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Check prices for these dates

Next weekend
15 Aug - 17 Aug
In two weeks
22 Aug - 24 Aug
In one month
5 Sept - 7 Sept
In two months
3 Oct - 5 Oct

Featured Cottages in Keewaydin Island and around

1-bedroom cottage just a short walk to Naples Beach and Fifth Avenue South
Sun-loungers, beach towels

1-bedroom cottage just a short walk to Naples Beach and Fifth Avenue South

10.0 out of 10, Exceptional, (13)
"It was the perfect place for my holiday getaway visiting family!"
The price is €374
includes taxes & fees
12 Aug - 13 Aug
1-bedroom cottage just a short walk to Naples Beach and Fifth Avenue South
3 Pools, lazy river, walk to 5th ave restaurants!
Outdoor pool, a heated pool

3 Pools, lazy river, walk to 5th ave restaurants!

9.8 out of 10, Exceptional, (116)
"We enjoyed our stay! The condo was very clean and had everything we needed. Thank you Alan!"
3 Pools, lazy river, walk to 5th ave restaurants!
Cottage B - 2 Blocks to the Beach, 5th Street and 3rd Ave. South
Property grounds

Cottage B - 2 Blocks to the Beach, 5th Street and 3rd Ave. South

9.2 out of 10, Wonderful, (5)
"Loved the cottage and the location. "
The price is €579
includes taxes & fees
9 Aug - 10 Aug
Cottage B - 2 Blocks to the Beach, 5th Street and 3rd Ave. South
Peaceful and cozy beach house in North Naples
Terrace/patio

Peaceful and cozy beach house in North Naples

9.8 out of 10, Exceptional, (20)
"The house was absolutely perfect for our stay. It was very clean, the beds were comfy, and the home had everything we needed. We would definitely stay here again. "
Peaceful and cozy beach house in North Naples
The Historic Coquina Cottages C is 2 Blocks to the Beach, 5th Avenue and 3rd St.
Terrace/patio

The Historic Coquina Cottages C is 2 Blocks to the Beach, 5th Avenue and 3rd St.

10.0 out of 10, Exceptional, (11)
"nice place great location, we will stay there again"
The price is €460
includes taxes & fees
12 Aug - 13 Aug
The Historic Coquina Cottages C is 2 Blocks to the Beach, 5th Avenue and 3rd St.
Captain's Cottage
House (3 Bedrooms) | Property amenity

Captain's Cottage

3.5 star property
9.0 out of 10, Wonderful, (4)
"Nice property. Close to the beach."
Captain's Cottage
Keys stilt cottage lower unit
Sun-loungers, beach towels

Keys stilt cottage lower unit

9.6 out of 10, Exceptional, (33)
"We visited for the Naples US pickleball open for try week. This home gave us everything we needed. It was clean and nicely put together. Would definitely stay again."
Keys stilt cottage lower unit
Spacious Cottage 1.5 Mi To Beach Kitchen W&D King Bed Dock On The Imperial River
Terrace/patio

Spacious Cottage 1.5 Mi To Beach Kitchen W&D King Bed Dock On The Imperial River

9.6 out of 10, Exceptional, (4)
"We would stay at the cabin again. The location is secluded enough to be quiet but close to all the local places you would want to go, including a public beach. The neighborhood is a wonderful mixture.of homes from affluent to not so affluent. The river adds a nice ambience for the location. Streaming on the TV worked well. Overal a great experience for our getaway..Comfortable and clean, Cute as the pictures!!! "
The price is €176
includes taxes & fees
19 Aug - 20 Aug
Spacious Cottage 1.5 Mi To Beach Kitchen W&D King Bed Dock On The Imperial River
Old Florida Fishing Cottage See The Water From Living Room on Imperial River
Property grounds

Old Florida Fishing Cottage See The Water From Living Room on Imperial River

9.8 out of 10, Exceptional, (8)
"Hosts were responsive and addressed all questions in a timely manner. Would stay there again."
The price is €187
includes taxes & fees
10 Aug - 11 Aug
Old Florida Fishing Cottage See The Water From Living Room on Imperial River
fabulous waterfront resort, 3 pools, lazy river, walk to 5th Ave!
Outdoor pool, a heated pool

fabulous waterfront resort, 3 pools, lazy river, walk to 5th Ave!

10.0 out of 10, Exceptional, (32)
"Awesome!"
fabulous waterfront resort, 3 pools, lazy river, walk to 5th Ave!
Marco Island Home w/ Heated Pool + Screened Lanai!
House (4 Bedrooms) | Front of property

Marco Island Home w/ Heated Pool + Screened Lanai!

3.0 star property
10.0 out of 10, Exceptional, (5)
"Amazing stay!"
Marco Island Home w/ Heated Pool + Screened Lanai!
Peaceful Cottage On Imperial River W Dock W&D Kitchen King Bed Can Sleep 4
Terrace/patio

Peaceful Cottage On Imperial River W Dock W&D Kitchen King Bed Can Sleep 4

10.0 out of 10, Exceptional, (5)
"We stayed at the star fish little home away from home. This place was exactly as pictured. My neice and I absolutely loved this place and would highly recommend this to others. Price was well worth the stay to have privacy and all the amenities needed. We ate at local restaurants Coconut Joes was amazing and beach is close and absolutely beautiful!!"
The price is €164
includes taxes & fees
10 Aug - 11 Aug
Peaceful Cottage On Imperial River W Dock W&D Kitchen King Bed Can Sleep 4
Naples Retreat With Private Pool & Spa!
House (3 Bedrooms) | Interior

Naples Retreat With Private Pool & Spa!

3.0 star property
Naples Retreat With Private Pool & Spa!
Hot Tub & Heated Pool: Bonita Springs Getaway!
Interior

Hot Tub & Heated Pool: Bonita Springs Getaway!

3.0 star property
Hot Tub & Heated Pool: Bonita Springs Getaway!
Pet-friendly Naples Vacation Rental w/ Fire Pit!
House (3 Bedrooms) | Interior

Pet-friendly Naples Vacation Rental w/ Fire Pit!

3.0 star property
10.0 out of 10, Exceptional, (1)
"We came to spend time with my sister for Easter and we were very pleased with this property. It was nice and clean and enough space for my family. "
Pet-friendly Naples Vacation Rental w/ Fire Pit!
Updated 2024 King Bed Kit W/D Dock On Imperial River 1.3 Mi to Beach Sleeps 4

Updated 2024 King Bed Kit W/D Dock On Imperial River 1.3 Mi to Beach Sleeps 4

10.0 out of 10, Exceptional, (1)
"Close enough to the beach to enjoy the area. The place was clean and had the necessities."
The price is €165
includes taxes & fees
17 Aug - 18 Aug
Updated 2024 King Bed Kit W/D Dock On Imperial River 1.3 Mi to Beach Sleeps 4
Quiet Quaint Cottage Right on Gulf Access Imperial River Close To Everything
Fridge, microwave, oven, stovetop

Quiet Quaint Cottage Right on Gulf Access Imperial River Close To Everything

10.0 out of 10, Exceptional, (9)
"We enjoyed sitting right by the Imperial River. Our cabin had a nice private patio or we could join other guest on the dock. "
The price is €223
includes taxes & fees
19 Aug - 20 Aug
Quiet Quaint Cottage Right on Gulf Access Imperial River Close To Everything
Cozy Getaway with pool and minutes to the beach!!!
Outdoor pool, a heated pool

Cozy Getaway with pool and minutes to the beach!!!

9.6 out of 10, Exceptional, (24)
"Very clean, great location!"
Cozy Getaway with pool and minutes to the beach!!!
Lake front cottage less than 1mile from Fifth Ave S. The heart of old Naples.
Fridge, microwave, oven, stovetop

Lake front cottage less than 1mile from Fifth Ave S. The heart of old Naples.

9.8 out of 10, Exceptional, (13)
"Enjoyed the home and the amenities. Beds we're comfortable. Would recommend and return if in the area."
Lake front cottage less than 1mile from Fifth Ave S. The heart of old Naples.
Large Deck On Imperial Gulf Access River Kayak Launch Kit W&D 1.3M To Beach
Terrace/patio

Large Deck On Imperial Gulf Access River Kayak Launch Kit W&D 1.3M To Beach

10.0 out of 10, Exceptional, (3)
"We stayed over kids spring break. Great location- not far from beaches and great restaurants. "
The price is €190
includes taxes & fees
19 Aug - 20 Aug
Large Deck On Imperial Gulf Access River Kayak Launch Kit W&D 1.3M To Beach
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

Naples Grande Beach Resort

Naples Grande Beach Resort

10/10 Excellent
"Loved the convenience of the rides to and from the beach. The food at the restaurants was great and staff offered great service. We will definitely be back!!!"
Mayra 3-night trip
Posted 14 hours ago
Naples Grande Beach Resort

Frequently asked questions

How much do cottages in Keewaydin Island cost?
You'll pay between €164 and €579 per night for cottages in Keewaydin Island. No matter your budget, a terrific stay is only a click away on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many cottages are there in Keewaydin Island?
Use up your holiday days and pick from 67 cottages in Keewaydin Island. Imagining a place where you can relax and stay in touch with nature? Expedia will help you find the ideal getaway in a few simple clicks.
Why book your cottage in Keewaydin Island with Expedia?
Booking a cottage in Keewaydin Island is as simple as working out your travel dates and choosing an ideal place for a getaway in nature. From upmarket retreats to affordable stays and cottages that include perks like free WiFi, Expedia has something for all tastes. As for unbeatable deals? We've got them as well!