
Family-friendly vacation 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.

Heated Saltwater Pool + Playset | 4 br| No stairs
One-level, no-stairs Cape Coral home built with you in mind. Private heated saltwater pool with fountains + sun bench, fenced backyard, loungers Playset, and smart TVs in every bedroom. Sleeps 10 with 4 bedrooms & 2 full baths - has crib, pool toys, games, grill, and outdoor dining -easy self check-in, lounge chairs, umbrellas, gas grill. You will be close to lots of different cuisines within 5-10mins drive, 30 mins to the Gulf Shores beaches, 30 mins to the airport. Relax. Refresh. Rewind.

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.

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 House - 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.

* Pyramid Hideaway in sunny Ft. Myers!
We welcome you to experience this unique pyramid home located in south Fort Myers! This pyramid provides a fun and functional retreat while being in a great location to explore all of sunny southwest Florida. This home is perfect for small families, couples, or anyone looking for a relaxing vacation with all the comforts of home. The beautiful spring water lake at Pyramid Village is available for all guests to enjoy!
Popular amenities for Cypress Lake family-friendly rentals
Family-friendly home rentals with a hot tub

Adorable Cottage with Heated Pool -Jaccuzi - Sauna

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!
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.

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

Peaceful Oasis

Nice place to stay

Waterfront Pool Home. Minutes to Sanibel & Beaches

Tiny Treasure
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

Palm Breeze | 10 PPL | Pool | Games | Top Location

Cathy Condo

Waterfront Condo with Pool & Boat Slip

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 | G$35,509 GYD | G$38,642 GYD | G$36,971 GYD | G$30,078 GYD | G$29,243 GYD | G$27,154 GYD | G$27,154 GYD | G$27,154 GYD | G$26,945 GYD | G$28,616 GYD | G$31,541 GYD | G$34,256 GYD |
| 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 vacation rentals that are family-friendly in Cypress Lake

Total vacation rentals
Explore 80 vacation rentals in Cypress Lake

Nightly prices starting at
Cypress Lake vacation rentals start at G$4,178 GYD per night before taxes and fees

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

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Vacation rentals with a pool
70 properties feature pools

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wi-Fi availability
80 of Cypress Lake vacation rentals include wi-fi 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!
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