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Holiday rentals in Chokoloskee Island

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Popular amenities for Chokoloskee Island holiday rentals

Other great holiday rentals in Chokoloskee Island

Guest favourite
Home in Naples
4.96 out of 5 average rating, 67 reviews

Beautiful Naples Retreat

JimmyRating, 5 stars12 months ago
This beautiful home was a great hub for our Naples trip! It was clean, spacious, quiet and the pool, hot tub and rear outdoor lounge area was amazing!! Elena was great to communicate with and made the check in and out a very easy process. I’d highly recommended this beautiful home for your next Naples vacation!
Superhost
Home in Naples
5 out of 5 average rating, 4 reviews

The Suzana Sunrise- 5 minutes to Vanderbilt Beach!

LynnRating, 5 stars14 months ago
The house is beautifully appointed - great size & immaculately clean . Would definitely return next trip to Naples .
Guest favourite
Villa in Naples
4.97 out of 5 average rating, 30 reviews

Naples Villa Heated Pool 1.3M to beach-11 People

GinaRating, 5 stars2 weeks ago
Highly recommend! We stayed for a week and had a great time. Place was exactly as shown and had everything we needed. Communication with hosts was easy and responsive. Spent lots of time at the pool. We liked the location with easy access to both Clam Pass and Lowdermilk beaches. Recommend catching a sunset. Lots of nearby restaurants and shopping needs. Would definitely go back!
Guest favourite
Home in Naples
4.89 out of 5 average rating, 18 reviews

Casa Del Mar - Golf Lover's Dream!

Mary KateRating, 5 stars1 month ago
Our stay at this beach house was nothing short of exceptional! From the moment we arrived, we were impressed by how well-appointed and immaculately clean the home was. Every detail was thoughtfully curated, making it feel both luxurious and comfortable. The outdoor space was truly the highlight— a beautiful pool, relaxing spa, and a fun putting green that kept everyone entertained. Whether we were soaking up the sun by the pool or unwinding in the spa under the stars, it felt like our private oasis. The beach was just a short walk away, making it easy to enjoy the ocean whenever we wanted. Inside, the home was stylishly furnished with high-end touches and had everything we needed for a stress-free vacation. The kitchen was fully stocked, the bedrooms were cozy, and the living areas were perfect for gathering.
Guest favourite
Home in Naples
4.94 out of 5 average rating, 226 reviews

Cathedral Heights

JenniferRating, 5 stars1 month ago
Our family of 8 (adults/adult children) stayed at Chris' home. It was exactly as it was shown in the photos or even better. The lanai area with pool included ample sitting and lounging for all. Very comfy furniture. House is pristine inside with new appliances. House was immaculate upon arrival. Quiet neighborhood and walkable to the beach and many places to eat. Will stay here again.
Guest favourite
Home in Naples
4.94 out of 5 average rating, 87 reviews

Key West home less than 1 mile from the beach

SophieRating, 5 stars2 weeks ago
Our group had a wonderful stay! The house was beautiful, clean and in a great locations. The host was responsive to our questions and gave us great recommendations. 10/10!
Superhost
Apartment in Marco Island
4.86 out of 5 average rating, 21 reviews

19 FL Oceanfront Two bed & baths Sunset&Ocean View

AndrewRating, 5 stars2 months ago
Inga-Lill is a friendly, gracious, responsive host. The apartment is well-positioned on the top floor of a high-rise building; truly wonderful views of Gulf, Tigertail Beach, natural preserve. The pool was a nice bonus and the complex and building were generally very quiet. Inga-Lill even provided a closet full of games, puzzles, everything needed for the beach, including a cart. We would definitely recommend!
Top guest favourite
Home in Marco Island
5 out of 5 average rating, 36 reviews

Tropical Bahama Vacation Home

SoniaRating, 5 stars1 week ago
Our family had a wonderful stay at this Airbnb! The pool was the star of the trip — our kids absolutely loved it and spent hours swimming and playing. It was super clean, a perfect size, and safely maintained, which gave us peace of mind as parents. There were plenty of loungers and shade nearby, so we could relax while keeping an eye on the little ones. The whole backyard felt like a private oasis, perfect for family time and making great memories together. The home itself was cozy, spacious, and had everything we needed for a comfortable stay. We’d definitely return and recommend it to any families looking for a fun and relaxing getaway!

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