Estero Island Vacation Packages for 2025

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Estero Island Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
Hilton Garden Inn Ft Myers

Hilton Garden Inn Ft Myers

3 out of 5
Villas
Save 100% on your flight
per person
Oct 18 - Oct 25
found 7 hours ago
Roundtrip non-stop flight included
Baltimore (BWI) to Fort Myers (RSW)
Stay at this 3-star business-friendly hotel in Fort Myers. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Edison Mall and Barbara B Mann Hall are located nearby.

Edison Beach House

Edison Beach House

3.5 out of 5
Save 100% on your flight
per person
Oct 18 - Oct 25
found 7 hours ago
Roundtrip non-stop flight included
Baltimore (BWI) to Fort Myers (RSW)
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 the clean rooms in our reviews. Popular attractions Key West Express and Times Square are located nearby.

Hyatt Vacation Club at Coconut Cove, Bonita Springs

Hyatt Vacation Club at Coconut Cove, Bonita Springs

4 out of 5
Save 100% on your flight
per person
Oct 18 - Oct 25
found 7 hours ago
Roundtrip non-stop flight included
Baltimore (BWI) to Fort Myers (RSW)
Stay at this 4-star eco-certified aparthotel 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.

Inn on Fifth

Inn on Fifth

4 out of 5
Old Naples
Save 100% on your flight
per person
Oct 18 - Oct 25
found 9 hours ago
Roundtrip non-stop flight included
Baltimore (BWI) to Fort Myers (RSW)
Stay at this 4-star spa hotel in Naples. Enjoy a full-service spa, a rooftop terrace, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Fifth Avenue South and Naples Pier are located nearby.

Casa Playa Beach Resort

Casa Playa Beach Resort

2 out of 5
Save 100% on your flight
per person
Oct 18 - Oct 25
found 7 hours ago
Roundtrip non-stop flight included
Baltimore (BWI) 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 Lynn Hall Memorial Park are located nearby.

Lani Kai Beachfront Resort

Lani Kai Beachfront Resort

3.5 out of 5
Save 100% on your flight
per person
Oct 18 - Oct 25
found 7 hours ago
Roundtrip non-stop flight included
Baltimore (BWI) to Fort Myers (RSW)
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 Crescent Beach Family Park are located nearby.

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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 Crescent ...
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 ...
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 ...
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 ...
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 ...
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 ...
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 ...
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 ...
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 ...
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 ...
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 garden. 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. ...
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 ...
Carribean Beach Club

Carribean Beach Club

2.5 out of 5
7600 Estero Blvd, Fort Myers Beach, FL
3.07 km from city center
Stay at this condo in Fort Myers Beach. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Key West Express and Bonita Springs Public Beach ...
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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
Fri, Sep 19 - Fri, Sep 26
ORD
O'Hare Intl.
RSW
Southwest Florida Intl.
$80 Roundtrip, found 1 day ago
$80
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Fri, Sep 19 from O'Hare Intl. to Southwest Florida Intl., returning Fri, Sep 26, priced at $80 found 1 day ago
JetBlue Airways
Tue, Sep 9 - Tue, Sep 23
BOS
Logan Intl.
RSW
Southwest Florida Intl.
$127 Roundtrip, found 2 days ago
$127
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Tue, Sep 9 from Logan Intl. to Southwest Florida Intl., returning Tue, Sep 23, priced at $127 found 2 days ago
Delta
Sat, Sep 13 - Tue, Sep 23
BOS
Logan Intl.
RSW
Southwest Florida Intl.
$127 Roundtrip, found 2 days ago
$127
Roundtrip
found 2 days ago
Select Delta flight, departing Sat, Sep 13 from Logan Intl. to Southwest Florida Intl., returning Tue, Sep 23, priced at $127 found 2 days ago
United
Fri, Sep 19 - Fri, Sep 26
ORD
O'Hare Intl.
RSW
Southwest Florida Intl.
$132 Roundtrip, found 1 day ago
$132
Roundtrip
found 1 day ago
Select United flight, departing Fri, Sep 19 from O'Hare Intl. to Southwest Florida Intl., returning Fri, Sep 26, priced at $132 found 1 day ago
Frontier Airlines
Tue, Aug 5 - Thu, Aug 21
CLE
Hopkins Intl.
RSW
Southwest Florida Intl.
$169 Roundtrip, found 5 days ago
$169
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Tue, Aug 5 from Hopkins Intl. to Southwest Florida Intl., returning Thu, Aug 21, priced at $169 found 5 days ago