Search Deals onThe Estates Vacation Packages
The Estates Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Hilton Garden Inn Ft Myers
Villas
Save 100% on your flight
Price was $873, price is now $580 per person
$580
per person
Mar 5 - Mar 9
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Fort Myers (RSW)
Book a stay at this business-friendly hotel in Fort Myers. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Edison Mall and Barbara B Mann Hall are located nearby.
The Suites at Fishermen’s Village- 2 Bedroom Suites
Punta Gorda Isles
Save 100% on your flight
Price was $1,869, price is now $1,128 per person
$1,128
per person
Mar 14 - Mar 21
found 21 hours ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Stay at this condo in Punta Gorda. Enjoy free WiFi, free parking, and a marina. 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.
The Perry Hotel Naples
Save 100% on your flight
Price was $2,549, price is now $1,606 per person
$1,606
per person
Mar 18 - Mar 24
found 1 day ago
Roundtrip flight included
Hartford (BDL) 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.
Tween Waters Island Resort & Spa
Save 100% on your flight
Price was $1,033, price is now $670 per person
$670
per person
Mar 23 - Mar 27
found 1 day ago
Roundtrip 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 Captiva Beach and Captiva Chapel By the Sea are located nearby.
Wyvern Hotel, an Ascend Collection Hotel
Downtown Punta Gorda
Save 100% on your flight
Price was $1,527, price is now $1,049 per person
$1,049
per person
Mar 14 - Mar 21
found 21 hours ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Book a stay at this luxury hotel 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 A. C. Freeman House and Gilchrist Park are located nearby.
Naples Grande Beach Resort
Pelican Bay
Save 100% on your flight
Price was $2,836, price is now $1,994 per person
$1,994
per person
Mar 5 - Mar 9
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Fort Myers (RSW)
Book a stay at this luxury resort in Naples. Enjoy 3 outdoor pools, a full-service spa, and 4 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Vanderbilt Beach and Naples Zoo at Caribbean Gardens are located nearby.
Hampton Inn & Suites Fort Myers - Colonial Blvd
Save 100% on your flight
Price was $966, price is now $679 per person
$679
per person
Mar 5 - Mar 9
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Fort Myers (RSW)
Book a stay at this business-friendly hotel in Fort Myers. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Edison Mall and JetBlue Park at Fenway South are located nearby.
Innovation Hotel
Save 100% on your flight
Price was $2,159, price is now $1,533 per person
$1,533
per person
Mar 5 - Mar 12
found 2 hours ago
Roundtrip non-stop flight included
Hartford (BDL) to Fort Myers (RSW)
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 in our reviews. Popular attractions Vanderbilt Beach and Barefoot 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
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 ...
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 ...
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 ...
Save an average of 15% on thousands of hotels when you're signed in
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 ...
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 ...
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. ...
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. ...
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.
Tue, Feb 24 - Wed, Mar 4
ORD
O'Hare Intl.
RSW
Southwest Florida Intl.
$59 Roundtrip, found 6 hours ago
$59
Roundtrip
found 6 hours ago
Tue, Feb 24 - Tue, Mar 3
BOS
Logan Intl.
RSW
Southwest Florida Intl.
$98 Roundtrip, found 6 hours ago
$98
Roundtrip
found 6 hours ago
Tue, Feb 17 - Thu, Feb 19
CLE
Hopkins Intl.
RSW
Southwest Florida Intl.
$98 Roundtrip, found 4 hours ago
$98
Roundtrip
found 4 hours ago
Mon, Feb 16 - Fri, Feb 20
PHL
Philadelphia Intl.
RSW
Southwest Florida Intl.
$98 Roundtrip, found 6 hours ago
$98
Roundtrip
found 6 hours ago
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