Keewaydin Island Vacation Packages for 2026

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Keewaydin Island Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
The Bay Inn at Lani Kai

The Bay Inn at Lani Kai

$500
per person
Dec 9 - Dec 13
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) to Fort Myers (RSW)
Book a stay at this beach hotel in Fort Myers Beach. Enjoy free WiFi, 3 restaurants, and 6 bars/lounges. Popular attractions Key West Express and Crescent Beach Family Park are located nearby.
The Perry Hotel Naples

The Perry Hotel Naples

Save 100% on your flight
$1,239
per person
Dec 9 - Dec 13
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) to Fort Myers (RSW)
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 located nearby.
LaPlaya Beach & Golf Resort - A Noble House Resort

LaPlaya Beach & Golf Resort - A Noble House Resort

Vanderbilt Beach
Save 100% on your flight
$1,452
per person
Dec 9 - Dec 13
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) to Fort Myers (RSW)
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. Popular attractions Vanderbilt Beach and Barefoot Beach are located nearby.
Landing Furnished Apartments Immokalee Road - Naples

Landing Furnished Apartments Immokalee Road - Naples

Rural Estates
$763
per person
Dec 9 - Dec 13
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) to Fort Myers (RSW)
Book a stay at this golf apartment in Naples. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions Arrowhead Golf Course and Quail Village Golf Club are located nearby.
Mariners Boathouse by Coolvacay

Mariners Boathouse by Coolvacay

South Island
$821
per person
Dec 9 - Dec 13
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) 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 Bonita Springs Public Beach are located nearby.
Very nice place, our 2nd time here and we still love it

Reviewed on Sep 7, 2026

Bayfront Inn Fifth Avenue

Bayfront Inn Fifth Avenue

Redevelopment Area
$860
per person
Dec 9 - Dec 13
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) to Fort Myers (RSW)
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 staff in our reviews. Popular attractions Fifth Avenue South and Naples Beach are located nearby.
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Top Hotel Deals

Hilton Marco Island Beach Resort and Spa

Hilton Marco Island Beach Resort and Spa

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 ...
La Quinta Inn & Suites by Wyndham Naples Downtown

La Quinta Inn & Suites by Wyndham Naples Downtown

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 ...
Compass by Margaritaville Hotel Naples

Compass by Margaritaville Hotel Naples

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 ...
Hyatt House Naples/5th Avenue

Hyatt House Naples/5th Avenue

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. ...
The Perry Hotel Naples

The Perry Hotel Naples

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 ...
JW Marriott Marco Island Beach Resort

JW Marriott Marco Island Beach Resort

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 ...
Naples Bay Resort & Marina

Naples Bay Resort & Marina

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 ...
Fairways Inn of Naples

Fairways Inn of Naples

103 Palm River Blvd Naples FL
22.58 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 ...
Marco Beach Ocean Suites

Marco Beach Ocean Suites

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 ...
Great Wolf Lodge Naples

Great Wolf Lodge Naples

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 ...
Bayfront Inn Fifth Avenue

Bayfront Inn Fifth Avenue

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 ...
Hilton Naples

Hilton Naples

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 ...
Naples Beach Club, A Four Seasons Resort

Naples Beach Club, A Four Seasons Resort

851 Gulf Shore Blvd N Naples FL
9.93 km from city center
Book a stay at this luxury hotel in Naples. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Popular attractions Fifth Avenue South and Naples Beach ...
Trianon Bonita Bay

Trianon Bonita Bay

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 Bonita Springs Naples N.

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

28600 Trails Edge Blvd Bonita Springs FL
27.85 km from city center
Book a stay at this business-friendly hotel in Bonita Springs. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
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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
Delta
American Airlines
United
Sun Country Airlines