A coastal landscape with a sandy beach, clear turquoise waters, and a network of small islands.

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Check prices for these dates

In two weeks
31 Jul - 2 Aug
In two months
11 Sept - 13 Sept
In three months
9 Oct - 11 Oct
In four months
6 Nov - 8 Nov

Our top choices for Keewaydin Island holiday homes

Private kitchen

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 HK$600
HK$1,716 total
includes taxes & fees
16 Jul - 17 Jul
2/1 Hidden Gem
Interior

Centrally Located Boho Private BdR - 7 mi to beach

Centrally Located Boho Private BdR - 7 mi to beach
Naples
8.6 out of 10, Excellent, (11 reviews)
"Clean room, easy to get in and out, wifi was good, and the price was right."
United States
Vivek T.
The price is HK$600
HK$996 total
includes taxes & fees
14 Jul - 15 Jul
Centrally Located Boho Private BdR - 7 mi to beach
Terrace/patio

Boaters Bayshore Bungalow on a Canal with Gulf Access

Boaters Bayshore Bungalow on a Canal with Gulf Access
East Naples
9.6 out of 10, Exceptional, (18 reviews)
"We had a great time at this lovely bungalow. It was cozy, spotlessly clean, and the patio was a wonderful bonus. Highly recommend this property for a relaxing stay."
United States
Katarina O.
The price is HK$1,638
HK$3,129 total
includes taxes & fees
16 Jul - 17 Jul
Boaters Bayshore Bungalow on a Canal with Gulf Access
Fridge, microwave, oven, stovetop

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, (24 reviews)
"Great location! House was clean and inviting."
United States
Jane C.
The price is HK$635
HK$2,020 total
includes taxes & fees
27 Jul - 28 Jul
Quiet Naples Home: Walking Distance to Downtown. Pet Friendly!
Dining room

Avanti Vacation Rental, Relaxing 3-BR Retreat with Private Pool Minutes from Vanderbilt Beach and Delnor-Wiggins State Park. Enjoy Southern Exposure, BBQ Area, and Pet-Friendly Comfort

Avanti Vacation Rental, Relaxing 3-BR Retreat with Private Pool Minutes from Vanderbilt Beach and Delnor-Wiggins State Park. Enjoy Southern Exposure, BBQ Area, and Pet-Friendly Comfort
3.5 star property
Naples Park
The price is HK$2,367
HK$9,355 total
includes taxes & fees
14 Jul - 15 Jul
Avanti Vacation Rental, Relaxing 3-BR Retreat with Private Pool Minutes from Vanderbilt Beach and Delnor-Wiggins State Park. Enjoy Southern Exposure, BBQ Area, and Pet-Friendly Comfort
Property grounds

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)
"Its quaint and the perfect place for real people!"
United States
Donald D.
The price is HK$690
HK$1,494 total
includes taxes & fees
10 Aug - 11 Aug
Tiny Home Renovated 2023 1.5 Mi, 2 Beach Kit W & D Regular Bed on Imperial River
Private kitchen

Tiny Mansion in Naples. 5 mins to Beach

Tiny Mansion in Naples. 5 mins to Beach
Naples
9.4 out of 10, Exceptional, (3 reviews)
"Everything was perfect!! Great little house. Nice privacy. Very clean "
United States
Demetri K.
The price is HK$901
HK$2,114 total
includes taxes & fees
14 Jul - 15 Jul
Tiny Mansion in Naples. 5 mins to Beach
Private kitchen

Imola: Newly Remodeled Pool Home Minutes from Vanderbilt Beach. Family-Friendly Retreat with 4 BR, 3.5 Bathrooms, and Private Screened Pool. Perfect Location Near Mercato and Naples Attractions

Imola: Newly Remodeled Pool Home Minutes from Vanderbilt Beach. Family-Friendly Retreat with 4 BR, 3.5 Bathrooms, and Private Screened Pool. Perfect Location Near Mercato and Naples Attractions
3.0 star property
Naples Park
The price is HK$1,518
HK$9,032 total
includes taxes & fees
14 Jul - 15 Jul
Imola: Newly Remodeled Pool Home Minutes from Vanderbilt Beach. Family-Friendly Retreat with 4 BR, 3.5 Bathrooms, and Private Screened Pool. Perfect Location Near Mercato and Naples Attractions
Private kitchen

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 HK$998
HK$3,283 total
includes taxes & fees
14 Jul - 15 Jul
Noel Real Estate
Private kitchen

Milano Vacation Rental: Newly Renovated 3-BR Home with Private Pool, Hot Tub, and Pet-Friendly Front Yard. Minutes from Vanderbilt Beach

Milano Vacation Rental: Newly Renovated 3-BR Home with Private Pool, Hot Tub, and Pet-Friendly Front Yard. Minutes from Vanderbilt Beach
3.5 star property
Naples Park
8.0 out of 10, Very good, (5 reviews)
"This home is beautifully maintained in a quiet neighborhood just blocks away from the waterway. Spacious and clean with a nice pool and comfortable rooms. "
United States
Mandolin
The price is HK$2,250
HK$9,212 total
includes taxes & fees
14 Jul - 15 Jul
Milano Vacation Rental: Newly Renovated 3-BR Home with Private Pool, Hot Tub, and Pet-Friendly Front Yard. Minutes from Vanderbilt Beach
Pool

Luxury Pool Dog Friendly Central To Naples And Marco Island By Sky Run Naples 3 Bedroom Home

Luxury Pool Dog Friendly Central To Naples And Marco Island By Sky Run Naples 3 Bedroom Home
3.0 star property
Central Naples
The price is HK$8,815
HK$12,134 total
includes taxes & fees
7 Aug - 8 Aug
Luxury Pool Dog Friendly Central To Naples And Marco Island By Sky Run Naples 3 Bedroom Home
Outdoor pool, a heated pool

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, (50 reviews)
"Simply a wonderful stay. The pool was a plus."
United States
Toni G.
The price is HK$1,176
HK$1,470 total
includes taxes & fees
15 Jul - 16 Jul
Swimming pool, lake view, minutes to Naple's downtown and beach.
1 bedroom, iron/ironing board, WiFi, bed sheets

~ ~The Studio~ ~ Comfort, Quality, walk to beaches

~ ~The Studio~ ~ Comfort, Quality, walk to beaches
Naples Park
9.8 out of 10, Exceptional, (14 reviews)
"Very clean and well maintained. We appreciated the small kitchen area and the beach chairs and umbrella! Highly recommend staying here! "
United States
Stephanie J.
The price is HK$713
HK$1,943 total
includes taxes & fees
3 Aug - 4 Aug
~ ~The Studio~ ~ Comfort, Quality, walk to beaches
Terrace/patio

` The Bohemian Heaven ` w/ SPA, 2miles to downtown

` The Bohemian Heaven ` w/ SPA, 2miles to downtown
East Naples
9.8 out of 10, Exceptional, (17 reviews)
"Very responsive host. Place was neat and clean. "
United States
Lynn F.
The price is HK$831
HK$2,294 total
includes taxes & fees
15 Jul - 16 Jul
` The Bohemian Heaven ` w/ SPA, 2miles to downtown
Private kitchen

Sorrento Luxury Vacation Home: Expansive 5-Bedroom, 4.5-Bath Retreat with Private Pool, Hot Tub, and Pet-Friendly Accommodations – Just a Short Walk from Stunning Vanderbilt Beach

Sorrento Luxury Vacation Home: Expansive 5-Bedroom, 4.5-Bath Retreat with Private Pool, Hot Tub, and Pet-Friendly Accommodations – Just a Short Walk from Stunning Vanderbilt Beach
4.0 star property
Naples Park
The price is HK$3,590
HK$12,041 total
includes taxes & fees
14 Jul - 15 Jul
Sorrento Luxury Vacation Home: Expansive 5-Bedroom, 4.5-Bath Retreat with Private Pool, Hot Tub, and Pet-Friendly Accommodations – Just a Short Walk from Stunning Vanderbilt Beach
Fridge, microwave, oven, dishwasher

The Jungle

The Jungle
Rural Estates
The price is HK$1,317
HK$4,838 total
includes taxes & fees
17 Jul - 18 Jul
The Jungle
Terrace/patio

Cypress Cove

Cypress Cove
Naples
10.0 out of 10, Exceptional, (15 reviews)
"This was a wonderful place to stay, clean, spacious with a beautiful yard!"
United States
Rebecca L.
The price is HK$1,051
HK$3,244 total
includes taxes & fees
16 Jul - 17 Jul
Cypress Cove
Smart TV, fireplace, printers

Spacious Family Retreat with Pool Gym Sauna Pickleball and Guest Suite SLEEPS 16

Spacious Family Retreat with Pool Gym Sauna Pickleball and Guest Suite SLEEPS 16
Oakes Estates
10.0 out of 10, Exceptional, (22 reviews)
The price is HK$4,331
HK$9,221 total
includes taxes & fees
15 Jul - 16 Jul
Spacious Family Retreat with Pool Gym Sauna Pickleball and Guest Suite SLEEPS 16
Terrace/patio

"The Coastal Dream" only 3miles to the beach.

"The Coastal Dream" only 3miles to the beach.
East Naples
9.8 out of 10, Exceptional, (23 reviews)
"Nice home, worked well for our short golf getaway."
United States
John B.
The price is HK$862
HK$2,572 total
includes taxes & fees
21 Jul - 22 Jul
"The Coastal Dream" only 3miles to the beach.
Fridge, microwave, oven, stovetop

Spacious Beautiful Private House 2.9 Mi To The Beach Publix & 20 Restaurants

Spacious Beautiful Private House 2.9 Mi To The Beach Publix & 20 Restaurants
Bonita Shores
9.8 out of 10, Exceptional, (20 reviews)
"Place is well located, clean, private, with everything one would need"
United States
Tom J.
The price is HK$1,066
HK$2,556 total
includes taxes & fees
15 Jul - 16 Jul
Spacious Beautiful Private House 2.9 Mi To The Beach Publix & 20 Restaurants
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

Bayfront Inn Fifth Avenue

Bayfront Inn Fifth Avenue

10/10 Excellent
"Love the area, all the staff was excellent, rooms nice and their restaurant on site was great with beautiful views"
Catherine 2-night trip
Posted 1 hour ago
Bayfront Inn Fifth Avenue

Find out more about Keewaydin Island

Keewaydin Island Vacation Homes information

Number of reviews
4
Accommodation
1010 Vacation Homes
Lowest Price
HK$3,283
Highest Price
HK$12,578

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