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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
9.2 out of 10, Wonderful, (47 reviews)
"Simply a wonderful stay. The pool was a plus."
United States
Toni G.
$170 nightly
The price is $187
Jun 23 - Jun 24
Total with taxes and fees
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
$383 nightly
The price is $425
Jul 20 - Jul 21
Total with taxes and fees
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.
$212 nightly
The price is $233
Jun 23 - Jun 24
Total with taxes and fees
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.
$153 nightly
The price is $168
Jun 23 - Jun 24
Total with taxes and fees
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.
$240 nightly
The price is $263
Jun 24 - Jun 25
Total with taxes and fees
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.
$140 nightly
The price is $153
Jun 23 - Jun 24
Total with taxes and fees
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.
$283 nightly
The price is $283
Jul 2 - Jul 3
Total with taxes and fees
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, (275 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
$120 nightly
The price is $133
Jun 24 - Jun 25
Total with taxes and fees
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 traveler
$286 nightly
The price is $286
Jun 23 - Jun 24
Total with taxes and fees
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.
$269 nightly
The price is $295
Jun 24 - Jun 25
Total with taxes and fees
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.
$209 nightly
The price is $229
Jul 12 - Jul 13
Total with taxes and fees
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.
$206 nightly
The price is $226
Jun 23 - Jun 24
Total with taxes and fees
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.
$276 nightly
The price is $303
Jul 1 - Jul 2
Total with taxes and fees
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, (2,285 reviews)
"Everything was great! Nice hotel."
United States
Yuliia
$282 nightly
The price is $314
Jun 23 - Jun 24
Total with taxes and fees
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, (31 reviews)
"The house was very comfortable and we enjoyed the pool."
United States
Michelle B.
$446 nightly
The price is $489
Jun 24 - Jun 25
Total with taxes and fees
Marco Island Oasis: Pool, Beach, Fishing, & Fun Await! Pet Friendly Family Home

Cozy Getaway!

Cozy Getaway!
Bonita Shores
9.6 out of 10, Exceptional, (38 reviews)
"Good response to any issues we had. Great location!"
United States
Sue S.
$337 nightly
The price is $369
Jun 23 - Jun 24
Total with taxes and fees
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)
"Clean, everything you need! Loved having the bikes."
United States
Cindi
$257 nightly
The price is $282
Jun 24 - Jun 25
Total with taxes and fees
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
$395 nightly
The price is $428
Jun 23 - Jun 24
Total with taxes and fees
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.
$299 nightly
The price is $299
Jul 1 - Jul 2
Total with taxes and fees
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.
$529 nightly
The price is $580
Jul 1 - Jul 2
Total with taxes and fees
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

Everything you need to know about Keewaydin Island vacation rentals

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

Keewaydin Island vacation 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 low season months. For more hustle and bustle, you may prefer to visit Keewaydin Island in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $133 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Keewaydin Island rentals

At Expedia, we put the best Keewaydin Island vacation 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 vacation.

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