Keewaydin Island Vacation Rentals

5,611 rentals

PRICE PER NIGHT

ACCOMMODATION TYPES

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.
Barolo - Modern 2 bed, 2 bath condo inside Vineyards in Naples!
10

Excellent

·
Condo
·
2 br
·
Sleeps 4
·
Outdoor Space · Pool · Onsite Management ·
From
$84/night
Check availability
Property
Condo · 2 Beds · 2 baths
Amenities
Pool
Onsite Management
Beach
Air Conditioning
On Site Laundry
Wifi
Swimming Pool
Furnished
Other spaces
Kitchen, Balcony
Spacious Pool Home with a view of the Golf Course
10

Excellent

·
House
·
3 br
·
Sleeps 6
·
Fitness Center · Oven · Outdoor Space ·
From
$245/night
Check availability
Property
House · 3 Beds · 3 baths
Amenities
Fitness Center
Oven
Dishwasher
In Unit Laundry
Fireplace
Furnished
Garage Parking
Wifi
Other spaces
Outdoor Space, Workspace, Kitchen
Live the Naples life at Victors Cottage!
10

Excellent

·
House
·
3 br
·
Sleeps 6
·
Swimming Pool · Fireplace · Pool ·
From
$246/night
Check availability
Property
House · 3 Beds · 2 baths
Amenities
Swimming Pool
Fireplace
Pool
Private Pool
Hot Tub
Furnished
Oven
Dishwasher
Other spaces
Balcony, Kitchen
Briarwood-Upscale lake view SW facing pool w/outdoor TV, bar, dining, & entertaining area
10

Excellent

·
House
·
4 br
·
Sleeps 8
·
Air Conditioning · Kitchen · Outdoor Space ·
From
$317/night
Check availability
Property
House · 4 Beds · 3 baths
Amenities
Air Conditioning
Furnished
Private Pool
Garage Parking
Pool
In Unit Laundry
Swimming Pool
Dishwasher
Other spaces
Kitchen, Outdoor Space
Park Shore Resort-EXTENSIVE HIGH END LUXURIOUS RENOVATION! 1.25 Miles to Beach!
10

Excellent

·
Condo
·
2 br
·
Sleeps 4
·
Hot Tub · Air Conditioning · Kitchen ·
From
$217/night
Check availability
Property
Condo · 2 Beds · 2 baths
Amenities
Hot Tub
Air Conditioning
Dishwasher
Pool
Wifi
Swimming Pool
Elevator
Furnished
Other spaces
Kitchen, Outdoor Space
GreenLinks/Lely Condo; Renovated w/Amazing View/Resort Amenities; Near Beach
10

Excellent

·
Condo
·
2 br
·
Sleeps 4
·
Residents Lounge · Wifi · Swimming Pool ·
From
$179/night
Check availability
Property
Condo · 2 Beds · 2 baths
Amenities
Residents Lounge
Wifi
Swimming Pool
Pool
Fitness Center
Dishwasher
Air Conditioning
Carpet
Other spaces
Kitchen, Outdoor Space

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 $50. Use the price filter at the top of the page to search for more specific prices.
Marco Island Condo ~ 1 Mi to the Beach!

No rating

·
Condo
·
1 br
·
Sleeps 4
·
Wifi · Free Parking · Tv ·
From
$50/night
Check availability
Property
Condo · 1 Bed · 1 bath
Amenities
Wifi
Free Parking
Tv
Toiletries
Cable
Pool
Air Conditioning
Assigned Parking
Other spaces
Outdoor Space, Kitchen
Snowbird's Escape: 6 Mi to the Beach & Old Naples!
8.3

Very good

·
Condo
·
2 br
·
Sleeps 4
·
Dishwasher · Free Parking · Pool ·
From
$50/night
Check availability
Property
Condo · 2 Beds · 2 baths
Amenities
Dishwasher
Free Parking
Pool
Oven
Toiletries
Microwave
Wifi
Cable
Other spaces
Kitchen, Walk In Closets, Balcony
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, Walk In Closets
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
Outdoor Space, Kitchen
FOREST GLEN--COUNTRY CLUB LIFESTYLE & GREAT NAPLES LOCATION-5 star,Premiere Host
10

Excellent

·
Condo
·
2 br
·
Sleeps 5
·
Hot Tub · Outdoor Space · Workspace ·
From
$56/night
Check availability
Property
Condo · 2 Beds · 2 baths
Amenities
Hot Tub
Air Conditioning
In Unit Laundry
Wifi
Furnished
Oven
Lake
Swimming Pool
Other spaces
Outdoor Space, Workspace, Kitchen, Walk In Closets
Exceptional Olde Naples' Residence {Jan 1st - April 15th Minimum}
10

Excellent

·
Condo
·
1 br
·
Sleeps 2
·
Ski In Ski Out · Fitness Center · Wifi ·
From
$59/night
Check availability
Property
Condo · 1 Bed · 1 bath
Amenities
Ski In Ski Out
Fitness Center
Wifi
Air Conditioning
Beach
Furnished
Assigned Parking
Oven
Other spaces
Kitchen, Workspace, Outdoor Space

Vacation Rentals With AC and/or Heat in Keewaydin Island, FL

Whether you need air conditioning or central heating, these vacation rentals are for you.
Chic Naples Retreat w/ Private Heated Pool & Lanai
10

Excellent

·
House
·
3 br
·
Sleeps 6
·
Wifi · Outdoor Space · Kitchen ·
From
$253/night
Check availability
Property
House · 3 Beds · 4 baths
Amenities
Wifi
Dishwasher
Garage Parking
Swimming Pool
Central Heat
Ceiling Fan
Furnished
Private Pool
Other spaces
Outdoor Space, Kitchen
Modern Retreat with Pool Near Vanderbilt Beach!
10

Excellent

·
House
·
3 br
·
Sleeps 8
·
Furnished · Swimming Pool · Garage Parking ·
From
$700/night
Check availability
Property
House · 3 Beds · 2 baths
Amenities
Furnished
Swimming Pool
Garage Parking
Ceiling Fan
Central Heat
Private Pool
Dishwasher
On Site Laundry
Other spaces
Kitchen, Workspace, Outdoor Space
Breezy Naples Home with Private Outdoor Pool!
10

Excellent

·
House
·
4 br
·
Sleeps 10
·
Air Conditioning · Private Pool · Outdoor Space ·
From
$230/night
Check availability
Property
House · 4 Beds · 3 baths
Amenities
Air Conditioning
Private Pool
Central Heat
Swimming Pool
Garage Parking
Pool
Dishwasher
In Unit Laundry
Other spaces
Outdoor Space, 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.
Designer Condo! Walk to the Beach! Bay Views! Rooftop Pool! Fully Renovated!
10

Excellent

·
Condo
·
1 br
·
Sleeps 3
·
Furnished · Kitchen · Beach ·
From
$190/night
Check availability
Property
Condo · 1 Bed · 1 bath
Amenities
Furnished
Beach
Oven
Dishwasher
Swimming Pool
In Unit Laundry
On Site Laundry
Residents Lounge
Other spaces
Kitchen, Balcony
Footsteps to the Beach! Studio, Sleeps up to 4
10

Excellent

·
Condo
·
1 br
·
Sleeps 4
·
Oven · In Unit Laundry · Residents Lounge ·
From
$246/night
Check availability
Property
Condo · 1 Bed · 1 bath
Amenities
Oven
In Unit Laundry
Residents Lounge
Pool
Dishwasher
Beach
Wheelchair Accessible
Swimming Pool
Other spaces
Balcony, Kitchen
Naples Villa in the Woods

No rating

·
Apartment
·
1 br
·
Sleeps 2
·
Furnished · High Ceilings · In Unit Laundry ·
From
$60/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Furnished
High Ceilings
In Unit Laundry
Dishwasher
Oven
On Site Laundry
Other spaces
Kitchen, Outdoor Space
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Updated: February 23, 2024