Estero Island Vacation Packages for 2025

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Top Hotel Deals

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
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 Times Square ...
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
Stay at this 4-star 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 ...
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
Stay at this 4-star 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
4.56 km from city center
Stay at this 3-star hotel in Fort Myers Beach. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the bar in our reviews. Popular ...
DiamondHead Beach Resort

DiamondHead Beach Resort

3.5 out of 5
2000 Estero Blvd, Fort Myers Beach, FL
3.7 km from city center
Stay at this 3.5-star 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 ...
Edison Beach House

Edison Beach House

3.5 out of 5
830 Estero Blvd., Fort Myers Beach, FL
4.89 km from city center
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 ...
Casa Playa Beach Resort

Casa Playa Beach Resort

2 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 ...
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
Stay at this 3.5-star beach aparthotel in Fort Myers Beach. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Key West Express and Bonita ...
Matanzas Inn Bayside Resort and Marina

Matanzas Inn Bayside Resort and Marina

3 out of 5
414 Crescent Street, Fort Myers Beach, FL
4.63 km from city center
Stay at this 3-star hotel in Fort Myers Beach. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff and the clean rooms ...
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 3-star 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 ...
Pointe Estero

Pointe Estero

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 fitness center. Popular attractions Key West Express and Bonita ...
Gullwing

Gullwing

3.5 out of 5
6620 Estero Blvd, Fort Myers Beach, FL
1.81 km from city center
Stay at this 3.5-star beach condo in Fort Myers Beach. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Key West Express and Bonita Springs ...
Flamingo Inn

Flamingo Inn

3 out of 5
6090 Estero Blvd, Fort Myers Beach, FL
1.24 km from city center
Stay at this 3-star golf apartment in Fort Myers Beach. Enjoy free WiFi, free parking, and a garden. Our guests praise the property condition in our reviews. ...
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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.

Spirit Airlines
Tue, Oct 21 - Tue, Oct 28
DTW
Detroit Metropolitan Wayne County
RSW
Southwest Florida Intl.
$130 Roundtrip, found 7 hours ago
$130
Roundtrip
found 7 hours ago
Select Spirit Airlines flight, departing Tue, Oct 21 from Detroit Metropolitan Wayne County to Southwest Florida Intl., returning Tue, Oct 28, priced at $130 found 7 hours ago
JetBlue Airways
Tue, Jul 29 - Sat, Aug 2
EWR
Newark Liberty Intl. Airport
RSW
Southwest Florida Intl.
$147 Roundtrip, found 10 hours ago
$147
Roundtrip
found 10 hours ago
Select JetBlue Airways flight, departing Tue, Jul 29 from Newark Liberty Intl. Airport to Southwest Florida Intl., returning Sat, Aug 2, priced at $147 found 10 hours ago
Spirit Airlines
Thu, Jun 26 - Fri, Jul 4
ORD
O'Hare Intl.
RSW
Southwest Florida Intl.
$150 Roundtrip, found 6 days ago
$150
Roundtrip
found 6 days ago
Select Spirit Airlines flight, departing Thu, Jun 26 from O'Hare Intl. to Southwest Florida Intl., returning Fri, Jul 4, priced at $150 found 6 days ago
Frontier Airlines
Wed, Aug 27 - Sat, Sep 6
CLE
Hopkins Intl.
RSW
Southwest Florida Intl.
$177 Roundtrip, found 5 days ago
$177
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Wed, Aug 27 from Hopkins Intl. to Southwest Florida Intl., returning Sat, Sep 6, priced at $177 found 5 days ago