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, (38 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 $273
CA $339 total
includes taxes & fees
Mar 25 - Mar 26
Swimming pool, lake view, minutes to Naple's downtown and beach.

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)
"Cozy and confortable. Parking was sometimes sketchy but we got out sreps in!"
United States
Kim D.
The price is CA $192
CA $411 total
includes taxes & fees
Mar 26 - Mar 27
Marina Fish- Boat and Relax in this Paradise newly remodeled in Naples, Florida!

2/1 Hidden Gem

2/1 Hidden Gem
Naples
9.8 out of 10, Exceptional, (17 reviews)
"It was so relaxing and close to everything, really enjoyed the stay ! "
United States
janice G.
The price is CA $167
CA $380 total
includes taxes & fees
Mar 28 - Mar 29
2/1 Hidden Gem

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
Apr 10 - Apr 11
Nuevo y Confortable Estudio

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

Cozy Getaway with pool and minutes to the beach!!!
Bonita Shores
9.6 out of 10, Exceptional, (34 reviews)
"Had an awesome stay! The space was perfect size for 2 females traveling together. It’s close to the beach and lots of stores. Great area to navigate around in. "
United States
Rhonda V.
The price is CA $178
CA $486 total
includes taxes & fees
Apr 20 - Apr 21
Cozy Getaway with pool and minutes to the beach!!!

Vacation Home Near the Beach!

Vacation Home Near the Beach!
Naples Park
9.6 out of 10, Exceptional, (22 reviews)
" Nice property great location"
United States
david c.
The price is CA $206
CA $771 total
includes taxes & fees
Apr 12 - Apr 13
Vacation Home Near the Beach!

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

Spacious Cottage 1.5 Mi To Beach Kitchen W&D King Bed Dock On The Imperial River
Bonita Shores
9.6 out of 10, Exceptional, (8 reviews)
"Is good , and Beauty"
United States
Jorge T.
The price is CA $174
CA $367 total
includes taxes & fees
Apr 14 - Apr 15
Spacious Cottage 1.5 Mi To Beach Kitchen W&D King Bed Dock On The Imperial River

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, (37 reviews)
"Very clean property, conveniently located near public beach access and close to all restaurants."
United States
Anonymous traveller
The price is CA $309
CA $946 total
includes taxes & fees
Apr 19 - Apr 20
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, (6 reviews)
"Great little beach cottage in a peaceful neighborhood near the beaches!"
United States
HOLLY M.
The price is CA $189
CA $368 total
includes taxes & fees
Apr 13 - Apr 14
Cute Cottage 1.5Mi 2 Beach Duplex Has Dock on Gulf Access Imperial River

Luxurious Naples Retreat:Beaches,Family Friendly,USOP National Pickleball Center

Luxurious Naples Retreat:Beaches,Family Friendly,USOP National Pickleball Center
East Naples
9.4 out of 10, Exceptional, (10 reviews)
"Beautiful felt brand new super clean had everything we could need. "
United States
rhianna t.
The price is CA $253
CA $487 total
includes taxes & fees
Mar 26 - Mar 27
Luxurious Naples Retreat:Beaches,Family Friendly,USOP National Pickleball Center

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
9.4 out of 10, Exceptional, (23 reviews)
"The property is an older beach house that is clean and well equipped with kitchen items and beach items. Tge location is superb and the host is absolutely precious and very accommodating. "
United States
Melanie S.
The price is CA $158
CA $483 total
includes taxes & fees
Apr 21 - Apr 22
STARFISH PARADISE,FENCED YARD-ONLY 1/2MILE TO OCEAN-SLEEPS 4-1BED/1.5BATH, 2 TVs

Charming Beach Cottage with private pool - only 2 miles to stunning Bonita Beach

Charming Beach Cottage with private pool - only 2 miles to stunning Bonita Beach
Bonita Shores
10.0 out of 10, Exceptional, (180 reviews)
"Great location and comfortable home with nice beds. My family enjoyed our stay. "
United States
julie k.
The price is CA $329
CA $690 total
includes taxes & fees
Apr 24 - Apr 25
Charming Beach Cottage with private pool - only 2 miles to stunning Bonita Beach

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
9.0 out of 10, Wonderful, (34 reviews)
"Clean, everything you need! Loved having the bikes."
United States
Cindi
The price is CA $172
CA $461 total
includes taxes & fees
Apr 20 - Apr 21
5 O'Clock Somewhere getaway-Walk/Bike to Beach,Shops ,Fenced private doggie area

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

Quiet Quaint Cottage Right on Gulf Access Imperial River Close To Everything
Bonita Shores
10.0 out of 10, Exceptional, (12 reviews)
"This was a exvellent property to stay at. Everything you needed with no hassle. The location is a plus because you are within minutes to shopping and restaurants and the beach maybe 8 min away. Would highly recommend this place to anyo e. Hassle free check in and check out."
United States
David M.
The price is CA $269
CA $509 total
includes taxes & fees
Apr 13 - Apr 14
Quiet Quaint Cottage Right on Gulf Access Imperial River Close To Everything

Gulf Access Canal & Dock 1.2 Miles 2 Beach Just Redone Close 2 Barefoot Beach!!!

Gulf Access Canal & Dock 1.2 Miles 2 Beach Just Redone Close 2 Barefoot Beach!!!
Bonita Shores
10.0 out of 10, Exceptional, (18 reviews)
"Great property and very nicely nestled in Bonita! "
United States
Paul K.
The price is CA $218
CA $441 total
includes taxes & fees
Apr 20 - Apr 21
Gulf Access Canal & Dock 1.2 Miles 2 Beach Just Redone Close 2 Barefoot Beach!!!

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
10.0 out of 10, Exceptional, (31 reviews)
"This place is beautiful and the location couldn’t be better!! You can walk everywhere."
United States
Jill B.
The price is CA $432
CA $988 total
includes taxes & fees
Apr 3 - Apr 4
Location!!! A one bedroom cottage, 2 blocks from Gulf, and Old Naples.

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, (14 reviews)
"Excellent place to stay. "
United States
Barb
The price is CA $137
CA $283 total
includes taxes & fees
Apr 20 - Apr 21
Amazing Private Suite Large Bathroom 3.3mi to Beach Close 2 Everything Updated

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, (80 reviews)
"Adorable condo! Very clean, great location. "
United States
Jessyka B.
The price is CA $188
CA $621 total
includes taxes & fees
Apr 13 - Apr 14
Pet Friendly, Nightly CONDO! In-Unit Laundry, WiFi & Beach Gear; Walk to Dining/Shops (1 of 2 units)

Private Studio Suite near the Beach

Private Studio Suite near the Beach
Naples Park
9.8 out of 10, Exceptional, (17 reviews)
"A problem checking in and checking out,but the place is great. The kitchen is stocked with all the pots,pans,utensils,salt pepper. You are all set for a long stay. The shower is fantastic. Would definitely recommend."
United States
Bernard
The price is CA $179
CA $344 total
includes taxes & fees
Apr 1 - Apr 2
Private Studio Suite near the Beach

COZY BEACH HOME! Walk/Bike to Beach, Dining, Shops, Near Ritz-fenced doggie area

COZY BEACH HOME! Walk/Bike to Beach, Dining, Shops, Near Ritz-fenced doggie area
Naples Park
9.4 out of 10, Exceptional, (32 reviews)
"The place was perfect for our visit. Appreciated that we had everything we needed. "
United States
Sandy T.
The price is CA $191
CA $503 total
includes taxes & fees
Apr 21 - Apr 22
COZY BEACH HOME! Walk/Bike to Beach, Dining, Shops, Near Ritz-fenced doggie area
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.