The Estates Vacation Packages for 2026
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
The Estates Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
The Lighthouse Resort Inn & Suites
Price was $749, price is now $541 per person
$541
per person
May 30 - Jun 3
found 11 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) 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.
Matanzas Inn Bayside Resort and Marina
Save 100% on your flight
Price was $801, price is now $552 per person
$552
per person
May 30 - Jun 3
found 11 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) 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.
Mariners Boathouse by Coolvacay
South Island
Save 100% on your flight
Price was $846, price is now $600 per person
$600
per person
May 30 - Jun 3
found 11 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Fort Myers (RSW)
Book a stay at this beach condo in Fort Myers Beach. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Key West Express and Estero Boulevard Beach are located nearby.
Hyatt Vacation Club at Coconut Cove, Bonita Springs
Save 100% on your flight
Price was $910, price is now $668 per person
$668
per person
May 30 - Jun 3
found 11 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Fort Myers (RSW)
Book a stay at this golf hotel 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.
Casa Playa Beach Resort
Save 100% on your flight
Price was $968, price is now $716 per person
$716
per person
May 30 - Jun 3
found 11 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) 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 Estero Boulevard Beach are located nearby.
South Seas
Save 100% on your flight
Price was $1,276, price is now $952 per person
$952
per person
May 30 - Jun 3
found 11 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Fort Myers (RSW)
Book a stay at this beach resort in Captiva. Enjoy 3 outdoor pools, 5 restaurants, and a private beach. Popular attractions North Captiva Island Beach and Jungle Drums are located nearby.
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Hilton Marco Island Beach Resort and Spa
560 S Collier Blvd Marco Island FL
2.69 km from The Estates
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
28.26 km from The Estates
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 ...
La Quinta Inn & Suites by Wyndham Naples Downtown
1555 5th Ave S Naples FL
26.2 km from The Estates
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
26.57 km from The Estates
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. ...
Inn on Fifth
699 5th Ave S Naples FL
26.96 km from The Estates
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. ...
Marco Beach Ocean Suites
480 S Collier Blvd Marco Island FL
2.86 km from The Estates
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 ...
Naples Bay Resort & Marina
1500 Fifth Ave S Naples FL
26.32 km from The Estates
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 ...
Bayfront Inn Fifth Avenue
1221 5th Ave S Naples FL
26.88 km from The Estates
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 ...
JW Marriott Marco Island Beach Resort
400 S Collier Blvd Marco Island FL
3.09 km from The Estates
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 Garden Inn
2630 Tamiami Trail North Naples FL
30.93 km from The Estates
Stay at this hotel in Naples. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions ...
Edgewater Beach Hotel
1901 Gulf Shore Blvd N Naples FL
30.22 km from The Estates
Book a stay at this beach hotel in Naples. Enjoy free parking, 2 outdoor pools, and 2 restaurants. Our guests praise the helpful staff in our reviews. Popular ...
Gulfcoast Inn Naples
2555 N. Tamiami Trail Naples FL
30.88 km from The Estates
Stay at this hotel in Naples. Enjoy free breakfast, free WiFi, and 3 restaurants. Our guests praise the pool and the restaurant in our reviews. Popular attractions ...
Holiday Inn Express Hotel Naples Downtown - 5th Avenue
Naples FL
26.2 km from The Estates
Book a stay at this golf hotel in Naples. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. ...
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
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Wed, May 6 - Fri, May 15
CLE
Hopkins Intl.
RSW
Southwest Florida Intl.
$98 Roundtrip, found 6 days ago
$98
Roundtrip
found 6 days ago
Tue, May 12 - Fri, May 15
BOS
Logan Intl.
RSW
Southwest Florida Intl.
$197 Roundtrip, found 17 hours ago
$197
Roundtrip
found 17 hours ago
Wed, May 13 - Tue, May 19
BOS
Logan Intl.
RSW
Southwest Florida Intl.
$207 Roundtrip, found 3 days ago
$207
Roundtrip
found 3 days ago
Wed, May 13 - Tue, May 19
BOS
Logan Intl.
RSW
Southwest Florida Intl.
$217 Roundtrip, found 3 days ago
$217
Roundtrip
found 3 days ago
Wed, May 13 - Tue, May 19
BOS
Logan Intl.
RSW
Southwest Florida Intl.
$217 Roundtrip, found 3 days ago
$217
Roundtrip
found 3 days ago