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 3 restaurants. Our guests praise the pool and the helpful staff ...
Hilton Naples

Hilton Naples

4 out of 5
5111 Tamiami Trl N, Naples, FL
15.55 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 ...
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 hotel in Marco Island. Enjoy a full-service spa, a beach locale, and room service. Our guests praise the pool and the restaurant in ...
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 ...
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 ...
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 WiFi, free parking, and a marina. Our guests praise the restaurant and the bar in our reviews. ...
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 ...
Fairways Inn of Naples

Fairways Inn of Naples

2.5 out of 5
103 Palm River Blvd, Naples, FL
22.56 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 ...
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. ...
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 a fitness center. Our guests praise the breakfast and the ...
Marco Beach Ocean Suites

Marco Beach Ocean Suites

3 out of 5
480 S Collier Blvd, Marco Island, FL
17.15 km from city center
Stay at this 3-star 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 ...
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 ...
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. ...
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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
Wed, Jun 4 - Sat, Jun 14
CLE
Hopkins Intl.
RSW
Southwest Florida Intl.
$128 Roundtrip, found 4 days ago
$128
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Wed, Jun 4 from Hopkins Intl. to Southwest Florida Intl., returning Sat, Jun 14, priced at $128 found 4 days ago
Spirit Airlines
Fri, Jun 13 - Wed, Jun 18
DTW
Detroit Metropolitan Wayne County
RSW
Southwest Florida Intl.
$140 Roundtrip, found 5 days ago
$140
Roundtrip
found 5 days ago
Select Spirit Airlines flight, departing Fri, Jun 13 from Detroit Metropolitan Wayne County to Southwest Florida Intl., returning Wed, Jun 18, priced at $140 found 5 days ago
Spirit Airlines
Fri, Jun 6 - Sat, Jun 14
ORD
O'Hare Intl.
RSW
Southwest Florida Intl.
$144 Roundtrip, found 6 days ago
$144
Roundtrip
found 6 days ago
Select Spirit Airlines flight, departing Fri, Jun 6 from O'Hare Intl. to Southwest Florida Intl., returning Sat, Jun 14, priced at $144 found 6 days ago
JetBlue Airways
Sun, Aug 17 - Mon, Aug 25
BOS
Logan Intl.
RSW
Southwest Florida Intl.
$157 Roundtrip, found 11 hours ago
$157
Roundtrip
found 11 hours ago
Select JetBlue Airways flight, departing Sun, Aug 17 from Logan Intl. to Southwest Florida Intl., returning Mon, Aug 25, priced at $157 found 11 hours ago