Family-friendly holiday rentals in Cypress Lake

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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

Apartment in Fort Myers Beach

4.92 out of 5 average rating, 196 reviews

Ft Myers Beach & Lovers Key State Park- FANTASTIC!

BEACHES ARE OPEN! Beautiful Views, large unit, Enjoy the sun, beach, and excitement of Florida. Lovers Key State Park, beautiful beaches, hiking & biking trails, Ft Myers Beach, white sand, many activities. Views of the gulf & bay area. Exercise room, wifi, great swimming pool- the beaches & trails you come to Florida for. Ft Myers beach has the white sand you think of when visiting Florida. The Gulf Coast Beach, and Lovers Key State Park are there for your enjoyment. Great place for Memories

Top guest favourite

Home in Caloosahatchee

4.97 out of 5 average rating, 113 reviews

Boater’s Paradise-Stunning Sunsets! Games Room!

Newly renovated! This 3 bed/4 bath home is on the nicest canal with 200+ ft of frontage & gorgeous views of the canal & sunset. The pool, tiki hut & docks have full sun all day. Each bedroom has a private bath & there's a 2 pc powder room off the laundry. The primary has a king bed & walkout to pool. The 2nd bedroom has a queen bed & pool access. Bedroom 3 has a queen & private bath. Fully equipped kitchen with everything you need. And a games room! Enjoy the stunning sunsets on the water!

Guest favourite

Home in Fort Myers

4.93 out of 5 average rating, 112 reviews

White Swallow Cabanas ! Relax close to the beach.

Our home is close to the beaches, art and culture, restaurants and dining, shopping. Five minutes to Sanibel Island & 10 minutes to Ft. Myers Beach. You’ll love our place because it's situated in an old traditional neighborhood. Great ambiance, WiFi, washer & dryer, fully stocked and outdoors space. Our place is geared for couples or snowbirds who want to relax or the solo adventurer and business traveler who is tired of staying in hotels and needs a space to unplug. Screened in porch too!

Guest favourite

Home in Fort Myers

4.95 out of 5 average rating, 147 reviews

Colorful condo with heated pool and private WiFi

We welcome you to stay in this amazing vacation home with all the amenities and comforts of home in Southwest Florida. Enjoy relaxing in this wonderful two bedroom (one king, one queen), two full bathroom unit with a private patio and a spacious kitchen. Spend your days relaxing by the pool or playing tennis and shuffleboard. Check out some local attractions of Ft Myers Beach, Naples, and Sanibel Island all within just a short drive of the home. This will truly be a home away from home!

Guest favourite

Apartment in Fort Myers

4.93 out of 5 average rating, 164 reviews

Ft. Myers Quaint Getaway! Minutes from Beach!

My condo is close to the beach, nightlife, public transport, and family-friendly activities. It is good for couples, solo adventurers, business travelers, and families (with kids). It's minutes from Ft. Myers and Sanibel Beach. It has a King size bed in the master bedroom and two twin murphy beds in the guest room. Walking distance from a Super Target and trolley. Several outlet malls, closest is 2 miles. FYI, not handicap accessible (second floor unit). A few steps to the pool and grill.

Guest favourite

Flat in Fort Myers

4.94 out of 5 average rating, 121 reviews

Coconut Palm-Sweet Apt-Sweet Spring Special Price!

COCONUT PALM APT-1 OF 2 UPSTAIRS APTS ~CLEAN, GREAT REVIEWS, SUPER HOST! ~Gorgeous tropical gardens & plants. Covered pergola, night lighting, seating, hammock, grill, dining tables, spa ~ GARDEN,SPA & Laundry Room SHARED ~1BR w/queen bed, all linens ~Bathroom w/Shower, soap, hair dryer ~LR, DIRECTV, dining, kitchenette ~Fridge w/freezer, induction cooktop, toaster oven, microwave, water kettle, coffee maker, blender ~Dishes, utensils, pans ~ NO CHILDREN UNDER 12 YRS ~ Occupancy 2

Superhost

Apartment in Sanibel

4.74 out of 5 average rating, 129 reviews

Sanibel Romantic Getaway

Sanibel; named by Travel & Leisure as one of the top 50 “Best Places” internationally to visit in 2025, with its restaurants, shops and of course, Sanibel’s incredible beaches, rebuilt and open for business. Fully equipped kitchen, sheets, towels, etc included. Great restaurants and shopping, lighthouse and parks. Bike rentals and trails throughout the island allow you to access all the hidden treasures on Sanibel. A 2 minute walk to access our pristine white beaches .

Superhost

Home in Fort Myers

4.85 out of 5 average rating, 656 reviews

Cozy Cabin Next To Sanibel With Paddle Boards

Paddle Board Canin Stay on adventure's doorstep! 5 miles to FMB and Sanibel island (beaches, salt water fishing, paddle boarding, kayaking ). Are guests enjoy free amenities: 1. Coffee/tea/bottled water 2. Bicycles 3. SUP - inflatable paddle boards 4. BBQ gas grill 5. Beach chairs and umbrella 6. Cooler and beach towels 7. Secured Wi-Fi 8. Amazon TV, Netflix, Hulu, Disney +, ESPN+ 9. Parking 2 cars 10. Washer and dryer in house 11. Kids toys and books

Superhost

Home in Naples Park

4.82 out of 5 average rating, 166 reviews

Coastal Getaway w/ Inground Heated Pool

This beautifully renovated home is perfect for any length of stay; a weekend, a week or a month. You will enjoy the open floor concept of the kitchen, living room and dining room; all overlooking a manicured backyard with oversized inground swimming pool through the retractable sliding glass doors. The heart of this home is the kitchen and its eat- in island; surrounded by the high end stainless steel appliances including a beverage cooler.

Superhost

Flat in Fort Myers Beach

4.83 out of 5 average rating, 138 reviews

Lovers Key Beach Club Suite

Enjoy breathtaking views from this 10th floor condo at Lover's Key Beach Club! This one bedroom, one bath condo is the perfect place for a quiet, romantic couples getaway. From the private beach to the large pool area, there's no better place to relax in the Florida sunshine! Wake up refreshed and sip your coffee on the private balcony overlooking the water. Prepare meals in the full kitchen or head down to the BBQ grill area!

Guest favourite

Apartment in Bonita Springs

4.79 out of 5 average rating, 110 reviews

Oceanview unit. Completely remodeled Pool is open!

Oceanview condo with the Gulf of Mexico view and silky white beaches is available for your pleasure. Owner, not a rental agency managed condo. Fear not, I run an honest small rental service and you can deal with me in confidence. I never cancel your booking in case a more attractive offer comes along. If you have air tickets, be assured the condo will be waiting for you.

Superhost

Home in Pelican

4.88 out of 5 average rating, 32 reviews

Blue Abaco - Beautiful Waterfront House

Welcome to Blue Abaco, this 4 bedroom and 2 bathroom Villa offers a great set up for a larger group. Featuring plenty of space for up to 8 guests, located in the SW area of Cape Coral off of Skyline Blvd, this home features close access to Restaurants, shops and stores. The home features bicycles and a great fresh water canal for fishing.