-
Oceanfront
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Parking
-
Ocean View
-
Balcony/Terrace

Discover the Best Resort Vacations
Explore the top resorts, from luxury beachfront escapes to family-friendly all-inclusive resorts and relaxing spa retreats. Whether you’re planning a weekend getaway or an extended vacation, the Chokoloskee offers world-class resort destinations for every travel style, season, and budget.
Guests
- Hotels
- Villas
- Cabins
- Rentals
- Cottages
- Resorts
- Accommodations
- Naples
- ·
- Everglades City
- 2.20 mi to center
-
Parking
-
Pool
-
View
-
Internet
-
Parking
-
Pool
-
View
-
Internet
- Naples
- ·
- Chokoloskee
- 0.02 mi to center
-
Kitchen
-
Air Conditioner
-
Pet Friendly
-
Child Friendly
-
Kitchen
-
Air Conditioner
-
Pet Friendly
-
Child Friendly
- Naples
- ·
- Chokoloskee
- 0.02 mi to center
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
- Naples
- ·
- Chokoloskee
- 0.10 mi to center
-
Child Friendly
-
Child Friendly
- Naples
- ·
- Plantation Island
- 0.59 mi to center
-
Parking
-
Balcony/Terrace
-
View
-
Kitchen
-
Parking
-
Balcony/Terrace
-
View
-
Kitchen
- Naples
- ·
- Chokoloskee
- 0.21 mi to center
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Private Pool
-
Parking
-
Pool
-
Ocean View
-
Private Pool
-
Parking
-
Pool
-
Ocean View
- Naples
- ·
- Chokoloskee
- 0.28 mi to center
-
Parking
-
Pool
-
Balcony/Terrace
-
Kitchen
-
Parking
-
Pool
-
Balcony/Terrace
-
Kitchen
- Naples
- ·
- Chokoloskee
- 0.27 mi to center
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
- Naples
- ·
- Everglades City
- 2.20 mi to center
-
Parking
-
Pool
-
View
-
Internet
-
Parking
-
Pool
-
View
-
Internet
- Naples
- ·
- Chokoloskee
- 0.02 mi to center
-
Kitchen
-
Air Conditioner
-
Pet Friendly
-
Child Friendly
-
Kitchen
-
Air Conditioner
-
Pet Friendly
-
Child Friendly
- Naples
- ·
- Chokoloskee
- 0.02 mi to center
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
- Naples
- ·
- Chokoloskee
- 0.10 mi to center
-
Child Friendly
-
Child Friendly
- Naples
- ·
- Plantation Island
- 0.59 mi to center
-
Parking
-
Balcony/Terrace
-
View
-
Kitchen
-
Parking
-
Balcony/Terrace
-
View
-
Kitchen
- Naples
- ·
- Chokoloskee
- 0.21 mi to center
-
Private Pool
-
Parking
-
Pool
-
Ocean View
-
Private Pool
-
Parking
-
Pool
-
Ocean View
- Naples
- ·
- Chokoloskee
- 0.28 mi to center
-
Parking
-
Pool
-
Balcony/Terrace
-
Kitchen
-
Parking
-
Pool
-
Balcony/Terrace
-
Kitchen
- Naples
- ·
- Everglades City
- 2.24 mi to center
-
Parking
-
Pool
-
Ocean View
-
Balcony/Terrace
-
Parking
-
Pool
-
Ocean View
-
Balcony/Terrace
- Naples
- ·
- Everglades City
- 2.20 mi to center
-
Parking
-
Pool
-
View
-
Internet
-
Parking
-
Pool
-
View
-
Internet
- Naples
- ·
- Plantation Island
- 0.26 mi to center
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Breakfast
-
Parking
-
Pool
-
Spa
-
Breakfast
-
Parking
-
Pool
-
Spa
- Naples
- ·
- Everglades City
- 2.24 mi to center
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Parking
-
View
-
Internet
-
Security/Safety
-
Parking
-
View
-
Internet
-
Security/Safety
- Naples
- ·
- Everglades City
- 2.27 mi to center
-
Oceanfront
-
Breakfast
-
Parking
-
Pool
-
Oceanfront
-
Breakfast
-
Parking
-
Pool
- Naples
- ·
- Plantation Island
- 0.44 mi to center
-
Parking
-
Pool
-
Balcony/Terrace
-
Kitchen
-
Parking
-
Pool
-
Balcony/Terrace
-
Kitchen
- Naples
- ·
- Chokoloskee
- 0.27 mi to center
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
- Naples
- ·
- Everglades City
- 2.20 mi to center
-
Parking
-
Pool
-
View
-
Internet
-
Parking
-
Pool
-
View
-
Internet
- Naples
- ·
- Chokoloskee
- 0.02 mi to center
-
Kitchen
-
Air Conditioner
-
Pet Friendly
-
Child Friendly
-
Kitchen
-
Air Conditioner
-
Pet Friendly
-
Child Friendly
- Naples
- ·
- Chokoloskee
- 0.02 mi to center
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
- Naples
- ·
- Chokoloskee
- 0.10 mi to center
-
Child Friendly
-
Child Friendly
- Naples
- ·
- Plantation Island
- 0.59 mi to center
-
Parking
-
Balcony/Terrace
-
View
-
Kitchen
-
Parking
-
Balcony/Terrace
-
View
-
Kitchen
- Naples
- ·
- Chokoloskee
- 0.21 mi to center
-
Private Pool
-
Parking
-
Pool
-
Ocean View
-
Private Pool
-
Parking
-
Pool
-
Ocean View
- Naples
- ·
- Chokoloskee
- 0.28 mi to center
-
Parking
-
Pool
-
Balcony/Terrace
-
Kitchen
-
Parking
-
Pool
-
Balcony/Terrace
-
Kitchen
- Naples
- ·
- Plantation Island
- 0.59 mi to center
-
Parking
-
Balcony/Terrace
-
View
-
Kitchen
-
Parking
-
Balcony/Terrace
-
View
-
Kitchen
- Naples
- ·
- Chokoloskee
- 0.08 mi to center
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
- Naples
- ·
- Chokoloskee
- 0.12 mi to center
-
Oceanfront
-
Hot Tub
-
Parking
-
Spa
-
Oceanfront
-
Hot Tub
-
Parking
-
Spa
- Naples
- ·
- Chokoloskee
- 0.27 mi to center
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
- Naples
- ·
- Everglades City
- 2.20 mi to center
-
Parking
-
Pool
-
View
-
Internet
-
Parking
-
Pool
-
View
-
Internet
- Naples
- ·
- Chokoloskee
- 0.02 mi to center
-
Kitchen
-
Air Conditioner
-
Pet Friendly
-
Child Friendly
-
Kitchen
-
Air Conditioner
-
Pet Friendly
-
Child Friendly
- Naples
- ·
- Chokoloskee
- 0.02 mi to center
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
- Naples
- ·
- Chokoloskee
- 0.10 mi to center
-
Child Friendly
-
Child Friendly
- Naples
- ·
- Plantation Island
- 0.59 mi to center
-
Parking
-
Balcony/Terrace
-
View
-
Kitchen
-
Parking
-
Balcony/Terrace
-
View
-
Kitchen
- Naples
- ·
- Chokoloskee
- 0.21 mi to center
-
Private Pool
-
Parking
-
Pool
-
Ocean View
-
Private Pool
-
Parking
-
Pool
-
Ocean View
- Naples
- ·
- Chokoloskee
- 0.28 mi to center
-
Parking
-
Pool
-
Balcony/Terrace
-
Kitchen
-
Parking
-
Pool
-
Balcony/Terrace
-
Kitchen
- Naples
- ·
- Chokoloskee
- 0.14 mi to center
-
Parking
-
Pool
-
Balcony/Terrace
-
View
-
Parking
-
Pool
-
Balcony/Terrace
-
View
Find the Perfect Resort Vacation in the Chokoloskee
What makes our resorts stand out?
Verified Properties
Every vacation home shown on Resort Vacation comes from trusted travel sources and verified hosts, so you can browse with confidence.
Value You Can Trust
Compare a range of properties and find fair, transparent pricing—no hidden fees.
Endless Variety
From oceanfront condos and coastal cottages to luxury villas and family homes, there's a rental to fit every traveler and budget.
Popular Resort Destinations in the Chokoloskee
What are the Top Resort Locations Across the Chokoloskee?
Discover resorts in the most sought-after travel destinations nationwide:
Chokoloskee Island
Chokoloskee Island VACATION RENTALSHow to Reserve Your Resorts Vacation Accommodation?
Booking Made Simple
Resorts Vacations connects travelers with verified resort stays from trusted partners across the Chokoloskee. Once you find the perfect resort, you’ll be seamlessly guided to our partner’s secure booking platform to complete your reservation with confidence.
SEARCH PROPERTIES
Use filters for location, amenities, and budget.
VIEW DETAILS
Check photos, reviews, and features for your top picks.
BOOK SECURELY
Confirm your stay safely through our trusted travel partners.
Common Resort Vacation Amenities in the Chokoloskee
What Amenities Can You Expect When Booking with Resorts Vacations?
Resorts Vacations offers carefully selected resort stays across the Chokoloskee, designed for comfort, convenience, and memorable experiences.
Indoor Amenities
Spacious guest rooms and suites
Spacious living areas with streaming TVs
Complimentary Wi-Fi
Air conditioning and heating
In-unit washer and dryer
Plush bedding and comfortable furniture
Outdoor Amenities
Balconies or patios with coastal views
Private or shared pools
BBQ grills and outdoor dining areas
On-site parking
Easy access to beaches and attractions
More Places to Stay with Resorts Vacations
Looking for the perfect resort vacation in the Chokoloskee? Discover a curated collection of resort stays offering comfort, convenience, and unforgettable experiences in top destinations nationwide. Whether you’re searching for a beachfront resort, a family-friendly escape, or a luxury retreat, Resorts Vacations makes it easy to explore and compare verified resort options for your next getaway.
- Naples
- ·
- Chokoloskee
- 0.05 mi to center
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Child Friendly
-
Child Friendly
- Naples
- ·
- Chokoloskee
- 0.10 mi to center
-
Child Friendly
-
Child Friendly
- Naples
- ·
- Chokoloskee
- 0.05 mi to center
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
- Naples
- ·
- Plantation Island
- 0.43 mi to center
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
- Naples
- ·
- Plantation Island
- 0.59 mi to center
-
Parking
-
Balcony/Terrace
-
View
-
Kitchen
-
Parking
-
Balcony/Terrace
-
View
-
Kitchen
- Naples
- ·
- Plantation Island
- 0.29 mi to center
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
- Naples
- ·
- Chokoloskee
- 0.21 mi to center
-
Private Pool
-
Parking
-
Pool
-
Ocean View
-
Private Pool
-
Parking
-
Pool
-
Ocean View
- Naples
- ·
- Everglades City
- 2.43 mi to center
-
Private Pool
-
Oceanfront
-
Parking
-
Pool
-
Private Pool
-
Oceanfront
-
Parking
-
Pool
- Naples
- ·
- Chokoloskee
- 0.12 mi to center
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
-
Internet
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
-
Internet
- Naples
- ·
- Chokoloskee
- 0.28 mi to center
-
Parking
-
Pool
-
Balcony/Terrace
-
Kitchen
-
Parking
-
Pool
-
Balcony/Terrace
-
Kitchen
- Naples
- ·
- Plantation Island
- 0.35 mi to center
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
- Naples
- ·
- Chokoloskee
- 0.42 mi to center
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
Resorts Vacations FAQs
Which vacation homes in Chokoloskee are best for families?
If you are looking for a family-friendly vacation home in Chokoloskee, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Chokoloskee:
How many vacation rentals are available in Chokoloskee?
Currently, the total number of properties listed in 2026 is over 39 in the Chokoloskee area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Chokoloskee.
More Resorts Vacations to Explore
- Naples
- ·
- Everglades City
- 2.20 mi to center
-
Parking
-
Pool
-
View
-
Internet
-
Parking
-
Pool
-
View
-
Internet
- Naples
- ·
- Everglades City
- 2.43 mi to center
-
Private Pool
-
Oceanfront
-
Parking
-
Pool
-
Private Pool
-
Oceanfront
-
Parking
-
Pool
- Naples
- ·
- Chokoloskee
- 0.28 mi to center
-
Parking
-
Pool
-
Balcony/Terrace
-
Kitchen
-
Parking
-
Pool
-
Balcony/Terrace
-
Kitchen
- Naples
- ·
- Chokoloskee
- 0.08 mi to center
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
- Naples
- ·
- Chokoloskee
- 0.14 mi to center
-
Parking
-
Pool
-
Balcony/Terrace
-
View
-
Parking
-
Pool
-
Balcony/Terrace
-
View
- Naples
- ·
- Everglades City
- 2.21 mi to center
-
Parking
-
Internet
-
Accessibility
-
Security/Safety
-
Parking
-
Internet
-
Accessibility
-
Security/Safety
- Naples
- ·
- Plantation Island
- 0.29 mi to center
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
- Naples
- ·
- Chokoloskee
- 0.23 mi to center
-
Child Friendly
-
Child Friendly
- Naples
- ·
- Chokoloskee
- 0.42 mi to center
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Parking
-
Kitchen
-
Air Conditioner
-
Internet
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
- Naples
- ·
- Everglades City
- 2.24 mi to center
-
Parking
-
View
-
Internet
-
Security/Safety
-
Parking
-
View
-
Internet
-
Security/Safety
- Naples
- ·
- Plantation Island
- 0.43 mi to center
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
- Naples
- ·
- Plantation Island
- 0.35 mi to center
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View