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Check prices for these dates

Next weekend
31 Jan - 2 Feb
In two weeks
7 Feb - 9 Feb
In one month
21 Feb - 23 Feb
In two months
21 Mar - 23 Mar

Compare 68 Vacation Homes in Chokoloskee with updated reviews, rates, and availability.

Waterfront home with kayaks, washer/dryer & fast WiFi

Waterfront home with kayaks, washer/dryer & fast WiFi

8.2 out of 10, Very Good, (10)
"Great property on the water, but renters should be warned that Stan's bar is just across the canal, and the bands are really loud... all day long. The unit is could use upgrades throughout, especially in the master bath and kitchen. The photos in the listing make the space seem a lot newer and lighter than it is. Most screens had holes in them, so fresh air - especially in the evening when the mosquitoes were thick - was not an option. Not an issue in the summer, when AC 24/7 is the norm. But...
Waterfront home with kayaks, washer/dryer & fast WiFi
Perfect Florida Cottage
Well stocked kitchen

Perfect Florida Cottage

9.8 out of 10, Exceptional, (48)
"Perfect for our weekend getaway. Within walking distance of many restaurants.Centrally located, clean, easy check in and out."
Perfect Florida Cottage
Explore the Everglades!
Tropical backyard shared with other guests on property.

Explore the Everglades!

9.8 out of 10, Exceptional, (8)
"Close driving distance to all of our adventures. "
Explore the Everglades!
4-bedroom house with pool steps from the dock!
Pool

4-bedroom house with pool steps from the dock!

10.0 out of 10, Exceptional, (32)
"The house waa great the kids loved the bunk room and enjoyed the pool."
4-bedroom house with pool steps from the dock!
Deep Water Access with a Panoramic View of Chokoloskee Bay
Night View~Standing on Beach /Boat Launch

Deep Water Access with a Panoramic View of Chokoloskee Bay

10.0 out of 10, Exceptional, (48)
"Wonderful place to stay. LM and GM are great hosts. Place was immaculate and sitting out at night looking at the oyster bars is an amazing experience. Choko is one of the last real Florida experiences left and this property exemplifies it. Thanks again!"
Deep Water Access with a Panoramic View of Chokoloskee Bay
Splendid studio with heated pool, game room, tennis, restaurant, sauna, gym, BBQ

Splendid studio with heated pool, game room, tennis, restaurant, sauna, gym, BBQ

Splendid studio with heated pool, game room, tennis, restaurant, sauna, gym, BBQ
Upscale waterfront home with private dock, saltwater pool, lanai, grill, & W/D

Upscale waterfront home with private dock, saltwater pool, lanai, grill, & W/D

7.6 out of 10, Good, (10)
"Great location"
Upscale waterfront home with private dock, saltwater pool, lanai, grill, & W/D
Everglades City Motel - Queen Room, 2 Beds, Kitchenette and Back Door
Everglades City Motel - Queen Room, 2 Beds, Kitchenette and Back Door image 1

Everglades City Motel - Queen Room, 2 Beds, Kitchenette and Back Door

9.4 out of 10, Exceptional, (17)
"Great hosts "
The price is AED 606
AED 746 total
includes taxes & fees
23 Jan - 24 Jan
Everglades City Motel - Queen Room, 2 Beds, Kitchenette and Back Door
Stilt Home in Paradise
Exterior

Stilt Home in Paradise

9.4 out of 10, Exceptional, (3)
"The property is nice. Location to great restaurants and live music is awesome. Also, water rentals are nice and within five minutes. Drive to beach is about 10-15 minutes. Had a/c issues but was fixed in a timely manner. "
Stilt Home in Paradise
Tropical studio with game room, sauna, pool, restaurant, tennis, basketball, gym

Tropical studio with game room, sauna, pool, restaurant, tennis, basketball, gym

The price is AED 540
AED 1,038 total
includes taxes & fees
23 Jan - 24 Jan
Tropical studio with game room, sauna, pool, restaurant, tennis, basketball, gym
Waterfront retreat with bay views, dog-friendly, & snowbird-ready

Waterfront retreat with bay views, dog-friendly, & snowbird-ready

10.0 out of 10, Exceptional, (1)
"This was our first time staying on Goodland. This home was super clean, well managed and had everything we could need. Beds were super comfortable. The tiny screened in porch was nice to be outside without bugs! We rented kayaks and took them out each morning to go check out the surrounding islands. Would definitely stay here again."
Waterfront retreat with bay views, dog-friendly, & snowbird-ready
Full 3-bedroom Canal Front home, in Goodland Fl
Exterior

Full 3-bedroom Canal Front home, in Goodland Fl

10.0 out of 10, Exceptional, (2)
"We did a quick weekend trip to Goodland for the Annual Naples Humane Society’s Benefit @ Stan’s Idle Hour. Perfect location for us! Close to Marco Island for shopping. Four local restaurants (non chain) rightly the island with good food & entertainment!"
Full 3-bedroom Canal Front home, in Goodland Fl
Home With Cottage Feel Offering Golf Cart, Kayaks, Bikes, Fishing
Front view

Home With Cottage Feel Offering Golf Cart, Kayaks, Bikes, Fishing

10.0 out of 10, Exceptional, (63)
"This makes my 3rd time staying here. It’s always a great time. Love the island feel. Great restaurants near by. Quiet neighborhood. Close to the Everglades. Love Tigertail beach. Be sure to book a boat tour out to the ten thousand islands. Lots of wildlife and beautiful scenery. We will be back again next year. Thank you for sharing you home with us. "
Home With Cottage Feel Offering Golf Cart, Kayaks, Bikes, Fishing
Sunny hotel-style studio with pool, game room, sauna, tennis, restaurant, gym

Sunny hotel-style studio with pool, game room, sauna, tennis, restaurant, gym

Sunny hotel-style studio with pool, game room, sauna, tennis, restaurant, gym
Goodland pet-friendly home w/ dock & kayaks

Goodland pet-friendly home w/ dock & kayaks

9.0 out of 10, Wonderful, (17)
"Property was accommodating for 6 adults. Great walking location to restaurants. Would recommend a thorough cleaning. But all was good and we enjoyed our stay."
Goodland pet-friendly home w/ dock & kayaks
Hotel-style studio near marina with game room, sauna, pool, restaurant, tennis

Hotel-style studio near marina with game room, sauna, pool, restaurant, tennis

8.0 out of 10, Very Good, (1)
"The place we stayed in Naples was god. The unit is in a resort-complex that was once a high-end facility with numerous amenities. It does show it's age. The pool is exceptionally large and beautiful. The units were located a 10 minute drive from 2 national/state parks where we saw manatees and a variety of native birds. Overall, it was a good deal for the price."
Hotel-style studio near marina with game room, sauna, pool, restaurant, tennis
The Everglades House
Dining

The Everglades House

10.0 out of 10, Exceptional, (1)
"The house accommodations were spot on for our needs. The location on the river is fantastic! We walked to the Gun and Rod Club for dinner. Excellent! We took an airboat ride with Wootens. Another hit for all. Our 7 person party ranges from 7 to 90 yrs old."
The Everglades House
@cypresscottage
Dining

@cypresscottage

10.0 out of 10, Exceptional, (42)
"You can tell how lovingly and stylistically Cypress Cottage was designed and built. From the modern yet rustic charm of the outside to the way the water's reflection cascades across the living room and kitchen ceilings during the morning hours, you can how much thoughtful detail went into this home. Modern amenities such as Nest thermostat, smart TV's and digital door lock made us (a family that works in tech) feel at ease. The home was spotless and shout out to the local housekeeper for not...
@cypresscottage
Everglades Getaway w/ Deck & Water Views!
Everglades City Vacation Rental | 3BR | 2BA | 1,870 Sq Ft | Step-Free Access

Everglades Getaway w/ Deck & Water Views!

9.8 out of 10, Exceptional, (8)
"We loved this house. It had everything we needed and more. River view, near restaurants, and activities. I would definitely recommend this property and would rent it again. It was clean, had every kitchen gadget we needed and just felt like a home. "
Everglades Getaway w/ Deck & Water Views!
Chokoloskee-incredible fishing while enjoying Florida with friends and family.
Exterior

Chokoloskee-incredible fishing while enjoying Florida with friends and family.

10.0 out of 10, Exceptional, (1)
"The three of us fly fished for 3 days with local guides. This house is 3 minutes from the boat ramp. Plenty of room."
Chokoloskee-incredible fishing while enjoying Florida with friends and family.
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 Chokoloskee

Deep Water Access with a Panoramic View of Chokoloskee Bay
Night View~Standing on Beach /Boat Launch

Deep Water Access with a Panoramic View of Chokoloskee Bay

10.0 out of 10, Exceptional, (48)
"Wonderful place to stay. LM and GM are great hosts. Place was immaculate and sitting out at night looking at the oyster bars is an amazing experience. Choko is one of the last real Florida experiences left and this property exemplifies it. Thanks again!"
Deep Water Access with a Panoramic View of Chokoloskee Bay
Everglades Chokoloskee 3 bdrm Home w/ dock, marina, National Park,10,000 Islands
NEW HOME PHOTOS..Chokoloskee Island and the 10,000 islands of the Everglades

Everglades Chokoloskee 3 bdrm Home w/ dock, marina, National Park,10,000 Islands

9.6 out of 10, Exceptional, (125)
"Conveniently located near both parks. "
Everglades Chokoloskee 3 bdrm Home w/ dock, marina, National Park,10,000 Islands
Waterfront 2 bedroom 1 bath with boat slip
Miscellaneous

Waterfront 2 bedroom 1 bath with boat slip

10.0 out of 10, Exceptional, (41)
"This place is perfect for two old buddies or two couples fishing, sightseeing or whatever local adventures interest you. The host was outstanding n the place was very clean and accommodating! There is a marina with most supplies, ice, bait, lift launch and your boat is merely 30 steps from the door! Overall Very nice place n host all around "
Waterfront 2 bedroom 1 bath with boat slip
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.