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 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.

1. 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 ￥16,626
￥42,697 total
includes taxes & fees
Nov 5 - Nov 6
King Bed Near Pickleball, Beach & Downtown
A modern kitchen with white cabinets, a granite countertop, a built-in oven, and a microwave.

2. 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 ￥18,141
￥64,075 total
includes taxes & fees
Oct 15 - Oct 16
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.

3. 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 ￥17,417
￥35,278 total
includes taxes & fees
Oct 15 - Oct 16
Lakeview Suite with Pool — Minutes to Downtown Naples & Beautiful Beaches
A pond with lily pads surrounded by palm trees and tropical vegetation.

4. 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 ￥20,236
￥64,739 total
includes taxes & fees
Oct 17 - Oct 18
Naples Art District
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 ￥14,251
￥48,278 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 ￥12,818
￥40,087 total
includes taxes & fees
Oct 18 - Oct 19
Location! Quality! Comfort! " The downtown Gem "
A neatly made bed with white linens, a wooden headboard, and a bedside table with a lamp and a plant.

7. ` 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 ￥15,992
￥44,827 total
includes taxes & fees
Oct 15 - Oct 16
` The Bohemian Heaven ` w/ SPA, 2miles to downtown
A covered porch with a wooden ceiling, string lights, a ceiling fan, wicker furniture, and a view of greenery outside.

8. 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 ￥27,076
￥73,281 total
includes taxes & fees
Nov 9 - Nov 10
Cypress Cove
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 ￥15,834
￥49,402 total
includes taxes & fees
Oct 21 - Oct 22
`The Boho Bliss` - Reset & Recharge Wellness House
Two black wall-mounted shelves with plants and a framed picture.

10. Near Downtown Pickleball Paradise

Near Downtown Pickleball Paradise
East Naples
The price is ￥22,801
￥61,521 total
includes taxes & fees
Oct 18 - Oct 19
Near Downtown Pickleball Paradise
A modern living room with a gray sofa, a wooden coffee table, a TV with a beach view, and a ceiling fan.

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

Modern 3BR • Smart TVs • Near Downtown Naples
East Naples
The price is ￥23,775
￥63,050 total
includes taxes & fees
Oct 28 - Oct 29
Modern 3BR • Smart TVs • Near Downtown Naples
A swimming pool with lounge chairs, a covered patio area, and a view of the surrounding landscape.

12. 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 ￥24,717
￥83,600 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.

13. 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 ￥32,618
￥69,853 total
includes taxes & fees
Oct 20 - Oct 21
Blue Banyan Boathouse w/POOL/DOCK!
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 ￥37,052
￥73,334 total
includes taxes & fees
Oct 16 - Oct 17
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 ￥17,101
￥40,516 total
includes taxes & fees
Oct 23 - Oct 24
2/1 Hidden Gem
A modern kitchen with white cabinetry, a central island with bar stools, and pendant lighting.

16. 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, (12 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 ￥22,168
￥62,735 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.

17. 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 ￥23,751
￥58,902 total
includes taxes & fees
Oct 18 - Oct 19
2 Miles to the Beach and 5th Ave
A modern living room with a sofa, coffee table, and a TV. There is a kitchen area with a bar and stools.

18. THE TERRANOVA, Heated Pool, 10 Min to 5th Ave/Beach 5 min to US Open Pickleball

THE TERRANOVA, Heated Pool, 10 Min to 5th Ave/Beach 5 min to US Open Pickleball
East Naples
10.0 out of 10, Exceptional, (33 reviews)
"Fantastic Property! Very close to the beach & 5th Street. The bed was amazing. The pool was a pleasant surprise that we used more than we had ever used a pool before. The layout of the home was simple & check-in/out process was a breeze! We both absolutely loved this property!"
United States
Bryan T.
The price is ￥39,585
￥117,647 total
includes taxes & fees
Nov 10 - Nov 11
THE TERRANOVA, Heated Pool, 10 Min to 5th Ave/Beach 5 min to US Open Pickleball
A wooden deck with wicker furniture, a grill, and a surfboard.

19. Boaters Bayshore Bungalow on a Canal with Gulf Access

Boaters Bayshore Bungalow on a Canal with Gulf Access
East Naples
9.6 out of 10, Exceptional, (19 reviews)
"We had a great time at this lovely bungalow. It was cozy, spotlessly clean, and the patio was a wonderful bonus. Highly recommend this property for a relaxing stay."
United States
Katarina O.
The price is ￥33,093
￥64,633 total
includes taxes & fees
Oct 28 - Oct 29
Boaters Bayshore Bungalow on a Canal with Gulf Access
A modern kitchen with white cabinetry, stainless steel appliances, and a central island with a sink.

20. Estey Oasis. Heated Pool! Close to Beaches/5th Ave!

Estey Oasis. Heated Pool! Close to Beaches/5th Ave!
East Naples
10.0 out of 10, Exceptional, (24 reviews)
"Beautiful home and had all the perfect accommodations for beach/pool and children! Definitely recommend for a family outing !"
United States
Rolando
The price is ￥31,003
￥76,603 total
includes taxes & fees
Oct 28 - Oct 29
Estey Oasis. Heated Pool! Close to Beaches/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

Great Wolf Lodge Naples

Great Wolf Lodge Naples

10/10 Excellent
"Me gustó en General Todo lo único q no me pareció muy bien es q el restaurante el Domingo de dentro del Hotel cierra después del Desayuno !!"
Jenny 1-night trip
Posted less than an hour ago
Great Wolf Lodge Naples

Find out more about Keewaydin Island

Keewaydin Island Vacation Homes information

Number of reviews
252
Accommodation
1065 Vacation Homes
Lowest Price
￥35,278
Highest Price
￥117,647

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