Estero Vacations

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Estero Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
Latitude 26 Waterfront Resort & Marina

Latitude 26 Waterfront Resort & Marina

$857
per person
Oct 29 - Nov 5
found 6 hours ago
Roundtrip non-stop flight included
Appleton (ATW) to Fort Myers (RSW)
Stay at this motel in Fort Myers Beach. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Key West Express and Estero Boulevard Beach are located nearby.
Mariners Boathouse by Coolvacay

Mariners Boathouse by Coolvacay

South Island
Save 100% on your flight
$1,010
per person
Oct 29 - Nov 5
found 6 hours ago
Roundtrip non-stop flight included
Appleton (ATW) to Fort Myers (RSW)
Book a stay at this beach condo in Fort Myers Beach. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Key West Express and Estero Boulevard Beach are located nearby.
Very nice place, our 2nd time here and we still love it

Reviewed on Sep 7, 2026

THE Palmview AND Sandpiper Inns

THE Palmview AND Sandpiper Inns

Mid Island
$970
per person
Oct 29 - Nov 5
found 6 hours ago
Roundtrip non-stop flight included
Appleton (ATW) to Fort Myers (RSW)
Stay at this motel in Sanibel. Enjoy free WiFi, free parking, and in-room massages. Popular attractions Sanibel Island Southern Beach and Sanibel Island Golf Club are located nearby.
GullWing Beach Resort

GullWing Beach Resort

South Island
Save 100% on your flight
$1,184
per person
Oct 29 - Nov 5
found 6 hours ago
Roundtrip non-stop flight included
Appleton (ATW) to Fort Myers (RSW)
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 Estero Boulevard Beach are located nearby.
Great time

Reviewed on Sep 17, 2026

Matanzas Inn Bayside Resort and Marina

Matanzas Inn Bayside Resort and Marina

$911
per person
Oct 29 - Nov 5
found 6 hours ago
Roundtrip non-stop flight included
Appleton (ATW) to Fort Myers (RSW)
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 reviews. Popular attractions Key West Express and Estero Boulevard Beach are located nearby.
We stayed one night but will definitely be back for a longer stay. Everyone was helpful and friendly. I loved that there was free parking and an ice machine! Our room was clean and roomy.

Reviewed on Sep 14, 2026

Sundial Beach Resort & Spa

Sundial Beach Resort & Spa

Mid Island
Save 100% on your flight
$1,708
per person
Oct 29 - Nov 5
found 6 hours ago
Roundtrip non-stop flight included
Appleton (ATW) to Fort Myers (RSW)
Book a stay at this luxury aparthotel in Sanibel. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the property condition in our reviews. Popular attractions Sanibel Island Southern Beach and Sanibel Island Golf Club are located nearby.
Sundial Resort is the best place to stay on Sanibel! We have been there numerous times, and also stayed in other resorts and condos on Sanibel and Captive, but Sundial has the best vibe, family entertainment and great food!

Reviewed on Sep 15, 2026

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Top Hotel Deals

Embassy Suites by Hilton Fort Myers Estero

Embassy Suites by Hilton Fort Myers Estero

10450 Corkscrew Commons Dr Estero FL
2.56 km from city center
Book a stay at this business-friendly hotel in Estero. Enjoy free breakfast, free WiFi, and room service. Our guests praise the breakfast and the pool in our ...
Hyatt Place Fort Myers Estero

Hyatt Place Fort Myers Estero

23120 Via Villagio Estero FL
3.94 km from city center
Book a stay at this business-friendly hotel in Estero. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
Baymont by Wyndham Fort Myers Central

Baymont by Wyndham Fort Myers Central

4850 S Cleveland Ave Fort Myers FL
18.13 km from city center
Book a stay at this business-friendly hotel in Fort Myers. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Margaritaville Beach Resort Fort Myers

Margaritaville Beach Resort Fort Myers

251 Crescent Street Fort Myers Beach FL
14.74 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

1400 Estero Blvd Fort Myers Beach FL
14.51 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 ...
La Quinta Inn & Suites by Wyndham Naples Downtown

La Quinta Inn & Suites by Wyndham Naples Downtown

1555 5th Ave S Naples FL
33.36 km from city center
Book a stay at this business-friendly hotel in Naples. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Sanibel Island Beach Resort

Sanibel Island Beach Resort

1231 Middle Gulf Dr Sanibel FL
23.91 km from city center
Book a stay at this beach hotel in Sanibel. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the pool and the restaurant in our reviews. ...
Hyatt Vacation Club at Coconut Cove, Bonita Springs

Hyatt Vacation Club at Coconut Cove, Bonita Springs

11800 Coconut Cove Drive Bonita Springs FL
4.57 km from city center
Book a stay at this golf hotel in Bonita Springs. Enjoy free WiFi, free parking, and 3 outdoor pools. Popular attractions Bonita Springs Public Beach and Hertz ...
The Perry Hotel Naples

The Perry Hotel Naples

12155 Tamiami Trail N Naples FL
17.46 km from city center
Book a stay at this luxury hotel in Naples. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Popular attractions Delnor-Wiggins Pass State Park and Vanderbilt ...
Hyatt House Naples/5th Avenue

Hyatt House Naples/5th Avenue

1345 5th Avenue South Naples FL
33.07 km from city center
Book a stay at this business-friendly hotel in Naples. Enjoy free breakfast, free WiFi, and a marina. Our guests praise the breakfast and the pool in our reviews. ...
Marriott Sanibel Harbour Resort & Spa

Marriott Sanibel Harbour Resort & Spa

17260 Harbour Pointe Dr Fort Myers FL
21.15 km from city center
Book a stay at this spa resort in Fort Myers. Enjoy 3 outdoor pools, a full-service spa, and 4 restaurants. Our guests praise the helpful staff and the property ...
Compass by Margaritaville Hotel Naples

Compass by Margaritaville Hotel Naples

4805 Tamiami Trl N Naples FL
25.9 km from city center
Book a stay at this business-friendly hotel in Naples. Enjoy free breakfast, free parking, and a 24-hour fitness center. Our guests praise the helpful staff ...
Great Wolf Lodge Naples

Great Wolf Lodge Naples

3900 City Gate Blvd N. Naples FL
32.76 km from city center
Book a stay at this family-friendly hotel in Naples. Enjoy free WiFi, 3 outdoor pools, and 4 restaurants. Popular attractions Paradise Coast Sports Compex and ...
Pink Shell Beach Resort and Marina

Pink Shell Beach Resort and Marina

275 Estero Blvd Fort Myers Beach FL
15.92 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 ...
Fairways Inn of Naples

Fairways Inn of Naples

103 Palm River Blvd Naples FL
18.54 km from city center
Stay at this hotel in Naples. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions ...
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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.

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