Keewaydin Island Vacation Packages for 2026

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Top Hotel Deals

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
Book a stay at this 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 ...
Hyatt House Naples/5th Avenue

Hyatt House Naples/5th Avenue

3.5 out of 5
1345 5th Avenue South Naples FL
7.88 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. ...
Hilton Naples

Hilton Naples

4 out of 5
5111 Tamiami Trl N Naples FL
15.52 km from city center
Book a stay at this business-friendly hotel in Naples. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
Great Wolf Lodge Naples

Great Wolf Lodge Naples

3 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 ...
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
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 ...
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
Book a stay at this luxury hotel in Naples. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Popular attractions Vanderbilt Beach and Barefoot Beach are ...
Naples Bay Resort & Marina

Naples Bay Resort & Marina

4 out of 5
1500 Fifth Ave S Naples FL
7.66 km from city center
Book a stay at this spa hotel in Naples. Enjoy free WiFi, 5 outdoor pools, and a full-service spa. Our guests praise the helpful staff and the clean rooms in ...
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, a beach locale, and a fitness center. Our guests praise the helpful staff and the clean rooms ...
The Ritz-Carlton, Naples

The Ritz-Carlton, Naples

5 out of 5
280 Vanderbilt Beach Rd Naples FL
20.48 km from city center
Book a stay at this luxury resort in Naples. Enjoy 2 outdoor pools, a full-service spa, and 5 restaurants. Popular attractions Vanderbilt Beach and Barefoot ...
Inn on Fifth

Inn on Fifth

4 out of 5
699 5th Ave S Naples FL
7.99 km from city center
Book a stay at this spa hotel in Naples. Enjoy a full-service spa, a rooftop terrace, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. ...
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
Book a stay at this business-friendly hotel in Naples. Enjoy free WiFi, a marina, and breakfast (surcharge). Our guests praise the restaurant and the helpful ...
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 ...
Trianon Bonita Bay

Trianon Bonita Bay

3.5 out of 5
3401 Bay Commons Dr Bonita Springs FL
31.09 km from city center
Book a stay at this family-friendly hotel in Bonita Springs. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the pool ...
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 ...
LaPlaya Beach & Golf Resort - A Noble House Resort

LaPlaya Beach & Golf Resort - A Noble House Resort

4.5 out of 5
9891 Gulf Shore Dr Naples FL
21.53 km from city center
Book a stay at this luxury resort in Naples. Enjoy a full-service spa, 2 restaurants, and a private beach. Our guests praise the helpful staff 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.

Frontier Airlines
Thu, Aug 20 - Thu, Sep 3
PHL
Philadelphia Intl.
RSW
Southwest Florida Intl.
$113 Roundtrip, found 6 days ago
$113
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Thu, Aug 20 from Philadelphia Intl. to Southwest Florida Intl., returning Thu, Sep 3, priced at $113 found 6 days ago
United
Tue, Sep 15 - Tue, Sep 29
EWR
Newark Liberty Intl. Airport
RSW
Southwest Florida Intl.
$187 Roundtrip, found 3 days ago
$187
Roundtrip
found 3 days ago
Select United flight, departing Tue, Sep 15 from Newark Liberty Intl. Airport to Southwest Florida Intl., returning Tue, Sep 29, priced at $187 found 3 days ago
Delta
Sat, Sep 19 - Sat, Sep 26
DTW
Detroit Metropolitan Wayne County
RSW
Southwest Florida Intl.
$199 Roundtrip, found 1 day ago
$199
Roundtrip
found 1 day ago
Select Delta flight, departing Sat, Sep 19 from Detroit Metropolitan Wayne County to Southwest Florida Intl., returning Sat, Sep 26, priced at $199 found 1 day ago
Southwest Airlines
Sat, Sep 19 - Sat, Sep 26
DTW
Detroit Metropolitan Wayne County
RSW
Southwest Florida Intl.
$207 Roundtrip, found 1 day ago
$207
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Sat, Sep 19 from Detroit Metropolitan Wayne County to Southwest Florida Intl., returning Sat, Sep 26, priced at $207 found 1 day ago
Sun Country Airlines
Tue, Sep 29 - Tue, Oct 6
MSP
Minneapolis - St. Paul Intl.
RSW
Southwest Florida Intl.
$207 Roundtrip, found 3 days ago
$207
Roundtrip
found 3 days ago
Select Sun Country Airlines flight, departing Tue, Sep 29 from Minneapolis - St. Paul Intl. to Southwest Florida Intl., returning Tue, Oct 6, priced at $207 found 3 days ago