Chokoloskee Rentals

Close

Enter dates for more accurate prices

Payment Protection
Your payment for this rental is protected when you pay through FlipKey. Learn more

14 Houses

35

Chokoloskee Cottage

Florida / Chokoloskee

Chokoloskee cottage

1 6 2 nights min

  • 1 bedroom
  • sleeps 6
  • 2 nights min
  • Child Friendly
  • Air conditioning
  • Private garden

Price per night from

$144

Price per night from

$144

Great rentals within 20 miles that match your search

Distance approx 2.95 km from Chokoloskee Show on Map

17

Beautiful beachy condo with direct Gulf access in the heart of the Everglades

Southwest Gulf Coast / Everglades City

Everglades City condo

2 8 1 night min

  • 2 bedrooms
  • sleeps 8
  • 1 night min
  • Child Friendly

Price per night from

$100

Price per night from

$100

Distance approx 13.62 km from Chokoloskee

14

Port 254 7 - Port of the Islands

Southwest Gulf Coast / Marco Island

Marco Island apartment

3 2 min stay varies

  • 3 bedrooms
  • sleeps 2
  • min stay varies
  • Swimming pool
  • Ask about children

Price per night from

$101

Price per night from

$101

Distance approx 13.68 km from Chokoloskee

15

Captain's Cruiser

Southwest Gulf Coast / Naples

Naples houseboat

1 4 2 nights min

  • 1 bedroom
  • sleeps 4
  • 2 nights min
  • Child Friendly

Price per night from

$114

Price per night from

$114

Distance approx 2.74 km from Chokoloskee Show on Map

25

‘Glades Haven’ Cozy 1BR Everglades City Cabin

Southwest Gulf Coast / Everglades City

Everglades City log cabin

1 6 min stay varies

  • 1 bedroom
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$155

Responds fast!
avg. 15 minutes

Price per night from

$155

Distance approx 3.74 km from Chokoloskee Show on Map

13

10,000 Islands Hideaway - Storter's Retreat

Southwest Gulf Coast / Everglades City

Everglades City cottage

2 4 7 nights min

  • 2 bedrooms
  • sleeps 4
  • 7 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$158

Price per night from

$158

Distance approx 19.34 km from Chokoloskee

17

Cozy 1 bedroom Cottage

Marco Island / Goodland

Goodland apartment

1 2 3 nights min

  • 1 bedroom
  • sleeps 2
  • 3 nights min
  • Air conditioning
  • Private garden

Price per night from

$170

Responds fast!
avg. 2 hours 51 minutes

Price per night from

$170

Distance approx 13.67 km from Chokoloskee

13

Gibson's Sunshine Retreat

Southwest Gulf Coast / Naples

Naples houseboat

2 6 2 nights min

  • 2 bedrooms
  • sleeps 6
  • 2 nights min
  • Child Friendly
  • Air conditioning

Price per night from

$171

Price per night from

$171

Distance approx 13.54 km from Chokoloskee

23

Relaxing Waterfront Condo in Port of the Islands - Naples Florida

Southwest Gulf Coast / Naples

Naples condo

3 6 28 nights min

  • 3 bedrooms
  • sleeps 6
  • 28 nights min
  • Child Friendly

Price per night from

$121

Price per night from

$121

Distance approx 3.7 km from Chokoloskee Show on Map

14

Beautiful Secluded Island Home, Great Fishing

Southwest Gulf Coast / Everglades City

Everglades City house

2 6 30 nights min

  • 2 bedrooms
  • sleeps 6
  • 30 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$150

Price per night from

$150

Distance approx 13.79 km from Chokoloskee

25

NEW Naples Studio w/Resort Amenities - Near Marina

Marco Island / Goodland

Goodland studio

Studio 4 2 nights min

  • Studio
  • sleeps 4
  • 2 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$126

Responds fast!
avg. 15 minutes

Price per night from

$126

Distance approx 13.78 km from Chokoloskee

24

NEW! Naples Studio w/ Pool-By Everglades Natl Park

Marco Island / Goodland

Goodland studio

Studio 4 5 nights min

  • Studio
  • sleeps 4
  • 5 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$104

Responds fast!
avg. 15 minutes

Price per night from

$104

Distance approx 2.74 km from Chokoloskee Show on Map

24

NEW! Everglades City Studio Cabin Steps to the Bay

Southwest Gulf Coast / Ochopee

Ochopee studio

Studio 4 min stay varies

  • Studio
  • sleeps 4
  • min stay varies
  • Child Friendly
  • Air conditioning

Price per night from

$92

Responds fast!
avg. 14 minutes

Price per night from

$92

Distance approx 2.74 km from Chokoloskee Show on Map

24

Everglades City Cabin w/Screened Porch & Boat Slip

Southwest Gulf Coast / Ochopee

Ochopee studio

Studio 2 min stay varies

  • Studio
  • sleeps 2
  • min stay varies
  • Child Friendly
  • Air conditioning

Price per night from

$70

Price per night from

$70