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Keewaydin Island Vacation Rentals

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Our top choices for Keewaydin Island vacation rentals

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

Swimming pool, lake view, minutes to Naple's downtown and beach.
East Naples
9.4 out of 10, Exceptional, (48 reviews)
"Simply a wonderful stay. The pool was a plus."
United States
Toni G.
The price is CA $213
CA $265 total
includes taxes & fees
Jun 25 - Jun 26
Swimming pool, lake view, minutes to Naple's downtown and beach.

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 CA $185
CA $598 total
includes taxes & fees
Jun 27 - Jun 28
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, (12 reviews)
"It was very clean, comfortable and close to everything. "
United States
Fortunata C.
The price is CA $102
CA $337 total
includes taxes & fees
Jun 25 - Jun 26
Cozy 2-bedroom apartment near the Ocean

Private Suite near the Beach

Private Suite near the Beach
Naples Park
9.4 out of 10, Exceptional, (23 reviews)
"Great little place for a couples quick getaway. "
United States
Nicole Y.
The price is CA $89
CA $237 total
includes taxes & fees
Jun 28 - Jun 29
Private Suite near the Beach

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, (23 reviews)
"Great location! House was clean and inviting."
United States
Jane C.
The price is CA $108
CA $356 total
includes taxes & fees
Jun 25 - Jun 26
Quiet Naples Home: Walking Distance to Downtown. Pet Friendly!

Nuevo y Confortable Estudio

Nuevo y Confortable Estudio
Naples
8.6 out of 10, Excellent, (14 reviews)
"The place was easy to find and directions were very clear."
United States
Laura C.
The price is CA $134
CA $217 total
includes taxes & fees
Jun 25 - Jun 26
Nuevo y Confortable Estudio

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

Hot Tub Pool 5m-Beach & Downtwn Tennis/Pickleball
Central Naples
9.8 out of 10, Exceptional, (36 reviews)
"Great place for the weekend."
United States
Greg G.
The price is CA $178
CA $402 total
includes taxes & fees
Jul 2 - Jul 3
Hot Tub Pool 5m-Beach & Downtwn Tennis/Pickleball

Wiggins Pass Chalet

Wiggins Pass Chalet
4.0 star property
Naples
9.6 out of 10, Exceptional, (276 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 CA $157
CA $174 total
includes taxes & fees
Jul 22 - Jul 23
Wiggins Pass Chalet

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)
"Stop looking this is the place you want to be. Everything is perfect "
United States
Anonymous traveller
The price is CA $177
CA $401 total
includes taxes & fees
Jul 14 - Jul 15
Tennis/Pickleball Hot Tub Pool 5m-Beach & Dwntwn

Comfortable and Spacious house near the beach

Comfortable and Spacious house near the beach
Naples Park
10.0 out of 10, Exceptional, (13 reviews)
"This home was very clean, had a wonderful kitchen, and overall was very comfortable. It is close to restaurants/shops and a few minutes away from the beach. Great location, will definitely return!!! "
United States
Oviana C.
The price is CA $195
CA $457 total
includes taxes & fees
Jul 13 - Jul 14
Comfortable and Spacious house near the beach

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 $323 total
includes taxes & fees
Jul 13 - Jul 14
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)
"The host did a great jobThe resort was as advertised"
United States
Skip S.
The price is CA $120
CA $326 total
includes taxes & fees
Jun 29 - Jun 30
Marina Fish- Boat and Relax in this Paradise newly remodeled in Naples, Florida!

STARFISH PARADISE,FENCED YARD-ONLY 1/2MILE TO OCEAN-SLEEPS 4-1BED/1.5BATH, 2 TVs

STARFISH PARADISE,FENCED YARD-ONLY 1/2MILE TO OCEAN-SLEEPS 4-1BED/1.5BATH, 2 TVs
Naples Park
9.6 out of 10, Exceptional, (24 reviews)
"Fenced in backyard, condo exceeded expectations as did the weather!"
United States
Peg M.
The price is CA $106
CA $428 total
includes taxes & fees
Jul 2 - Jul 3
STARFISH PARADISE,FENCED YARD-ONLY 1/2MILE TO OCEAN-SLEEPS 4-1BED/1.5BATH, 2 TVs

Bellasera Resort

Bellasera Resort
4.0 star property
Old Naples
9.6 out of 10, Exceptional, (2,286 reviews)
"Everything was great! Nice hotel."
United States
Yuliia
The price is CA $330
CA $429 total
includes taxes & fees
Jul 9 - Jul 10
Bellasera Resort

Marco Island Oasis: Pool, Beach, Fishing, & Fun Await! Pet Friendly Family Home

Marco Island Oasis: Pool, Beach, Fishing, & Fun Await! Pet Friendly Family Home
Marco Island
9.8 out of 10, Exceptional, (32 reviews)
"The house was very comfortable and we enjoyed the pool."
United States
Michelle B.
The price is CA $248
CA $883 total
includes taxes & fees
Jun 28 - Jun 29
Marco Island Oasis: Pool, Beach, Fishing, & Fun Await! Pet Friendly Family Home

Cozy Getaway!

Cozy Getaway!
Bonita Shores
9.6 out of 10, Exceptional, (39 reviews)
"Good response to any issues we had. Great location!"
United States
Sue S.
The price is CA $195
CA $529 total
includes taxes & fees
Jul 9 - Jul 10
Cozy Getaway!

5 O'Clock Somewhere getaway-Walk/Bike to Beach,Shops ,Fenced private doggie area

5 O'Clock Somewhere getaway-Walk/Bike to Beach,Shops ,Fenced private doggie area
Naples Park
8.8 out of 10, Excellent, (36 reviews)
The price is CA $120
CA $402 total
includes taxes & fees
Jun 25 - Jun 26
5 O'Clock Somewhere getaway-Walk/Bike to Beach,Shops ,Fenced private doggie area

Pet Friendly, Nightly CONDO! In-Unit Laundry, WiFi & Beach Gear; Walk to Dining/Shops (1 of 2 units)

Pet Friendly, Nightly CONDO! In-Unit Laundry, WiFi & Beach Gear; Walk to Dining/Shops (1 of 2 units)
Marco Island
9.6 out of 10, Exceptional, (85 reviews)
"Nice condo and location!"
United States
Jeff
The price is CA $152
CA $615 total
includes taxes & fees
Jul 6 - Jul 7
Pet Friendly, Nightly CONDO! In-Unit Laundry, WiFi & Beach Gear; Walk to Dining/Shops (1 of 2 units)

Beach & Downtown 5m HotTub Pool Tennis/Pickleball

Beach & Downtown 5m HotTub Pool Tennis/Pickleball
Central Naples
10.0 out of 10, Exceptional, (22 reviews)
"We had a great stay during our vacation to Naples. The condo was updated, clean and in a great location. The host was very responsive and helpful as well. We will definitely be back. "
United States
ANNETTE V.
The price is CA $189
CA $415 total
includes taxes & fees
Jul 1 - Jul 2
Beach & Downtown 5m HotTub Pool Tennis/Pickleball

Beach 4ml/ World Tennis Club/ Pickleball / Heated Pools/ Hot Tub/ Sauna/ 1st Flr

Beach 4ml/ World Tennis Club/ Pickleball / Heated Pools/ Hot Tub/ Sauna/ 1st Flr
Central Naples
10.0 out of 10, Exceptional, (27 reviews)
"Property owner was very responsive and property is as described from listing and other reviews. Great location very central to everything! Great choice! "
United States
Reid D.
The price is CA $182
CA $841 total
includes taxes & fees
Jul 14 - Jul 15
Beach 4ml/ World Tennis Club/ Pickleball / Heated Pools/ Hot Tub/ Sauna/ 1st Flr
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.

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