Family-friendly holiday 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, 147 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 spacesGetting around

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 spacesKitchenWalkability

4.99 out of 5 average rating, 266 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!

KitchenFamilyHeating

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.

FamilyIndoor spacesHospitality

4.9 out of 5 average rating, 155 reviews

4.96 out of 5 average rating, 100 reviews

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

Indoor spacesFamilyOutdoor 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, 192 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 spacesKitchenSleep quality

4.97 out of 5 average rating, 157 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.

FamilyKitchenCheck-in

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, 104 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!

KitchenIndoor spacesBiking

4.99 out of 5 average rating, 139 reviews

Dolphin Villa | Heated Pool & Downtown Fun

Welcome to Dolphin Villa, your private Cape Coral escape! This inviting 3BR/2BA home features a heated private pool, comfortable indoor-outdoor living, and plenty of space to relax and unwind. Located in desirable SE Cape Coral, you’ll be just minutes from downtown dining, shopping, entertainment, and waterfront restaurants, while still enjoying a peaceful neighborhood setting. Perfect for families, couples, or friends looking for sunshine, pool days, and an easy Florida getaway.

Indoor spacesKitchenNearby

A serene waterfront view reveals calm waters reflecting the clear blue sky. Lush palm trees line the water's edge, and nearby homes with red and brown roofs create a peaceful atmosphere. The scene invites relaxation and appreciation of the natural surroundings.

4.97 out of 5 average rating, 126 reviews

“Red Sunset”Waterfront.Gulf Access Heated Pool.

Enjoy beautiful “Red Sunsets” as you relax in paradise. Water front views are gorgeous. Gulf access and close to downtown. Might even see a dolphin or two. Relax…you are on vacation and living your best life! This house is valued at over $900,000 It will be our forever home one day and our masterpiece. We hope you love it! 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.

KitchenFamilyQuiet

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.

4.92 out of 5 average rating, 112 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!

KitchenIndoor spacesLocation

4.95 out of 5 average rating, 406 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.

Indoor spacesFamilyQuiet

Popular amenities for McGregor family-friendly rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.87 out of 5 average rating, 115 reviews

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

KitchenFamilyComfort

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, 103 reviews

CoastalOasis| Sleeps 8 | Heated Pool, BBQ &Jacuzzi

FamilyKitchenQuiet

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.

4.99 out of 5 average rating, 146 reviews

Indoor spacesKitchenComfort

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.

4.97 out of 5 average rating, 141 reviews

Gone Coastal!! Spa+Heated Pool Amenities Galore!

Indoor spacesFamilyBathroom

4.97 out of 5 average rating, 149 reviews

An open-concept living space features modern furnishings and polished tile flooring. A white kitchen island is complemented by sleek cabinetry. A large flat-screen TV is mounted on the wall. Natural light floods the room through sliding glass doors, offering views of the outdoors.

Villa in Cape Coral

Waterfront Luxury: Heated Pool, Jacuzzi, Gym, Game

FamilyIndoor spacesGetting around

5.0 out of 5 average rating, 44 reviews

Waterfront Oasis w/ Heated Pool, Spa & Boat Dock

KitchenFamilyAccuracy

An inviting pool area is surrounded by a screened enclosure, allowing natural light to illuminate the sparkling water. Comfortable lounge chairs are positioned alongside, while a dining space with a table and chairs is visible in the background, enhancing the outdoor experience.

5.0 out of 5 average rating, 55 reviews

Serene Modern Oasis | Private Pool in Fort Myers

Indoor spacesKitchenNearby

5.0 out of 5 average rating, 95 reviews

Luxury Riverfront:Pool, Tiki Bar & Outdoor Kitchen

Indoor spacesKitchenNearby

Family- and pet-friendly home rentals

4.9 out of 5 average rating, 160 reviews

A well-equipped kitchen features modern appliances, including a stainless steel refrigerator and microwave. Stylish pendant lights hang above a spacious island with a granite countertop. A fruit bowl adds a pop of color, while ample cabinetry provides storage space.

Home in Villas

Still available for Jan, Feb, March 2027

FamilyKitchenComfort

4.9 out of 5 average rating, 130 reviews

Cape Serenity- Luxury Waterfront Residence

KitchenIndoor spacesCondition

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.

4.94 out of 5 average rating, 163 reviews

Paradise on Estero Bay

FamilyIndoor spacesCheckout

Superhost

An open-plan living area showcases a modern design, featuring a comfortable seating arrangement and a sleek entertainment unit. Bright white tiles enhance the spacious feel, while decorative accents provide visual interest. Soft lighting and a large window invite natural light into the space.

4.93 out of 5 average rating, 108 reviews

Orismay Luxury Home 1405 Heated Pool

Indoor spacesKitchenValue

A screened outdoor pool area features a large swimming pool with a hot tub and several lounge chairs. Colorful umbrellas provide shade, and the surroundings are landscaped with tropical plants. The view of the nearby water adds to the spacious and open atmosphere.

5.0 out of 5 average rating, 34 reviews

Cape Coral Luxury Home

KitchenIndoor spacesView

5.0 out of 5 average rating, 9 reviews

Waterfront with Saltwater Pool, Sauna, Cold Plunge

KitchenFamilyView

5.0 out of 5 average rating, 22 reviews

Palm Tree & Gulf Getaway 2 bedrooms 3 bed &Sunroom

FamilyIndoor spacesCleanliness

4.96 out of 5 average rating, 24 reviews

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

KitchenFamilyComfort

Family-friendly home rentals with a pool

4.98 out of 5 average rating, 245 reviews

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.

Home in Cypress Lake

“Dream Vacation”Pool.Near airport&baseball

Indoor spacesFamilyBiking

4.91 out of 5 average rating, 35 reviews

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

KitchenIndoor spacesHospitality

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

KitchenIndoor spacesLayout

4.84 out of 5 average rating, 25 reviews

Superhost

4.67 out of 5 average rating, 3 reviews

Luxury Riverfront Estate & Pool

KitchenAccessAccuracy

A screened lanai offers a view of the canal and surrounding greenery, with comfortable seating positioned to enjoy the waterfront. Natural light floods the space, creating a bright and airy atmosphere. The water glistens under the sun, enhancing the serene setting.

5.0 out of 5 average rating, 13 reviews

Waterfront 2BR 2BA SE Cape Coral Condo!

Indoor spacesKitchenPool

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

FamilyKitchenSleep quality

4.94 out of 5 average rating, 16 reviews

Waterfront Family Retreat | Pool + Dock + 4 Bikes

Indoor spacesFamilyCondition