
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.

LAST Minute! NEW Villa-Heated Saltwater Pool & Spa
Experience Cape Coral like never before all from this gorgeous 3bedroom, 3bath villa. This elegant villa boasts a vibrant interior decorated with Italian furniture and fully equipped kitchen. Begin your day with a few laps in the private pool before heading to the Yacht Club Public Beach, Sun Splash Family Waterpark or Pine Island to soak up some sun! After adventurous days, continue making memories back home with a family barbecue and a soak in the hot tub or have a movie night with loved ones!

McGregor’s Gem• Heated Pool 3BR/2BA River District
🌴 Welcome to McGregor’s Gem—your ideal Southwest Florida retreat! Dive into relaxation in your private heated pool, spread out across three bedrooms and two baths, and enjoy the perfect blend of peaceful tree-lined neighborhood living just minutes from the charming Downtown Fort Myers River District, world-class beaches, and top local attractions.☀️ Whether you’re traveling with family, friends, or on business, this home offers all the modern comforts you need for a relaxing, stress-free stay

LUX Villa w/ Private Salt Water Pool, Lanai, Canal
Are you looking to swim, relax outdoors, fish and take in beautiful sunsets on a wide gulf access canal? If so you will fall in love with this stunning newly constructed custom built home! The 2750 square foot home is bright & airy with two main bedroom on-suites & a separate family wing! The gourmet kitchen, dining room & great room open via large sliders to the lanai & pool w/ views of the canal in much desired SW Cape! Beach inspired villa! Large captains walk & Tiki! Check out our reviews!

Private & Spacious Studio in Prime Location.
The best location, period. This very quiet and private one bedroom apartment has a paved & shaded parking . To ensure a long night rest there are black out rolls on windows. Private courtyard with Gas grill & side burner. 1 block from Publix supermarket. Walk to FSW State College. Walk to Barbara B Mann theater or Suncoast Arena. 10 miles to Fort Myers Beach. 17 miles to Sanibel Island beaches. 8 miles to Downtown Fort Myers and just 15 miles to the SWF International Airport. 2 parking spaces.

Escape to the "Oasis"!
DISCOUNTS: Weeks...1=10%, 2=15%, 3=20%, 4=25%. Welcome to the "Oasis"! Escape to the water and stay on a canal in beautiful Cape Coral! Enjoy this 3 bedroom, 2 bath home. Swim in the pool, sit on the patio, fish from the dock, sit at the tiki bar for a drink, or take a nap on the lanai to get away from it all! There is a 50 foot long dock with 30 and 50 amps, so bring your boat! The Gulf is accessible by boat and Ft Myers Beach & Sanibel/Captive Island activities and beaches nearby!!

4BR Waterfront Home w/ Heated Pool & Private Dock
Waterfront Coastal Retreat | Heated Private Pool + Dock | Dining + Beaches Unplug, unwind, and settle into effortless coastal living at this beautifully renovated 4-BR waterfront home in Fort Myers’ quiet, upscale Town & River neighborhood. You’ll enjoy a peaceful setting while staying close to everything—so many local restaurants are just minutes away, and the area’s best beaches are an easy drive: Sanibel Island beaches are about 15 minutes (9.6 mi) & Fort Myers Beach is about 18 mins

Swimsational Golf views
Recently updated heated pool home backing to a golf course with private back yard. It has a covered patio area with new furniture and outdoor grill. Both bedrooms have televisions and super comfy pillows / linens. The main area has a coffee/tea bar and island in the kitchen. The garage has a brand new washer/dryer with the latest technology. Located in a great residential neighborhood surrounded by shopping and restaurants. 20 minutes to the beaches or downtown Ft. Myers.

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.

Dolphin beach house 2
ONE OF THE BEST WATERFRONTS IN CAPE CORAL! A short walk to the beach a. This 2,500+sq ft home has stunning sunsets and South Western water views from all main living areas,as well as the Master Suite. Heated pool w/ LED colored lighting, built in Spa,Pool bath, full laundry facility, Lanai,Fireplace ,Wi-fi and TVs in every bedroom, private dock . Boat on lift for rent w/RPM rentals . Large 2-car garage w/5 bicycles,beach wagon & cooler on site.

“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.

Dive into Luxury: Stunning Tropical Home & Pool
Escape to a tropical paradise in this stunning 1952 midcentury modern home, perfectly located in the heart of historical McGregor Boulevard - home to the famous palm trees planted by Thomas Edison. Indulge in delicious meals at local restaurants like McGregor Cafe and McGregor Pizza, or tee off at the nearby public golf course. And if you're looking to hit the beach or explore downtown, both are just a short drive away.
Popular amenities for Cypress Lake family-friendly rentals
Family-friendly home rentals with a hot tub

“Cape Paradise”Waterfront.GulfAcc.Jcuzi.Heat Pool.

Dream Villa with Private Pool/Spa

Intervillas Florida - Villa The View

Gone Coastal!! Spa+Heated Pool Amenities Galore!

Coastal Modern Retreat with Heated Pool and Spa

Waterfront Oasis Private Heated Pool&Canal Fishing

Luxury Villa: Pool, Hot Tub And Amazing Lake View

Waterfront Oasis w/ Heated Pool, Spa & Boat Dock
Family- and pet-friendly home rentals

Luxury Canal Villa•Heated Pool•Dock•Fishing•Kayaks

Freshwater Canal – Pool, Fishing Dock & Game Room

Peaceful Oasis

Sleep over the water- Boathouse with Private Dock

Paradise on Estero Bay

Blue Beach Bungalow

Cape Serenity- Luxury Waterfront Residence

Lakeview Oasis- Condo Near Sanibel/Ft Myers Beach
Family-friendly home rentals with a pool

Luxury Riverfront Retreat • Pool & Spa • 60ft Dock

Villa Vanity - Heated Pool+Spa | Gulf Access

Close to Cape Harbour western pool and dock, golf

Villa Sunset Serenade II

A tropical boaters pet friendly paradise!

Villa510~3 En-Suites~Gulf Access, Heated spa~pool

Luxury Riverfront:Pool, Tiki Bar & Outdoor Kitchen

Hidden Gem with Pool. Perfect for Family Getaway
When is the best time to visit Cypress Lake?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ679 | ﺩ.ﺇ716 | ﺩ.ﺇ720 | ﺩ.ﺇ529 | ﺩ.ﺇ514 | ﺩ.ﺇ477 | ﺩ.ﺇ477 | ﺩ.ﺇ477 | ﺩ.ﺇ474 | ﺩ.ﺇ503 | ﺩ.ﺇ555 | ﺩ.ﺇ602 |
| 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 ﺩ.ﺇ73 per night before taxes and fees

Verified guest reviews
Over 1,820 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
70 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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