Family-Friendly Vacation Rentals in Cypress Lake Country Club, FL: Compare 10+ Sites & Save

AirbnbBooking.comVrboExpediaKayakTripadvisorHotels.comAgoda.com
  1. VBOR
  2. Family Vacation Rentals
  3.  USA

  4.  Florida
  5.  Fort Myers
  6.  Cypress Lake Country Club

Refine your search

Price per night

Amenity Filter

Rating

1378 Best Family Vacation Rentals in Cypress Lake Country Club (Starting from $62)

Fort Myers Condo with Pool, 9 Mi to Fort Myers Beach
Fort Myers Condo with Pool, 9 Mi to Fort Myers Beach
House
Fort Myers, FL, USA
0.1k from Cypress Lake Country Club center

Hot Tub, Accessibility, Pool, Wellness Facilities, Security/Safety, Fireplace/Heating, Internet

2 Bedrooms4 Guests
New to Booking
$62
Average price / night
Check Availability
Central Quiet Location, only 8 Miles to Ft. Myers Beach
Central Quiet Location, only 8 Miles to Ft. Myers Beach
Condo
Fort Myers, FL, 33919, United States
0.3k from Cypress Lake Country Club center

AC, Barbecue, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry

2 Bedrooms2 Guests
10.0

Exceptional

4 reviews

$85
Average price / night
Check Availability
Stunning new listing Complete remodel Conveniently located Three bedroom plus den with sleeper sofa
Stunning new listing Complete remodel Conveniently located Three bedroom plus den with sleeper sofa
House
Fort Myers, FL, USA
0.7k from Cypress Lake Country Club center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

3 Bedrooms8 Guests
New to Booking
$247
Average price / night
Check Availability
*Stunning New listing* Location! Complete renovation/lush yard. King beds
*Stunning New listing* Location! Complete renovation/lush yard. King beds
House
Fort Myers, FL, 33919, United States
0.6k from Cypress Lake Country Club center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave

3 Bedrooms8 Guests
10.0

Exceptional

2 reviews

$358
Average price / night
Check Availability
Ocean Blue Luxurious 4BR home with heated pool
Ocean Blue Luxurious 4BR home with heated pool
House
Fort Myers, FL, USA
0.9k from Cypress Lake Country Club center

Accommodations, Villas, Vacation homes, Cottages, Lodgings, Jacuzzis, Places to stay

4 Bedrooms9 Guests
New to Booking
$690
Average price / night
Check Availability
Pool Paradise Central - Cozy 3 BR, 2 Bathroom home with heated pool & lanai
Pool Paradise Central - Cozy 3 BR, 2 Bathroom home with heated pool & lanai
House
Fort Myers, FL, 33919, United States
0.8k from Cypress Lake Country Club center

AC, Arcade, Barbecue, Dryer, Extra Bed, Free Parking, Heater, Internet, Kitchen

3 Bedrooms7 Guests
9.8

Exceptional

25 reviews

$184
Average price / night
Check Availability
Catalina Cabana - self checkin - pool - parking
Catalina Cabana - self checkin - pool - parking
House
Cypress Lake Country Club, Fort Myers, Florida, USA
0.9k from Cypress Lake Country Club center

Kitchen, Laundry, Parking, Pool, Air Conditioner, Balcony/Terrace, Breakfast

3 Bedrooms9 Guests
10.0

Exceptional

2 reviews

$350
Average price / night
Check Availability
Large family home with heated pool
Large family home with heated pool
House
Fort Myers, FL, 33919, United States
0.8k from Cypress Lake Country Club center

AC, Barbecue, Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

5 Bedrooms11 Guests
10.0

Exceptional

5 reviews

$430
Average price / night
Check Availability
1557 Braeburn - Sea Breeze Oasis by Coastal Vacation Properties
1557 Braeburn - Sea Breeze Oasis by Coastal Vacation Properties
House
Cypress Lake Country Club, Fort Myers, Florida, USA
0.9k from Cypress Lake Country Club center

Internet, Wheelchair Accessible, Parking, Child Friendly

4 Bedrooms12 Guests
New to Booking
$528
Average price / night
Check Availability
Ocean Blue - Luxurious 4BR home w/heated pool
Ocean Blue - Luxurious 4BR home w/heated pool
House
Fort Myers, FL, 33919, United States
0.9k from Cypress Lake Country Club center

AC, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater, Hot Tub, Internet

4 Bedrooms9 Guests
10.0

Exceptional

2 reviews

$641
Average price / night
Check Availability
Sunshine Daydream our Beautiful Monthly Pool Home! home
Sunshine Daydream our Beautiful Monthly Pool Home! home
House
Fort Myers, FL, USA
1.5k from Cypress Lake Country Club center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals

2 Bedrooms8 Guests
New to Booking
$467
Average price / night
Check Availability
Vintage Chic Home - Private Check In - Parking - Pool
Vintage Chic Home - Private Check In - Parking - Pool
House
Fort Myers, FL, 33919, United States
0.9k from Cypress Lake Country Club center

AC, Barbecue, Crib, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen

2 Bedrooms8 Guests
9.8

Exceptional

14 reviews

$231
Average price / night
Check Availability
7 Mi to River District and Beach Fort Myers Retreat
7 Mi to River District and Beach Fort Myers Retreat
House
McGregor, FL, USA
1.7k from Cypress Lake Country Club center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Hot tubs, Places to stay

1 Bedroom4 Guests
New to Booking
$234
Average price / night
Check Availability
Palm Palace - 2 House Compound Sleeps Up to 22!  Huge Pool and near the beaches
Palm Palace - 2 House Compound Sleeps Up to 22! Huge Pool and near the beaches
House
Fort Myers, FL, 33919, United States
1.0k from Cypress Lake Country Club center

AC, Arcade, Barbecue, Crib, Dryer, Free Parking, Heater, Internet, Kitchen

4 Bedrooms22 Guests
9.6

Exceptional

43 reviews

$680
Average price / night
Check Availability
Chic Fort Myers Escape with Community Perks!
Chic Fort Myers Escape with Community Perks!
House
Fort Myers, FL, USA
1.7k from Cypress Lake Country Club center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Hot tubs

2 Bedrooms6 Guests
9.7

Exceptional

10 reviews

$551
Average price / night
Check Availability
SWFL: Lake McGregor 3 bedroom Home - Entire Home!
SWFL: Lake McGregor 3 bedroom Home - Entire Home!
House
Fort Myers, FL, 33919, United States
1.4k from Cypress Lake Country Club center

AC, Balcony, Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

9.0

Fabulous

4 reviews

$323
Average price / night
Check Availability
Grand View #103
Grand View #103
Apartment
Cypress Lake Country Club, Fort Myers, Florida, USA
1.9k from Cypress Lake Country Club center

Apartments, Accommodations, Pools, Lodgings, Jacuzzis, Places to stay

2 Bedrooms4 Guests
New to Booking
$93
Average price / night
Check Availability
Ft Myers Retreat! Relax, recharge, and enjoy all that Florida has to offer.
Ft Myers Retreat! Relax, recharge, and enjoy all that Florida has to offer.
Condo
Fort Myers, FL, 33919, United States
1.4k from Cypress Lake Country Club center

AC, Barbecue, Dryer, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet, Kitchen

2 Bedrooms6 Guests
New to Booking
$153
Average price / night
Check Availability
Short distance to the Beach! - Just off the River - Condo Shore to Please - Roelens Vacations
Short distance to the Beach! - Just off the River - Condo Shore to Please - Roelens Vacations
House
Fort Myers, FL, USA
2.4k from Cypress Lake Country Club center

Kitchen, Parking, Balcony/Terrace, Laundry, Air Conditioner, Pool, Internet

2 Bedrooms4 Guests
New to Booking
$240
Average price / night
Check Availability
SWFL: Lake McGregor House - Entire Home! 3B/2B
SWFL: Lake McGregor House - Entire Home! 3B/2B
House
Fort Myers, FL, 33919, United States
1.5k from Cypress Lake Country Club center

AC, Balcony, Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms6 Guests
New to Booking
$323
Average price / night
Check Availability
Relax at Lake Breeze 4BR Fort Myers Getaway
Relax at Lake Breeze 4BR Fort Myers Getaway
House
Fort Myers, FL, USA
2.4k from Cypress Lake Country Club center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay, Family

1 Bedroom8 Guests
New to Booking
$246
Average price / night
Check Availability
Family Home 15 min. from Fort Myers Beach & Sanibel Island.
Family Home 15 min. from Fort Myers Beach & Sanibel Island.
House
Fort Myers, FL, 33919, United States
1.7k from Cypress Lake Country Club center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

3 Bedrooms6 Guests
10.0

Exceptional

12 reviews

$148
Average price / night
Check Availability
Stunning vaulted ceilings, lakeside location
Stunning vaulted ceilings, lakeside location
Condo
Fort Myers, FL, 33919, United States
1.9k from Cypress Lake Country Club center

AC, Balcony, Crib, Dryer, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet

2 Bedrooms4 Guests
10.0

Exceptional

2 reviews

$108
Average price / night
Check Availability
Parker Lakes Heated Pool, Spa and Sports Park <8 miles to Beach, Margaritaville.
Parker Lakes Heated Pool, Spa and Sports Park <8 miles to Beach, Margaritaville.
Condo
Fort Myers, FL, 33919, United States
2.0k from Cypress Lake Country Club center

AC, Balcony, Barbecue, Dryer, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet

2 Bedrooms5 Guests
10.0

Exceptional

2 reviews

$112
Average price / night
Check Availability
April 2026 available and reduced
April 2026 available and reduced
Condo
Fort Myers, FL, 61920, United States
2.2k from Cypress Lake Country Club center

AC, Balcony, Barbecue, Dryer, Elevator, Fitness Equipment, Free Parking, Heater, Hot Tub

2 Bedrooms6 Guests
9.8

Exceptional

7 reviews

$118
Average price / night
Check Availability
Great couples get away minutes from the beaches!
Great couples get away minutes from the beaches!
Condo
Fort Myers, FL, 33907, United States
2.3k from Cypress Lake Country Club center

AC, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area, Microwave

2 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$114
Average price / night
Check Availability
Great Location 2 BR, 2 Bath condo in quiet community, MINUTES from the beach!!
Great Location 2 BR, 2 Bath condo in quiet community, MINUTES from the beach!!
Condo
Fort Myers, FL, 33919, United States
2.5k from Cypress Lake Country Club center

AC, Barbecue, Dryer, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking

2 Bedrooms2 Guests
New to Booking
$183
Average price / night
Check Availability

Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Family Vacation Rentals in Cypress Lake Country Club.

Where to stay in Cypress Lake Country Club? Best neighborhoods & areas

Cypress Lake Country Club Family Vacation Rentals on the Map

Frequently Asked Questions

You can explore 1378 verified family-friendly vacation rentals in Cypress Lake Country Club. These include spacious homes, villas, and condos designed to accommodate families of different sizes.

Prices for family-friendly rentals in Cypress Lake Country Club vary depending on the season, number of bedrooms, and included amenities. Rates typically start from around $62 per night, with larger homes and peak travel periods often costing more.

Many family-friendly rentals in Cypress Lake Country Club offer baby-friendly items such as high chairs, cribs, or pack-and-play options. Availability can vary, so it’s helpful to check the listing details before booking.

Yes, some rentals in Cypress Lake Country Club are well suited for multi-generational stays, offering multiple bedrooms, separate living areas, and enough space for larger groups to stay comfortably together.

For busy travel periods such as school holidays or summer breaks, booking 90 to 120 days in advance is recommended to secure the best options. Availability may be more flexible during quieter times of the year.

Family-friendly rentals in Cypress Lake Country Club often include amenities such as Child Friendly, Fireplace/Heating, and Wellness Facilities. These features help make stays more convenient and enjoyable for both adults and children.

You can use search filters to find rentals that offer features like game rooms, playgrounds, or entertainment areas. Checking property descriptions can also help you identify homes that are well suited for families with children.