Family-friendly holiday rentals in Cypress Lake

Guest house in Fort Myers

An outdoor area features a well-maintained gravel landscape, framed by lush greenery and palm trees. A round table with four vibrant red chairs offers a place for gathering, set against a backdrop of a pastel-colored guest house with a distinctive turquoise door and awning.

4.99 out of 5 average rating, 113 reviews

Private guest house—minutes to the best beaches!

Experience the charm of Fort Myers in this quaint, private guest house located in the historic district. Perfectly situated near Fort Myers Beach (12 miles), Sanibel Island (16 miles), downtown (4 miles), some of the areas best restaurants (some even walking distance), grocery stores, & convenience stores. Easy access to Southwest Florida International Airport & FGCU. Uber and Lyft are easy access. The neighborhood is peaceful, safe, & walk friendly. Book now for a convenient and memorable stay.

4.91 out of 5 average rating, 177 reviews

The exterior of the condo complex is shown, featuring a sign that reads 'Casa Bella.' Lush green landscaping surrounds the building, with palm trees and neatly trimmed bushes. Two-story units are visible, highlighting a calm and inviting atmosphere under a clear blue sky.

Apartment in Fort Myers

Ft. Myers Quaint Getaway! Minutes from Beach!

My condo is close to the beach, NOT on 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. Several outlet malls, closest is 2 miles. FYI, not handicap accessible (second floor unit). A few steps to the pool and grill.

4.88 out of 5 average rating, 100 reviews

Flat in Fort Myers

Prime location, very private, nice & spacious

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.

Guest house in Fort Myers

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.

4.98 out of 5 average rating, 184 reviews

Waterfront Hideaway

This picturesque Airbnb is a hidden gem nestled along a canal with a 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. Bring your boat and dock it on the seawall, ready to set sail whenever your heart desires. (PLEASE NOTE-boats only) Book now - your coastal paradise awaits!

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.

4.99 out of 5 average rating, 165 reviews

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!!

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.

4.94 out of 5 average rating, 185 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.

4.94 out of 5 average rating, 355 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.

A bright living space is presented with light-colored walls and modern furnishings. A large television displays a vibrant underwater scene. A cozy blue chair and a gray sofa with patterned cushions provide seating, while a wooden coffee table holds decorative items. Natural light illuminates the area.

4.91 out of 5 average rating, 117 reviews

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.

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.

4.98 out of 5 average rating, 223 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.

4.91 out of 5 average rating, 194 reviews

A screened-in pool area is visible, featuring a clear blue pool with a shallow entry. Sunlight reflects off the water, and a few chairs are arranged around the pool. A shaded outdoor kitchenette is in the background, with a fenced yard beyond.

Flat in Cape Coral

Private Apartment with sunny pool

One-bedroom plus den apartment attached to the main house with private entrance. The apartment has a small kitchenette for basic meal preparation. A large pool is right outside your door! Come relax by the pool & cool off on a hot day. The pool is for your private use. We have a gas BBQ grill located in the fenced yard for your use. Ft. Myers Beach 35 min away Sanibel Beach 45 min away Naples Beaches 60 min away

4.98 out of 5 average rating, 152 reviews

A compact living area features a light-colored sofa and wooden accents. A sturdy ladder leads to a lofted sleeping area. Natural light fills the space, highlighting a well-equipped kitchenette with modern appliances and a small dining area. A door offers access to the outside.

Tiny home in Cape Coral

Private Hot Tub | King Bed Loft | Hammock Swings

🛜500mbps+ WiFi 🏠Fully private + Private entrance 🌴Hammock Swings ☀️ Outdoor Patio 🦩Private Hot Tub 🥑Kitchenette w/ electric hot plate 😴King Size Bed Loft 📚Work Desk 📺 55 inch Smart TV + Roku ❄️ Cold A/C 🚘 1 parking space NOTE: Accessing the bed requires climbing a ladder. While sturdy and secure, it may not be suitable for guests with mobility limitations, so please consider this before booking.

Guest suite in Cape Coral

A covered screened-in porch features a wicker couch and a matching chair, both adorned with blue patterned cushions. Lush greenery creates a natural backdrop, enhancing the tranquil atmosphere of the space. The tiled floor offers a cool, inviting surface for relaxation.

4.9 out of 5 average rating, 113 reviews

Cape Coral Cozy Quiet Private Efficiency Apartment

This NON-SMOKERS effenciency apartment has a comfy firm King mattress with a foam topper. Melt your stress away as you sleep PLEASE NOTE: The Apartments laundry is done on a weekly basis… but personal laundry can be done in a local Laundromat. A small kitchen area (NO STOVE) private entrance in a quiet ,safe neighborhood.Close to shopping and hospitals and other Florida The Air is set at 77*

Popular amenities for Cypress Lake family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

A spacious living area is filled with natural light, featuring a large sectional sofa and a media console with a flat-screen TV. The open layout connects to a dining area with a round table and modern chairs, leading into a well-equipped kitchen with warm wooden cabinets.

4.98 out of 5 average rating, 109 reviews

Hot Tub/ King Bed - Cozy Home in Cape Coral!

4.76 out of 5 average rating, 62 reviews

A heated pool with a spa is centrally located within a spacious pool deck area, surrounded by four apartment units. Comfortable lounge chairs are positioned around the pool, inviting relaxation under a bright sky with scattered clouds.

Flat in Cape Coral

Cozy Studio - Tudor Getaway Resort - Heated Pool

The backyard features a hot tub in the foreground, with a clear view of a pool in the background. Colorful adirondack chairs are arranged around the pool area, and a spacious house is visible with a screened porch. String lights are seen overhead, enhancing the outdoor ambiance.

4.98 out of 5 average rating, 107 reviews

Huge Sale! Pingpong+Beach Gear+5 min to Downtown

A peaceful waterfront scene captures the private dock extending into calm waters. Surrounding homes exhibit tropical landscaping with palm trees, while boats are secured at the docks. The cover on the boat lift provides shade, enhancing the environment for outdoor activities.

4.97 out of 5 average rating, 171 reviews

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

A cozy living room is presented, featuring an open layout with a large smart TV mounted on the wall. Comfortable seating is arranged around a decorative area rug. Natural light filters through multiple windows adorned with blinds, enhancing the inviting atmosphere of the space.

5 out of 5 average rating, 45 reviews

Cozy Cottage in the Cape-Hot tub

4.75 out of 5 average rating, 8 reviews

A modern kitchen area is complemented by stainless steel appliances and white cabinetry. A dining space features a table with four chairs, situated next to large windows that allow ample natural light. A small succulent sits at the center of the table, enhancing the clean design.

Home in Fort Myers Beach

Oasis 2 Miles from the Island

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.

4.96 out of 5 average rating, 113 reviews

Gone Coastal!! Spa+Heated Pool Amenities Galore!

5 out of 5 average rating, 23 reviews

A spacious living area is presented with soft neutral tones and a textured carpet. Large windows furnished with sheer curtains allow natural light to enter. A comfortable sectional sofa occupies one corner, while an entertainment unit holds a flat-screen television, creating a cozy space for relaxation.

Home in Fort Myers Beach

Seabreeze Hideaway

Family- and pet-friendly home rentals

The inviting saltwater pool is surrounded by lush tropical plants and trees, including a prominent palm. A natural rock waterfall feature enhances the serene setting under a bright blue sky, with fluffy white clouds adding to the tranquil atmosphere.

4.86 out of 5 average rating, 132 reviews

Amazing Location, Walk to Downtown! Heated Pool!

A spacious exterior view of a lakefront house surrounded by lush green landscaping and palm trees. The vibrant colors of the house are complemented by the serene blue lake in the background, offering a tranquil atmosphere. Nearby properties can be seen, highlighting the charming neighborhood.

4.95 out of 5 average rating, 172 reviews

Waterfront villa w/ heated pool & lake view.

Guest house in North Fort Myers

A spacious living area features a cozy couch and stylish decor, while a large screen door opens to a tranquil pool surrounded by a screened enclosure. The vibrant botanical garden showcases diverse plants, offering shaded seating for relaxation amidst nature.

4.9 out of 5 average rating, 78 reviews

Seahorse Studio

A screened lanai features a rectangular pool surrounded by tropical greenery. Outdoor dining furniture is visible near a glass table, offering a place to enjoy meals. Colorful pool floats and lounge chairs add to the inviting space, with the waterfront just beyond the pool area.

4.84 out of 5 average rating, 111 reviews

Peaceful Oasis

4.84 out of 5 average rating, 182 reviews

Blue Beach Bungalow

4.9 out of 5 average rating, 155 reviews

Dive into Luxury: Stunning Tropical Home & Pool

Campervan/Motorhome in Fort Myers Beach

The interior kitchen area features wooden cabinetry and modern appliances, including a microwave, refrigerator, and oven. A spacious island with a sink provides additional counter space. Natural light fills the room through windows, which are accompanied by a comfortable seating area with a dark sofa.

4.84 out of 5 average rating, 98 reviews

The Bougie Beach Bum

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.

4.97 out of 5 average rating, 35 reviews

Sunny Fort Myers Home with Convenient Location

Family-friendly home rentals with a pool

An inviting pool area is enclosed by a screened lanai, featuring a gently curved pool with clear water. Surrounding the pool, a spacious patio is laid with decorative pavers, while comfortable seating is visible in the shaded corner, offering a relaxing space for gatherings.

4.91 out of 5 average rating, 67 reviews

Pool Paradise Central - Cozy 3 BR home w/ lanai

A sparkling pool is surrounded by a spacious deck featuring lounge chairs and a shaded seating area with an umbrella. The clear blue sky complements the tranquil setting, while a fence provides privacy for guests enjoying the outdoor space.

4.9 out of 5 average rating, 260 reviews

Modern Oasis pool paradise

An outdoor area features a private heated pool surrounded by a spacious deck. Soft lighting creates a relaxing ambiance, while lounge chairs are positioned near the water. Several inflatable pool floats rest on the surface of the water, contributing to a welcoming space for relaxation.

4.93 out of 5 average rating, 96 reviews

Private Pool 3/2 home, between Ft Myers and Beach!

5 out of 5 average rating, 11 reviews

A comfortable living area is depicted, featuring a light gray sectional sofa and a stylish coffee table. A round mirror and decorative wall art enhance the space. The open kitchen and dining area are subtly visible in the background, creating a welcoming environment.

Townhouse in Fort Myers

Florida Vacation-Fort Myers-Pool-Gated Community

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.

4.9 out of 5 average rating, 31 reviews

Luxury Oasis with Private Pool!

A clear blue pool is surrounded by a spacious patio, featuring comfortable loungers partially immersed in the water. The inviting outdoor space overlooks the serene canal, while the covered lanai offers additional seating options. Lush palm trees sway gently in the background under a bright sky.

4.97 out of 5 average rating, 123 reviews

Boater’s Paradise-Stunning Sunsets! Games Room!

4.82 out of 5 average rating, 66 reviews

An inviting living space features a dark sofa with assorted pillows, a round dining table surrounded by white chairs, and a tall plant in a pot. The wooden staircase adds warmth, complemented by decorative wall art and a round mirror illuminating the area.

Flat in Fort Myers

Stylish 2 Bedroom 2 Bath Townhome with Pool!

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.