Deals on vacations and trips to Keewaydin Island

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Price found within the past 48 hours. Click for updated prices.
Sunsuites Villas At Sunseeker Resort, Curio By Hilton

Sunsuites Villas At Sunseeker Resort, Curio By Hilton

4 out of 5
Save 100% on your flight
Price was $922, price is now $599 per person
$599
per person
Sep 16 - Sep 21
found 20 hours ago
Roundtrip flight included
Detroit (DTT) to Fort Myers (RSW)
Manasota Key Resort

Manasota Key Resort

2.5 out of 5
Price was $1,290, price is now $657 per person
$657
per person
Sep 16 - Sep 21
found 1 day ago
Roundtrip flight included
Detroit (DTT) to Fort Myers (RSW)
This smoke-free hotel's private beach and marina are among the highlights. Enjoy the outdoor pool and perks like free self parking and free WiFi. A terrace, a picnic area, and laundry facilities are also on offer.
LaPlaya Beach & Golf Resort - A Noble House Resort

LaPlaya Beach & Golf Resort - A Noble House Resort

4.5 out of 5
Vanderbilt Beach
Save 100% on your flight
Price was $2,255, price is now $1,162 per person
$1,162
per person
Sep 30 - Oct 6
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Fort Myers (RSW)
This luxury resort features a private beach, a full-service spa, and 2 restaurants. Relax with sun loungers and beach umbrellas, and cool off with a drink at the beachside bar. Enjoy the outdoor pool and visit the 2 bars/lounges and beach bar for drinks.
Inn on Fifth

Inn on Fifth

4 out of 5
Old Naples
Save 100% on your flight
Price was $1,492, price is now $870 per person
$870
per person
Sep 30 - Oct 6
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Fort Myers (RSW)
A full-service spa, a 24-hour gym, and a restaurant are all featured at this smoke-free hotel. Enjoy the outdoor pool and perks like a free beach shuttle. Enjoy the a rooftop terrace and unwind at the bar/lounge and poolside bar.
A Wave From it All

A Wave From it All

2 out of 5
Siesta Isle
Save 100% on your flight
Price was $2,628, price is now $1,620 per person
$1,620
per person
Sep 26 - Oct 2
found 3 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Fort Myers (RSW)
This vacation home features 6 beach bars and an outdoor pool. Guests will appreciate free perks like free self parking and WiFi in public areas. A picnic area, barbecue grills, and a virtual front desk are also on offer.

Top Keewaydin Island hotels 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
Free Cancellation
Reserve now, pay when you stay
$229 nightly
The price is $254 total per night
$254 total
Aug 12 - Aug 13
Total with taxes and fees
A full-service spa, a 24-hour gym, and a restaurant are all featured at this resort. Spend a day at the beach parasailing, or relax with sun loungers and beach umbrellas. Traveling on business? Take advantage of the 24-hour business center and WiFi in public areas.
Pool
Hot Tub
Hyatt House Naples/5th Avenue

Hyatt House Naples/5th Avenue

3.5 out of 5
1345 5th Avenue South Naples FL
Free Cancellation
Reserve now, pay when you stay
$139 nightly
The price is $154 total per night
$154 total
Aug 3 - Aug 4
Total with taxes and fees
A marina, a 24-hour gym, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the outdoor pool and free buffet breakfast each morning.
Pool
Hot Tub
Great Wolf Lodge Naples

Great Wolf Lodge Naples

3 out of 5
3900 City Gate Blvd N. Naples FL
$197 nightly
The price is $219 total per night
$219 total
Jul 22 - Jul 23
Total with taxes and fees
A water park, 4 restaurants, and 3 outdoor pools are all featured at this smoke-free hotel. There's fun for all ages with a lazy river and a bowling alley, and families will appreciate the onsite laundry facilities. Enjoy the 8 indoor pools and perks like free WiFi.
Pool
Hot Tub
The Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
12155 Tamiami Trail N Naples FL
Free Cancellation
Reserve now, pay when you stay
$154 nightly
The price is $171 total per night
$171 total
Jul 21 - Jul 22
Total with taxes and fees
A marina, 2 restaurants, and 2 outdoor pools are all featured at this smoke-free hotel. Unwind with a drink at one of the 2 poolside bars and enjoy freebies like WiFi in public areas and a beach shuttle. Relax with a drink at one of the 2 bars/lounges and enjoy the a rooftop terrace.
Naples Bay Resort & Marina

Naples Bay Resort & Marina

4 out of 5
1500 Fifth Ave S Naples FL
Free Cancellation
Reserve now, pay when you stay
$253 nightly
The price is $281 total per night
$281 total
Jul 16 - Jul 17
Total with taxes and fees
This smoke-free hotel features a full-service spa, a marina, and 4 restaurants. There's fun for all ages with a lazy river and a children's pool, and babysitting is an added bonus. Enjoy the 5 outdoor pools and free perks like WiFi in public areas and a beach shuttle.
Pool
Hot Tub
Compass by Margaritaville Hotel Naples

Compass by Margaritaville Hotel Naples

4 out of 5
4805 Tamiami Trl N Naples FL
Free Cancellation
Reserve now, pay when you stay
$132 nightly
The price is $147 total per night
$147 total
Jul 15 - Jul 16
Total with taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Business travelers can take advantage of the 24-hour business center. Enjoy the 24-hour gym and free perks like buffet breakfast and free self parking.
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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.

Frequently asked questions

How much are vacation packages to Keewaydin Island?
Your vacation daydreams can all come true in Keewaydin Island from an impressive $599. Our package deals include flights and hotels, so you'll find booking is easy as pie. The only thing you'll have to worry about is having an incredible time.
Where can I get the best vacation package deals for Keewaydin Island?
There are fantastic Keewaydin Island package deals to be snapped up with Travelocity. Did you know we partner with as many as 400 airlines and 1,000,000 worldwide properties? Keep this in mind when you're ready to check another place off your list.
Why should I purchase my Keewaydin Island vacation bundle with Travelocity?
Because life is an amazing journey, and we've got everything you could hope for to help you along the way. With our high-quality service and Price Match Guarantee, you can book with confidence. What's more, you can sleep easy while you're on the road knowing we've got your back with our 24/7 customer support.
Can I save on my Keewaydin Island car rental if I combine it with a hotel or flight?
With a Keewaydin Island vacation package, you can combine your car, flight and hotel bookings and save loads. If you'd love to see the best of this wonderful destination, why not check out Vizcaya Museum and Gardens? This top attraction is 100 mi from Keewaydin Island. With your own wheels, you'll be there belong long.
Which airport is best for Keewaydin Island?
Keewaydin Island has two airports you can fly to — Southwest Florida Intl. Airport (RSW) (30 mi away from the city center) and Naples Municipal Airport (APF) (6 mi away from central Keewaydin Island).

Photos of local treasures

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A coastal landscape with a sandy beach, clear turquoise waters, and a network of small islands.
An aerial view of a coastal area with a sandy beach, clear turquoise waters, and several boats anchored near the shore.
A coastal landscape with a sandy beach, a small island, and several boats in the water.
An aerial view of a coastal area with dense vegetation and a sandy beach.

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