Family-friendly vacation rentals in McGregor

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.

4.96 out of 5 average rating, 143 reviews

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

FamilyIndoor spacesLong stay

A single-story home is featured, displaying a well-maintained lawn and a paved driveway. Lush palm trees and flowering plants are visible, enhancing the inviting exterior. The home has a tiled roof and large windows, allowing for natural light. A garage door is located to the right.

5.0 out of 5 average rating, 35 reviews

Robin's Nest on a Canal with River and Gulf access

Our home on the canal is a very special place! We are on a quiet street, the neighbors are friendly, and the canal view will bring a peaceful calm to your soul. You are a short 20 min. drive south to Fort Myers Beach, among many other tourist attractions nearby, like the Edison and Ford Estates & Golf courses, 3 miles up McGregor. There is a Publix, Walgreens, a neighborhood Market 4 mins away, along with numerous restaurants. It is close to everything, making it easy to plan your fun visit.

Indoor spacesKitchenTV

4.99 out of 5 average rating, 262 reviews

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!

KitchenIndoor spacesOutdoor spaces

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, 189 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!!

Indoor spacesFamilyCheck-in

4.97 out of 5 average rating, 156 reviews

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

*Zero damage in all of the hurricanes* Welcome to Double Palm Cottage located at 899 Dean Way, Fort Myers, FL. The 3-bedroom cottage with 2.5 baths and pool is situated in the Historial District directly off picturesque Royal Palm Tree lined McGregor Boulevard leading directly to the Edison and Ford Winter Estates. The cottage just 20 minutes to all the local beaches, shopping, and fine restaurants. Additional entertainment activities include Major League Baseball spring training games.

Indoor spacesKitchenNearby

An inviting screened-in patio features a large heated swimming pool surrounded by lounge chairs. Sculptures adorn the sides of the pool, and lush greenery is visible through the expansive windows, offering tranquil views of the outdoors and tranquil ambiance.

5.0 out of 5 average rating, 103 reviews

Luxury Riverfront Retreat • Pool & Spa • 60ft Dock

Luxurious 4BR 3.5Bath villa located in a prime location, directly on the Calosahachee River in a sought-after waterfront area near downtown. Magnificent expansive backyard with high-end amenities and direct river access ✔ 4 bedrooms ✔ Open Design Living ✔ Full Kitchen ✔ Patio (Pool and Hot tub, Bar, Dining, BBQ) ✔ Expansive Tropical Yard ✔ Indoor/Outdoor Surround Sound ✔ 7 Smart TVs ✔ High-Speed Wi-Fi ✔ Large Private pier/dock w/ boat & jet ski lift and a Tiki Hut! See more below!

Indoor spacesKitchenLaundry

5.0 out of 5 average rating, 15 reviews

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

FamilyIndoor spacesView

4.9 out of 5 average rating, 30 reviews

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

Welcome to Palm Breeze Villa, a luxury home in Fort Myers! - Pool - 15 mins to Fort Myers River District - 20 mins to Fort Myers Beach - 40 mins to Sanibel-Captiva Islands - Playground for kids - BBQ, Fire Pit & Outside furniture - 10 PPL (1 KING, 2 QUEEN, 2 Double Beds) - Washer & Dryer - Kids friendly & Travel Crib - Private Patio & Terrace - WIFI - Fully equipped kitchen - Free parking - Safe neighborhood - Self-check in - Hosts available 24/7 We would love to host you!

Indoor spacesKitchenNearby

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.

4.93 out of 5 average rating, 109 reviews

Serene Pool & Spa Home near Beaches & Downtown

Where prime location meets tropical paradise. Welcome to your very own private poolside and spa oasis, minutes from the beach! Close to Sanibel Island, Fort Myers Beach & Bunche Beach, as well as local shopping, amazing restaurants, fun nightlife in Downtown Fort Myers and the winter homes of Thomas Edison & Henry Ford. Fully renovated throughout. This remarkable space can accommodate up to 10 guests, making it the perfect destination for a family or friends vacation!

FamilyIndoor spacesCleanliness

4.95 out of 5 average rating, 402 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.

KitchenIndoor spacesAccuracy

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.

4.93 out of 5 average rating, 123 reviews

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.

Indoor spacesFamilyLayout

4.99 out of 5 average rating, 160 reviews

Tropical Sunset Villa•Pool•Dock•Arcade•Kayaks

Welcome to Sprocket Boathouse, a dream waterfront escape, overlooking one of the widest canals in Cape Coral.Beautiful views, a sparkling heated pool and with western sun exposure, the home gets ☀️ all day. Don’t miss the incredible sunsets and sunrises! Spend hours swimming, kayaking or fish off your own private dock (kayaks & rods included.) Make sure to keep a look out for all the wildlife! You can spot iguanas, turtles & herons on the waterfront.

FamilyIndoor spacesValue

Popular amenities for McGregor family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

An expansive open kitchen and dining area showcases sleek white cabinetry and a large kitchen island. Wooden barstools provide seating at the island, while contemporary lighting fixtures hang above. Large windows enhance the airy atmosphere, revealing a modern living space in the background.

4.99 out of 5 average rating, 103 reviews

Modern City Loft in Downtown River District

KitchenIndoor spacesCheck-in

4.96 out of 5 average rating, 144 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

KitchenFamilyPool

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.

4.98 out of 5 average rating, 101 reviews

CoastalOasis| Sleeps 8 | Heated Pool, BBQ &Jacuzzi

FamilyIndoor spacesDecor

4.99 out of 5 average rating, 115 reviews

A sunlit pool area is framed by palm trees, with views of the canal and neighboring homes in the background. Comfortable loungers are positioned along the poolside, inviting relaxation amidst the tranquil waterfront setting.

Home in Fort Myers Beach

Paradise on canal minutes to Ft Myers Beach/Gulf

Indoor spacesKitchenDecor

4.93 out of 5 average rating, 134 reviews

A resort-style pool area is showcased with a stone patio, featuring several lounge chairs and two shaded umbrellas. Palm trees stand nearby, and a rock formation is visible within the pool's edge, complementing the serene outdoor setting.

Home in Iona

Experience of a lifetime

FamilyKitchenDecor

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.

4.99 out of 5 average rating, 134 reviews

Lowest Prices of Year-5 min to Town, Pet Friendly

KitchenIndoor spacesCondition

A serene outdoor space is presented, featuring a beautifully shaped pool surrounded by elegant lounge chairs. The house is showcased in the background with large glass doors, allowing views of the inviting interior. Lush palm trees enhance the tropical ambiance, creating a calming atmosphere.

4.84 out of 5 average rating, 89 reviews

The Island Hideaway

KitchenFamilyOutdoor spaces

The spacious backyard features a well-maintained lawn with lounge chairs and a patio area shaded by a large covered terrace. A private boat dock is visible along the canal, lined with palm trees and green foliage, under a partly cloudy sky.

4.89 out of 5 average rating, 28 reviews

Sunnyside - Pool, Hot Tub& Direct access to River

Indoor spacesFamilyNearby

Family- and pet-friendly home rentals

Camper/RV in Cypress Lake

The interior living space features rich wood cabinetry and a spacious kitchen island with a double sink. A comfortable sofa is positioned near large windows, allowing natural light to fill the area. The layout includes a dining space and a well-equipped kitchen with modern appliances.

4.8 out of 5 average rating, 120 reviews

Very private, clean, spacious in perfect location.

Indoor spacesKitchenBeach

4.91 out of 5 average rating, 190 reviews

Dive into Luxury: Stunning Tropical Home & Pool

FamilyIndoor spacesOutdoor spaces

4.9 out of 5 average rating, 128 reviews

Cape Serenity- Luxury Waterfront Residence

Indoor spacesKitchenCheck-in

4.97 out of 5 average rating, 31 reviews

Swimsational Golf views

KitchenFamilyPool

Modern Coastal Retreat Pool Home

Indoor spacesKitchenNearby

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.

4.98 out of 5 average rating, 49 reviews

Sunny Fort Myers Home with Convenient Location

KitchenFamilyDecor

4.92 out of 5 average rating, 26 reviews

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

KitchenFamilyCheck-in

4.95 out of 5 average rating, 22 reviews

Renovated 4/4 with Fishing, Pool, Boating, Beach

KitchenIndoor spacesAccess

Family-friendly home rentals with a pool

The exterior of the home features a well-maintained façade with a combination of light brown stucco and stone accents. Lush greenery surrounds the entrance, including palm trees and flowering plants, complemented by a circular driveway and a clear blue sky overhead.

5.0 out of 5 average rating, 27 reviews

Casa Del Sol

FamilyIndoor spacesComfort

4.86 out of 5 average rating, 88 reviews

Waterfront Pool Home/Sailboat Access & Dock

KitchenIndoor spacesQuiet

4.92 out of 5 average rating, 12 reviews

Waterfront Gulf Home with Pool and Nearby Dining!

Indoor spacesFamilyOutdoor spaces

The private pool is surrounded by a screened enclosure, featuring a clear blue surface reflecting sunlight. Steps lead into the pool, and lounging chairs are placed nearby. The landscaped yard is visible beyond the pool area, providing a serene atmosphere for relaxation.

5.0 out of 5 average rating, 53 reviews

5 Star Experience, Heated Pool close to Everything

FamilyIndoor spacesHospitality

5.0 out of 5 average rating, 57 reviews

Luxury Waterfront | Free Heated Pool | Game Room

FamilyKitchenLaundry

The exterior of a spacious single-story home is framed by palm trees and lush green grass. A welcoming front entrance is highlighted by a set of blue double doors, surrounded by manicured landscaping featuring decorative stones and vibrant plants.

4.93 out of 5 average rating, 43 reviews

La Isla Bonita by Saetas Group

Indoor spacesFamilyLocation

5.0 out of 5 average rating, 34 reviews

Riverview@EndPoint -Sunrises+Sunsets - Heat Pool

Indoor spacesFamilySleep quality