Deals on vacations and trips to Keewaydin Island

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Keewaydin Island flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Edison Beach House

Edison Beach House

3.5 out of 5
Save 100% on your flight
per person
Jul 21 - Jul 25
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
An outdoor pool, free self parking, and free newspapers are featured at this aparthotel. A terrace, a garden, and a picnic area are also on offer.
Lani Kai Beachfront Resort

Lani Kai Beachfront Resort

3.5 out of 5
Save 100% on your flight
per person
Jul 21 - Jul 25
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
This hotel features 2 beach bars, a bar/lounge, and a restaurant. Enjoy the outdoor pool and perks like free WiFi. There's a poolside bar on site, and a 24-hour front desk and laundry facilities are also provided.
Bellasera Resort

Bellasera Resort

4 out of 5
Old Naples
Save 100% on your flight
per person
Jul 13 - Jul 17
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
This condo resort features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public areas, and free valet parking. Enjoy the gym and perks like free self parking and a free beach shuttle.
The Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
per person
Jul 13 - Jul 17
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
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.
Casa Playa Beach Resort

Casa Playa Beach Resort

2 out of 5
Save 100% on your flight
per person
Jul 21 - Jul 25
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
This resort doesn't skimp on freebies - guests receive free WiFi and free self parking. An outdoor pool and laundry facilities are also provided.

Top Keewaydin Island hotels deals

Naples Grande Beach Resort

Naples Grande Beach Resort

4.5 out of 5
475 Seagate Drive, Naples, FL
The price is $344 per night
$344
includes taxes & fees
$310 per night
Jun 1 - Jun 2
A full-service spa, 3 restaurants, and 3 outdoor pools are all featured at this luxury resort. Enjoy beachfront dining and relax with beach cabanas and sun loungers. Family-friendly amenities include a waterslide and kid-friendly dining, along with kayaking.
Pool
Hot Tub
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
The price is $336 per night
$336
includes taxes & fees
$303 per night
Jun 2 - Jun 3
A full-service spa, a 24-hour gym, and a restaurant are all featured at this hotel. 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
Hilton Naples

Hilton Naples

4 out of 5
5111 Tamiami Trl N, Naples, FL
Free Cancellation
Reserve now, pay when you stay
The price is $155 per night
$155
includes taxes & fees
$140 per night
Jun 1 - Jun 2
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and free valet parking. Enjoy the 24-hour gym and perks like free self parking and a free beach shuttle.
Pool
Parking included
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
The price is $167 per night
$167
includes taxes & fees
$151 per night
Jun 4 - Jun 5
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.
Pool
Breakfast included
Great Wolf Lodge Naples

Great Wolf Lodge Naples

2.5 out of 5
3900 City Gate Blvd N., Naples, FL
Free Cancellation
Reserve now, pay when you stay
The price is $266 per night
$266
includes taxes & fees
$244 per night
May 7 - May 8
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
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
Free Cancellation
Reserve now, pay when you stay
The price is $98 per night
$98
includes taxes & fees
$88 per night
Jun 1 - Jun 2
This hotel features an outdoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.
Pool
Breakfast included
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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.

Popular places to visit

Naples Beach

Naples Beach

4.5/5(1,407 reviews)

Why not spend a carefree afternoon at Naples Beach during your travels in Naples? Stroll along the seaside or visit the shops while you're in the area.

Naples Beach
Vanderbilt Beach

Vanderbilt Beach

4.5/5(313 reviews)

If a restful vacation is part of your travel plans, Vanderbilt Beach might be the perfect place to seek out during your trip to North Naples.

Vanderbilt Beach
5th Avenue Shopping District which includes markets, street scenes and a city

Fifth Avenue South

4.5/5(45 reviews)

During your trip to Naples, you can find the perfect gifts to bring home at Fifth Avenue South. Wander the area's beautiful beaches or simply enjoy one of its top-notch restaurants.

Fifth Avenue South

Frequently asked questions

How much are vacation packages to Keewaydin Island?
Your vacation daydreams can all come true in Keewaydin Island from an impressive $429. 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

Browse Keewaydin Island vacation photos for more inspiration

Photo by Luis Hernandez Davila
Photo by Luis Hernandez Davila