Vacation rentals with a pool in McGregor

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Top-rated rentals with a pool in McGregor

Guests agree: these homes with a pool 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
4.95 out of 5 average rating, 129 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

Top guest favorite
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.
Home in Fort Myers
5 out of 5 average rating, 34 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.

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 Cape Coral
4.99 out of 5 average rating, 249 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!

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
4.94 out of 5 average rating, 157 reviews

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.

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
4.99 out of 5 average rating, 181 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!!

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
4.97 out of 5 average rating, 149 reviews

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.

Guest favorite
Home in Fort Myers
5 out of 5 average rating, 9 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

Top guest favorite
Home in Cape Coral
4.97 out of 5 average rating, 102 reviews

Winter2027•2King•3 FullBaths•Downtown•Pool•Bikes

Welcome to Coral Vibes Book this modern and spacious 4-bedroom pool home just minutes from Downtown Cape Coral! With 2 King Master Bedrooms, a modern HEATED pool (winter), & a fire pit seating area overlooking the saltwater canal! This open-concept kitchen and living room home is just a quick 25-minute drive to Ft. Myers beach & a bike ride to downtown or the Cape Coral Yacht Club Beach. Provided are 6 bikes for your use, fast WiFi, Coffee, All kitchen utensils, Beach Gear and more.

Top guest favorite
The modern ranch-style home is framed by lush greenery and manicured lawns. A light blue front door invites entry, while palm trees provide a tropical feel. The driveway leads to a garage, and sunlight filters through scattered clouds, illuminating the landscape.
Home in Cape Coral
4.95 out of 5 average rating, 146 reviews

Yacht Club Villa | Gulf Access & Heated Pool

Experience the ultimate Florida lifestyle in our stunning, modern ranch-style villa, perfectly situated in the prestigious Yacht Club Area. Completely remodeled with a "split floor plan," this 3-bedroom, 2-bathroom home offers the perfect balance of privacy and togetherness. Whether you're a boating enthusiast or a sun-seeker, this home is designed for you. The heart of the house is the spacious, open-concept living area featuring a new gourmet kitchen and a large dining space.

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
4.93 out of 5 average rating, 100 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!

Guest favorite
Home in Fort Myers
4.95 out of 5 average rating, 387 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.

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
4.97 out of 5 average rating, 308 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.

Popular amenities for McGregor rentals with a pool

When is the best time to visit McGregor?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$48,545 GYDG$59,634 GYDG$60,890 GYDG$38,710 GYDG$35,571 GYDG$32,851 GYDG$34,525 GYDG$32,433 GYDG$31,596 GYDG$32,642 GYDG$36,827 GYDG$46,452 GYD
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Quick stats about vacation rentals with a pool in McGregor

  • Total vacation rentals

    Explore 200 vacation rentals in McGregor

  • Nightly prices starting at

    McGregor vacation rentals start at G$4,185 GYD per night before taxes and fees

  • Verified guest reviews

    Over 4,000 verified reviews to help you choose

  • Family-friendly vacation rentals

    170 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 60 rentals that welcome pets

  • Rentals with dedicated workspaces

    100 properties have a dedicated workspace

  • Wi-Fi availability

    190 of McGregor vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across McGregor rentals

  • 4.8 Average rating

    McGregor stays are highly rated by guests—averaging 4.8 out of 5!

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