bowman's Beach and Captiva Beach are located nearby.
Sunsuites Villas At Sunseeker Resort, Curio By Hilton
Save 100% on your flight
Price was $1,166, price is now $778 per person
$778
per person
Oct 10 - Oct 17
found 6 hours ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Book a stay at this spa hotel in Punta Gorda. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Popular attractions Peace River and Bayshore Live Oak Park are located nearby.
Casa Ybel Resort
Mid Island
Save 100% on your flight
Price was $1,208, price is now $824 per person
$824
per person
Oct 19 - Oct 24
found 6 hours ago
Roundtrip non-stop flight included
Boston (BOS) 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 Bowman's Beach are located nearby.
The Perry Hotel Naples
Price was $1,114, price is now $793 per person
$793
per person
Oct 9 - Oct 13
found 1 day ago
Roundtrip 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 Delnor-Wiggins Pass State Park and Vanderbilt Beach are located nearby.
Landing Furnished Apartments minutes from Downtown Fort Myers
Hancock
Save 100% on your flight
Price was $1,021, price is now $729 per person
$729
per person
Oct 14 - Oct 21
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
Stay at this apartment in North Fort Myers. Enjoy an outdoor pool, a fitness center, and an in-room coffeemaker. Popular attractions Art of the Olympians Museum and Caloosa Sound Amphitheater are located nearby.
The Suites at Fishermen’s Village
Punta Gorda Isles
Price was $1,089, price is now $783 per person
$783
per person
Oct 15 - Oct 20
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) 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.
Landing Furnished Apartments - Naples, FL
Save 100% on your flight
Price was $1,365, price is now $1,008 per person
$1,008
per person
Oct 23 - Oct 30
found 21 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
Book a stay at this business-friendly apartment in Naples. Enjoy free WiFi, a rooftop terrace, and a fitness center. Popular attractions Fifth Avenue South and Naples Beach 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 ...
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 ...
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
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 ...
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 ...
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 ...
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 ...
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 ...
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.
Sat, Jan 23 - Sat, Feb 6
PSM
Portsmouth Intl.
RSW
Southwest Florida Intl.
$142 Roundtrip, found 4 days ago
$142
Roundtrip
found 4 days ago
Fri, Sep 25 - Fri, Oct 9
CLE
Hopkins Intl.
RSW
Southwest Florida Intl.
$151 Roundtrip, found 1 hour ago
$151
Roundtrip
found 1 hour ago
Thu, Nov 26 - Sun, Dec 13
DTW
Detroit Metropolitan Wayne County
RSW
Southwest Florida Intl.
$166 Roundtrip, found 1 hour ago
$166
Roundtrip
found 1 hour ago
Sun, Dec 6 - Sun, Dec 13
ORD
O'Hare Intl.
RSW
Southwest Florida Intl.
$180 Roundtrip, found 10 hours ago
$180
Roundtrip
found 10 hours ago
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