Keewaydin Island Holiday Rentals

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Our top choices for Keewaydin Island holiday rentals

Wiggins Pass Chalet

Wiggins Pass Chalet
4.0 star property
Naples
9.6 out of 10, Exceptional, (274 reviews)
"This was in was in a great location! Everything was clean, staff was helpful and friendly. The wife and I will definitely book it again next time we’re in Naples!"
United States
Daniel Luis
The price is NZ$227
includes taxes & fees
21 June - 22 June
Wiggins Pass Chalet

Bellasera Resort

Bellasera Resort
4.0 star property
Old Naples
9.6 out of 10, Exceptional, (2,275 reviews)
"Great accommodations , very clean and Great Service We will certainly return. "
United States
Phillip
The price is NZ$534
includes taxes & fees
8 June - 9 June
Bellasera Resort

Walk to Celebration Park: Naples Home w/ Pool!

Walk to Celebration Park: Naples Home w/ Pool!
3.0 star property
East Naples
10.0 out of 10, Exceptional, (2 reviews)
"The house was amazing & the location was great!!"
United States
Jennifer
The price is NZ$1,152
includes taxes & fees
17 June - 18 June
Walk to Celebration Park: Naples Home w/ Pool!

Noel Real Estate

Noel Real Estate
2.0 star property
East Naples
9.4 out of 10, Exceptional, (3 reviews)
"Property was easy to find and just as described and listed. very home-feeling and comfortable. "
United States
Lauren
The price is NZ$719
includes taxes & fees
31 May - 1 June
Noel Real Estate

Marriott's Crystal Shores

Marriott's Crystal Shores
3.5 star property
South End
9.2 out of 10, Wonderful, (228 reviews)
"The property is amazing"
United States
Juan
The price is NZ$1,722
includes taxes & fees
2 June - 3 June
Marriott's Crystal Shores

Swimming pool, lake view, minutes to Naple's downtown and beach.

Swimming pool, lake view, minutes to Naple's downtown and beach.
East Naples
9.2 out of 10, Wonderful, (45 reviews)
"ImpeccableLovelyCozyQuietConvenient"
United States
valerie G.
The price is NZ$311
includes taxes & fees
31 May - 1 June
Swimming pool, lake view, minutes to Naple's downtown and beach.

Cozy Getaway!

Cozy Getaway!
Bonita Shores
9.6 out of 10, Exceptional, (37 reviews)
"Good response to any issues we had. Great location!"
United States
Sue S.
The price is NZ$610
includes taxes & fees
31 May - 1 June
Cozy Getaway!

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, (202 reviews)
"Good communication with the host, Helen was helpful and prompt in responding to our request, amenities were very nice"
United States
Donna W.
The price is NZ$998
includes taxes & fees
31 May - 1 June
1st floor by pool, beach and 3rd St. S coffee shops, restaurants and farmer Mkt

5-Star Luxury Condo - Pool – Near Bonita Springs Beach

5-Star Luxury Condo - Pool – Near Bonita Springs Beach
Bonita Shores
10.0 out of 10, Exceptional, (50 reviews)
"very nicely decorated apartment, clean and chic"
United States
Bo Z.
The price is NZ$650
includes taxes & fees
2 June - 3 June
5-Star Luxury Condo - Pool – Near Bonita Springs Beach

Luxury Waterfront Villa with Heated Pool, Private Dock, Kayaks, Fire Pit

Luxury Waterfront Villa with Heated Pool, Private Dock, Kayaks, Fire Pit
Marco Island
10.0 out of 10, Exceptional, (21 reviews)
"Everything was fantastic!"
United States
Camden B.
The price is NZ$1,699
includes taxes & fees
1 June - 2 June
Luxury Waterfront Villa with Heated Pool, Private Dock, Kayaks, Fire Pit

Family Friendly Tigertail Beach Home Salt water Pool & Spa

Family Friendly Tigertail Beach Home Salt water Pool & Spa
Tigertail Beach
9.6 out of 10, Exceptional, (123 reviews)
"Great place and location. All amenities needed were available. Would go again!"
United States
Lindita A.
Family Friendly Tigertail Beach Home Salt water Pool & Spa

Special Spring Break Stay Home in Marco Island

Special Spring Break Stay Home in Marco Island
South End
10.0 out of 10, Exceptional, (22 reviews)
"Great location, clean, spacious house. Perfect for a Marco island getaway!"
United States
Mike D.
The price is NZ$1,222
includes taxes & fees
31 May - 1 June
Special Spring Break Stay Home in Marco Island

Naples Condo w/ Golf View & Resort-style Amenities

Naples Condo w/ Golf View & Resort-style Amenities
3.0 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 NZ$662
includes taxes & fees
3 June - 4 June
Naples Condo w/ Golf View & Resort-style Amenities

Location!!! A one bedroom cottage, 2 blocks from Gulf, and Old Naples.

Location!!! A one bedroom cottage, 2 blocks from Gulf, and Old Naples.
Old Naples
9.8 out of 10, Exceptional, (35 reviews)
"Location was awesome."
United States
Jenna G.
Location!!! A one bedroom cottage, 2 blocks from Gulf, and Old Naples.

Amazing Olde Marco Condo, Sunsets & Dolphins

Amazing Olde Marco Condo, Sunsets & Dolphins
Olde Marco
9.6 out of 10, Exceptional, (50 reviews)
"Great place!!!!"
United States
Peyton S.
The price is NZ$601
includes taxes & fees
28 June - 29 June
Amazing Olde Marco Condo, Sunsets & Dolphins

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, (20 reviews)
"Really enjoyed this nicely decorated condo.. Very clean, spacious and well equipped. Communication was very good. Will definitely stay here again. "
United States
Mike D.
The price is NZ$643
includes taxes & fees
4 June - 5 June
Luxury GreenLinks Condo: Top Rated Golf, Resort Pool,LakeView - close to beaches

Marco Island Florida Family Vacation Home-heated pool, beach, Pet friendly

Marco Island Florida Family Vacation Home-heated pool, beach, Pet friendly
Marco Island
9.8 out of 10, Exceptional, (40 reviews)
"Very clean property, conveniently located near public beach access and close to all restaurants."
United States
Anonymous traveller
The price is NZ$1,008
includes taxes & fees
7 June - 8 June
Marco Island Florida Family Vacation Home-heated pool, beach, Pet friendly

Naples Condo w/ Golf View & Resort-Style Amenities

Naples Condo w/ Golf View & Resort-Style Amenities
Naples
9.8 out of 10, Exceptional, (48 reviews)
"The unit was stocked with kitchen and bathroom supplies, the view from the patio was tranquil and Ray, the owner, was easily accessible. The property has a nice pool, walking trails and is well-located."
United States
AUGUST
The price is NZ$656
includes taxes & fees
2 June - 3 June
Naples Condo w/ Golf View & Resort-Style Amenities

2023 New Construction! Beautiful Marco Island located around great amenities!

2023 New Construction! Beautiful Marco Island located around great amenities!
Marco Island
10.0 out of 10, Exceptional, (22 reviews)
"We really enjoyed the house and the area! It was close to everything. We had some minor issues and it lacked some of the amenities found in other homes we have rented. The house should have a booklet outlining all requirements and instructions for the stay. "
United States
Martin H.
The price is NZ$1,987
includes taxes & fees
1 June - 2 June
2023 New Construction! Beautiful Marco Island located around great amenities!

Sunrise Waterfront Cottage

Sunrise Waterfront Cottage
Marco Island
10.0 out of 10, Exceptional, (47 reviews)
"Beautiful location on the water and nearby restaurants Bikes and kayaks available Our host was wonderful "
United States
Joseph W.
The price is NZ$624
includes taxes & fees
31 May - 1 June
Sunrise Waterfront Cottage
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, 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 NZ$227 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.