Keewaydin Island Vacation Packages for 2025

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Top Hotel Deals

Naples Grande Beach Resort

Naples Grande Beach Resort

4.5 out of 5
475 Seagate Drive, Naples, FL
15.81 km from city center
Stay at this 4.5-star luxury resort in Naples. Enjoy 3 outdoor pools, a full-service spa, and 4 restaurants. Our guests praise the pool and the helpful staff ...
Hyatt House Naples/5th Avenue

Hyatt House Naples/5th Avenue

3.5 out of 5
1345 5th Avenue South, Naples, FL
7.87 km from city center
Stay at this 3.5-star business-friendly hotel in Naples. Enjoy free breakfast, free WiFi, and a marina. Our guests praise the breakfast and the pool in our reviews. ...
Hilton Marco Island Beach Resort and Spa

Hilton Marco Island Beach Resort and Spa

4 out of 5
560 S Collier Blvd, Marco Island, FL
17.55 km from city center
Stay at this 4-star beach resort in Marco Island. Enjoy a full-service spa, a beach locale, and room service. Our guests praise the pool and the restaurant in ...
La Quinta Inn & Suites by Wyndham Naples Downtown

La Quinta Inn & Suites by Wyndham Naples Downtown

2.5 out of 5
1555 5th Ave S, Naples, FL
7.62 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 ...
Great Wolf Lodge Naples

Great Wolf Lodge Naples

2.5 out of 5
3900 City Gate Blvd N., Naples, FL
15.52 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 ...
Hilton Naples

Hilton Naples

4 out of 5
5111 Tamiami Trl N, Naples, FL
15.55 km from city center
Stay at this 4-star business-friendly hotel in Naples. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
Bayfront Inn Fifth Avenue

Bayfront Inn Fifth Avenue

3.5 out of 5
1221 5th Ave S, Naples, FL
8.1 km from city center
Stay at this 3.5-star business-friendly hotel in Naples. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the restaurant and the bar in our ...
Compass by Margaritaville Hotel Naples

Compass by Margaritaville Hotel Naples

4 out of 5
4805 Tamiami Trl N, Naples, FL
15.06 km from city center
Stay at this 4-star business-friendly hotel in Naples. Enjoy free breakfast, free parking, and a 24-hour fitness center. Our guests praise the helpful staff ...
The Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
12155 Tamiami Trail N, Naples, FL
23.49 km from city center
Stay at this 4.5-star luxury hotel in Naples. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Popular attractions Vanderbilt Beach and Barefoot Beach are ...
JW Marriott Marco Island Beach Resort

JW Marriott Marco Island Beach Resort

4 out of 5
400 S Collier Blvd, Marco Island, FL
16.83 km from city center
Book a stay at this beach resort in Marco Island. Enjoy 3 outdoor pools, a full-service spa, and 5 restaurants. Our guests praise the helpful staff and the property ...
Marco Beach Ocean Suites

Marco Beach Ocean Suites

2 out of 5
480 S Collier Blvd, Marco Island, FL
17.15 km from city center
Book a stay at this beach resort in Marco Island. Enjoy free WiFi, an outdoor pool, and a beach locale. Our guests praise the helpful staff and the clean rooms ...
Inn on Fifth

Inn on Fifth

4 out of 5
699 5th Ave S, Naples, FL
7.99 km from city center
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. ...
Trianon Bonita Bay

Trianon Bonita Bay

3.5 out of 5
3401 Bay Commons Dr, Bonita Springs, FL
31.09 km from city center
Stay at this 3.5-star family-friendly hotel in Bonita Springs. Enjoy free WiFi, an outdoor pool, and breakfast (surcharge). Our guests praise the pool and the ...
La Quinta Inn & Suites by Wyndham Bonita Springs Naples N.

La Quinta Inn & Suites by Wyndham Bonita Springs Naples N.

3 out of 5
28600 Trails Edge Blvd, Bonita Springs, FL
27.85 km from city center
Stay at this 3-star business-friendly hotel in Bonita Springs. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
AC Hotel by Marriott Naples 5th Avenue

AC Hotel by Marriott Naples 5th Avenue

4 out of 5
455 12th Street South, Naples, FL
8.13 km from city center
Stay at this 4-star business-friendly hotel in Naples. Enjoy free WiFi, breakfast (surcharge), and parking (surcharge). Our guests praise the helpful staff in ...
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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
Tue, Aug 5 - Thu, Aug 21
CLE
Hopkins Intl.
RSW
Southwest Florida Intl.
$86 Roundtrip, found 17 hours ago
$86
Roundtrip
found 17 hours ago
Select Frontier Airlines flight, departing Tue, Aug 5 from Hopkins Intl. to Southwest Florida Intl., returning Thu, Aug 21, priced at $86 found 17 hours ago
Spirit Airlines
Mon, Aug 18 - Thu, Aug 21
ORD
O'Hare Intl.
RSW
Southwest Florida Intl.
$90 Roundtrip, found 5 days ago
$90
Roundtrip
found 5 days ago
Select Spirit Airlines flight, departing Mon, Aug 18 from O'Hare Intl. to Southwest Florida Intl., returning Thu, Aug 21, priced at $90 found 5 days ago
American Airlines
Mon, Aug 11 - Sat, Aug 16
ORD
O'Hare Intl.
RSW
Southwest Florida Intl.
$131 Roundtrip, found 14 hours ago
$131
Roundtrip
found 14 hours ago
Select American Airlines flight, departing Mon, Aug 11 from O'Hare Intl. to Southwest Florida Intl., returning Sat, Aug 16, priced at $131 found 14 hours ago
United
Mon, Aug 11 - Sat, Aug 16
ORD
O'Hare Intl.
RSW
Southwest Florida Intl.
$131 Roundtrip, found 14 hours ago
$131
Roundtrip
found 14 hours ago
Select United flight, departing Mon, Aug 11 from O'Hare Intl. to Southwest Florida Intl., returning Sat, Aug 16, priced at $131 found 14 hours ago
Delta
Wed, Oct 22 - Wed, Oct 29
EWR
Newark Liberty Intl. Airport
RSW
Southwest Florida Intl.
$157 Roundtrip, found 4 days ago
$157
Roundtrip
found 4 days ago
Select Delta flight, departing Wed, Oct 22 from Newark Liberty Intl. Airport to Southwest Florida Intl., returning Wed, Oct 29, priced at $157 found 4 days ago