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Family-friendly vacation rentals in Cypress Lake

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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$4,181 GYD per night before taxes and fees

  • Verified guest reviews

    Over 1,970 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!

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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Top guest favorite
An outdoor heated pool is enclosed within a screened patio, featuring a spacious deck with lounge chairs. Lush greenery surrounds the area, and sunlight fills the space, creating an inviting atmosphere for relaxation. The pool's clear water reflects the bright blue sky above.
Home in Fort Myers

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

4.96 out of 5 average rating, 148 reviews
Top guest favorite
The screened-in pool area features a serene swimming pool with shimmering water, two blue lounge chairs positioned nearby, and views of a wide canal. A thatched-roof Tiki hut can be seen across the water, surrounded by lush greenery.
Home in Pelican

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!

4.99 out of 5 average rating, 266 reviews
Guest favorite
Apartment in Cypress Lake

Prime Location w/ Private Patio + Outdoor Kitchen

The best location, period. This very quiet and private one bedroom apartment has paved & shaded parking . Black out rolls on windows. Private courtyard with Gas grill, side burner sink and counter. Kitchenette with Microwave and supplies. 1 block from Publix, 3 from Costco. Walk to FSW College, Barbara B Mann theater & Suncoast Arena. 10 miles to Fort Myers Beach. 17 miles to Sanibel Island . 8 miles to Downtown Fort Myers and just 15 miles to the SWF International Airport. 2 parking spaces.

4.9 out of 5 average rating, 156 reviews
Guest favorite
A spacious screened lanai surrounds a shimmering pool, offering a relaxing environment. Colorful lounge chairs line the poolside, providing ample seating for guests. Lush greenery is visible beyond the screen, enhancing the private retreat ambiance of the outdoor area.
Home in Cypress Lake

Palm Palace - Two House Compound Sleeps up to 22!

This property listing includes full access to two separate on-property houses, both with full access to the pool and giant screened lanai! The main house has 3 bedrooms, 2.5 bathrooms and 8 total beds (1 king, 1 queen, 2 double bunk beds & 2 sofa beds). The smaller "pool house" has an additional full kitchen, living room, 2 additional bathrooms & 3 more beds (2 queen & a sofa bed)! This property frequently is booked by multi-generational families, large groups and even entire sports teams!

4.9 out of 5 average rating, 115 reviews
Guest favorite
Home in Cape Coral

Heated Pool + Hot Tub |3BR | Large Pool|Sleeps 10

•Prime Location: Just minutes from Sanibel & Captiva Islands • 10-minute walk to movie theaters, shops, and restaurants • 8 min to Fort Myers • 10 min to Cape Coral Water Park • 25 min to the airport • Perfect for families & remote work • 5 Smart TVs • Fast Wi-Fi • Family-friendly amenities & games • Fully equipped kitchen • Washer & dryer • Sofa bed • Beach towels & bathrobes • Outdoor living: • BBQ grill • Outdoor dining area • FREE onsite parking • Easy self check-in

4.96 out of 5 average rating, 101 reviews
Top guest favorite
A well-maintained canal property is highlighted by palm trees and a spacious lanai. A 50-foot dock is visible, accommodating watercraft with a boat lift. Colorful Adirondack chairs are placed along the dock, enhancing the outdoor experience beside the tranquil water.
Home in Cape Coral

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!!

4.99 out of 5 average rating, 192 reviews
Top guest favorite
Villa in Cape Coral

Sunny days-Yacht Club Beach, owner managed villa!

SunnyBelle is a fully furnished and open concept 3BR/2BA heated pool home in Cape Coral’s Yacht Club area! Featuring canal views, screened lanai, outdoor TV, grill, string lights, and fenced pet-friendly yard- you will feel right at home. Minutes to Yacht Club beach, waterfront dining, marinas, downtown Cape Coral, and quick bridge access to Fort Myers and nearby Gulf beaches. Quiet coastal setting perfect for relaxing stays. Endless summer and swaying palms await you!

4.99 out of 5 average rating, 100 reviews
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 Cypress Lake

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.

4.94 out of 5 average rating, 223 reviews
Guest favorite
Home in Fort 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.

4.95 out of 5 average rating, 407 reviews
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 Cypress Lake

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.

4.92 out of 5 average rating, 126 reviews
Top guest favorite
A screened-in pool area presents a tranquil space for relaxation. The clear water of the pool reflects the surrounding sunlight, while comfortable seating arrangements are showcased. Lush greenery is visible in the backdrop, enhancing the serene atmosphere of the outdoor space.
Villa in Cape Coral

It's Paradise: Casa Canal Raleigh

Casa Canal Raleigh: A tranquil oasis for discerning vacationers and families who relish comfort in a premium tropical-style environment. Whether you’re an adult seeking relaxation or a family yearning for quality time, this charming retreat offers the perfect blend of serenity and style. Welcome to your own slice of paradise! Casa Canal Raleigh (Haus auf Raleigh Kanal, Maison sur Raleigh Canal, Dom na Raleigh Canal, Главная на Raleigh канал🌴

4.94 out of 5 average rating, 104 reviews
Guest favorite
Home in Fort Myers

Philips Creek Villa. Fort Myers

Wake up surrounded by trees, not traffic — your private Old Florida retreat starts here. Tucked beneath leafy canopies in a quiet Old Florida setting, it offers a peaceful retreat with easy access to Philips Creek. Enjoy relaxed interiors, a private putting green, and a shaded circular drive. Wildlife and tropical landscaping create a calm escape, yet beaches, Lakes Park, spring training ballparks, and dining are just minutes away.

4.78 out of 5 average rating, 134 reviews

Popular amenities for Cypress Lake family-friendly rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Family-friendly home rentals with a hot tub

Guest favorite
A serene outdoor area features a private pool with a unique shape and a spa nearby. Sun loungers are positioned beside the pool, surrounded by lush tropical landscaping. A covered patio area is visible in the background, offering a shaded space for relaxation.
Home in Fort Myers

Serene Pool & Spa Home near Beaches & Downtown

4.92 out of 5 average rating, 112 reviews
Top guest favorite
A spacious gazebo is shown framing a hot tub, with surrounding patio space visible. The backdrop includes a well-maintained lawn and a second gazebo, providing an inviting outdoor atmosphere. Soft lighting is featured, adding to the serene setting.
Home in Cape Coral

Chuly |8PPL | Top Location | Hot Tub | Gazebo |BBQ

4.99 out of 5 average rating, 146 reviews
Top guest favorite
A screened-in lanai features a tranquil heated pool with a spa, surrounded by paver stones. The sunset reflects on the water, providing a picturesque backdrop. Palms sway gently in the breeze, enhancing the serene setting suitable for relaxation and enjoyment.
Home in Cape Coral

Dolphin beach house 2

4.97 out of 5 average rating, 329 reviews
Top guest favorite
A heated pool is surrounded by light-colored patio pavers, featuring a pink flamingo float. Lush palm trees and vibrant foliage enhance the tropical ambiance. A relaxing spa is integrated into the pool area, with a small water fountain adding a soothing element to the atmosphere.
Home in Cape Coral

CoastalOasis| Sleeps 8 | Heated Pool, BBQ &Jacuzzi

4.98 out of 5 average rating, 103 reviews
Guest favorite
The exterior of the villa showcases a modern architectural design, highlighted by a grand entrance with large arched windows and a tiled roof. Lush greenery and palm trees complement the manicured lawn, while a paved driveway leads to an expansive garage.
Villa in Cape Coral

"Coral Point Villa" - Gulf access /Sailboat access

4.87 out of 5 average rating, 115 reviews
Guest favorite
The pool area features crystal-clear saltwater, with sun loungers positioned along the edge. Three individuals are enjoying the water, with some using floatation devices. The lanai roof provides shade while bright sunlight reflects off the pool, enhancing the relaxed atmosphere.
Home in Cape Coral

Gulf Access | Heated Pool | Spa | 2x Kings Beds

4.92 out of 5 average rating, 156 reviews
Guest favorite
Home in Cape Coral

Putt putt house 4 beds/2baths/heated pool/Jacuzzi

4.85 out of 5 average rating, 153 reviews
Top guest favorite
A spacious waterfront home is surrounded by lush greenery and palm trees. The Mediterranean-inspired architecture features a red-tiled roof and large front entrance, along with a neatly paved driveway leading to a two-car garage. Bright blue skies provide a clear backdrop.
Home in Cape Coral

Gone Coastal!! Spa+Heated Pool Amenities Galore!

4.97 out of 5 average rating, 143 reviews

Family- and pet-friendly home rentals

Top guest favorite
The outdoor area showcases a large pool surrounded by stone patio flooring. Comfortable lounge chairs are positioned beside the pool. Lush greenery and palm trees frame the space, contributing to a private and tranquil setting.
Home in Fort Myers

Paradise on Estero Bay

4.95 out of 5 average rating, 164 reviews
Superhost
Home in Villas

Blue Beach Bungalow

4.83 out of 5 average rating, 207 reviews
Top guest favorite
Home in Cypress Lake

Swimsational Golf views

4.97 out of 5 average rating, 35 reviews
Top guest favorite
A spacious living area features a dark sectional sofa positioned around a light-colored area rug. A large flat-screen TV is on a white media console. Natural light enters through a large window, complemented by sheer curtains. Decorative plants and a dining space are also visible.
Home in Cypress Lake

Sunny Fort Myers Home with Convenient Location

4.98 out of 5 average rating, 49 reviews
Superhost
Home in Cypress Lake

Deep Lagoon Hideaway

5.0 out of 5 average rating, 5 reviews
Guest favorite
A fenced-in screened patio encloses the outdoor pool, showcasing clear blue water under a bright sky. Lush greenery lines the background, enhancing the tranquil outdoor space while the pool ladders offer easy access for enjoyment.
Home in Cypress Lake

Luxury Oasis with Private Pool!

4.9 out of 5 average rating, 40 reviews
Guest favorite
Home in Cypress Lake

Gather By The Sea! Close to the beach! Heated Pool

4.93 out of 5 average rating, 27 reviews
Guest favorite
A spacious living area features a comfortable sofa adorned with decorative pillows. A coffee table and ottoman provide additional seating. Light from a nearby lamp creates a warm ambiance, while a colorful painting adds a focal point to the wall. A dining area is visible in the background.
Home in Cypress Lake

Water View villa in Fort Myers（A）

4.94 out of 5 average rating, 18 reviews

Family-friendly home rentals with a pool

Top guest favorite
Home in Cape Coral

Dolphin Villa | Heated Pool & Downtown Fun

4.99 out of 5 average rating, 140 reviews
Guest favorite
A serene outdoor space features a rectangular swimming pool surrounded by a spacious patio with patterned pavers. A red umbrella provides shade over one of the lounge chairs, while lush greenery borders the area, enhancing the inviting feel of the backyard.
Cottage in Fort Myers

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

4.97 out of 5 average rating, 157 reviews
Guest favorite
A spacious heated pool is enclosed by a screened patio, allowing sunlight to reflect off the clear water. A bright pink inflatable flamingo floats on the surface. Lush greenery surrounds the pool area, providing a serene outdoor space for relaxation.
Home in Cypress Lake

Cabana Havana large heated pool & stocked kitchen

4.93 out of 5 average rating, 60 reviews
Top guest favorite
An outdoor kitchen area features a thatched roof and a stone counter with an assortment of vibrant destination signs. Comfortable chairs are arranged for seating, and a wall-mounted television is visible, surrounded by lush greenery and soft lighting.
Home in Cypress Lake

Ocean Blue - Luxurious 4BR home w/heated pool

5.0 out of 5 average rating, 57 reviews
Top guest favorite
A living area is featured, displaying a neutral-colored sofa complemented by colorful cushions. A wooden coffee table holds a decorative plant and coastal-themed items. Two patterned chairs provide additional seating, while warm light filters in, adding a welcoming ambiance to the space.
Home in Cypress Lake

Mermaids Cove, don't miss this listing!

4.95 out of 5 average rating, 57 reviews
Guest favorite
Home in Fort Myers

Palm Breeze | 10 PPL | Pool | Games|BBQ & Fire Pit

4.91 out of 5 average rating, 35 reviews
Superhost
A serene backyard showcases a sparkling pool surrounded by light-colored pavers. Five lounge chairs with colorful striped towels are positioned poolside, inviting relaxation. Lush greenery and a wooden fence frame the area, creating a private and tranquil outdoor space.
Home in Cypress Lake

NEW Coastal, Eclectic, Pool & Bikes, Sleeps 9

4.84 out of 5 average rating, 25 reviews
Guest favorite
Home in Fort Myers

Waterfront Family Retreat | Pool + Dock + 4 Bikes

4.94 out of 5 average rating, 16 reviews

When is the best time to visit Cypress Lake?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$38,676 GYDG$40,766 GYDG$40,975 GYDG$37,421 GYDG$29,686 GYDG$28,641 GYDG$27,178 GYDG$27,178 GYDG$26,969 GYDG$28,641 GYDG$31,568 GYDG$34,286 GYD
Avg. temp16°C18°C19°C22°C25°C27°C27°C28°C27°C24°C21°C18°C

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