Search Deals onEstero Vacation Packages
Estero Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Olde Marco Island Inn and Suites
Price was $1,703, price is now $1,176 per person
$1,176
per person
Jan 14 - Jan 21
found 22 hours ago
Roundtrip flight included
Hartford (BDL) to Fort Myers (RSW)
Stay at this hotel in Marco Island. Enjoy free WiFi, free parking, and 4 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Tigertail Beach and Marco Beach are located nearby.
Very nice place to stay when visiting Marco Island . 2nd time staying at old Marco inn and suites Nice place, fair price, completely satisfied and will certainly go back again in the future
Reviewed on Oct 27, 2026
The Perry Hotel Naples
Price was $3,006, price is now $1,826 per person
$1,826
per person
Jan 24 - Jan 31
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.
Greta place. We will come back soon.
Reviewed on Nov 1, 2026
LaPlaya Beach & Golf Resort - A Noble House Resort
Price was $5,371, price is now $3,397 per person
$3,397
per person
Jan 24 - Jan 31
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Fort Myers (RSW)
Book a stay at this 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.
The resort is clean and unit. The staff are friendly. The food in the restaurant is delicious. The best part is the ocean view and easy beach access. The only drawback is the parking. You have to do valet parking.
Reviewed on Oct 31, 2026
Southseas
Price was $3,203, price is now $2,090 per person
$2,090
per person
Jan 14 - Jan 21
found 22 hours ago
Roundtrip flight included
Hartford (BDL) to Fort Myers (RSW)
Book a stay at this beach apartment in Marco Island. Enjoy free WiFi, a beach locale, and parking (surcharge). Popular attractions Tigertail Beach and Marco Beach are located nearby.
Blue Sunset by Avantstay Pool + Spa + Fire Table Near Beaches + Naples
Price was $3,322, price is now $2,299 per person
$2,299
per person
Jan 24 - Jan 31
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Fort Myers (RSW)
Stay at this cottage in Bonita Springs. Enjoy free parking, patios, and in-room washers/dryers. Popular attractions Barefoot Beach and Bonita Springs Public Beach are located nearby.
A Peaceful Paradise by Avantstay Screened Pool + Outdoor Kitchen + Fire Table 15 Min to 5th Ave
Price was $2,933, price is now $2,075 per person
$2,075
per person
Jan 11 - Jan 17
found 2 hours ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Stay at this cottage in Naples. Enjoy free parking, patios, and in-room washers/dryers. Popular attractions Fifth Avenue South and Paradise Coast Sports Compex are located nearby.
Margaritaville Beach Resort Fort Myers
Price was $1,941, price is now $1,387 per person
$1,387
per person
Jan 21 - Jan 28
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Book a stay at this beach hotel in Fort Myers Beach. Enjoy free WiFi, a full-service spa, and 4 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Key West Express and Crescent Beach Family Park are located nearby.
The pool is beatiful the staff are very attentive
Reviewed on Nov 2, 2026
Villa Marco Island
Price was $2,953, price is now $2,116 per person
$2,116
per person
Jan 14 - Jan 21
found 22 hours ago
Roundtrip flight included
Hartford (BDL) to Fort Myers (RSW)
Book a stay at this beach villa in Marco Island. Enjoy free WiFi, free parking, and private pools. Popular attractions Marco Beach and South Marco Beach are located nearby.
Very nice, spacious place in a good location on the canal! Lots of room for the 6 of us with room for more. Would definitely stay in this place again!
Reviewed on Apr 8, 2026
Estero Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Estero Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Mon, Jan 11 - Fri, Jan 22
PHL
Philadelphia Intl.
RSW
Southwest Florida Intl.
$80 Roundtrip, found 1 hour ago
$80
Roundtrip
found 1 hour ago
Sun, Dec 13 - Thu, Jan 7
DTW
Detroit Metropolitan Wayne County
RSW
Southwest Florida Intl.
$104 Roundtrip, found 2 hours ago
$104
Roundtrip
found 2 hours ago
Mon, Jan 11 - Fri, Jan 22
TTN
Mercer
RSW
Southwest Florida Intl.
$142 Roundtrip, found 1 hour ago
$142
Roundtrip
found 1 hour ago
Mon, Dec 7 - Mon, Dec 14
ORD
O'Hare Intl.
RSW
Southwest Florida Intl.
$143 Roundtrip, found 3 hours ago
$143
Roundtrip
found 3 hours ago
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