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 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for Keewaydin Island vacation homes

An indoor swimming pool with a glass ceiling, a lounge area with chairs and a table, and a view of the outside.

1. 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 ￥17,364
￥22,431 total
includes taxes & fees
Oct 5 - Oct 6
Lakeview Suite with Pool — Minutes to Downtown Naples & Beautiful Beaches
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 ￥17,280
￥62,985 total
includes taxes & fees
Oct 16 - Oct 17
Noel Real Estate
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 ￥12,786
￥37,412 total
includes taxes & fees
Oct 4 - Oct 5
King Bed Near Pickleball, Beach & Downtown
A modern outdoor living space with a sofa, a hanging chair, and a coffee table.

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

"The Coastal Dream" only 3miles to the beach.
East Naples
9.8 out of 10, Exceptional, (25 reviews)
"Great location, everything was perfect!"
United States
Jesse L.
The price is ￥14,207
￥47,971 total
includes taxes & fees
Oct 4 - Oct 5
"The Coastal Dream" only 3miles to the beach.
A sauna with a wooden exterior, a glass door, and towels on wooden stands.

5. ` 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 ￥14,223
￥45,971 total
includes taxes & fees
Oct 25 - Oct 26
` Velvet Bloom ` unique location 3mil to Downtown
A hot tub with two glasses of wine, a grill, and outdoor seating.

6. ` 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 ￥14,349
￥41,657 total
includes taxes & fees
Oct 25 - Oct 26
` 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.

7. `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 ￥15,785
￥48,934 total
includes taxes & fees
Oct 12 - Oct 13
`The Boho Bliss` - Reset & Recharge Wellness House
A pond with lily pads surrounded by palm trees and tropical vegetation.

8. Naples Art District

Naples Art District
East Naples
9.6 out of 10, Exceptional, (9 reviews)
"The place was very clean. The location was excellent. There are many restaurants and parks around this area. I would stay again."
United States
Kim C.
The price is ￥23,867
￥68,796 total
includes taxes & fees
Oct 4 - Oct 5
Naples Art District
A compact kitchen with a central island, bar stools, a dining table, and a microwave.

9. 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 ￥17,048
￥40,707 total
includes taxes & fees
Oct 4 - Oct 5
2/1 Hidden Gem
A covered porch with a wooden ceiling, string lights, a ceiling fan, wicker furniture, and a view of greenery outside.

10. 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 ￥21,594
￥65,958 total
includes taxes & fees
Oct 4 - Oct 5
Cypress Cove
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 ￥23,535
￥62,652 total
includes taxes & fees
Nov 3 - Nov 4
Modern 3BR • Smart TVs • Near Downtown Naples
A poolside setting with a bottle of champagne and two glasses on a small table.

12. 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 ￥20,726
￥56,945 total
includes taxes & fees
Oct 5 - Oct 6
Heated Pool * *Villa Mykonos* * 2miles to Downtown
A covered outdoor deck with lounge chairs, a hot tub, and a view of a garden and buildings.

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

Green Turtle Boathouse/HOT TUB view of the canal
East Naples
The price is ￥32,675
￥67,902 total
includes taxes & fees
Oct 4 - Oct 5
Green Turtle Boathouse/HOT TUB view of the canal
A swimming pool with lounge chairs, a covered patio area, and a view of the surrounding landscape.

14. 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 ￥24,640
￥83,341 total
includes taxes & fees
Oct 4 - Oct 5
Family Tropical 4BR Oasis Pool Near Naples Beach
A modern kitchen with white cabinetry, a central island with bar stools, and pendant lighting.

15. 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 ￥22,099
￥61,120 total
includes taxes & fees
Oct 11 - Oct 12
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.

16. 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 ￥23,678
￥58,721 total
includes taxes & fees
Oct 4 - Oct 5
2 Miles to the Beach and 5th Ave
A modern kitchen with white cabinetry, stainless steel appliances, and a central island with bar stools.

17. 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 ￥37,726
￥76,050 total
includes taxes & fees
Oct 13 - Oct 14
Blue Banyan Boathouse w/POOL/DOCK!
A modern kitchen with white cabinetry, stainless steel appliances, and pendant lighting.

18. The Paradise

The Paradise
East Naples
10.0 out of 10, Exceptional, (14 reviews)
"Our hosts were quickly responsive to any concerns we had. Their home is gorgeous, comfortable, conveniently situated, and modern. "
United States
Michelle L.
The price is ￥42,620
￥90,070 total
includes taxes & fees
Oct 4 - Oct 5
The Paradise
A modern living room with a beige sofa, a round wooden coffee table, and a large window overlooking a swimming pool.

19. 6 Bedroom Two Villas, Heated Pool 2mil to Downtown

6 Bedroom Two Villas, Heated Pool 2mil to Downtown
East Naples
10.0 out of 10, Exceptional, (14 reviews)
"Great place to stay!"
United States
Marie W.
The price is ￥71,743
￥156,666 total
includes taxes & fees
Oct 10 - Oct 11
6 Bedroom Two Villas, Heated Pool 2mil to Downtown
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 ￥33,717
￥79,959 total
includes taxes & fees
Oct 7 - Oct 8
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

Trianon Bonita Bay

Trianon Bonita Bay

10/10 Excellent
"We stay here frequently, always clean, very well kept up, staff always friendly and helpful, has several restaurants 2 on property, All sorts of restaurants nearby, and the beach is literally minutes away, rooms are larger than most places, and very quiet, and peaceful, more adult friendly,nice views of the lake.They do have express breakfast if you’re in a hurry. No charge for parking. Could have streaming for entertainment at night, and WiFi needs to be better."
Todd 4-night trip
Posted 3 hours ago
Trianon Bonita Bay

Find out more about Keewaydin Island

Keewaydin Island Vacation Homes information

Number of reviews
225
Accommodation
1059 Vacation Homes
Lowest Price
￥22,431
Highest Price
￥156,666

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