Big Cypress Vacation Rentals & Ski-in/Ski-out Homes
Apartment
- Naples
- ·
- Rural Estates
- 3.67 mi to center
10.0Exceptional
(62 Reviews)
1 Bedroom
1 Bath
3 Guests
500 ft²
Parking
Ocean View
Balcony/Terrace
View
US $144/Night
7 Nights - US $1,010
House
10.0Exceptional
(1 Review)
3 Bedrooms
2 Baths
6 Guests
1797.57 ft²
Oceanfront
Hot Tub- Parking
Pool
US $153/Night
7 Nights - US $1,071
Condo
9.6Exceptional
(99 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Parking
- Balcony/Terrace
Kitchen
Air Conditioner
US $225/Night
7 Nights - US $1,575
House
- Naples
- ·
- Everglades City
- 3.39 mi to center
10.0Exceptional
(61 Reviews)
2 Bedrooms
2 Baths
6 Guests
1260 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $493/Night
7 Nights - US $3,449
House
10.0Exceptional
(1 Review)
2 Bedrooms
3 Baths
4 Guests
1119.45 ft²
- Parking
- Pool
Spa- Balcony/Terrace
US $172/Night
7 Nights - US $1,204
House
- Naples
- ·
- Chokoloskee
- 0.05 mi to center
10.0Exceptional
(60 Reviews)
1 Bedroom
1 Bath
4 Guests
Child Friendly
US $289/Night
7 Nights - US $2,021
House
- Naples
- ·
- Chokoloskee
- 0.10 mi to center
10.0Exceptional
(54 Reviews)
2 Bedrooms
1 Bath
4 Guests
399 ft²
- Child Friendly
US $325/Night
7 Nights - US $2,274
House
- Naples
- ·
- Chokoloskee
- 0.05 mi to center
10.0Exceptional
(53 Reviews)
2 Bedrooms
2 Baths
6 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $364/Night
7 Nights - US $2,549
Villa
- Naples
- ·
- Everglades City
- 2.83 mi to center
10.0Exceptional
(28 Reviews)
1 Bedroom
1 Bath
2 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $187/Night
7 Nights - US $1,307
Luxury Places to Stay in Big Cypress
Over 460+ Luxury Places to Stay in or Near Big Cypress
Villa
- Naples
- ·
- Everglades City
- 3.56 mi to center
9.6Exceptional
(12 Reviews)
2 Bedrooms
2 Baths
4 Guests
850 ft²
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $916/Night
7 Nights - US $6,409
House
- Naples
- ·
- Everglades City
- 2.46 mi to center
10.0Exceptional
(15 Reviews)
4 Bedrooms
3 Baths
10 Guests
1100 ft²
Private Pool- Oceanfront
- Hot Tub
- Parking
US $826/Night
7 Nights - US $5,780
Condo
9.2Exceptional
(15 Reviews)
3 Bedrooms
2 Baths
6 Guests
1699 ft²
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $758/Night
7 Nights - US $5,309
Condo
9.2Exceptional
(18 Reviews)
3 Bedrooms
1 Bath
6 Guests
1627 ft²
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $758/Night
7 Nights - US $5,309
House
- Naples
- ·
- Rural Estates
- 4.51 mi to center
10.0Exceptional
(4 Reviews)
4 Bedrooms
1 Bath
12 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
US $742/Night
7 Nights - US $5,195
House
- Naples
- ·
- Everglades City
- 3.30 mi to center
9.5Exceptional
(2 Reviews)
3 Bedrooms
2 Baths
6 Guests
118.4 ft²
EV Charge Station- Parking
- Balcony/Terrace
- Air Conditioner
US $729/Night
7 Nights - US $5,100
House
- Naples
- ·
- Everglades City
- 2.46 mi to center
9.6Exceptional
(8 Reviews)
2 Bedrooms
3 Baths
10 Guests
1097.92 ft²
- Parking
- Pool
- View
- Air Conditioner
US $689/Night
7 Nights - US $4,824
House
10.0Exceptional
(6 Reviews)
3 Bedrooms
4 Baths
8 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
US $689/Night
7 Nights - US $4,820
House
- Naples
- ·
- Rural Estates
- 5.15 mi to center
4 Bedrooms
3 Baths
8 Guests
2450 ft²
- Private Pool
- Parking
- Pool
- Balcony/Terrace
US $688/Night
7 Nights - US $4,816
Top-Rated Vacation Rentals with a Pool in Big Cypress
Over 273+ Top-Rated Vacation Rentals with a Pool in or Near Big Cypress
House
- Naples
- ·
- Everglades City
- 3.09 mi to center
10.0Exceptional
(51 Reviews)
4 Bedrooms
2 Baths
12 Guests
- Private Pool
- Parking
- Pool
- Balcony/Terrace
US $603/Night
7 Nights - US $4,219
House
- Naples
- ·
- Chokoloskee
- 0.21 mi to center
10.0Exceptional
(14 Reviews)
3 Bedrooms
2 Baths
5 Guests
1200 ft²
- Private Pool
- Oceanfront
- Parking
- Pool
US $463/Night
7 Nights - US $3,242
Condo
- Naples
- ·
- Everglades City
- 2.43 mi to center
10.0Exceptional
(8 Reviews)
2 Bedrooms
2 Baths
6 Guests
1400 ft²
- Private Pool
- Oceanfront
- Parking
- Pool
US $148/Night
7 Nights - US $1,037
Condo
10.0Exceptional
(7 Reviews)
2 Bedrooms
2 Baths
5 Guests
- Hot Tub
- Parking
- Pool
- Kitchen
US $520/Night
7 Nights - US $3,641
Condo
- Naples
- ·
- Chokoloskee
- 0.28 mi to center
10.0Exceptional
(7 Reviews)
2 Bedrooms
2 Baths
6 Guests
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $190/Night
7 Nights - US $1,327
Condo
10.0Exceptional
(6 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Parking
- Pool
- Kitchen
- Air Conditioner
US $305/Night
7 Nights - US $2,133
House
10.0Exceptional
(6 Reviews)
3 Bedrooms
2 Baths
6 Guests
2000 ft²
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $260/Night
7 Nights - US $1,820
House
10.0Exceptional
(5 Reviews)
4 Bedrooms
3 Baths
10 Guests
3000 ft²
- Private Pool
- Hot Tub
- Parking
- Pool
US $474/Night
7 Nights - US $3,319
House
10.0Exceptional
(5 Reviews)
4 Bedrooms
3 Baths
8 Guests
3025 ft²
- Private Pool
- Hot Tub
- Parking
- Pool
US $413/Night
7 Nights - US $2,892
Pet-Friendly Vacation Rentals in Big Cypress
Over 94+ Pet-Friendly Vacation Rentals in or Near Big Cypress
House
- Naples
- ·
- Everglades City
- 2.95 mi to center
10.0Exceptional
(14 Reviews)
2 Bedrooms
2 Baths
6 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $377/Night
7 Nights - US $2,641
House
- Naples
- ·
- Everglades City
- 2.68 mi to center
9.0Exceptional
(1 Review)
3 Bedrooms
2 Baths
6 Guests
1872.92 ft²
- Parking
Internet
Pet Friendly- Child Friendly
US $367/Night
7 Nights - US $2,569
Villa
- Naples
- ·
- Everglades City
- 2.95 mi to center
8.6Fabulous
(295 Reviews)
1 Bedroom
1 Bath
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $260/Night
7 Nights - US $1,821
Apartment
10.0Exceptional
(5 Reviews)
2 Bedrooms
2 Baths
5 Guests
1154 ft²
- Hot Tub
- Parking
- Pool
- Spa
US $109/Night
7 Nights - US $760
Villa
- Naples
- ·
- Everglades City
- 2.86 mi to center
8.7Fabulous
(390 Reviews)
14 Bedrooms
4 Baths
14 Guests
1001.04 ft²
- Parking
- Pool
- Balcony/Terrace
- View
US $212/Night
7 Nights - US $1,481
Cottage
- Naples
- ·
- Everglades City
- 3.04 mi to center
10.0Exceptional
(3 Reviews)
2 Bedrooms
2 Baths
6 Guests
1250 ft²
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $267/Night
7 Nights - US $1,871
House
- Naples
- ·
- Plantation Island
- 0.35 mi to center
10.0Exceptional
(2 Reviews)
2 Bedrooms
2 Baths
7 Guests
1000 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $351/Night
7 Nights - US $2,460
Condo
10.0Exceptional
(1 Review)
2 Bedrooms
2 Baths
6 Guests
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $137/Night
7 Nights - US $956
Condo
10.0Exceptional
(1 Review)
2 Bedrooms
2 Baths
4 Guests
1154 ft²
- Parking
- Pool
- Spa
- Ocean View
US $134/Night
7 Nights - US $940
Large Vacation Homes & Villas in Big Cypress
Over 23+ Large Vacation Homes & Villas in or Near Big Cypress
Villa
- Naples
- ·
- Everglades City
- 3.4 mi to center
2 Bedrooms
2 Baths
4 Guests
850 ft²
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $662/Night
7 Nights - US $4,631
Apartment
9.5Exceptional
(24 Reviews)
10 Bedrooms
4 Baths
26 Guests
1496.18 ft²
- Parking
- Balcony/Terrace
- Air Conditioner
- Internet
US $243/Night
7 Nights - US $1,701
House
- Naples
- ·
- Rural Estates
- 4.48 mi to center
1 Bedroom
4 Baths
14 Guests
4300 ft²
- Hot Tub
- Parking
- Balcony/Terrace
- Kitchen
US $652/Night
7 Nights - US $4,562
Other
- Naples
- ·
- Chokoloskee
- 0.14 mi to center
8.6Fabulous
(33 Reviews)
12 Bedrooms
10 Baths
37 Guests
- Oceanfront
Breakfast- Parking
- Pool
US $135/Night
7 Nights - US $944
House
- Naples
- ·
- Rural Estates
- 4.23 mi to center
4 Bedrooms
2 Baths
12 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
US $501/Night
7 Nights - US $3,507
House
5 Bedrooms
4 Baths
1 Guest
- Pool
- Air Conditioner
- Internet
- Pet Friendly
US $344/Night
7 Nights - US $2,409
House
3 Bedrooms
2 Baths
30 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $251/Night
7 Nights - US $1,758
House
10.0Exceptional
(1 Review)
3 Bedrooms
2 Baths
10 Guests
2256 ft²
- Private Pool
- Pool
- Spa
- Kitchen
US $150/Night
7 Nights - US $1,050
House
- Naples
- ·
- Rural Estates
- 6.37 mi to center
5.0Average
(3 Reviews)
3 Bedrooms
2 Baths
11 Guests
1760 ft²
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Child Friendly
US $236/Night
7 Nights - US $1,652
Wheelchair Accessible Vacation Homes in Big Cypress
Over 43+ Wheelchair Accessible Vacation Homes in or Near Big Cypress
Condo
- Naples
- ·
- Everglades City
- 2.75 mi to center
10.0Exceptional
(2 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $208/Night
7 Nights - US $1,459
House
- Naples
- ·
- Everglades City
- 2.20 mi to center
7.0Very Good
(7 Reviews)
1 Bedroom
1 Bath
4 Guests
796.53 ft²
- Parking
- Pool
- Internet
- Pet Friendly
US $123/Night
7 Nights - US $861
Condo
10.0Exceptional
(2 Reviews)
2 Bedrooms
2 Baths
6 Guests
- Parking
- Pool
- Spa
- Ocean View
US $186/Night
7 Nights - US $1,304
Hotel
- Naples
- ·
- Everglades City
- 3.34 mi to center
8.0Excellent
(382 Reviews)
4 Baths
419.79 ft²
- Parking
- Pool
- Kitchen
- Air Conditioner
US $119/Night
7 Nights - US $833
Condo
10.0Exceptional
(2 Reviews)
2 Bedrooms
2 Baths
4 Guests
1154 ft²
- Hot Tub
- Parking
- Pool
- Ocean View
US $149/Night
7 Nights - US $1,042
Apartment
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
2 Guests
300 ft²
- Hot Tub
- Parking
- Pool
- Kitchen
US $191/Night
7 Nights - US $1,335
Condo
10.0Exceptional
(1 Review)
2 Bedrooms
2 Baths
4 Guests
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $143/Night
7 Nights - US $1,004
Condo
9.8Exceptional
(7 Reviews)
2 Bedrooms
2 Baths
5 Guests
- Hot Tub
- Parking
- Pool
- Spa
US $135/Night
7 Nights - US $942
Condo
9.6Exceptional
(4 Reviews)
2 Bedrooms
2 Baths
4 Guests
1386 ft²
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $408/Night
7 Nights - US $2,853
Big Cypress Resorts and Airbnb Homes Under $200
Over 229+ Big Cypress Resorts and Airbnb Homes Under $200
Apartment
- Naples
- ·
- Rural Estates
- 3.92 mi to center
10.0Exceptional
(17 Reviews)
1 Bedroom
1 Bath
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $144/Night
7 Nights - US $1,010
Apartment
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
2 Guests
301.39 ft²
- Parking
- Pool
- Balcony/Terrace
- Internet
US $136/Night
7 Nights - US $950
Hotel
- Naples
- ·
- Everglades City
- 3.34 mi to center
9.2Exceptional
(990 Reviews)
1 Bath
- Parking
- Pool
- Kitchen
- Air Conditioner
US $110/Night
7 Nights - US $769
Condo
10.0Exceptional
(1 Review)
2 Bedrooms
2 Baths
6 Guests
- Hot Tub
- Parking
- Pool
- Spa
US $197/Night
7 Nights - US $1,379
Apartment
9.2Exceptional
(7 Reviews)
1 Bedroom
1 Bath
2 Guests
301.39 ft²
- Parking
- Pool
- Balcony/Terrace
- Internet
US $142/Night
7 Nights - US $992
House
- Naples
- ·
- Rural Estates
- 6.11 mi to center
10.0Exceptional
(1 Review)
2 Bedrooms
1 Bath
6 Guests
1802 ft²
- Air Conditioner
- Internet
- Child Friendly
Laundry
US $191/Night
7 Nights - US $1,336
Condo
10.0Exceptional
(1 Review)
2 Bedrooms
2 Baths
4 Guests
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $122/Night
7 Nights - US $851
Cottage
- Naples
- ·
- Chokoloskee
- 0.08 mi to center
9.8Exceptional
(53 Reviews)
1 Bedroom
1 Bath
2 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $199/Night
7 Nights - US $1,396
Apartment
- Naples
- ·
- Everglades City
- 2.81 mi to center
9.4Exceptional
(76 Reviews)
1 Bedroom
1 Bath
2 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $113/Night
7 Nights - US $790
Instantly Bookable Vacation Homes in Big Cypress
Over 269+ Instantly Bookable Vacation Homes in or Near Big Cypress
Cottage
- Naples
- ·
- Plantation Island
- 0.59 mi to center
10.0Exceptional
(21 Reviews)
1 Bedroom
1 Bath
4 Guests
600 ft²
- Parking
- Ocean View
- Balcony/Terrace
- View
US $347/Night
7 Nights - US $2,426
Apartment
- Naples
- ·
- Rural Estates
- 3.35 mi to center
1 Bedroom
1 Bath
4 Guests
- Air Conditioner
- Internet
- Pet Friendly
- Child Friendly
US $116/Night
7 Nights - US $810
House
10.0Exceptional
(5 Reviews)
2 Bedrooms
2 Baths
4 Guests
900 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $276/Night
7 Nights - US $1,933
House
10.0Exceptional
(4 Reviews)
2 Bedrooms
2 Baths
6 Guests
- Private Pool
- Parking
- Pool
- Balcony/Terrace
US $361/Night
7 Nights - US $2,525
Condo
10.0Exceptional
(2 Reviews)
2 Bedrooms
2 Baths
6 Guests
- Parking
- Pool
- Kitchen
- Air Conditioner
US $211/Night
7 Nights - US $1,476
House
- Naples
- ·
- Chokoloskee
- 0.27 mi to center
9.8Exceptional
(64 Reviews)
2 Bedrooms
1 Bath
6 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $520/Night
7 Nights - US $3,640
House
- Naples
- ·
- Chokoloskee
- 0.27 mi to center
9.8Exceptional
(21 Reviews)
2 Bedrooms
2 Baths
8 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $515/Night
7 Nights - US $3,606
Apartment
9.8Exceptional
(11 Reviews)
1 Bedroom
1 Bath
3 Guests
250 ft²
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $225/Night
7 Nights - US $1,577
Apartment
9.6Exceptional
(29 Reviews)
2 Bedrooms
2 Baths
4 Guests
1154 ft²
- Hot Tub
- Parking
- Pool
- Spa
US $511/Night
7 Nights - US $3,580
Book a Last Minute Place to Stay in Big Cypress
About Big Cypress Vacation Rentals
Explore over 469 vacation rentals in Big Cypress with SunSki Resorts. These accommodations, comprising vacation homes, cottages, cabins, and condos, boast excellent amenities at great value, ensuring comfort and luxury. Enhance your stay with SunSki Resorts in Big Cypress for more space and value.
In search of last-minute deals or the best bargains on vacation rentals? With SunSki Resorts, you can conveniently compare various options and deals in Big Cypress. Discover rentals with desirable amenities like swimming pools, hot tubs, and pet-friendly options. Find the ideal vacation rental in Big Cypress tailored to your preferences. On average, these rentals offer 695.59 ft² of space, and are priced at an average of US $264 per night.
SunSki Resorts simplifies and secures the process of finding and comparing vacation rentals in Big Cypress at prices typically 30-40% lower than hotels. Discover your perfect vacation rental and book now.
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Top Types of Ski Accommodations in Big Cypress
| Type | Count |
|---|---|
| Vacation Homes | 173 |
| Holiday Apartments | 127 |
| Villas | 11 |
| Cottages | 8 |
| Cabin Rentals | 6 |
| Unique Vacation Rentals | 3 |
| Others | 3 |
Use these Quick Filters to Find a Vacation Rental in Big Cypress
★ Pro Tip: Discover Your Ideal Vacation Rental in Big Cypress with SunSki Resorts™. Compare a diverse array of properties, including RBO homes, vacation rentals, cottages, cabins, and more. Utilize our advanced filters to search by location, amenities, and price. Book with confidence and enjoy savings of up to 40-60% compared to a hotel stay. Create unforgettable memories with SunSki Resorts™.
Weather in Big Cypress, FL
View the weather forecast for Big Cypress before booking your Big Cypress Vacation Rentals to confirm your best time to go.
December - February
High 60°F Low 26°F
March - May
High 77°F Low 40°F
June - August
High 91°F Low 64°F
September - November
High 84°F Low 38°F
Other Places to Stay in Big Cypress, FL
Frequently Asked Questions About Big Cypress?
What are the top vacation rentals in Big Cypress?
When organizing your trip to Big Cypress, don't miss the chance to explore the top-rated vacation rentals in the vicinity. With a plethora of options available, you're bound to discover the ideal accommodation for your stay in Big Cypress. Peruse our collection of highly-rated properties and secure your reservation today.
- King's Cozy Guest Suite
- @cypresscottage
- Chokoloskee Dockside “end of the road” (Includes boat slip) with this rental
- Waterfront 2 bedroom 1 bath with boat slip
- Chucka Charmer Boat slip included. Chokoloskee
- 4-bedroom house with pool steps from the dock!
- Chokoloskee Island/Everglades City/Everglades National Park
- Water View Villa-monthly rate discount
- 3/2 House nestled in the Everglades National Park
- Charming 1-bedroom cottage with AC and WiFi on a creek with private deck.
How many vacation rentals have private pools in Big Cypress?
Uncover 19 vacation rentals boasting private pools near Big Cypress. Explore top-rated RBO homes offering access to a swimming pool:
- Resort Style Living at The National Ave Maria with Private Pool and Spa
- Spectacular Waterfront Home-3 Bed, 2 Bath w/Pool and Breathtaking Views!
- Upscale waterfront home with private dock, saltwater pool, lanai, grill, & W/D
- Welcome to Paradise 2-bedroom with office condo in Del Webb Naples 55+ community
Which vacation homes or resorts in Big Cypress are best for families?
Choose SunSki for a wide variety of vacation rentals, including family-friendly homes, ski cabins, cottages, and more in Big Cypress. Enjoy great views, locations and save money with SunSki Resorts.™
- Del Webb Naples 55+ community in Ave Maria Florida. 28 day minimum.
- Everglades City Apt Near Marina and National Park!
- Ivey House Everglades Adventures Hotel
How many SunSkiResorts vacation rentals or resorts are available in Big Cypress?
Discover the ideal vacation rental in Big Cypress with SunSki Resorts™. We provide an extensive selection of over 469 properties, encompassing vacation homes, private villas, cottages, and more. Explore our listings to find the perfect place to stay for your upcoming trip to Big Cypress.
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