Family-friendly holiday rentals in Gateway

4.95 out of 5 average rating, 122 reviews

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 McGregor

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

4.99 out of 5 average rating, 243 reviews

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

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.

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.

4.99 out of 5 average rating, 243 reviews

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!

4.94 out of 5 average rating, 154 reviews

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

Welcome to Mullock Creek a Boater's dream! Southwest views boasting breathtaking sunsets overlooking gulf access canal from your spacious backyard, just minutes away from shopping and dining at Coconut Point, and Gulf Coast Town Center. This stunning Key West Style home has been beautifully maintained and updated offering a lovely front entrance, fully equipped kitchen, spacious Living Room, dining room, Wi-Fi, private driveway with access to the open garage, fully furnished and private pool.

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.

4.97 out of 5 average rating, 183 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.

4.97 out of 5 average rating, 116 reviews

A screened patio overlooks a serene swimming pool surrounded by lush greenery. Two lounge chairs are positioned nearby, with a small table featuring colorful drinks. A few inflatable toys float in the water, offering a casual ambiance for relaxation.

Home in Bonita Springs

3BR w/HUGE 2k sq ft Lanai & Seasonally Heated Pool

Welcome to your peaceful Bonita Springs retreat, perfectly located near Naples, Ft. Myers, shopping & beaches! This isn’t just a rental, it’s our 2nd home and we treat it as such. You'll experience "exceptional" the minute you enter this stunning, open concept interior. Further, it boasts a striking 2000 sq ft screened-in lanai w a seasonally heated pool. This outdoor oasis doubles your living space and offers a flying pest barrier and significant UV protection. Breathe/Smile/Unwind

4.82 out of 5 average rating, 34 reviews

A covered pool area is depicted, featuring a clear blue pool reflecting the evening sky with hints of orange and pink. Comfortable seating is visible beside the pool, with greenery surrounding the space. The setting offers a peaceful view of the sunset.

Home in Lehigh Acres

The Pool House

Welcome to The Pool House. Wether you're looking for a private relaxing getaway, a family vacation in florida's sunny weather, or a cool dip in the pool you've found the right house. You'll discover a fully stocked kitchen, 2 grills to choose from, private master bed and bath, large open floor concept kitchen, dining and living. Complimentary Netflix and other free channels on smart TV with onn speaker. 5-7 minutes from Walmart and shopping centers. 38-50 minutes from Fort Myers beach.

4.94 out of 5 average rating, 376 reviews

Home in McGregor

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 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.

4.97 out of 5 average rating, 298 reviews

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.

4.92 out of 5 average rating, 100 reviews

Home in Lehigh Acres

Pool | Playground | Foosball, PingPong Table &more

“The 1 Acre House” offers you all the luxuries and amenities your friends and family could desire, all while being conveniently located in the heart of Lehigh Acres and just at 25 minutes from the airport. ⭐️ Game room inside the garage, with pool table, foosball table, air hockey table, arcades & TV. ⭐️Huge deck with seats & all light on. ⭐️ Sand volleyball. ⭐️ Mini golf. ⭐️ Playground. ⭐️ Ping Pong Table. ⭐️ Trampoline.

Townhouse in Lehigh Acres

4.99 out of 5 average rating, 199 reviews

Super Clean-3 Bdrm-Home-Coffee Bar -Canal View

Relax with the whole family at “The Resting Place.” RSW-Airport is 14 minutes away, Casino is 20 mins away, Shopping Center is 3 mins away, West minister Golf Coarse is 4 mins away & Edison Mall is 15 mins away. We pride ourselves on having a clean & replenishing environment. Our Duplex is Surrounded by nature, our back yard is right on the canal. We can meet you upon arrival or we can be non-existent. The choice is yours.

4.91 out of 5 average rating, 32 reviews

A private pool area features a hot tub, surrounded by a screened enclosure. Comfortable seating is positioned nearby, providing views of the sunset over green landscapes. The sun casts a warm glow on the tranquil water, enhancing the peaceful ambiance.

Home in Fort Myers

Family Villa w/ private pool and hot tub!

Relax with the whole family at this peaceful place to stay. Pool + Hot tub with temperature control 3 Car Garage, 3 bedrooms plus den acting as bedroom. TV in all bedrooms. High speed Wifi, garage and driveway parking. Available Amenity center with Full bar and restaurant, resort style pool + hot tub, gym and arcade center. Timber Creek application fee for amenity center $50. Please message with any questions.

Popular amenities for Gateway family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.93 out of 5 average rating, 59 reviews

A child is standing beside a brown horse under the sprawling branches of a large oak tree. The lush green pasture surrounds them, creating an open and serene environment, with a fence visible in the background.

Farm stay in Buckingham

Rustic Oak Acres *Weddings*Events*Content*Retreat*

4.91 out of 5 average rating, 11 reviews

Dock, Tiki Hut, Pool/Spa - AWE! - Casa Luxe Palmera

5 out of 5 average rating, 13 reviews

The outdoor pool area is enclosed by a screened lanai, showcasing a tranquil setting with palm trees and water views. Comfortable lounge chairs line the poolside, while the surface reflects the colors of the sunset, providing a serene atmosphere.

Home in Bonita Shores

Luxurious 4-Bed Pool Home with Dock & Gulf Views,

4.97 out of 5 average rating, 29 reviews

A well-maintained exterior features a gentle driveway leading to a garage, bordered by lush green grass and colorful landscaping. Palm trees and flowering plants add a tropical touch, framed by a serene blue sky, creating a welcoming entrance.

Home in Whiskey Creek

Cozy Get Away with Heated Pool and Hot Tub

4.97 out of 5 average rating, 32 reviews

SunLit SeaWay-Waterfront Luxury w/Dock Heated Pool

A modern home is shown at dusk, featuring a paved driveway leading to a three-car garage. Graceful palm trees flank the entrance, and tall windows illuminate the front, revealing a welcoming ambiance. The sky is adorned with vibrant pink and purple hues as sunset approaches.

4.9 out of 5 average rating, 86 reviews

Western Exposed, Best Sunset in Cape Coral!

4.96 out of 5 average rating, 137 reviews

The private, heated pool is surrounded by a screened enclosure, showcasing lush tropical landscaping. Soft lighting reflects off the water's surface, while an inviting jacuzzi is situated beside the pool. Two lounge chairs are positioned for relaxation in this serene outdoor space.

Home in San Carlos Park

Coastal Modern Retreat with Heated Pool and Spa

A screened outdoor space features a dining table with six chairs shaded by a fan. A private pool and spa, surrounded by lush greenery, are visible in the background, alongside two lounge chairs. Ample natural light filters through the enclosure.

4.98 out of 5 average rating, 120 reviews

Private Home w/ Heated SPA&Pool and Screened Lanai

Family- and pet-friendly home rentals

A heated pool with a clear blue surface is surrounded by a cozy patio area. Lounge chairs provide a space for relaxation, while lush palm trees and vibrant greenery frame the serene waterfront view. A shaded umbrella offers a spot to enjoy the outdoors.

4.99 out of 5 average rating, 146 reviews

Waterfront Oasis•Heated Pool•Dock•Fishing•Kayaks•

A spacious outdoor lanai features a large heated pool surrounded by paver stones. Multiple lounge chairs and a dining table are arranged beneath colorful ceiling beams. Soft lighting enhances the area, providing a relaxed atmosphere for outdoor enjoyment.

4.95 out of 5 average rating, 104 reviews

SE tropical and private pool home

A vibrant outdoor space features a fire pit surrounded by colorful Adirondack chairs. Soft lighting hangs overhead, creating a cozy ambiance. Lush green grass surrounds a newly installed putting green, while tropical plants frame the area, providing a serene and inviting atmosphere.

4.91 out of 5 average rating, 106 reviews

Entertainers Paradise w/ HTD Pool & Putting Green

4.81 out of 5 average rating, 21 reviews

Lush green grass stretches across a serene landscape, dotted with tall trees that filter the warm sunlight. The gentle light creates a soft glow, highlighting the natural beauty of the surroundings, while hints of colorful foliage add to the tranquil setting.

Farm stay in Buckingham

Charming Farm stay Cottage

Serviced apartment in Lehigh Acres

A well-lit bedroom features a spacious bed with a tufted, dark leather headboard. Light-colored bedding covers the bed, while a large window with vertical blinds allows natural light to fill the room. Neutral-toned curtains frame the window, contributing to a calming atmosphere.

4.87 out of 5 average rating, 69 reviews

Lux Private Suite

5 out of 5 average rating, 150 reviews

A spacious outdoor area features a heated pool surrounded by a paved deck. Comfortable lounge chairs and an umbrella are positioned nearby, offering a relaxing space. The backyard is framed by greenery and a fenced perimeter, ensuring privacy and a serene ambiance.

Villa in Cape Coral

Casa Capri | Heated Pool | No Service Fee

4.9 out of 5 average rating, 121 reviews

Cape Serenity- Luxury Waterfront Residence

4.91 out of 5 average rating, 150 reviews

A rustic wooden cabin is nestled within a lush green landscape, surrounded by trees. Soft lighting illuminates the entrance, and a welcoming staircase leads to the door. Vibrant plants and flowers enhance the peaceful outdoor setting, creating a harmonious connection with nature.

Cabin in Buckingham

Luxury Spacious Cabin Nature Preserve Fort Myers

Family-friendly home rentals with a pool

5 out of 5 average rating, 4 reviews

Waterfront Dream! Pool, Sauna, Boat Dock·Sleeps 10

4.93 out of 5 average rating, 54 reviews

The resort-style pool area is surrounded by lush palm trees and vibrant landscaping. Soft lighting enhances the tranquil atmosphere at night, while lounge chairs and cabanas invite relaxation. A winding stone wall borders the pool, which glows invitingly in the center of the space.

Bungalow in Paseo

Luxury Monthly Rental: 3 Bedrooms, 2 bath, sleep 6

4.83 out of 5 average rating, 18 reviews

The exterior of a charming vacation villa is showcased, featuring a warm orange façade and a welcoming entry. A well-manicured lawn surrounds the home, with tropical landscaping visible. A two-car garage is positioned to the left, framed by a clear blue sky.

Villa in Lehigh Acres

Villa Poolside Paradise: Unwind in Tropical Style!

4.95 out of 5 average rating, 57 reviews

A refreshing heated pool is surrounded by lush palm trees and a well-maintained lawn. A rock feature adds texture to the pool's edge, while a spacious outdoor lounge area can be seen in the background, partially shaded by a wooden structure.

Home in Willoughby Acres

Beach Retreat | HTD Pool + Outdoor Bar + Grill

An outdoor screened-in area features a heated saltwater pool, surrounded by paved flooring. The pool includes a built-in spa and a metal railing. Lush greenery and a lawn are visible in the background, while clear blue skies enhance the inviting scene.

4.99 out of 5 average rating, 73 reviews

Your Sunny Getaway w/Sparkling Saltwater Pool

An outdoor dining area is situated under a pergola, featuring a spacious table surrounded by comfortable chairs. A nearby grill is ready for barbecuing. The serene pool area boasts lounge chairs and lush palm trees lining the backdrop, enhancing the inviting atmosphere.

5 out of 5 average rating, 23 reviews

Swanky Pelican: pool, lanai kitchens, fw canal

5 out of 5 average rating, 3 reviews

Home in Bonita Springs

Belle Rio Paradise - Pool Home near beach on canal

A spacious living area showcases a light-colored sofa arrangement with blue accent pillows. A contemporary coffee table sits in the center, complemented by a neutral area rug. The open layout reveals a modern kitchen and dining area, with natural light illuminating the space through large windows.