Keewaydin Island Vacation Rentals

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Our top choices for Keewaydin Island vacation rentals

Noel Real Estate

Noel Real Estate
2.0 star property
East Naples
10.0 out of 10, Exceptional, (2 reviews)
"Clean and beautiful place, it complies with everything it says! In addition, the location is central and the air conditioning of the house is great!"
United States
Gisseth
The price is CA $194
CA $595 total
includes taxes & fees
May 12 - May 13
Noel Real Estate

Cozy 2-bedroom apartment near the Ocean

Cozy 2-bedroom apartment near the Ocean
Naples Park
10.0 out of 10, Exceptional, (11 reviews)
"It was very clean, comfortable and close to everything. "
United States
Fortunata C.
The price is CA $92
CA $319 total
includes taxes & fees
May 11 - May 12
Cozy 2-bedroom apartment near the Ocean

Nuevo y Confortable Estudio

Nuevo y Confortable Estudio
Naples
8.6 out of 10, Excellent, (13 reviews)
"Overall great stay. Small but efficient space. Definitely enough for 2 or couple with small child. Location was great. Good for price "
United States
Taylor
The price is CA $130
CA $210 total
includes taxes & fees
May 11 - May 12
Nuevo y Confortable Estudio

Wiggins Pass Chalet

Wiggins Pass Chalet
4.0 star property
Naples
9.6 out of 10, Exceptional, (272 reviews)
"Clean room, stuff very friendly, easy access to rooms, close to everything"
United States
RITA
The price is CA $173
CA $192 total
includes taxes & fees
Jun 6 - Jun 7
Wiggins Pass Chalet

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, (44 reviews)
"The house was clean and comfortable and the landcaping and outdoor seating was more than perfect! Communications were excellent as well. I highly recommend. We will visit again if the need arises."
United States
CAROLE
The price is CA $239
CA $300 total
includes taxes & fees
May 17 - May 18
Swimming pool, lake view, minutes to Naple's downtown and beach.

* * Endless Summer * * Beach, Unique & Comfort

* * Endless Summer * * Beach, Unique & Comfort
Naples Park
9.4 out of 10, Exceptional, (20 reviews)
"The place was spotless All the amenities you could need Bed very comfortable Bathroom and kitchen area was lovely Close walk to beach Lovely quiet neighbourhood "
United Kingdom
Nia
The price is CA $180
CA $443 total
includes taxes & fees
May 14 - May 15
* * Endless Summer * * Beach, Unique & Comfort

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 CA $216
CA $828 total
includes taxes & fees
May 11 - May 12
Marco Island Florida Family Vacation Home-heated pool, beach, Pet friendly

Cute Cottage 1.5Mi 2 Beach Duplex Has Dock on Gulf Access Imperial River

Cute Cottage 1.5Mi 2 Beach Duplex Has Dock on Gulf Access Imperial River
Bonita Shores
9.8 out of 10, Exceptional, (7 reviews)
"Great little beach cottage in a peaceful neighborhood near the beaches!"
United States
HOLLY M.
The price is CA $131
CA $295 total
includes taxes & fees
May 11 - May 12
Cute Cottage 1.5Mi 2 Beach Duplex Has Dock on Gulf Access Imperial River

Quiet Naples Home: Walking Distance to Downtown. Pet Friendly!

Quiet Naples Home: Walking Distance to Downtown. Pet Friendly!
East Naples
9.0 out of 10, Wonderful, (22 reviews)
"Great location and perfect spot for my quick work trip "
United States
Anastasia A.
The price is CA $137
CA $385 total
includes taxes & fees
May 25 - May 26
Quiet Naples Home: Walking Distance to Downtown. Pet Friendly!

Sunshine Oasis! Minutes from your toes in the sand!! Pool and Relaxtion

Sunshine Oasis! Minutes from your toes in the sand!! Pool and Relaxtion
Bonita Shores
9.6 out of 10, Exceptional, (5 reviews)
"Perfect home base location for our needs this trip. Nice to have a pool to take a dip in and/or sit by vs. heading to the beach for the day. Although we did go to Bonita Beach, Lovers Park and Little Hickory beach and found parking easily. Close to Naples, Marco Island, Everglades and the airport. Ample restaurants to chose from as well close by. Would highly recommend. We stayed for a week. "
United States
Deb B.
The price is CA $157
CA $463 total
includes taxes & fees
May 11 - May 12
Sunshine Oasis! Minutes from your toes in the sand!! Pool and Relaxtion

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 CA $120
CA $320 total
includes taxes & fees
May 31 - Jun 1
2/1 Hidden Gem

Marina Fish- Boat and Relax in this Paradise newly remodeled in Naples, Florida!

Marina Fish- Boat and Relax in this Paradise newly remodeled in Naples, Florida!
Naples
9.8 out of 10, Exceptional, (11 reviews)
"Perfect location. "
United States
Jennifer E.
The price is CA $123
CA $325 total
includes taxes & fees
May 13 - May 14
Marina Fish- Boat and Relax in this Paradise newly remodeled in Naples, Florida!

Private Suite near the Beach

Private Suite near the Beach
Naples Park
9.4 out of 10, Exceptional, (23 reviews)
"The unit met our expectations. It was a bit small but it was clean. Bathroom could use updating"
United States
Dori
The price is CA $86
CA $229 total
includes taxes & fees
May 16 - May 17
Private Suite near the Beach

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)
"Great place"
United States
Thomas D.
The price is CA $185
CA $542 total
includes taxes & fees
May 11 - May 12
5-Star Luxury Condo - Pool – Near Bonita Springs Beach

Naples Marina Getaway Studio DIRECT WATER VIEWS!

Naples Marina Getaway Studio DIRECT WATER VIEWS!
Naples
9.6 out of 10, Exceptional, (24 reviews)
"Very nice room and property - and affordable! Clean and comfortable."
United States
Vickie W.
The price is CA $130
CA $334 total
includes taxes & fees
May 11 - May 12
Naples Marina Getaway Studio DIRECT WATER VIEWS!

Tennis/Pickleball Hot Tub Pool 5m-Beach & Dwntwn

Tennis/Pickleball Hot Tub Pool 5m-Beach & Dwntwn
Central Naples
10.0 out of 10, Exceptional, (42 reviews)
"The condo was beautiful as well as the property. We really enjoyed our stay and will definitely stay again. We had some questions and the property owner was very responsive. The property is centrally located and in a great area. "
United States
D. D.
The price is CA $171
CA $391 total
includes taxes & fees
May 11 - May 12
Tennis/Pickleball Hot Tub Pool 5m-Beach & Dwntwn

Tiny Home Renovated 2023 1.5 Mi, 2 Beach Kit W & D Regular Bed on Imperial River

Tiny Home Renovated 2023 1.5 Mi, 2 Beach Kit W & D Regular Bed on Imperial River
Bonita Shores
9.6 out of 10, Exceptional, (8 reviews)
"Cute little home! Enjoyed our stay. Thank you for your hospitality "
United States
Robin S.
The price is CA $104
CA $242 total
includes taxes & fees
May 11 - May 12
Tiny Home Renovated 2023 1.5 Mi, 2 Beach Kit W & D Regular Bed on Imperial River

Amazing Private Suite Large Bathroom 3.3mi to Beach Close 2 Everything Updated

Amazing Private Suite Large Bathroom 3.3mi to Beach Close 2 Everything Updated
Bonita Shores
9.8 out of 10, Exceptional, (16 reviews)
"Excellent place to stay. "
United States
Barb
The price is CA $82
CA $218 total
includes taxes & fees
May 12 - May 13
Amazing Private Suite Large Bathroom 3.3mi to Beach Close 2 Everything Updated

Bellasera Resort

Bellasera Resort
4.0 star property
Old Naples
9.6 out of 10, Exceptional, (2,268 reviews)
"Great accommodations , very clean and Great Service We will certainly return. "
United States
Phillip
The price is CA $260
CA $350 total
includes taxes & fees
Jun 8 - Jun 9
Bellasera Resort

The Sonset Updates Throughout Private pool near Vanderbilt Beach &Delnor Wiggins

The Sonset Updates Throughout Private pool near Vanderbilt Beach &Delnor Wiggins
Naples Park
10.0 out of 10, Exceptional, (111 reviews)
"Beau was very responsive and the place was great!"
United States
Benjamin C.
The price is CA $226
CA $666 total
includes taxes & fees
May 11 - May 12
The Sonset Updates Throughout Private pool near Vanderbilt Beach &Delnor Wiggins
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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Keewaydin Island. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.