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

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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Keewaydin Island vacation homes

A modern kitchen with white cabinets, a granite countertop, a built-in oven, and a microwave.

1. Noel Real Estate

Noel Real Estate
2.0 star property
East Naples
9.0 out of 10, Wonderful, (4 reviews)
"Property was easy to find and just as described and listed. very home-feeling and comfortable. "
United States
Lauren
The price is ￥18,220
￥64,075 total
includes taxes & fees
Oct 18 - Oct 19
Noel Real Estate
An indoor swimming pool with a glass ceiling, a lounge area with chairs and a table, and a view of the outside.

2. Lakeview Suite with Pool — Minutes to Downtown Naples & Beautiful Beaches

Lakeview Suite with Pool — Minutes to Downtown Naples & Beautiful Beaches
East Naples
9.2 out of 10, Wonderful, (55 reviews)
"Very cozy house Spent a great time Lovely place"
United States
eric d.
The price is ￥17,382
￥35,207 total
includes taxes & fees
Oct 18 - Oct 19
Lakeview Suite with Pool — Minutes to Downtown Naples & Beautiful Beaches
A cozy living room with a grey sofa, a small table, and chairs. There is a window with curtains, a lamp, and a mirror on the wall.

3. King Bed Near Pickleball, Beach & Downtown

King Bed Near Pickleball, Beach & Downtown
East Naples
9.8 out of 10, Exceptional, (8 reviews)
"Good communication Decent location Accurate listing"
United States
Francois S.
The price is ￥16,592
￥42,610 total
includes taxes & fees
Nov 5 - Nov 6
King Bed Near Pickleball, Beach & Downtown
A modern kitchen with a central island, a dining area, and a large sliding glass door leading to an outdoor patio.

4. ` The Black Vanilla ` Luxe Retreat Sauna, Cold Plunge & Pure Relaxation

` The Black Vanilla ` Luxe Retreat Sauna, Cold Plunge & Pure Relaxation
East Naples
9.8 out of 10, Exceptional, (10 reviews)
"Great communication and lovely home. "
United States
Anonymous traveler
The price is ￥21,333
￥56,390 total
includes taxes & fees
Oct 24 - Oct 25
` The Black Vanilla ` Luxe Retreat Sauna, Cold Plunge & Pure Relaxation
A modern outdoor living space with a sofa, a hanging chair, and a coffee table.

5. "The Coastal Dream" only 3miles to the beach.

"The Coastal Dream" only 3miles to the beach.
East Naples
9.8 out of 10, Exceptional, (26 reviews)
"Great location, everything was perfect!"
United States
Jesse L.
The price is ￥14,222
￥48,180 total
includes taxes & fees
Oct 21 - Oct 22
"The Coastal Dream" only 3miles to the beach.
A modern kitchen with white cabinets, stainless steel appliances, and a dark wood floor.

6. Location! Quality! Comfort! " The downtown Gem "

Location! Quality! Comfort! " The downtown Gem "
East Naples
9.8 out of 10, Exceptional, (10 reviews)
"Great place to stay for a couple. Close to restaurants, bars."
United States
Donna J.
The price is ￥12,768
￥39,930 total
includes taxes & fees
Oct 18 - Oct 19
Location! Quality! Comfort! " The downtown Gem "
A sauna with a wooden exterior, a glass door, and towels on wooden stands.

7. ` Velvet Bloom ` unique location 3mil to Downtown

` Velvet Bloom ` unique location 3mil to Downtown
East Naples
10.0 out of 10, Exceptional, (8 reviews)
"Place was perfect for our visit, host was communicative and unit was close to beach and strip."
United States
Josefine G.
The price is ￥15,020
￥48,608 total
includes taxes & fees
Oct 29 - Oct 30
` Velvet Bloom ` unique location 3mil to Downtown
A hot tub with two glasses of wine, a grill, and outdoor seating.

8. ` The Bohemian Heaven ` w/ SPA, 2miles to downtown

` The Bohemian Heaven ` w/ SPA, 2miles to downtown
East Naples
9.8 out of 10, Exceptional, (17 reviews)
"We would stay here again."
United States
Shane L.
The price is ￥15,968
￥44,760 total
includes taxes & fees
Oct 26 - Oct 27
` The Bohemian Heaven ` w/ SPA, 2miles to downtown
A modern kitchen with a central island, wooden stools, and a sliding glass door leading to a patio.

9. `The Boho Bliss` - Reset & Recharge Wellness House

`The Boho Bliss` - Reset & Recharge Wellness House
East Naples
10.0 out of 10, Exceptional, (5 reviews)
"Great property, clean, quiet, snd convenient. Would definitely stay again."
United States
Nancy S.
The price is ￥15,802
￥49,302 total
includes taxes & fees
Oct 21 - Oct 22
`The Boho Bliss` - Reset & Recharge Wellness House
A pond with lily pads surrounded by palm trees and tropical vegetation.

10. Naples Art District

Naples Art District
East Naples
9.6 out of 10, Exceptional, (9 reviews)
"We had an amazing stay in this amazing tucked away location. There was a nature park and trail entrance that was only a few houses away, and then you were on an amazing lush and scenic path. We can't wait to return, sitting on the porch overlooking the canal and all its creatures was a serene treat. The home was cozy with everything you needed and the beds were very comfortable, it was perfect."
United States
James B.
The price is ￥20,195
￥64,608 total
includes taxes & fees
Oct 22 - Oct 23
Naples Art District
A poolside setting with a bottle of champagne and two glasses on a small table.

11. Heated Pool * *Villa Mykonos* * 2miles to Downtown

Heated Pool * *Villa Mykonos* * 2miles to Downtown
East Naples
10.0 out of 10, Exceptional, (3 reviews)
"We had a blast. Location was easy for beach, stores, and restaurants. Our host was great and when our kids accidentally broke a window it was handled with kindness and understanding. Highly recommend for family. Pool and yard were perfect. Thx "
United States
Michael A.
The price is ￥20,748
￥56,532 total
includes taxes & fees
Oct 25 - Oct 26
Heated Pool * *Villa Mykonos* * 2miles to Downtown
A swimming pool with a pink flamingo float, surrounded by lounge chairs and a view of trees and a building.

12. * When in Naples *Heated Pool Villa, 2mil downtown

* When in Naples *Heated Pool Villa, 2mil downtown
East Naples
The price is ￥20,748
￥56,848 total
includes taxes & fees
Oct 20 - Oct 21
* When in Naples *Heated Pool Villa, 2mil downtown
A modern living room with a gray sofa, a wooden coffee table, a TV with a beach view, and a ceiling fan.

13. Modern 3BR • Smart TVs • Near Downtown Naples

Modern 3BR • Smart TVs • Near Downtown Naples
East Naples
The price is ￥22,067
￥60,597 total
includes taxes & fees
Nov 17 - Nov 18
Modern 3BR • Smart TVs • Near Downtown Naples
A covered outdoor deck with lounge chairs, a hot tub, and a view of a garden and buildings.

14. Green Turtle Boathouse/HOT TUB view of the canal

Green Turtle Boathouse/HOT TUB view of the canal
East Naples
The price is ￥36,995
￥73,222 total
includes taxes & fees
Oct 18 - Oct 19
Green Turtle Boathouse/HOT TUB view of the canal
A compact kitchen with a central island, bar stools, a dining table, and a microwave.

15. 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 ￥12,657
￥35,225 total
includes taxes & fees
Oct 23 - Oct 24
2/1 Hidden Gem
A covered porch with a wooden ceiling, string lights, a ceiling fan, wicker furniture, and a view of greenery outside.

16. Cypress Cove

Cypress Cove
Naples
10.0 out of 10, Exceptional, (16 reviews)
"This was a wonderful place to stay, clean, spacious with a beautiful yard!"
United States
Rebecca L.
The price is ￥27,021
￥73,133 total
includes taxes & fees
Nov 9 - Nov 10
Cypress Cove
A swimming pool with lounge chairs, a covered patio area, and a view of the surrounding landscape.

17. Family Tropical 4BR Oasis Pool Near Naples Beach

Family Tropical 4BR Oasis Pool Near Naples Beach
East Naples
9.8 out of 10, Exceptional, (6 reviews)
"Thoroughly enjoyed"
United States
Gwynn D.
The price is ￥24,679
￥83,473 total
includes taxes & fees
Oct 20 - Oct 21
Family Tropical 4BR Oasis Pool Near Naples Beach
A modern kitchen with white cabinetry, stainless steel appliances, and a central island with bar stools.

18. Blue Banyan Boathouse w/POOL/DOCK!

Blue Banyan Boathouse w/POOL/DOCK!
East Naples
9.4 out of 10, Exceptional, (11 reviews)
"lovely location and house."
United States
Basiliki
The price is ￥32,569
￥69,748 total
includes taxes & fees
Oct 20 - Oct 21
Blue Banyan Boathouse w/POOL/DOCK!
A modern kitchen with white cabinetry, a central island with bar stools, and pendant lighting.

19. Close to the Beach and 5th Ave! Fun Naples Peaceful Getaway 4U!

Close to the Beach and 5th Ave! Fun Naples Peaceful Getaway 4U!
Central Naples
10.0 out of 10, Exceptional, (13 reviews)
"Nice spot close to downtown and perfect space for our family. Good communication with host and a couple of minor issues were handled quickly and efficiently. Will recommend for others looking for an easy stay in Naples."
United States
David F.
The price is ￥22,123
￥62,608 total
includes taxes & fees
Oct 18 - Oct 19
Close to the Beach and 5th Ave! Fun Naples Peaceful Getaway 4U!
A modern kitchen with dark blue cabinets, a white island, and a dining area with wicker chairs.

20. 2 Miles to the Beach and 5th Ave

2 Miles to the Beach and 5th Ave
Central Naples
9.6 out of 10, Exceptional, (7 reviews)
"Great location for the price. We would definitely stay again."
United States
Brandon D.
The price is ￥23,703
￥58,783 total
includes taxes & fees
Oct 18 - Oct 19
2 Miles to the Beach and 5th Ave
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

La Quinta Inn & Suites by Wyndham Naples Downtown

La Quinta Inn & Suites by Wyndham Naples Downtown

10/10 Excellent
"😍😍😍😍😍"
Dianelis 1-night trip
Posted 1 hour ago
La Quinta Inn & Suites by Wyndham Naples Downtown

Find out more about Keewaydin Island

Keewaydin Island Vacation Homes information

Number of reviews
172
Accommodation
1065 Vacation Homes
Lowest Price
￥35,067
Highest Price
￥83,473

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