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 Sep - 13 Sep
In three months
9 Oct - 11 Oct
In four months
6 Nov - 8 Nov

Our top choices for Keewaydin Island vacation 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 AED 281
AED 804 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 AED 281
AED 467 total
includes taxes & fees
16 Jul - 17 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 AED 768
AED 1,466 total
includes taxes & fees
16 Jul - 17 Jul
Boaters Bayshore Bungalow on a Canal with Gulf Access
Coffee/tea maker, fridge, microwave, oven

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 AED 298
AED 939 total
includes taxes & fees
26 Jul - 27 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 AED 1,105
AED 4,378 total
includes taxes & fees
19 Jul - 20 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 AED 323
AED 700 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 AED 422
AED 979 total
includes taxes & fees
16 Jul - 17 Jul
Tiny Mansion in Naples. 5 mins to Beach
Comfort House, 4 Bedrooms, Kitchen, Pool View | Private kitchen | Highchair

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 AED 711
AED 4,232 total
includes taxes & fees
16 Jul - 17 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
Apartment, Patio, Garden View | 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 AED 454
AED 1,523 total
includes taxes & fees
22 Jul - 23 Jul
Noel Real Estate
House, Multiple Beds | Private kitchen | Full-size fridge, microwave, oven, stovetop

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 AED 1,066
AED 4,331 total
includes taxes & fees
19 Jul - 20 Jul
Milano Vacation Rental: Newly Renovated 3-BR Home with Private Pool, Hot Tub, and Pet-Friendly Front Yard. Minutes from Vanderbilt Beach
House, 3 Bedrooms | Pool | A heated 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 AED 3,012
AED 4,145 total
includes taxes & fees
17 Jul - 18 Jul
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 AED 551
AED 685 total
includes taxes & fees
16 Jul - 17 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 AED 334
AED 911 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 AED 408
AED 1,092 total
includes taxes & fees
5 Aug - 6 Aug
` The Bohemian Heaven ` w/ SPA, 2miles to downtown
Luxury House, 5 Bedrooms, Pool View, Poolside | Private kitchen | Coffee/tea maker, fridge, microwave, oven

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 AED 1,602
AED 5,543 total
includes taxes & fees
20 Jul - 21 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 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 AED 493
AED 1,520 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)
"Property was beautiful & well equipped. Enjoyed our stay & would recommend."
United States
Kelly R.
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 AED 331
AED 1,124 total
includes taxes & fees
19 Jul - 20 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 AED 500
AED 1,194 total
includes taxes & fees
17 Jul - 18 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

Hyatt House Naples/5th Avenue

Hyatt House Naples/5th Avenue

10/10 Excellent
"Very nice atmosphere!"
Annie 6-night trip
Posted 5 hours ago
Hyatt House Naples/5th Avenue