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

Holiday Homes in Keewaydin Island

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Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

Our top choices for Keewaydin Island holiday homes

A single-story house with a front porch, a driveway, and a well-maintained lawn.

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 €359
includes taxes & fees
9 Oct - 10 Oct
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 €203
includes taxes & fees
19 Oct - 20 Oct
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.
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 traveller
` 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, (25 reviews)
"Great location, everything was perfect!"
United States
Jesse L.
The price is €280
includes taxes & fees
22 Oct - 23 Oct
"The Coastal Dream" only 3miles to the beach.
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 €256
includes taxes & fees
12 Oct - 13 Oct
` 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 €286
includes taxes & fees
21 Oct - 22 Oct
`The Boho Bliss` - Reset & Recharge Wellness House
A modern kitchen with white cabinets, stainless steel appliances, and a dark wood floor.

8. 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 €234
includes taxes & fees
12 Oct - 13 Oct
Location! Quality! Comfort! " The downtown Gem "
A sauna with a wooden exterior, a glass door, and towels on wooden stands.

9. ` 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 €281
includes taxes & fees
12 Oct - 13 Oct
` Velvet Bloom ` unique location 3mil to Downtown
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 €385
includes taxes & fees
10 Oct - 11 Oct
Cypress Cove
A swimming pool with a pink flamingo float, surrounded by lounge chairs and a view of trees and a building.

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

* When in Naples *Heated Pool Villa, 2mil downtown
East Naples
The price is €332
includes taxes & fees
20 Oct - 21 Oct
* When in Naples *Heated Pool Villa, 2mil downtown
A pond with lily pads surrounded by palm trees and tropical vegetation.

12. 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 €421
includes taxes & fees
17 Oct - 18 Oct
Naples Art District
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 €350
includes taxes & fees
13 Oct - 14 Oct
Modern 3BR • Smart TVs • Near Downtown Naples
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 €480
includes taxes & fees
20 Oct - 21 Oct
Family Tropical 4BR Oasis Pool Near Naples Beach
A covered outdoor deck with lounge chairs, a hot tub, and a view of a garden and buildings.

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

Green Turtle Boathouse/HOT TUB view of the canal
East Naples
The price is €430
includes taxes & fees
22 Oct - 23 Oct
Green Turtle Boathouse/HOT TUB view of the canal
A modern kitchen with white cabinetry, stainless steel appliances, and a central island with bar stools.

16. 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
Blue Banyan Boathouse w/POOL/DOCK!
A compact kitchen with a central island, bar stools, a dining table, and a microwave.

17. 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 €234
includes taxes & fees
19 Oct - 20 Oct
2/1 Hidden Gem
A wooden deck with wicker furniture, a grill, and a surfboard.

18. 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.
Boaters Bayshore Bungalow on a Canal with Gulf Access
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, (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 €359
includes taxes & fees
11 Oct - 12 Oct
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.
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

Compass by Margaritaville Hotel Naples

Compass by Margaritaville Hotel Naples

10/10 Excellent
"Awesome service and experience"
Osman 1-night trip
Posted less than an hour ago
Compass by Margaritaville Hotel Naples

Find out more about Keewaydin Island

Keewaydin Island Holiday Homes information

Number of reviews
202
Accommodation
1063 Holiday Homes
Lowest Price
€203
Highest Price
€480

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