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 Estero Boulevard ...
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 3 restaurants. Our guests praise the breakfast and the pool ...
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. ...
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 Estero Boulevard ...
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 Estero Boulevard Beach and Key West ...
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 parking, a beach locale, and daily housekeeping. Our guests praise the helpful staff and ...
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 Estero Boulevard Beach and Key ...
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 ...
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 Estero Boulevard ...
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 Estero Boulevard ...
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 ...
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 ...
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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
Wed, Jun 24 - Tue, Jul 14
CLE
Hopkins Intl.
RSW
Southwest Florida Intl.
$103 Roundtrip, found 2 days ago
$103
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Wed, Jun 24 from Hopkins Intl. to Southwest Florida Intl., returning Tue, Jul 14, priced at $103 found 2 days ago
United
Sat, Jul 11 - Thu, Jul 16
EWR
Newark Liberty Intl. Airport
RSW
Southwest Florida Intl.
$217 Roundtrip, found 1 day ago
$217
Roundtrip
found 1 day ago
Select United flight, departing Sat, Jul 11 from Newark Liberty Intl. Airport to Southwest Florida Intl., returning Thu, Jul 16, priced at $217 found 1 day ago
Delta
Fri, May 29 - Sat, Jun 6
BOS
Logan Intl.
RSW
Southwest Florida Intl.
$227 Roundtrip, just found
$227
Roundtrip
just found
Select Delta flight, departing Fri, May 29 from Logan Intl. to Southwest Florida Intl., returning Sat, Jun 6, priced at $227 just found
American Airlines
Sat, Sep 12 - Wed, Sep 16
DTW
Detroit Metropolitan Wayne County
RSW
Southwest Florida Intl.
$269 Roundtrip, found 4 days ago
$269
Roundtrip
found 4 days ago
Select American Airlines flight, departing Sat, Sep 12 from Detroit Metropolitan Wayne County to Southwest Florida Intl., returning Wed, Sep 16, priced at $269 found 4 days ago
Sun Country Airlines
Sat, Jun 20 - Sat, Jun 27
MSP
Minneapolis - St. Paul Intl.
RSW
Southwest Florida Intl.
$287 Roundtrip, found 21 hours ago
$287
Roundtrip
found 21 hours ago
Select Sun Country Airlines flight, departing Sat, Jun 20 from Minneapolis - St. Paul Intl. to Southwest Florida Intl., returning Sat, Jun 27, priced at $287 found 21 hours ago