A coastal landscape with a sandy beach, clear turquoise waters, and a network of small islands.

Keewaydin Island Vacation Rentals

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Our top choices for Keewaydin Island vacation 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 CA $154
CA $560 total
includes taxes & fees
Jul 19 - Jul 20
Noel Real Estate

Wiggins Pass Chalet

Wiggins Pass Chalet
4.0 star property
Naples
9.6 out of 10, Exceptional, (279 reviews)
"The girl on the front desk, when I’ve arrived omg she’s was really nice and excellent customer service I was visiting another places to stay and never someone was very nice like her. 5 stars for her; and the hotel really clean I love it"
United States
Tania
The price is CA $142
CA $158 total
includes taxes & fees
Jul 19 - Jul 20
Wiggins Pass Chalet

Bellasera Resort

Bellasera Resort
4.0 star property
Old Naples
9.6 out of 10, Exceptional, (2,297 reviews)
"We love this place!"
United States
isis
The price is CA $341
CA $441 total
includes taxes & fees
Aug 11 - Aug 12
Bellasera Resort

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, (51 reviews)
"Simply a wonderful stay. The pool was a plus."
United States
Toni G.
The price is CA $211
CA $262 total
includes taxes & fees
Jul 19 - Jul 20
Swimming pool, lake view, minutes to Naple's downtown and beach.

Bologna - Luxury 2-BR Condo with Lake & Golf Views at Green Links, Lely Resort. Access to Pool, Hot Tub, Tennis Courts, and Golf Courses. Near Naples Beaches & Downtown

Bologna - Luxury 2-BR Condo with Lake & Golf Views at Green Links, Lely Resort. Access to Pool, Hot Tub, Tennis Courts, and Golf Courses. Near Naples Beaches & Downtown
3.5 star property
Naples
9.4 out of 10, Exceptional, (3 reviews)
"The pool is fantastic. The room was clean, though there were minor glitches with the plumbing. "
United States
LuWayne
The price is CA $194
CA $966 total
includes taxes & fees
Jul 20 - Jul 21
Bologna - Luxury 2-BR Condo with Lake & Golf Views at Green Links, Lely Resort. Access to Pool, Hot Tub, Tennis Courts, and Golf Courses. Near Naples Beaches & Downtown

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, (24 reviews)
"Great location! House was clean and inviting."
United States
Jane C.
The price is CA $114
CA $363 total
includes taxes & fees
Jul 31 - Aug 1
Quiet Naples Home: Walking Distance to Downtown. Pet Friendly!

Awesome Apartment near the Beach

Awesome Apartment near the Beach
Central Naples
9.8 out of 10, Exceptional, (19 reviews)
"Great stay"
United States
Steve A.
Awesome Apartment near the Beach

Genoa Vacation Rental: Stylish 2-BR Condo with Golf & Lake Views. Resort-Style Pool, Hot Tub, and Easy Access to Championship Golf. Minutes from Naples Beaches, 5th Avenue S, and Marco Island

Genoa Vacation Rental: Stylish 2-BR Condo with Golf & Lake Views. Resort-Style Pool, Hot Tub, and Easy Access to Championship Golf. Minutes from Naples Beaches, 5th Avenue S, and Marco Island
3.5 star property
Naples
10.0 out of 10, Exceptional, (1 review)
"Pool was very nice "
United States
britney
The price is CA $213
CA $1,281 total
includes taxes & fees
Jul 20 - Jul 21
Genoa Vacation Rental: Stylish 2-BR Condo with Golf & Lake Views. Resort-Style Pool, Hot Tub, and Easy Access to Championship Golf. Minutes from Naples Beaches, 5th Avenue S, and Marco Island

Location!!! A one bedroom cottage, 2 blocks from Gulf, and Old Naples.

Location!!! A one bedroom cottage, 2 blocks from Gulf, and Old Naples.
Old Naples
9.8 out of 10, Exceptional, (37 reviews)
"Enjoyed our stay. Clean, stylish, conveniently located to the beach, stores and restaurants. "
United States
Andrew R.
The price is CA $185
CA $674 total
includes taxes & fees
Aug 14 - Aug 15
Location!!! A one bedroom cottage, 2 blocks from Gulf, and Old Naples.

Cozy 2-bedroom house in tranquil Marco Island with AC

Cozy 2-bedroom house in tranquil Marco Island with AC
Marco Island
10.0 out of 10, Exceptional, (9 reviews)
"Paula was supper nice and helpful. The place is very clean and roomy. We had a great time!"
United States
Jucian
The price is CA $211
CA $527 total
includes taxes & fees
Jul 19 - Jul 20
Cozy 2-bedroom house in tranquil Marco Island with AC

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 CA $105
CA $305 total
includes taxes & fees
Aug 3 - Aug 4
2/1 Hidden Gem

Cute Cottage 1.5Mi 2 Beach Duplex Has Dock on Gulf Access Imperial River

Cute Cottage 1.5Mi 2 Beach Duplex Has Dock on Gulf Access Imperial River
Bonita Shores
9.8 out of 10, Exceptional, (8 reviews)
"Great stay!"
United States
Rykadin
The price is CA $107
CA $266 total
includes taxes & fees
Jul 20 - Jul 21
Cute Cottage 1.5Mi 2 Beach Duplex Has Dock on Gulf Access Imperial River

Quiet Quaint Cottage Right on Gulf Access Imperial River Close To Everything

Quiet Quaint Cottage Right on Gulf Access Imperial River Close To Everything
Bonita Shores
10.0 out of 10, Exceptional, (13 reviews)
"We really enjoyed our stay. Dave and manager Jennifer were very helpful. The place was clean and cheerful and peaceful. Thanks!!"
United States
Jen B.
The price is CA $174
CA $394 total
includes taxes & fees
Jul 20 - Jul 21
Quiet Quaint Cottage Right on Gulf Access Imperial River Close To Everything

Tropical Dream 2BR/2BA w./ Pool, Gym, and Theater

Tropical Dream 2BR/2BA w./ Pool, Gym, and Theater
Rural Estates
9.8 out of 10, Exceptional, (7 reviews)
"Great place with great amenities! Very nice apartment and we had a great time. 10/10 would recommend and we would book here again!"
United States
Stephane
The price is CA $273
CA $912 total
includes taxes & fees
Jul 19 - Jul 20
Tropical Dream 2BR/2BA w./ Pool, Gym, and Theater

Spacious Cottage 1.5 Mi To Beach Kitchen W&D King Bed Dock On The Imperial River

Spacious Cottage 1.5 Mi To Beach Kitchen W&D King Bed Dock On The Imperial River
Bonita Shores
9.6 out of 10, Exceptional, (9 reviews)
"The host has great communication, and the unit we stayed in was nice inside and cozy & relaxing. The property was scenic & quiet and we loved being able to go down to the dock to do some fishing. We would definitely stay here again."
United States
Kristina S.
The price is CA $107
CA $284 total
includes taxes & fees
Jul 19 - Jul 20
Spacious Cottage 1.5 Mi To Beach Kitchen W&D King Bed Dock On The Imperial River

Cozy 2-bedroom apartment near the Ocean

Cozy 2-bedroom apartment near the Ocean
Naples Park
10.0 out of 10, Exceptional, (14 reviews)
"It was very clean, comfortable and close to everything. "
United States
Fortunata C.
The price is CA $107
CA $341 total
includes taxes & fees
Jul 25 - Jul 26
Cozy 2-bedroom apartment near the Ocean

5-Star Luxury Condo - Pool – Near Bonita Springs Beach

5-Star Luxury Condo - Pool – Near Bonita Springs Beach
Bonita Shores
10.0 out of 10, Exceptional, (50 reviews)
"Very clean and well supplied condo. Pool was very clean and short walk away. Location was great. Safe and quiet community."
United States
Marcie D.
The price is CA $190
CA $548 total
includes taxes & fees
Jul 19 - Jul 20
5-Star Luxury Condo - Pool – Near Bonita Springs Beach

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)
"Very clean room with updated appliances and features, we had an extremely comfortable stay."
United States
Colton C.
The price is CA $83
CA $222 total
includes taxes & fees
Jul 19 - Jul 20
Amazing Private Suite Large Bathroom 3.3mi to Beach Close 2 Everything Updated

Marina Fish- Boat and Relax in this Paradise newly remodeled in Naples, Florida!

Marina Fish- Boat and Relax in this Paradise newly remodeled in Naples, Florida!
Naples
9.8 out of 10, Exceptional, (11 reviews)
"The host did a great jobThe resort was as advertised"
United States
Skip S.
The price is CA $119
CA $322 total
includes taxes & fees
Jul 21 - Jul 22
Marina Fish- Boat and Relax in this Paradise newly remodeled in Naples, Florida!

Steps From The Snook Inn, Olde Marco

Steps From The Snook Inn, Olde Marco
Olde Marco
9.8 out of 10, Exceptional, (9 reviews)
"Nice, clean and wonderful location. Communication with host very easy. Highly recommend!"
United States
Lucyna R.
The price is CA $188
CA $429 total
includes taxes & fees
Jul 24 - Jul 25
Steps From The Snook Inn, Olde Marco
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 vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Keewaydin Island vacation rental for you. At Expedia, you can take your pick from private vacation 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Keewaydin Island vacation 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 depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Keewaydin Island vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Keewaydin Island vacation rentals we have selected for you start as low as CA $158 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Keewaydin Island rentals

At Expedia, we put the best Keewaydin Island vacation 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 vacation.

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. 

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