Estero Island Vacation Packages for 2026

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Top Hotel Deals

Margaritaville Beach Resort Fort Myers

Margaritaville Beach Resort Fort Myers

4 out of 5
251 Crescent Street Fort Myers Beach FL
4.42 km from city center
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 ...
Lani Kai Beachfront Resort

Lani Kai Beachfront Resort

3.5 out of 5
1400 Estero Blvd Fort Myers Beach FL
4.17 km from city center
Book a stay at this beach hotel in Fort Myers Beach. Enjoy free WiFi, 3 restaurants, and a beach locale. Popular attractions Key West Express and Crescent Beach ...
The Lighthouse Resort Inn & Suites

The Lighthouse Resort Inn & Suites

3 out of 5
1051 5th St Fort Myers Beach FL
4.57 km from city center
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. ...
Pink Shell Beach Resort and Marina

Pink Shell Beach Resort and Marina

4 out of 5
275 Estero Blvd Fort Myers Beach FL
5.85 km from city center
Book a stay at this beach resort in Fort Myers Beach. Enjoy free breakfast, 3 outdoor pools, and a full-service spa. Our guests praise the breakfast and the ...
DiamondHead Beach Resort

DiamondHead Beach Resort

3.5 out of 5
2000 Estero Blvd Fort Myers Beach FL
3.7 km from city center
Book a stay at this beach resort in Fort Myers Beach. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the pool and the helpful staff in ...
The Bay Inn at Lani Kai

The Bay Inn at Lani Kai

3 out of 5
1401 Estero Blvd Fort Myers Beach FL
4.22 km from city center
Book a stay at this beach hotel in Fort Myers Beach. Enjoy free WiFi, 3 restaurants, and 6 bars/lounges. Popular attractions Key West Express and Crescent Beach ...
Edison Beach House

Edison Beach House

3.5 out of 5
830 Estero Blvd. Fort Myers Beach FL
4.89 km from city center
Book a stay at this beach aparthotel in Fort Myers Beach. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Matanzas Inn Bayside Resort and Marina

Matanzas Inn Bayside Resort and Marina

3 out of 5
414 Crescent Street Fort Myers Beach FL
4.64 km from city center
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 ...
Pointe Estero Beach Resort

Pointe Estero Beach Resort

2 out of 5
6640 Estero Blvd Fort Myers Beach FL
1.85 km from city center
Book a stay at this beach hotel in Fort Myers Beach. Enjoy free parking, a beach locale, and a garden. Popular attractions Key West Express and Bonita Springs ...
Best Western Plus Beach Resort

Best Western Plus Beach Resort

2.5 out of 5
684 Estero Boulevard Fort Myers Beach FL
5.16 km from city center
Book a stay at this beach hotel in Fort Myers Beach. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Key West Express and Lynn Hall Memorial ...
GullWing Beach Resort

GullWing Beach Resort

3.5 out of 5
6620 Estero Blvd Fort Myers Beach FL
1.81 km from city center
Book a stay at this beach aparthotel in Fort Myers Beach. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Key West Express and Bonita ...
Casa Playa Beach Resort

Casa Playa Beach Resort

2.5 out of 5
510 Estero Blvd Fort Myers Beach FL
5.45 km from city center
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 ...
Flamingo Inn

Flamingo Inn

3 out of 5
6090 Estero Blvd Fort Myers Beach FL
1.24 km from city center
Stay at this apartment in Fort Myers Beach. Enjoy free WiFi, free parking, and a picnic area. Our guests praise the property condition in our reviews. Popular ...
Harbour House At The Inn

Harbour House At The Inn

3 out of 5
450 Old San Carlos Blvd Fort Myers Beach FL
4.73 km from city center
Stay at this hotel in Fort Myers Beach. Enjoy free WiFi, a marina, and a business center. Our guests praise the clean rooms in our reviews. Popular attractions ...
Windward Passage Resort

Windward Passage Resort

2 out of 5
418 Estero Blvd Fort Myers Beach FL
5.61 km from city center
Book a stay at this beach hotel in Fort Myers Beach. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Key West Express and Lynn Hall Memorial ...
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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.

Frontier Airlines
Thu, Jan 21 - Tue, Jan 26
DTW
Detroit Metropolitan Wayne County
RSW
Southwest Florida Intl.
$98 Roundtrip, found 14 hours ago
$98
Roundtrip
found 14 hours ago
Select Frontier Airlines flight, departing Thu, Jan 21 from Detroit Metropolitan Wayne County to Southwest Florida Intl., returning Tue, Jan 26, priced at $98 found 14 hours ago
Breeze Airways
Mon, Jan 11 - Fri, Jan 22
TTN
Mercer
RSW
Southwest Florida Intl.
$142 Roundtrip, found 13 hours ago
$142
Roundtrip
found 13 hours ago
Select Breeze Airways flight, departing Mon, Jan 11 from Mercer to Southwest Florida Intl., returning Fri, Jan 22, priced at $142 found 13 hours ago
Delta
Thu, Jan 21 - Tue, Jan 26
DTW
Detroit Metropolitan Wayne County
RSW
Southwest Florida Intl.
$199 Roundtrip, found 14 hours ago
$199
Roundtrip
found 14 hours ago
Select Delta flight, departing Thu, Jan 21 from Detroit Metropolitan Wayne County to Southwest Florida Intl., returning Tue, Jan 26, priced at $199 found 14 hours ago
Sun Country Airlines
Sun, Jan 17 - Sun, Jan 24
MKE
General Mitchell Intl.
RSW
Southwest Florida Intl.
$218 Roundtrip, found 14 hours ago
$218
Roundtrip
found 14 hours ago
Select Sun Country Airlines flight, departing Sun, Jan 17 from General Mitchell Intl. to Southwest Florida Intl., returning Sun, Jan 24, priced at $218 found 14 hours ago
Southwest Airlines
Sat, Feb 20 - Sat, Feb 27
DTW
Detroit Metropolitan Wayne County
RSW
Southwest Florida Intl.
$229 Roundtrip, found 15 hours ago
$229
Roundtrip
found 15 hours ago
Select Southwest Airlines flight, departing Sat, Feb 20 from Detroit Metropolitan Wayne County to Southwest Florida Intl., returning Sat, Feb 27, priced at $229 found 15 hours ago