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
Price was $1,019, price is now $456 per person
$456
per person
Oct 20 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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.
Inn on Fifth
Old Naples
Price was $1,920, price is now $932 per person
$932
per person
Oct 17 - Oct 24
found 22 hours ago
Roundtrip 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.
LaPlaya Beach & Golf Resort - A Noble House Resort
Vanderbilt Beach
Price was $2,524, price is now $1,298 per person
$1,298
per person
Oct 25 - Nov 1
found 19 hours ago
Roundtrip non-stop flight included
Boston (BOS) 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.
Hyatt Vacation Club at Coconut Cove, Bonita Springs
Save 100% on your flight
Price was $1,107, price is now $677 per person
$677
per person
Oct 20 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
Stay at this 4-star eco-certified aparthotel in Bonita Springs. Enjoy free WiFi, free parking, and 3 outdoor pools. Popular attractions Coconut Point Mall and Bonita Springs Public Beach are located nearby.
Edison Beach House
Save 100% on your flight
Price was $1,437, price is now $878 per person
$878
per person
Nov 1 - Nov 8
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Stay at this 3.5-star beach aparthotel in Fort Myers Beach. Enjoy free parking, a beach locale, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Key West Express and Times Square are located nearby.
Embassy Suites by Hilton Fort Myers Estero
Save 100% on your flight
Price was $1,146, price is now $701 per person
$701
per person
Oct 20 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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.
Lani Kai Beachfront Resort
Save 100% on your flight
Price was $1,329, price is now $821 per person
$821
per person
Oct 20 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
Stay at this 3.5-star beach hotel in Fort Myers Beach. Enjoy free WiFi, an outdoor pool, and a beach locale. Popular attractions Key West Express and Crescent Beach Family Park are located nearby.
Naples Grande Beach Resort
Park Shore
Save 100% on your flight
Price was $1,760, price is now $1,120 per person
$1,120
per person
Oct 25 - Nov 1
found 19 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
Stay at this 4.5-star 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.
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
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. ...
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
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.
Tue, Jan 13 - Wed, Jan 21
ORD
O'Hare Intl.
RSW
Southwest Florida Intl.
$110 Roundtrip, found 11 hours ago
$110
Roundtrip
found 11 hours ago
Wed, Jan 21 - Wed, Jan 28
PSM
Portsmouth Intl.
RSW
Southwest Florida Intl.
$112 Roundtrip, found 4 days ago
$112
Roundtrip
found 4 days ago
Tue, Nov 11 - Tue, Nov 18
EWR
Newark Liberty Intl. Airport
RSW
Southwest Florida Intl.
$127 Roundtrip, found 5 hours ago
$127
Roundtrip
found 5 hours ago
Wed, Oct 29 - Wed, Nov 12
BOS
Logan Intl.
RSW
Southwest Florida Intl.
$140 Roundtrip, found 7 hours ago
$140
Roundtrip
found 7 hours ago
Discover Other Travel Deals
- Otter Mound Preserve Vacations
- Everglades National Park Vacations
- Naples Beach Vacations
- Fifth Avenue South Vacations
- Naples Pier Vacations
- Naples Zoo at Caribbean Gardens Vacations
- South Marco Beach Vacations
- Tin City Vacations
- Tigertail Beach Vacations
- Lowdermilk Beach Park Vacations
- Hideaway Beach Vacations
