Keewaydin Island Vacation House Rentals

Top-Rated Vacation Rentals in Keewaydin Island, FL

Book a vacation rental in Keewaydin Island that has the highest visitor rating. Here are 6 of the best vacation rentals in Keewaydin Island.
Price drop
Chic Beach Home w/ Heated Pool: 1 Mi to Ocean!
10

Excellent

·
House
·
4 br
·
Sleeps 8
·
Ceiling Fan · Tv · Wifi ·
From
$267/night
Check availability
Property
House · 4 Beds · 2 baths
Amenities
Ceiling Fan
Tv
Wifi
Pool
Swimming Pool
Oven
Microwave
On Site Laundry
Other spaces
Kitchen, Garden
Chic Naples Retreat w/ Private Heated Pool & Lanai
10

Excellent

·
House
·
3 br
·
Sleeps 6
·
Air Conditioning · Kitchen · Garage Parking ·
From
$175/night
Check availability
Property
House · 3 Beds · 4 baths
Amenities
Air Conditioning
Garage Parking
Oven
Swimming Pool
Wifi
Microwave
Tv
Free Parking
Other spaces
Kitchen
Naples Home w/ Lanai & Pool Near Vanderbilt Beach!
9.9

Excellent

·
House
·
3 br
·
Sleeps 6
·
Residents Lounge · Pool · Microwave ·
From
$124/night
Check availability
Property
House · 3 Beds · 2 baths
Amenities
Residents Lounge
Pool
Microwave
Garage Parking
Ceiling Fan
Private Pool
Free Parking
Oven
Other spaces
Garden, Kitchen
Chic Beach House with Lanai and Private Yard!
9.8

Excellent

·
House
·
2 br
·
Sleeps 7
·
Swimming Pool · Free Parking · Pool ·
From
$175/night
Check availability
Property
House · 2 Beds · 2 baths
Amenities
Swimming Pool
Free Parking
Pool
Cable
Toiletries
Dishwasher
Air Conditioning
Wifi
Other spaces
Garden, Kitchen
Updated Naples Cottage - Near Beaches & Golfing!
9.7

Excellent

·
House
·
2 br
·
Sleeps 4
·
Air Conditioning · Dishwasher · Workspace ·
From
$125/night
Check availability
Property
House · 2 Beds · 1 bath
Amenities
Air Conditioning
Dishwasher
Tv
Cable
Free Parking
Toiletries
Ceiling Fan
Microwave
Other spaces
Workspace, Kitchen, Garden
Luxury Island Oasis w/ Pool & Dock, 1 Mi to Beach!
9.6

Excellent

·
House
·
5 br
·
Sleeps 10
·
Cable · Tv · Ceiling Fan ·
From
$500/night
Check availability
Property
House · 5 Beds · 3 baths
Amenities
Cable
Tv
Ceiling Fan
Garage Parking
Waterfront
Wifi
Swimming Pool
Pool
Other spaces
Garden, Kitchen

Our Recommended Vacation Rentals in Keewaydin Island, FL

We analyzed vacation rentals in Keewaydin Island from many property providers including but not limited to VRBO, Booking.com, Evolve, Blueground and more. We're providing our top recommended offers on the best vacation rentals in Keewaydin Island to help you find a deal for your next trip.
Single Family - NAPLES, FL

No rating

·
House
·
4 br
·
Elevator · Swimming Pool · Ceiling Fan ·
From
$2,333/night
Min stay: 365 nights
Property
House · 4 Beds · 5 baths
Amenities
Elevator
Swimming Pool
Ceiling Fan
Air Conditioning
Fireplace
New Construction
Single Family - NAPLES, FL

No rating

·
House
·
2 br
·
Garage Parking · Fitness Center · Ceiling Fan ·
From
$383/night
Min stay: 365 nights
Property
House · 2 Beds · 2 baths
Amenities
Garage Parking
Fitness Center
Ceiling Fan
Air Conditioning
Swimming Pool
Single Family - NAPLES, FL

No rating

·
House
·
3 br
·
Air Conditioning · Ceiling Fan · Swimming Pool ·
From
$600/night
Min stay: 365 nights
Property
House · 3 Beds · 3 baths
Amenities
Air Conditioning
Ceiling Fan
Swimming Pool
Single Family - NAPLES, FL

No rating

·
House
·
5 br
·
Air Conditioning · Fireplace ·
From
$3,167/night
Min stay: 365 nights
Property
House · 5 Beds · 5 baths
Amenities
Air Conditioning
Fireplace
Single Family - NAPLES, FL

No rating

·
House
·
5 br
·
Swimming Pool · Ceiling Fan · Air Conditioning ·
From
$1,167/night
Min stay: 365 nights
Property
House · 5 Beds · 5 baths
Amenities
Swimming Pool
Ceiling Fan
Air Conditioning
Walk In Closets
'Reyo de Sol' Home w/ Lanai ~ 1 Mi to Beach

No rating

·
House
·
3 br
·
Sleeps 6
·
Outdoor Space · Swimming Pool · Microwave ·
From
$416/night
Check availability
Property
House · 3 Beds · 2 baths
Amenities
Swimming Pool
Microwave
Air Conditioning
Central Heat
Free Parking
Toiletries
Tv
Wifi
Other spaces
Kitchen

Budget-Friendly Vacation Rentals in Keewaydin Island, FL

Traveling on a budget? We've got you covered. Find a great deal on a vacation rental in Keewaydin Island starting at $55. Use the price filter at the top of the page to search for more specific prices.
Convenient Naples Retreat
7.3

Very good

·
House
·
2 br
·
Sleeps 4
·
Toiletries · Ceiling Fan · Cable ·
From
$55/night
Check availability
Property
House · 2 Beds · 1 bath
Amenities
Toiletries
Ceiling Fan
Cable
Air Conditioning
Oven
Free Parking
Assigned Parking
Dishwasher
Other spaces
Workspace, Kitchen
Tranquil Guest House In a Very Quiet Neighborhood

No rating

·
House
·
1 br
·
Sleeps 1
·
Outdoor Space · Furnished · In Unit Laundry ·
From
$55/night
Check availability
Property
House · 1 Bed · 1 bath
Amenities
Furnished
In Unit Laundry
Air Conditioning
Wifi
Other spaces
Kitchen
Private Master Bedroom with Private Bath and attached Great room and dining area
10

Excellent

·
House
·
1 br
·
Sleeps 2
·
Wifi · Smoking Allowed · Outdoor Space ·
From
$65/night
Check availability
Property
House · 1 Bed · 1 bath
Amenities
Wifi
Smoking Allowed
Furnished
Oven
Air Conditioning
Beach
Dishwasher
In Unit Laundry
Other spaces
Kitchen, Workspace
Retired resident of sunny Naples

No rating

·
House
·
1 br
·
Sleeps 6
·
Outdoor Space · Oven · In Unit Laundry ·
From
$65/night
Check availability
Property
House · 1 Bed · 2 baths
Amenities
Oven
In Unit Laundry
Furnished
Pool
Swimming Pool
Dishwasher
Other spaces
Kitchen
Newer condo in naples with beautiful lake view, heated pool. 10 min from Marco!
10

Excellent

·
House
·
2 br
·
Sleeps 6
·
Dishwasher · Outdoor Space · Fitness Center ·
From
$70/night
Check availability
Property
House · 2 Beds · 3 baths
Amenities
Dishwasher
Fitness Center
Furnished
Garage Parking
Swimming Pool
Waterfront
Air Conditioning
Lake
Other spaces
Kitchen
Park,beach

No rating

·
House
·
1 br
·
Sleeps 3
·
In Unit Laundry · Air Conditioning · Pool ·
From
$72/night
Check availability
Property
House · 1 Bed · 1 bath
Amenities
In Unit Laundry
Air Conditioning
Pool
Wifi
Swimming Pool
Furnished
Other spaces
Kitchen

Furnished Vacation Rentals in Keewaydin Island, FL

We've collected furnished vacation rentals in Keewaydin Island so you can spend more time relaxing and enjoying your trip.
Price drop
Naples Oasis with Screened Pool, Bike to Beach!
9.5

Excellent

·
House
·
2 br
·
Sleeps 6
·
Kitchen · Beach · Waterfront ·
From
$679/night
Check availability
Property
Apartment · 2 Beds · 2 baths
Amenities
Beach
Waterfront
Wifi
Free Parking
Dishwasher
Furnished
Pool
Residents Lounge
Other spaces
Kitchen, Workspace
Price drop
Salt Water Heated Pool Home with a Tiki Bar, a Garage Game Room and 4 Bikes
9.5

Excellent

·
House
·
4 br
·
Sleeps 10
·
Private Pool · Wifi · Pool ·
From
$468/night
Check availability
Property
Apartment · 4 Beds · 3 baths
Amenities
Private Pool
Wifi
Pool
Dishwasher
Air Conditioning
Swimming Pool
Free Parking
Furnished
Other spaces
Kitchen
Price drop
Naples Paradise with Grill, 1 Mi to Vanderbilt Beach

No rating

·
House
·
3 br
·
Sleeps 6
·
Pool · Wifi · Hot Tub ·
From
$688/night
Check availability
Property
Apartment · 3 Beds · 2 baths
Amenities
Pool
Wifi
Hot Tub
Air Conditioning
Swimming Pool
Free Parking
In Unit Laundry
Dishwasher
Other spaces
Kitchen

Family-Friendly Vacation Rentals in Keewaydin Island, FL

Heading to Keewaydin Island for your next family vacation? Check out these family-friendly vacation rentals, which have more bedrooms and more space for you and your loved ones. Use the filters at the top of the page to narrow your search and find what you need.
Park Shore Resort- Lower Level- Bldg I

No rating

·
House
·
Studio
·
Sleeps 4
·
Furnished · Wifi · Kitchen ·
From
$220/night
Check availability
Property
Apartment · Studio · 2 baths
Amenities
Furnished
Wifi
Pool
Air Conditioning
Swimming Pool
In Unit Laundry
Fitness Center
Dishwasher
Other spaces
Kitchen
Park Shore Resort - 2nd Floor - Bldg H

No rating

·
House
·
Studio
·
Sleeps 4
·
Swimming Pool · Fireplace · Fitness Center ·
From
$253/night
Check availability
Property
Apartment · Studio · 2 baths
Amenities
Swimming Pool
Fireplace
Fitness Center
Furnished
In Unit Laundry
Air Conditioning
Wifi
Dishwasher
Other spaces
Kitchen
Naples Park- 97th Ave N

No rating

·
House
·
Studio
·
Sleeps 6
·
Private Pool · Wifi · Furnished ·
From
$337/night
Check availability
Property
Apartment · Studio · 3 baths
Amenities
Private Pool
Wifi
Furnished
Air Conditioning
In Unit Laundry
Pool
Dishwasher
Hot Tub
Other spaces
Kitchen
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Updated: October 4, 2023