Search and Rent Keewaydin Island Condos

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In two months
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In three months
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In four months
Apr 10 - Apr 12

Our top choices for Keewaydin Island condo rentals

Beach
Bonita Springs Getaway! Promotional Rates!

Bonita Springs Getaway! Promotional Rates!

Bonita Springs Getaway! Promotional Rates!
2.0 star property
Bonita Springs
10.0 out of 10, Exceptional, (1)
$249 nightly
The price is $275
Jan 5 - Jan 6, 2026
Total with taxes and fees
Bonita Springs Getaway! Promotional Rates!
Sun loungers, beach towels
Lovely, Completely Renovated 5 Star Two Bedroom Condo Close to the Beach

Lovely, Completely Renovated 5 Star Two Bedroom Condo Close to the Beach

Lovely, Completely Renovated 5 Star Two Bedroom Condo Close to the Beach
Bonita Shores
10.0 out of 10, Exceptional, (46)
"Quiet, enjoyable as advertised"
United States
Vincent R.
$382 nightly
The price is $421
Dec 21 - Dec 22
Total with taxes and fees
Lovely, Completely Renovated 5 Star Two Bedroom Condo Close to the Beach
Fridge, microwave, oven, stovetop
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)

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, (76)
"Adorable condo! Very clean, great location. "
United States
Jessyka B.
$421 nightly
The price is $456
Dec 20 - Dec 21
Total with taxes and fees
Pet Friendly, Nightly CONDO! In-Unit Laundry, WiFi & Beach Gear; Walk to Dining/Shops (1 of 2 units)
Beach nearby, sun loungers, beach towels
Charming Marco Island Beach Condo-Beach Access-JW Alternative

Charming Marco Island Beach Condo-Beach Access-JW Alternative

Charming Marco Island Beach Condo-Beach Access-JW Alternative
South End
9.8 out of 10, Exceptional, (238)
"Nice area "
United States
Gianna
$477 nightly
The price is $525
Jan 5 - Jan 6, 2026
Total with taxes and fees
Charming Marco Island Beach Condo-Beach Access-JW Alternative
Terrace/patio
Condo 2 Bedrooms 2 Baths Pool 6min to Beaches Downtown Restaurants Shopping

Condo 2 Bedrooms 2 Baths Pool 6min to Beaches Downtown Restaurants Shopping

Condo 2 Bedrooms 2 Baths Pool 6min to Beaches Downtown Restaurants Shopping
Central Naples
9.6 out of 10, Exceptional, (30)
"Great place for the weekend."
United States
Greg G.
$520 nightly
The price is $572
Jan 6 - Jan 7, 2026
Total with taxes and fees
Condo 2 Bedrooms 2 Baths Pool 6min to Beaches Downtown Restaurants Shopping
Beach nearby
Upscale condo steps from gorgeous Vanderbilt beach

Upscale condo steps from gorgeous Vanderbilt beach

Upscale condo steps from gorgeous Vanderbilt beach
Vanderbilt Beach
10.0 out of 10, Exceptional, (21)
"Peaceful getaway."
United States
Sharlene S.
$563 nightly
The price is $618
Dec 25 - Dec 26
Total with taxes and fees
Upscale condo steps from gorgeous Vanderbilt beach
Marina
85" TV•World Tennis Club•Beach 4mi•Sauna•2 Heated Pools•Hot Tub•Pickleball

85" TV•World Tennis Club•Beach 4mi•Sauna•2 Heated Pools•Hot Tub•Pickleball

85" TV•World Tennis Club•Beach 4mi•Sauna•2 Heated Pools•Hot Tub•Pickleball
2.0 star property
Central Naples
10.0 out of 10, Exceptional, (2)
"Liked this condo. Very well furnished. Funny story looked for a frying pan and didn't immediately fine one. Later opened the oven and it was packed with frying pans! Large TV and other amenities, very nice condo!"
United States
Brian S.
$697 nightly
The price is $765
Dec 20 - Dec 21
Total with taxes and fees
85" TV•World Tennis Club•Beach 4mi•Sauna•2 Heated Pools•Hot Tub•Pickleball
Pool
Peaceful Views and Close to Beach

Peaceful Views and Close to Beach

Peaceful Views and Close to Beach
Park Shore
9.4 out of 10, Exceptional, (3)
"Great location and perfect place to stay "
United States
Chrissie C.
$470 nightly
The price is $505
Jan 4 - Jan 5, 2026
Total with taxes and fees
Peaceful Views and Close to Beach
Exterior
Beautiful, bright & sunny! Cypress Woods Golf, Pickleball, Tennis & more!

Beautiful, bright & sunny! Cypress Woods Golf, Pickleball, Tennis & more!

Beautiful, bright & sunny! Cypress Woods Golf, Pickleball, Tennis & more!
2.0 star property
Naples
$960 nightly
The price is $1,052
Dec 24 - Dec 25
Total with taxes and fees
Beautiful, bright & sunny! Cypress Woods Golf, Pickleball, Tennis & more!
Interior
Beautiful 2-bed. 2-bath Condo, just one mile to Barefoot and Bonita beaches

Beautiful 2-bed. 2-bath Condo, just one mile to Barefoot and Bonita beaches

Beautiful 2-bed. 2-bath Condo, just one mile to Barefoot and Bonita beaches
Bonita Shores
10.0 out of 10, Exceptional, (2)
"Had a great time "
United States
Mary E T.
$316 nightly
The price is $348
Dec 30 - Dec 31
Total with taxes and fees
Beautiful 2-bed. 2-bath Condo, just one mile to Barefoot and Bonita beaches
Property grounds
New 2024- Luxury Poolside Condo in charming Marco Island

New 2024- Luxury Poolside Condo in charming Marco Island

New 2024- Luxury Poolside Condo in charming Marco Island
Olde Marco
10.0 out of 10, Exceptional, (16)
"Nice clean apartment, nice terrace and viewLoved Marco Island & Naples, which is close by."
United States
stanley k.
$397 nightly
The price is $436
Jan 16 - Jan 17, 2026
Total with taxes and fees
New 2024- Luxury Poolside Condo in charming Marco Island
Outdoor dining
Bayfront Condo with Sunrise Views & Resort Amenities

Bayfront Condo with Sunrise Views & Resort Amenities

Bayfront Condo with Sunrise Views & Resort Amenities
Olde Marco
10.0 out of 10, Exceptional, (2)
"This unit is in a great location with tons of amenities within walking distance of a mile and a half or less. It is also a great place to dolphin watch or stroll along the waterfront."
United States
Yvonne O.
$387 nightly
The price is $425
Dec 24 - Dec 25
Total with taxes and fees
Bayfront Condo with Sunrise Views & Resort Amenities
Beach nearby, sun loungers, beach towels
Cozy Condo with Gulf Peek – Steps from the Beach & Across from JW Marriott!

Cozy Condo with Gulf Peek – Steps from the Beach & Across from JW Marriott!

Cozy Condo with Gulf Peek – Steps from the Beach & Across from JW Marriott!
South End
9.8 out of 10, Exceptional, (213)
"Fantastic property. Comes with everything that a family could need for the beach. Perfect location. The bed is very comfortable as well. Definitely would recommend to anyone looking for a nice quiet beach vacation. "
United States
Diana's G.
$484 nightly
The price is $532
Jan 11 - Jan 12, 2026
Total with taxes and fees
Cozy Condo with Gulf Peek – Steps from the Beach & Across from JW Marriott!
Outdoor dining
Premium Waterfront Marco Island Condo

Premium Waterfront Marco Island Condo

Premium Waterfront Marco Island Condo
2.0 star property
Olde Marco
10.0 out of 10, Exceptional, (1)
"The condo was exactly as pictured…beautiful, clean and very well appointed. The attention to every detail was impeccable. We truly enjoyed the comfortable chairs on the lanai watching the boat traffic right in front of us. We frequently travel to Marco Island and this will become our first pick for future stays!!!"
United States
michael p.
$350 nightly
The price is $384
Dec 28 - Dec 29
Total with taxes and fees
Premium Waterfront Marco Island Condo
Private kitchen
Beautiful 2-Bedroom, 2.5-Bath Condo Minutes From the Beach

Beautiful 2-Bedroom, 2.5-Bath Condo Minutes From the Beach

Beautiful 2-Bedroom, 2.5-Bath Condo Minutes From the Beach
2.0 star property
Naples
$702 nightly
The price is $771
Dec 20 - Dec 21
Total with taxes and fees
Beautiful 2-Bedroom, 2.5-Bath Condo Minutes From the Beach
Outdoor pool, a heated pool
🛥️ 👀 Boat Watchers Paradise ☀️ w\ a Side of Dolphins🐬

🛥️ 👀 Boat Watchers Paradise ☀️ w\ a Side of Dolphins🐬

🛥️ 👀 Boat Watchers Paradise ☀️ w\ a Side of Dolphins🐬
Olde Marco
10.0 out of 10, Exceptional, (47)
"Great location and very clean! We will be back! "
United States
Mary K.
$549 nightly
The price is $603
Dec 24 - Dec 25
Total with taxes and fees
🛥️ 👀 Boat Watchers Paradise ☀️ w\ a Side of Dolphins🐬
Sun loungers
Our Hidden Gem-Beautiful Bonita Beach 1st Flr 2B/2B Condo 10-min to the beach!

Our Hidden Gem-Beautiful Bonita Beach 1st Flr 2B/2B Condo 10-min to the beach!

Our Hidden Gem-Beautiful Bonita Beach 1st Flr 2B/2B Condo 10-min to the beach!
2.0 star property
Bonita Springs
$452 nightly
The price is $497
Dec 20 - Dec 21
Total with taxes and fees
Our Hidden Gem-Beautiful Bonita Beach 1st Flr 2B/2B Condo 10-min to the beach!
Beach nearby, sun loungers, beach towels
Beach4mi/World Tennis Club/Pickleball/Htd Pools/Hot Tub/Sauna. 1st floor condo.

Beach4mi/World Tennis Club/Pickleball/Htd Pools/Hot Tub/Sauna. 1st floor condo.

Beach4mi/World Tennis Club/Pickleball/Htd Pools/Hot Tub/Sauna. 1st floor condo.
Central Naples
10.0 out of 10, Exceptional, (22)
"The process was smooth and easy"
United States
Brian B.
$742 nightly
The price is $814
Dec 23 - Dec 24
Total with taxes and fees
Beach4mi/World Tennis Club/Pickleball/Htd Pools/Hot Tub/Sauna. 1st floor condo.
Pool
Updated With Lakefront Views, Pool, & Near Beach!

Updated With Lakefront Views, Pool, & Near Beach!

Updated With Lakefront Views, Pool, & Near Beach!
2.0 star property
Park Shore
$493 nightly
The price is $528
Dec 20 - Dec 21
Total with taxes and fees
Updated With Lakefront Views, Pool, & Near Beach!
Exterior
Marco Beach Ocean Resort 702 Ocean View!!

Marco Beach Ocean Resort 702 Ocean View!!

Marco Beach Ocean Resort 702 Ocean View!!
South End
9.2 out of 10, Wonderful, (204)
"Great condo. Very clean and comfortable. "
Canada
Derren
$398 nightly
The price is $437
Dec 20 - Dec 21
Total with taxes and fees
Marco Beach Ocean Resort 702 Ocean View!!
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

Inn on Fifth

Inn on Fifth

10/10 Excellent
"Great experience!❤️"
Mayreth Gonzalez 2-night trip
Posted 20 hours ago
Inn on Fifth

Find out more about Keewaydin Island

Keewaydin Island Condo Rentals information

Number of reviews
869
Accommodation
526 Condo Rentals
Lowest Price
$275
Highest Price
$1,052

Frequently asked questions

How much do condos in Keewaydin Island cost?
Condos in Keewaydin Island range from $275 to $1,052 per night. This gives you plenty of space for your whole family at a price that doesn't break the bank. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the best condos in Keewaydin Island?
There are multiple condos in Keewaydin Island with a total average guest review rating of 9.8. Naples Condo. 2/2 With Golf Course View. Near Marco Island comes highly rated if you're traveling with the whole crew or you simply like to spread out. This 3.5-star condo also offers a swimming pool and a view of the golf course. Catina Vacation Rental: Bright 2 is another popular option. It has a 3.5-star rating and conveniences such as a swimming pool and a garden.
How many condos are there in Keewaydin Island?
Pick from 526 condos in Keewaydin Island. No matter if you're traveling with the little ones or planning a getaway with your besties, Expedia will help you find the best space for your entire crew.
Are there any family-friendly condos in Keewaydin Island?
Traveling with your group in Keewaydin Island is a breeze at Naples Condo. 2/2 With Golf Course View. Near Marco Island. With amenities including a swimming pool and a view of the golf course, your crew can rest and relax at this 3.5-star stay. Catina Vacation Rental: Bright 2 is another family-friendly condo. It has a 3.5-star rating and amenities including a barbecue grill and a view of the golf course. Once you've checked in and unpacked your bags, there are plenty of family-friendly attractions to explore around Keewaydin Island. Naples Beach and Naples Zoo at Caribbean Gardens guarantee fun for young and old.
Why book your condo in Keewaydin Island with Expedia?
We think that getaways should be a piece of cake, so if you're seeking condos at an affordable rate, Expedia has got your back. Save money and opt for something small and affordable, or splurge on a luxury condo and really spoil your crew. Use our handy search filters to find a stay in Keewaydin Island that suits your style.
How can I find cheap condos in Keewaydin Island?
An excellent way to track down cheap condos in Keewaydin Island is with Expedia's convenient filter tool. Narrow down your search results by amenities, budget and star rating to grab awesome prices in just a few clicks.

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