
Holiday rentals in Chokoloskee
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Chokoloskee
Guests agree: these stays are highly rated for location, cleanliness and more.
0 of 0 items showing
1 of 3 pages
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Chokoloskee holiday rentals
Other great holiday rentals in Chokoloskee
Top guest favourite

Home in Bonita Springs
5 out of 5 average rating, 28 reviewsPrivate Palm Oasis - Close to Beach
Leydis LazaraRating, 5 stars1 week ago
An exceptional experience! This beach house exceeded our expectations. Its location is ideal. The space is spacious, bright, and decorated with a cozy style that made us feel at home. The kitchen is well-equipped, allowing us to prepare delicious meals. Additionally, the patio is perfect for relaxing at sunset. Our host was very friendly and attentive, providing us with helpful recommendations. We created unforgettable memories and definitely plan to return. I highly recommend this place to anyone looking for the perfect seaside vacation! 🌊🏖️
Guest favourite

Guest house in Ochopee
5 out of 5 average rating, 10 reviewsWaterfront Everglades Cottage
AmritaRating, 5 stars2 months ago
Hunter's property was perfect for a weekend of exploring the everglades. It was a central location easy to reach many natural areas and having the kayaks and bicycles was an added bonus that allowed us to explore the island. You can easily reach Chokoloskee and pther state parks and after a full day of adventure, wind down in this comfortable property. His space was spotless and the mattress for the bed was one of the most comfortable I've ever felt! Would highly recommend
Top guest favourite

Campervan/Motorhome in Chokoloskee
4.96 out of 5 average rating, 52 reviewsChokoloskee Dockside- “end of the road”
KevinRating, 5 stars2 months ago
Another great stay in chockloskee! Mike and Kay are great hosts . I will be coming back for sure
Guest favourite

Home in Chokoloskee
4.76 out of 5 average rating, 25 reviewsWaterfront Home on Chokoloskee a Fishermans Dream
PatrickRating, 5 stars4 weeks ago
I have been coming to Chokoloskee for over 20 years lucky enough to find this place near the Smallwood store I know exactly where I’ll be staying next time! For exceeded our expectations thanks again, Lynn! That was my original message for those wanting to visit. A day after our departure she contacted me for additional charges for laundry, indicating that we had more than our two adults and two children we could not find additional linens for their broken pullout bed, which sits at an angle like a rooftop, had to use a tablecloth as a mattress cover, and a blanket found in the utility closet. She then became very angry and nasty in her messages, I would not give her the time of day of ever returning, although the place is beautiful but the management has a poor attitude funny I’ve been coming to this island for 30 years after talking with a couple friends that live on the island they said she was crazy and now I know why lol best of luck to those of you that decide to visit. .
Superhost

Apartment in Naples
4.82 out of 5 average rating, 28 reviewsMarina Paradise in Naples, Florida!
NickRating, 5 stars2 months ago
We liked this spot! The flat was clean, neat and had everything one could need to cook and cater at home. It was just my wife and I so plenty of space for us. We liked the marina, pool was great! Also the location was perfect for our needs, near enough to Naples and Marco Island, but a much more relaxed and peaceful setting! Also nice and near to Everglades adventures that we were mainly interested in!
Guest favourite

Cabin in Everglades City
4.92 out of 5 average rating, 12 reviewsEverglades Fishing Cabin
MaliaRating, 5 stars3 days ago
This is a cute place that is super functional. It worked great for us as we wanted to be near the water. It had great air conditioning and comfy beds! Thanks for a great stay.
Guest favourite

Home in Ochopee
4.93 out of 5 average rating, 28 reviewsParadise on Chokoloskee Island
JodieRating, 5 stars1 month ago
We loved staying at Mike's place with our 3 adult children to celebrate our youngest's birthday. It was a perfect venue and close to kayaking and the Animal Sanctuary & Alligator Park that we wanted to do/visit. Mike was very responsive to questions I had, and I would highly recommend his place!

Villa in Everglades City
5 out of 5 average rating, 3 reviewsVilla Serena - Tranquility Redefined
LaurenRating, 5 stars2 weeks ago
This house is absolutely beautiful, on a great spot on the canal. Set up perfectly for bringing your boat with outlets at the docks for charging, hoses for spraying down the boat. The house is pristine and of our 3 trips to Everglades city, is by far the nicest place we’ve stayed. Joanna was super proactive and helpful providing information about boat ramps etc. Thanks so much!
Destinations to explore
- Gold Coast Holiday rentals
- Miami Holiday rentals
- Florida Keys Holiday rentals
- Miami Beach Holiday rentals
- Fort Lauderdale Holiday rentals
- Key West Holiday rentals
- Tampa Bay Holiday rentals
- St Petersburg Holiday rentals
- Central Florida Holiday rentals
- Tampa Holiday rentals
- Seminole Holiday rentals
- Kissimmee Holiday rentals
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Naples Beach
- Everglades National Park
- Clam Pass Park
- Barefoot beach Bonita Springs,FL
- Tigertail Beach
- The Club at The Strand
- Worthington Country Club
- Seagate Beach Club
- Delnor-Wiggins Pass State Park
- Heritage Bay Golf & Country Club
- Panther Run Golf Club
- Bonita National Golf & Country Club
- LaPlaya Golf Club
- Morgan Beach
- Cypress Woods Golf & Country Club
- The Quarry Golf Club Naples
- Talis Park Golf Club
- Esplanade Golf & Country Club of Naples
- Park Shore Beach Park
- The National Golf & Country Club Ave Maria
- Valencia Golf & Country Club
- Via Miramar Beach
- The Point Beach
- Moorings Beach Private Park