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Search Vacation Homes in Keewaydin Island

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Check prices for these dates

Next weekend
2 May - 4 May
In two weeks
9 May - 11 May
In one month
23 May - 25 May
In two months
20 Jun - 22 Jun

Compare 950 Vacation Homes in Keewaydin Island with updated reviews, rates, and availability.

Luxe, waterfront home with pool, spa, dock & gorgeous backyard
TV, fireplace, books

Luxe, waterfront home with pool, spa, dock & gorgeous backyard

9.6 out of 10, Exceptional, (13)
"Absolutely beautiful home with gorgeous pool and view of the canal! We even got to see dolphins 3 of our days during the week which was an extra special surprise!!"
Luxe, waterfront home with pool, spa, dock & gorgeous backyard
Beautiful home with private pool & lanai - near beaches & parks
Property grounds

Beautiful home with private pool & lanai - near beaches & parks

8.6 out of 10, Excellent, (40)
"Pros- great location. So close to the beach, stores, restaurants, activities for kids, etc.Open floor plan and plenty of spaceCons- pool was freezing. It looked like there was a code for a heater but when I asked if the heater had a code we could use to turn it on management said that it didn’t have a heater. That was one of the main reasons we rented the house. I’m not sure if that’s disclosed in the listing but it should be. The water pressure in the showers was terrible and they run out of...
Beautiful home with private pool & lanai - near beaches & parks
Private Waterfront home with pool and hot tub with large dock in Isle of Capri
A heated pool

Private Waterfront home with pool and hot tub with large dock in Isle of Capri

9.4 out of 10, Exceptional, (80)
"This house was everything we hoped for and more! The location was absolutely perfect—tucked in a peaceful area but still close to everything. One of the best parts? Watching the sunset every evening from the back patio or, if you want a truly breathtaking view, head up to the third floor. It was like having front-row seats to the most beautiful show in town.The house itself is spacious, airy, and well laid out—plenty of room for everyone to spread out and relax without ever feeling cramped. We...
Private Waterfront home with pool and hot tub with large dock in Isle of Capri
Lovely Naples Home: Backyard Oasis w/ Pool!
TV, books

Lovely Naples Home: Backyard Oasis w/ Pool!

9.4 out of 10, Exceptional, (15)
"This rental was not intended. Our previous rental was unsafe for my special needs son. So for only 3 of us, this was a lot of house. However, it is located in a very nice neighborhood. There are lots of great things in the area. The house was very clean and welcoming. It felt like home away from home. The pool was very nice! We were excited to FaceTime the rest of our family back home to show them how incredible it was, so when we all come back we can rent this place again! I would highly...
Lovely Naples Home: Backyard Oasis w/ Pool!
Relaxing 4 Bedroom - Walk to South Beach
Fridge, microwave, oven, stovetop

Relaxing 4 Bedroom - Walk to South Beach

10.0 out of 10, Exceptional, (112)
"Walking distance to everything, comfortable and clean home, love having a pool for the kids. "
Relaxing 4 Bedroom - Walk to South Beach
Lakeview Superior One-Bedroom Suite
Fridge, microwave, oven, stovetop

Lakeview Superior One-Bedroom Suite

8.6 out of 10, Excellent, (4)
"Very clean & comfortable. Good sized, well equipped kitchen. Spacious, open and nicely renovated. "
The price is AED 496
AED 624 total
includes taxes & fees
28 Apr - 29 Apr
Lakeview Superior One-Bedroom Suite
Paradise home near Esplanade & Tigertail!
4 bedrooms, iron/ironing board, travel crib, free WiFi

Paradise home near Esplanade & Tigertail!

9.8 out of 10, Exceptional, (12)
"We had a lovely vacation here. The home is very large and has plenty of space for our big family! The pool is amazing—we spent majority of our time here. Thank you for hosting us!"
Paradise home near Esplanade & Tigertail!
5BR Beach House _ Private Pool _ Beach Access Included
Exterior

5BR Beach House _ Private Pool _ Beach Access Included

9.0 out of 10, Wonderful, (9)
"We had a wonderful stay "
5BR Beach House _ Private Pool _ Beach Access Included
Waterfront home with kayaks, washer/dryer & fast WiFi
Interior

Waterfront home with kayaks, washer/dryer & fast WiFi

8.4 out of 10, Very Good, (14)
"We thoroughly enjoyed this fun little place. From its eclectic decorating to its Great location on the water, it’s probably one of my favorite places that we’ve stayed on the island. Definitely gives you the Island vacation Feel. "
Waterfront home with kayaks, washer/dryer & fast WiFi
Three block walk to beach, private pool, designer home
A heated pool

Three block walk to beach, private pool, designer home

10.0 out of 10, Exceptional, (192)
"We had a great vacation. The pool and porch were particularly enjoyable. Great location. Very helpful owner who gave us lots of great restaurant recommendations and tips about Marco."
Three block walk to beach, private pool, designer home
WALK or BIKE to beach - Private, Heated Pool, Spacious - Outdoor LUXURY Awaits!
Outdoor pool, a heated pool, sun loungers

WALK or BIKE to beach - Private, Heated Pool, Spacious - Outdoor LUXURY Awaits!

9.8 out of 10, Exceptional, (200)
"We just stay for a weekend but was awesome, we liked the house and the island. The beach in no that near the house , we walked but if you have babies better go in a car. "
WALK or BIKE to beach - Private, Heated Pool, Spacious - Outdoor LUXURY Awaits!
Luxurious 4-Bed Pool Home with Dock & Gulf Views
A heated pool

Luxurious 4-Bed Pool Home with Dock & Gulf Views

10.0 out of 10, Exceptional, (123)
"Beautiful home with impressive view. Can’t wait to book it again. The house was spotless and was better than it showed online !"
Luxurious 4-Bed Pool Home with Dock & Gulf Views
6 Bedrooms 4 baths Dream Pool Home near Vanderbilt Beach Naples Florida
Smart TV

6 Bedrooms 4 baths Dream Pool Home near Vanderbilt Beach Naples Florida

9.4 out of 10, Exceptional, (18)
"Great stay. Maybe more bath towels would be nice but otherwise we had a wonderful time and any questions we had were addressed in a very timely manner"
6 Bedrooms 4 baths Dream Pool Home near Vanderbilt Beach Naples Florida
Incredible waterfront home with lanai, private pool, outdoor kitchen
A heated pool

Incredible waterfront home with lanai, private pool, outdoor kitchen

10.0 out of 10, Exceptional, (6)
"Lovely home loved the outdoor patio and TV!"
Incredible waterfront home with lanai, private pool, outdoor kitchen
Updated and Spacious 3 Bed 2 BA Home, Heated Pool, 4 Bikes, 5 Min Walk to Beach
Fridge, microwave, oven, stovetop

Updated and Spacious 3 Bed 2 BA Home, Heated Pool, 4 Bikes, 5 Min Walk to Beach

9.6 out of 10, Exceptional, (99)
"This house was very clean and well equipped with everything needed for a wonderful vacation. The close location to the beach and the heated pool was great. The quick response from the Host with any of my questions was a plus. We can't wait till next year."
Updated and Spacious 3 Bed 2 BA Home, Heated Pool, 4 Bikes, 5 Min Walk to Beach
DOLPHIN BUNGALOW! Remodeled water front getaway in the heart of Old Marco
Fridge, microwave, oven, stovetop

DOLPHIN BUNGALOW! Remodeled water front getaway in the heart of Old Marco

10.0 out of 10, Exceptional, (116)
"Our family really enjoyed the place and the location. The weather was wonderful and allowed us to enjoy the pool. The place had everything we needed for a week and had all the little extras such as beach chairs, coolers, fishing gear, and such that are difficult and cumbersome to transport by air or auto. "
DOLPHIN BUNGALOW! Remodeled water front getaway in the heart of Old Marco
Key West Style Luxury Home with resort style heated pool and infinity line spa
Outdoor pool, a heated pool

Key West Style Luxury Home with resort style heated pool and infinity line spa

9.8 out of 10, Exceptional, (126)
"So much to do in the back yard … pool, hot tub, dining poolside and swim up table in the pool!! Plenty of sun loungers AND ample spots in the shade of the palm and oak trees! Loved the screened lanai for meals, family card games and morning relaxing! "
Key West Style Luxury Home with resort style heated pool and infinity line spa
APRIL 2025 AVAILABLE! YOUR OASIS! NEWER home w/ POOL. 4 miles to Beach&downtown!
A heated pool

APRIL 2025 AVAILABLE! YOUR OASIS! NEWER home w/ POOL. 4 miles to Beach&downtown!

9.8 out of 10, Exceptional, (77)
"This property is exactly what is listed. Very safe given the gated community and proximity to the front gate. The Pool is very private and the perfect size, gets afternoon sun. The house is no more than a 15 minute drive to anywhere in Naples. The community is perfect for walking and the community pickleball courts and pool are fantastic if you want to socialize. The house is very spacious and there is plenty of room for 2 couples or a family of 6. The owner is very prompt with...
APRIL 2025 AVAILABLE! YOUR OASIS! NEWER home w/ POOL. 4 miles to Beach&downtown!
LUXURY WATERFRONT LIVING ON OLDE MARCO - Private Pool and Direct Access to Gulf
Fridge, microwave, oven, stovetop

LUXURY WATERFRONT LIVING ON OLDE MARCO - Private Pool and Direct Access to Gulf

10.0 out of 10, Exceptional, (1)
"We truly enjoyed our stay at this property. The pool, yard, and relaxed vibe of the rental was everything we had hoped for. Quiet neighborhood, great beds and showers! Pretty yard! We would definitely stay here again. "
LUXURY WATERFRONT LIVING ON OLDE MARCO - Private Pool and Direct Access to Gulf
Secluded Beach Retreat: Bonita Beach Coastal Gem
Exterior

Secluded Beach Retreat: Bonita Beach Coastal Gem

9.2 out of 10, Wonderful, (14)
"The house had large spaces for gathering, well equipped kitchen and very convenient to beach. "
Secluded Beach Retreat: Bonita Beach Coastal Gem
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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Other property types in Keewaydin Island

Bellasera Resort
Outdoor pool, open 9:00 AM to 8:00 PM, free cabanas, sun loungers

Bellasera Resort

4.0 star property
9.6 out of 10, Exceptional, (2148)
"We loved our stay at Bellasera so much and can't wait to stay here again. Room was huge (895 SF) and we had a full kitchen and a washer/dryer, plus a dining room, living room, and enclosed balcony that also had a table and 4 chairs. The staff was great! The concierge got us a reservation for dinner at a "very hard to get reservations" restaurant! The free shuttle service that will take you and pick you up until 11 at night is amazing! 5-minute walk to 5th Avenue. 5 stars!"
The price is AED 1,245
AED 1,484 total
includes taxes & fees
5 May - 6 May
Bellasera Resort
Marco Beach Vacation Suites
Suite, 1 Bedroom | Individually decorated, individually furnished, iron/ironing board

Marco Beach Vacation Suites

3.5 star property
8.0 out of 10, Very Good, (785)
"Property is very nice. Unit could use a few updates like beach chairs but other than that all good. The unit did have beach chairs they were just old and need replaced. "
Marco Beach Vacation Suites
Wiggins Pass Chalet
Standard Studio | Private kitchen | Full-size fridge, microwave, oven, stovetop

Wiggins Pass Chalet

4.0 star property
9.8 out of 10, Exceptional, (209)
"Everything was great!"
The price is AED 525
AED 583 total
includes taxes & fees
8 May - 9 May
Wiggins Pass Chalet
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.