
Family-friendly holiday rentals in Cypress Lake
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Cypress Lake
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

Very private, clean, spacious in perfect location.
Extra large 40 feet long high ceiling RV with 4 slide outs. Great location 9 miles from Fort Myers Beach & 7 miles South of Downtown. 5 grocery stores within 1 mile Walk to Suncoast Arena, Barbara B Mann theater, restaurants & FSW College Private entrance 6ft fenced Patio Beach essentials King bed Walk in shower Sofa bed in living room Large fridge 2 Smart 4K TV Full kitchen, coffee maker. Washer & dryer Dual AC, weber grill 2 Parking spots 50 amp EV outlet & charger. 12 miles to SWFL Airport

Waterfront Hideaway
This picturesque Airbnb is a hidden gem nestled along a canal, one minute boat ride to the Caloosahatchee River. The living room, bathed in natural light is perfect for taking in the scenic views. The spacious bedroom has a king-size bed, ensuring a night of blissful rest. The full kitchen is equipped with all modern appliances. Close to Sanibel & Fort Myers Beach. Bring your boat & dock it on the seawall, ready to set sail whenever your heart desires. Book now - your coastal paradise awaits!

Private farmhouse stay at Dim Jandy Ranch.
Take it easy at this unique and tranquil getaway. A beautifully appointed bed and bath in a separate building from the house. We have goats, donkeys and chickens and a Highland cow, all super friendly. Sit and relax on your private, beautiful lanai or any of our farm tables placed around the property. Join us as we feed the animals. Or even join in one of our Goat Yoga classes! We're easily located close to I-75, airports, shopping, beaches, downtown. Perfect for couples or solo travelers.

Garden Cottage - Tiny House
PLEASE NOTE: The cottage is separate from our house and living quarters. The bathroom is in the back of the main house, just a few steps from the cottage, private and not shared with anyone. We take special precautions to thoroughly clean and disinfect the bedroom and bathroom after each guest. You’ll love our place because of the location, the ambiance, the outdoor space, and the neighborhood. We have a dog and a cat. Our place is good for couples, solo adventurers, and business travelers.

Central 3BD/2BA •Massive Heated Pool •Golf courses
🌞 Gorgeous Heated Pool Home Near Everything – Perfect for a Relaxing & Convenient Getaway! Welcome to your tropical escape in the heart of SW Florida! This beautifully maintained 3BD/2BA home is located just minutes from world-class beaches, and top local attractions, offering the perfect blend of tranquility, comfort, and accessibility. Whether you're here for a family vacation, a romantic getaway, or a business trip, this home provides everything you need for a restful and memorable stay.

Charming Lake View Home, Close to 3 Beaches!
"Come relax by Florida's best beaches and sunsets—no damage from Hurricane Milton, and power/internet are on! This beach-style vacation home is minutes from Ft. Myers Beach and 15 minutes from Sanibel. You'll be spoiled by beach choices and amenities that make you feel like you're in paradise. In the evening, hop on the trolley to watch the sunset, enjoy cocktails, and the best beachside seafood. Just bring your sunglasses & flip flops. Forgot something? Shops are a 5-min walk."

Feel at Home in Our Private Entrance Guest Suite!
Around the corner from the Edison public country club, less than a mile and a half from the Historic Ford and Edison Estates and a 7 minute drive to downtown, our quaint guest suite is in an ideal location nestled in a picturesque Fort Myers neighborhood off of the beautiful palm tree lined McGregor Boulevard. Our suite features a separate entrance, a queen sized bed, seating area, coffee maker, a large bathroom with essential toiletries provided, and an outdoor seating area.

Charming Brand new Private Efficiency
Welcome to our charming efficiency just a short 20-minute drive from the beach! This cozy and modern space is perfect for solo adventurers or couples seeking a peaceful getaway near the ocean. Featuring a comfortable king-sized bed, or 2 Twin beds a well equipped kitchen, and a private bathroom. Kick back and relax in the cozy living. Conveniently located, 7 min at the Airport and all the biggest mall around the area We strive to make your stay as comfortable as possible.

Cottage between Sanibel and Edison / Ford Estate
This is the ultimate getaway for our guests. Yes…. you’re going to have an entire house for yourself . Feel free to enjoy 2 bedroom / 2 bathroom house with a Florida room, plus outside patio with gazebo(BBQ) and large back yard. Our newly renovated retreat is in the perfect location that is close to the beach, near all the best restaurants, and has all the amenities you will need for a breezy family vacation. Free L2 EV charging in the garage! Cleaning fee only $49.

Whole cozy house
Entire cozy house just for you friends and family. Perfect to spend a pleasant and relaxed moment. If you plan to have a party or event, this place is NOT for you. The neighbors are very strict in terms of noise and large groups of people. Well maintained house. CLEAN POOL BUT NOT HEATED. Walk in to a living area and separated dining. 20 minutes to airport, 25 minutes to the beach, fine dining and entertainment. For a virtual tour, click on the cover photo twice.

SWFL: Lake McGregor Home - Entire Home! 3B/2B
Our home is in a quiet, safe neighborhood perfect for remote work, family getaways, or long-term stays in a kid-friendly environment. Spacious & Fully Equipped: 3 bedrooms • 2 bathrooms • Full kitchen • Washer/dryer • 2-car parking • WiFi • Smart TV • Beach gear available (Cable/streaming not included). Prime Location: 10 miles from Fort Myers Beach, 7 mi from Downtown, and a 7-min walk to Publix, Walmart, and restaurants. RSW Airport is a 20-min drive.

“Dream Vacation”Pool.Near airport&baseball
A few short miles from RSW International Airport, beaches, Twins/ Miracle's baseball, and downtown Ft. Meyers (McGregor). Walking distance to FSW Sunpark stadium. Safe and quiet neighborhood. Private pool *NOT HEATED*. Lanai TV has streaming service so you can log into your account. Click on our picture to view our five homes in Cape Coral/Ft. Myers/Delray Beach. All beautiful & with exceptional Super-host service and care.
Popular amenities for Cypress Lake family-friendly rentals
Family-friendly home rentals with a hot tub

Pink Flamingo Pool House for 4

Private Oasis with Pool & Hot Tub

Tiny Home close to beach- Sun Kissed Hide-A-Way

Heated Pool & Game Room Waterfront Family Retreat

Luxury Villa: Pool, Hot Tub And Amazing Lake View

Beach Cottage

Explore close summer beaches. Cozy, clean, fun!

Chuly |8PPL | Top Location | Hot Tub | Gazebo |BBQ
Family- and pet-friendly home rentals

Cozy Apartment in Del Prado

Private Studio in Nice Area + King Bed + Laundry

Lovely Gulf Access/Kayak, Beach, Tiki Bar & Grill.

Studio in Downtown Ft. Myers

Peaceful Oasis

March Dates Avail! Huge Heated Pool (No Extra Fee)

Nice place to stay

Waterfront Pool Home. Minutes to Sanibel & Beaches
Family-friendly home rentals with a pool

Modern Oasis pool paradise

20 min to the beach! Pool, fire pit, 3bd/2.5ba

Serene Modern Oasis | Private Pool in Fort Myers

Cathy Condo

Waterfront Condo with Pool & Boat Slip

Heated Saltwater Pool + Playset | 4 br| No stairs

Boater’s Paradise-Stunning Sunsets! Games Room!

NEW Coastal, Eclectic, Pool & Bikes, Sleeps 9
When is the best time to visit Cypress Lake?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £125 | £136 | £130 | £106 | £103 | £96 | £96 | £96 | £95 | £101 | £111 | £121 |
| Avg. temp | 16°C | 18°C | 19°C | 22°C | 25°C | 27°C | 27°C | 28°C | 27°C | 24°C | 21°C | 18°C |
Quick stats about holiday rentals that are family-friendly in Cypress Lake

Total holiday rentals
Explore 80 holiday rentals in Cypress Lake

Nightly prices starting at
Cypress Lake holiday rentals start at £15 per night before taxes and fees

Verified guest reviews
Over 1,700 verified reviews to help you choose

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Holiday rentals with a pool
70 properties feature pools

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wifi availability
80 of Cypress Lake holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Cypress Lake rentals

4.9 Average rating
Cypress Lake stays are highly rated by guests – averaging 4.9 out of 5!
Destinations to explore
- Seminole Holiday rentals
- Central Florida Holiday rentals
- Miami Holiday rentals
- St Johns River Holiday rentals
- Orlando Holiday rentals
- Gold Coast Holiday rentals
- Miami Beach Holiday rentals
- Havana Holiday rentals
- Fort Lauderdale Holiday rentals
- Four Corners Holiday rentals
- Tampa Holiday rentals
- Kissimmee Holiday rentals
- Fitness-friendly rentals Cypress Lake
- House rentals Cypress Lake
- Rentals with a washing machine and dryer Cypress Lake
- Rentals with outdoor seating Cypress Lake
- Rentals with a patio Cypress Lake
- Flat rentals Cypress Lake
- Apartment rentals Cypress Lake
- Rentals with a hot tub Cypress Lake
- Rentals with pools Cypress Lake
- Pet-friendly rentals Cypress Lake
- Family-friendly rentals Lee County
- Family-friendly rentals Florida
- Family-friendly rentals United States
- Naples Beach
- Captiva Island
- Caspersen Beach
- Manasota Key Beach
- Lovers Key Beach
- Englewood Beach
- Clam Pass Park
- Stump Pass Beach State Park
- Bonita National Golf & Country Club
- Heritage Bay Golf & Country Club
- Tigertail Beach
- Blind Pass Beach
- Esplanade Golf & Country Club of Naples
- Edison & Ford Winter Estates
- Del Tura Golf & Country Club
- Bunche Beach
- Boca Grande Pass
- Talis Park Golf Club
- Delnor-Wiggins Pass State Park
- Stonebridge Country Club
- Manatee Park
- Florida Gulf Coast University
- Jetblue Park
- Sun Splash Family Waterpark




