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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.

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Superhost
The spacious living area features a combination of plush leather seating and a cozy plaid sofa. Light streams through the window treatments, illuminating the well-equipped kitchen with wood cabinetry. Hardwood flooring adds warmth, enhancing the inviting atmosphere of the shared space.
Camper/RV in Fort Myers
4.82 out of 5 average rating, 108 reviews

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

Top guest favorite
The modern kitchen is equipped with white cabinetry and stainless-steel appliances. A circular table with seating for four is positioned near a large glass sliding door that allows natural light and offers views of the outdoor space. A ceiling fan adds comfort to the room.
Guesthouse in Fort Myers
4.98 out of 5 average rating, 205 reviews

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!

Top guest favorite
A spacious room features a king-sized bed with a light quilt, flanked by bedside tables with decorative lamps. A wall-mounted television is positioned over a mini-fridge. Two bar stools are placed at a small table, complemented by wooden flooring and soft wall decor.
Farm stay in Fort Myers
4.99 out of 5 average rating, 230 reviews

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.

Top guest favorite
The charming exterior of the cottage is highlighted by a blue facade with white trim. Flower boxes adorn the windows, filled with lush greenery. A red door serves as a welcoming entrance. The patio area features stone pavers, surrounded by various plants and comfortable seating.
Tiny home in Fort Myers
4.92 out of 5 average rating, 883 reviews

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.

Top guest favorite
A bright kitchen area is featured, showcasing a white table with a marble top and a bowl of oranges. Behind, large glass doors provide views of the outdoor screened pool area, which is furnished with a dining table and stylish seating.
Home in Fort Myers
4.97 out of 5 average rating, 209 reviews

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.

Top guest favorite
A spacious, heated saltwater pool is surrounded by a screened enclosure, with lush tropical foliage visible in the background. Lounge chairs offer a spot for relaxation beside the pool, and fountains add a serene touch to the inviting outdoor space.
Home in Cape Coral
4.97 out of 5 average rating, 176 reviews

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.

Top guest favorite
A guest suite is showcased with a queen-sized bed, decorated in soft green patterns, complemented by a bright accent pillow. A small dining table with two chairs is arranged beside the bed, and a wooden bench is positioned at the foot of the bed. Natural light enters from a nearby window.
Guest suite in Fort Myers
4.91 out of 5 average rating, 171 reviews

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.

Top guest favorite
A comfortably appointed living area features a light-colored tufted sofa adorned with decorative cushions. A dark coffee table occupies the center of the space, which is illuminated by a ceiling light. In the background, a glimpse of the kitchen is visible.
Home in Fort Myers
4.94 out of 5 average rating, 207 reviews

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.

Guest favorite
Home in Fort Myers
4.94 out of 5 average rating, 371 reviews

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.

Top guest favorite
A welcoming kitchen and dining area features a round wooden table surrounded by stylish white chairs. Brightly colored flowers are displayed in a vase on the table. The kitchen, equipped with modern appliances, is visible in the background, complemented by light-toned walls and flooring.
Home in Fort Myers
4.92 out of 5 average rating, 106 reviews

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.

Top guest favorite
A dining area is presented with a large wooden table surrounded by upholstered chairs. A centerpiece of greenery and fruit adorns the table. The walls are painted in a soft blue, complemented by decorative seahorse artwork and a stylish light fixture.
Home in Fort Myers
4.98 out of 5 average rating, 230 reviews

“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.

Guest favorite
A modern pyramid home is framed by lush greenery and colorful flowers. A covered patio area with a large blue umbrella offers shaded seating and a gas grill is nearby, inviting outdoor relaxation. Expansive windows provide a view into the welcoming interior.
Home in Fort Myers
4.88 out of 5 average rating, 203 reviews

* 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

When is the best time to visit Cypress Lake?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$35,509 GYDG$38,642 GYDG$36,971 GYDG$30,078 GYDG$29,243 GYDG$27,154 GYDG$27,154 GYDG$27,154 GYDG$26,945 GYDG$28,616 GYDG$31,541 GYDG$34,256 GYD
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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!