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 $796, price is now $408 per person
$408
per person
Nov 5 - Nov 12
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Fort Myers (RSW)
Stay at this 3-star 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 Barbara B Mann Hall and Bell Tower Shops are located nearby.

The Perry Hotel Naples
Price was $1,280, price is now $598 per person
$598
per person
Nov 5 - Nov 12
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
Stay at this 4.5-star luxury hotel in Naples. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Popular attractions Vanderbilt Beach and Barefoot Beach are located nearby.

LaPlaya Beach & Golf Resort - A Noble House Resort
Vanderbilt Beach
Save 100% on your flight
Price was $3,286, price is now $1,841 per person
$1,841
per person
Nov 5 - Nov 12
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) 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
Price was $3,066, price is now $1,831 per person
$1,831
per person
Nov 5 - Nov 12
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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.

Home2 Suites Naples I-75 Pine Ridge Road, FL
Save 100% on your flight
Price was $1,010, price is now $640 per person
$640
per person
Nov 5 - Nov 12
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
Stay at this 3-star 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 Naples Zoo at Caribbean Gardens and Vanderbilt Beach are located nearby.

Casa Playa Beach Resort
Save 100% on your flight
Price was $1,287, price is now $840 per person
$840
per person
Nov 5 - Nov 12
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Fort Myers (RSW)
Book a stay at this beach resort in Fort Myers Beach. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Key West Express and Lynn Hall Memorial Park are located nearby.

Embassy Suites by Hilton Fort Myers Estero
Save 100% on your flight
Price was $1,030, price is now $677 per person
$677
per person
Nov 5 - Nov 12
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Fort Myers (RSW)
Stay at this 3.5-star business-friendly hotel in Estero. Enjoy free breakfast, free WiFi, and room service. Our guests praise the breakfast and the pool in our reviews. Popular attractions Hertz Arena and Coconut Point Mall are located nearby.

Bellasera Resort
Old Naples
Save 100% on your flight
Price was $2,873, price is now $1,889 per person
$1,889
per person
Nov 5 - Nov 12
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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.
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. ...

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 ...
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 ...

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. ...

JW Marriott Marco Island Beach Resort
400 S Collier Blvd, Marco Island, FL
Stay at this 4-star 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 ...

Bayfront Inn Fifth Avenue
1221 5th Ave S, Naples, FL
Stay at this 3.5-star business-friendly hotel in Naples. Enjoy free WiFi, free parking, and a marina. Our guests praise the restaurant and the bar in our reviews. ...

AC Hotel by Marriott Naples 5th Avenue
455 12th Street South, Naples, FL
Stay at this 4-star business-friendly hotel in Naples. Enjoy free WiFi, breakfast (surcharge), and parking (surcharge). Our guests praise the helpful staff in ...
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, Jan 21 - Fri, Jan 23
ORD
O'Hare Intl.
RSW
Southwest Florida Intl.
$120 Roundtrip, found 13 hours ago
$120
Roundtrip
found 13 hours ago

Tue, Nov 11 - Tue, Nov 18
EWR
Newark Liberty Intl. Airport
RSW
Southwest Florida Intl.
$127 Roundtrip, found 1 day ago
$127
Roundtrip
found 1 day ago

Sun, Oct 5 - Thu, Oct 9
PHL
Philadelphia Intl.
RSW
Southwest Florida Intl.
$132 Roundtrip, found 3 days ago
$132
Roundtrip
found 3 days ago

Mon, Oct 6 - Fri, Oct 10
CLE
Hopkins Intl.
RSW
Southwest Florida Intl.
$134 Roundtrip, found 1 day ago
$134
Roundtrip
found 1 day ago
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