Keewaydin Island Holiday Rentals

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Our top choices for Keewaydin Island holiday rentals

Noel Real Estate

Noel Real Estate
2.0 star property
East Naples
9.4 out of 10, Exceptional, (3 reviews)
"Property was easy to find and just as described and listed. very home-feeling and comfortable. "
United States
Lauren
The price is AU$599
includes taxes & fees
5 June - 6 June
Noel Real Estate

Wiggins Pass Chalet

Wiggins Pass Chalet
4.0 star property
Naples
9.6 out of 10, Exceptional, (274 reviews)
"This was in was in a great location! Everything was clean, staff was helpful and friendly. The wife and I will definitely book it again next time we’re in Naples!"
United States
Daniel Luis
The price is AU$195
includes taxes & fees
11 June - 12 June
Wiggins Pass Chalet

Cozy 2-bedroom apartment near the Ocean

Cozy 2-bedroom apartment near the Ocean
Naples Park
10.0 out of 10, Exceptional, (12 reviews)
"It was very clean, comfortable and close to everything. "
United States
Fortunata C.
The price is AU$318
includes taxes & fees
4 June - 5 June
Cozy 2-bedroom apartment near the Ocean

2/1 Hidden Gem

2/1 Hidden Gem
Naples
9.8 out of 10, Exceptional, (18 reviews)
"Exactly what we needed - comfy bed, great location, exceptional hosts! Will definitely stay again!!"
United States
Katherine S.
The price is AU$312
includes taxes & fees
5 June - 6 June
2/1 Hidden Gem

Swimming pool, lake view, minutes to Naple's downtown and beach.

Swimming pool, lake view, minutes to Naple's downtown and beach.
East Naples
9.2 out of 10, Wonderful, (45 reviews)
"ImpeccableLovelyCozyQuietConvenient"
United States
valerie G.
The price is AU$262
includes taxes & fees
3 June - 4 June
Swimming pool, lake view, minutes to Naple's downtown and beach.

Bellasera Resort

Bellasera Resort
4.0 star property
Old Naples
9.6 out of 10, Exceptional, (2,276 reviews)
"Great accommodations , very clean and Great Service We will certainly return. "
United States
Phillip
The price is AU$445
includes taxes & fees
7 June - 8 June
Bellasera Resort

Nuevo y Confortable Estudio

Nuevo y Confortable Estudio
Naples
8.6 out of 10, Excellent, (14 reviews)
"The place was easy to find and directions were very clear."
United States
Laura C.
The price is AU$216
includes taxes & fees
5 June - 6 June
Nuevo y Confortable Estudio

Naples Condo w/ Golf View & Resort-style Amenities

Naples Condo w/ Golf View & Resort-style Amenities
3.0 star property
Naples
10.0 out of 10, Exceptional, (1 review)
"We spent a weekend here while visiting family in the area. Great location for us. Super friendly and helpful. Nice sunset view over the golf course. "
United States
Mark
The price is AU$552
includes taxes & fees
3 June - 4 June
Naples Condo w/ Golf View & Resort-style Amenities

Quiet Naples Home: Walking Distance to Downtown. Pet Friendly!

Quiet Naples Home: Walking Distance to Downtown. Pet Friendly!
East Naples
9.0 out of 10, Wonderful, (22 reviews)
"House was very clean and close to downtown. We had a great stay."
United States
Jackie H.
The price is AU$351
includes taxes & fees
9 June - 10 June
Quiet Naples Home: Walking Distance to Downtown. Pet Friendly!

Hot Tub Pool 5m-Beach & Downtwn Tennis/Pickleball

Hot Tub Pool 5m-Beach & Downtwn Tennis/Pickleball
Central Naples
9.6 out of 10, Exceptional, (37 reviews)
"All good! Great stay!"
United States
Richard C.
The price is AU$388
includes taxes & fees
21 June - 22 June
Hot Tub Pool 5m-Beach & Downtwn Tennis/Pickleball

Private Suite near the Beach

Private Suite near the Beach
Naples Park
9.4 out of 10, Exceptional, (23 reviews)
"The unit met our expectations. It was a bit small but it was clean. Bathroom could use updating"
United States
Dori
The price is AU$236
includes taxes & fees
10 June - 11 June
Private Suite near the Beach

Stunning ! J, Partial Side Gulf View, Walk to Beach, Sleeps 4

Stunning ! J, Partial Side Gulf View, Walk to Beach, Sleeps 4
Bonita Springs
9.2 out of 10, Wonderful, (55 reviews)
"Good stay. Would stay there again."
United States
Alvin L.
The price is AU$378
includes taxes & fees
5 June - 6 June
Stunning ! J, Partial Side Gulf View, Walk to Beach, Sleeps 4

Tennis/Pickleball Hot Tub Pool 5m-Beach & Dwntwn

Tennis/Pickleball Hot Tub Pool 5m-Beach & Dwntwn
Central Naples
10.0 out of 10, Exceptional, (42 reviews)
"Stop looking this is the place you want to be. Everything is perfect "
United States
Anonymous traveller
Tennis/Pickleball Hot Tub Pool 5m-Beach & Dwntwn

Cozy Getaway!

Cozy Getaway!
Bonita Shores
9.6 out of 10, Exceptional, (37 reviews)
"Good response to any issues we had. Great location!"
United States
Sue S.
The price is AU$517
includes taxes & fees
5 June - 6 June
Cozy Getaway!

Amazing Private Suite Large Bathroom 3.3mi to Beach Close 2 Everything Updated

Amazing Private Suite Large Bathroom 3.3mi to Beach Close 2 Everything Updated
Bonita Shores
9.8 out of 10, Exceptional, (16 reviews)
"Excellent place to stay. "
United States
Barb
The price is AU$233
includes taxes & fees
3 June - 4 June
Amazing Private Suite Large Bathroom 3.3mi to Beach Close 2 Everything Updated

Pet Friendly, Nightly CONDO! In-Unit Laundry, WiFi & Beach Gear; Walk to Dining/Shops (1 of 2 units)

Pet Friendly, Nightly CONDO! In-Unit Laundry, WiFi & Beach Gear; Walk to Dining/Shops (1 of 2 units)
Marco Island
9.6 out of 10, Exceptional, (84 reviews)
"Nice condo and location!"
United States
Jeff
The price is AU$538
includes taxes & fees
16 June - 17 June
Pet Friendly, Nightly CONDO! In-Unit Laundry, WiFi & Beach Gear; Walk to Dining/Shops (1 of 2 units)

Beach & Downtown 5m HotTub Pool Tennis/Pickleball

Beach & Downtown 5m HotTub Pool Tennis/Pickleball
Central Naples
10.0 out of 10, Exceptional, (22 reviews)
"We had a great stay during our vacation to Naples. The condo was updated, clean and in a great location. The host was very responsive and helpful as well. We will definitely be back. "
United States
ANNETTE V.
The price is AU$454
includes taxes & fees
1 July - 2 July
Beach & Downtown 5m HotTub Pool Tennis/Pickleball

Charming Beach Cottage with private pool! One mile to stunning Horizon Beach!

Charming Beach Cottage with private pool! One mile to stunning Horizon Beach!
Central Naples
10.0 out of 10, Exceptional, (196 reviews)
"We enjoyed our stay - especially the pool!"
United States
Cindi D.
The price is AU$573
includes taxes & fees
20 June - 21 June
Charming Beach Cottage with private pool! One mile to stunning Horizon Beach!

Marco Island Florida Family Vacation Home-heated pool, beach, Pet friendly

Marco Island Florida Family Vacation Home-heated pool, beach, Pet friendly
Marco Island
9.8 out of 10, Exceptional, (40 reviews)
"Very clean property, conveniently located near public beach access and close to all restaurants."
United States
Anonymous traveller
The price is AU$855
includes taxes & fees
17 June - 18 June
Marco Island Florida Family Vacation Home-heated pool, beach, Pet friendly

Seaside Serenity Steps to Beach

Seaside Serenity Steps to Beach
3.0 star property
Naples Park
The price is AU$646
includes taxes & fees
9 June - 10 June
Seaside Serenity Steps to Beach
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.
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Top Keewaydin Island Hotel Reviews

Find out more about Keewaydin Island

Everything you need to know about Keewaydin Island holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Keewaydin Island holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Keewaydin Island holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Keewaydin Island holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Keewaydin Island. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Keewaydin Island holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Keewaydin Island holiday rentals we have selected for you start as low as AU$195 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Keewaydin Island rentals

At Expedia, we put the best Keewaydin Island holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Keewaydin Island rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Keewaydin Island holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Keewaydin Island. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.