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

Holiday Rentals in Keewaydin Island

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Our top choices for Keewaydin Island holiday rentals

1. Bellasera Resort

Bellasera Resort
4.0 star property
Old Naples
9.6 out of 10, Exceptional, (2,344 reviews)
"Really enjoyed the stay, the staff was very friendly. And the property is very conveniently located"
United States
vasilisa
The price is €373
includes taxes & fees
3 Nov - 4 Nov
Bellasera Resort

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 €375
includes taxes & fees
3 Nov - 4 Nov
Noel Real Estate

3. Free Golf Until Oct! Naples Condo w/ Resort Pool

Free Golf Until Oct! Naples Condo w/ Resort Pool
3.5 star property
Naples
10.0 out of 10, Exceptional, (1 review)
"We spent a weekend here while visiting family in the area. Great location for us. Super friendly and helpful. Nice sunset view over the golf course. "
United States
Mark
The price is €359
includes taxes & fees
3 Nov - 4 Nov
Free Golf Until Oct! Naples Condo w/ Resort Pool

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

Green Turtle Boathouse/HOT TUB view of the canal
East Naples
The price is €438
includes taxes & fees
3 Nov - 4 Nov
Green Turtle Boathouse/HOT TUB view of the canal

5. Two Blocks to Gulf and Old Naples. A one bedroom cottage for work and play.

Two Blocks to Gulf and Old Naples. A one bedroom cottage for work and play.
Old Naples
9.8 out of 10, Exceptional, (40 reviews)
"Enjoyed our stay. Clean, stylish, conveniently located to the beach, stores and restaurants. "
United States
Andrew R.
The price is €556
includes taxes & fees
30 Nov - 1 Dec
Two Blocks to Gulf and Old Naples. A one bedroom cottage for work and play.

6. Olde Naples beautiful Condo Steps to Pier, Beach, Sunsets and restaurants!

Olde Naples beautiful Condo Steps to Pier, Beach, Sunsets and restaurants!
Old Naples
10.0 out of 10, Exceptional, (45 reviews)
"Easy parking and check inGreat communication Great location to beach and restaurantsBeautifully appointed Recommend highly for an easy relaxing Naples stay"
United States
Robert W.
The price is €664
includes taxes & fees
10 Nov - 11 Nov
Olde Naples beautiful Condo Steps to Pier, Beach, Sunsets and restaurants!

7. 3BR Golf & Lake View Villa • Pool • Lely Resort

3BR Golf & Lake View Villa • Pool • Lely Resort
Naples
10.0 out of 10, Exceptional, (24 reviews)
"Really enjoyed our stay here. Very clean, and I am very picky. The condo had everything we needed. Plenty of beach chairs, toys, umbrellas. All the kitchen supplies we needed too. I would like to stay here again in the future. "
United States
Karen P.
The price is €316
includes taxes & fees
3 Nov - 4 Nov
3BR Golf & Lake View Villa • Pool • Lely Resort

8. "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 €275
includes taxes & fees
8 Nov - 9 Nov
"The Coastal Dream" only 3miles to the beach.

9. The Gulfstream Place 2

The Gulfstream Place 2
East Naples
9.2 out of 10, Wonderful, (17 reviews)
"Great place for quiet relaxation "
United States
Richard
The Gulfstream Place 2

10. `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 Boho Bliss` - Reset & Recharge Wellness House

11. Luxury GreenLinks Condo: Top Rated Golf, Resort Pool,LakeView - close to beaches

Luxury GreenLinks Condo: Top Rated Golf, Resort Pool,LakeView - close to beaches
Naples
10.0 out of 10, Exceptional, (23 reviews)
"Great stay."
United States
Kathy R.
Luxury GreenLinks Condo: Top Rated Golf, Resort Pool,LakeView - close to beaches

12. 1st floor by pool, beach and 3rd St. S coffee shops, restaurants and farmer Mkt

1st floor by pool, beach and 3rd St. S coffee shops, restaurants and farmer Mkt
Old Naples
9.8 out of 10, Exceptional, (212 reviews)
"Amazing location! Beach is right there, shops, restaurants, coffee shops! Had a wonderful time! Comfortable condo! Very nice hosts!"
United States
Dallas M.
The price is €707
includes taxes & fees
15 Nov - 16 Nov
1st floor by pool, beach and 3rd St. S coffee shops, restaurants and farmer Mkt

13. 2 Mi to Public Pool! Cozy Naples Cottage w/ Patio

2 Mi to Public Pool! Cozy Naples Cottage w/ Patio
3.0 star property
Naples
The price is €186
includes taxes & fees
3 Nov - 4 Nov
2 Mi to Public Pool! Cozy Naples Cottage w/ Patio

14. Oasis of Naples – Beach & Downtown Haven

Oasis of Naples – Beach & Downtown Haven
Old Naples
9.4 out of 10, Exceptional, (9 reviews)
"Great place. Great location. Great value! Seamless transaction with the host. "
United States
David C.
The price is €372
includes taxes & fees
3 Nov - 4 Nov
Oasis of Naples – Beach & Downtown Haven

15. THE TERRACOTTA, Heated Pool! Close to 5th Ave and Beaches

THE TERRACOTTA, Heated Pool! Close to 5th Ave and Beaches
East Naples
10.0 out of 10, Exceptional, (37 reviews)
"Great Home and Host. Close to many attractions."
United States
Robert K.
The price is €591
includes taxes & fees
21 Nov - 22 Nov
THE TERRACOTTA, Heated Pool! Close to 5th Ave and Beaches

16. 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)
"Loved our stay at this lovely home! It was perfect for our family of 5. "
United States
Olga F.
The price is €650
includes taxes & fees
10 Nov - 11 Nov
THE TERRANOVA, Heated Pool, 10 Min to 5th Ave/Beach 5 min to US Open Pickleball

17. 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, (56 reviews)
"We had a great visit. Quiet and well kept."
United States
Andrew F.
The price is €297
includes taxes & fees
22 Nov - 23 Nov
Lakeview Suite with Pool — Minutes to Downtown Naples & Beautiful Beaches

18. 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 €223
includes taxes & fees
9 Nov - 10 Nov
King Bed Near Pickleball, Beach & Downtown

19. Coastal Downtown Naples Condo - Walk to the Beach!

Coastal Downtown Naples Condo - Walk to the Beach!
Old Naples
9.8 out of 10, Exceptional, (46 reviews)
"Great location"
United States
Kellie C.
The price is €557
includes taxes & fees
5 Nov - 6 Nov
Coastal Downtown Naples Condo - Walk to the Beach!

20. ` 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 price is €324
includes taxes & fees
16 Nov - 17 Nov
` The Black Vanilla ` Luxe Retreat Sauna, Cold Plunge & Pure Relaxation
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 holiday rentals

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

Keewaydin Island holiday 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 holiday 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 holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Keewaydin Island holiday rentals we have selected for you start as low as €118 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 holiday 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 holiday.

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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