Vacation rentals with a pool in McGregor

Find and book unique homes with a pool on Airbnb

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
4.96 out of 5 average rating, 135 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
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.
Home in Cape Coral
5 out of 5 average rating, 11 reviews

Waterfront 2BR 2BA SE Cape Coral Condo!

Wow! 🤩 Don't miss the breathtaking water front views from this meticulously maintained open concept 1st floor direct Gulf Access end unit condo. Rare find in SE Cape Coral. Enjoy a canal water view from your living room and master suite or step out the front door for a short walk or bike ride to waterfront Jaycee Park. This condo is very peaceful yet still conveniently located to downtown, shopping, restaurants, 4 miles from public beach, bridges to Fort Myers and airports. Unbeatable location!

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, 152 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, 12 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
An outdoor seating area is featured on a wooden deck, with a cozy arrangement of chairs and a table. The sky is filled with vibrant colors as the sun sets, and tall palm trees provide a tropical backdrop. The boathouse architecture showcases large windows reflecting the evening light.
Guesthouse in Fort Myers
4.96 out of 5 average rating, 26 reviews

Sleep over the water- Boathouse with Private Dock

This 1920s boathouse offers a once-in-a-lifetime stay directly over Whiskey Creek, where the gentle sound of water beneath your feet lulls you to sleep. With a private entrance, dock and waterfront views, this isn't just a room--it is an unforgettable Florida experience. This boathouse has been ungraded with all modern conveniences and is centrally located close to downtown, restaurants and shopping. Sip your morning coffee on the dock as herons and bald eagles glide across the creek.

Guest favorite
Home in Cape Coral
4.9 out of 5 average rating, 124 reviews

Cape Serenity- Luxury Waterfront Residence

This recently renovated, fully equipped home offers serenity and relaxation as you unwind in this gorgeous 3 bed, 3 bath residence. Located off the Caloosahatchee River, it is one of just a few select homes in the area that offers both privacy and luxury, along with direct accessibility to the gulf. Recent upgrades include a newly refinished pool deck, Ev charger, renovated kitchen and bathrooms and modern touches throughout to enhance your experience. Updated photos coming soon!

Guest favorite
Home in Cypress Lake
4.96 out of 5 average rating, 25 reviews

Swimsational Golf views

Recently updated heated pool home backing to a golf course with private back yard. It has a covered patio area with new furniture and outdoor grill. Both bedrooms have televisions and super comfy pillows / linens. The main area has a coffee/tea bar and island in the kitchen. The garage has a brand new washer/dryer with the latest technology. Located in a great residential neighborhood surrounded by shopping and restaurants. 20 minutes to the beaches or downtown Ft. Myers.

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
4.92 out of 5 average rating, 105 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!

Top guest favorite
Home in Fort Myers
4.95 out of 5 average rating, 392 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, 314 reviews

Dolphin beach house 2

ONE OF THE BEST WATERFRONTS IN CAPE CORAL! A short walk to the beach . 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.

Top guest favorite
A screened-in pool area presents a tranquil space for relaxation. The clear water of the pool reflects the surrounding sunlight, while comfortable seating arrangements are showcased. Lush greenery is visible in the backdrop, enhancing the serene atmosphere of the outdoor space.
Villa in Cape Coral
4.94 out of 5 average rating, 103 reviews

It's Paradise: Casa Canal Raleigh

Casa Canal Raleigh: A tranquil oasis for discerning vacationers and families who relish comfort in a premium tropical-style environment. Whether you’re an adult seeking relaxation or a family yearning for quality time, this charming retreat offers the perfect blend of serenity and style. Welcome to your own slice of paradise! Casa Canal Raleigh (Haus auf Raleigh Kanal, Maison sur Raleigh Canal, Dom na Raleigh Canal, Главная на Raleigh канал🌴

Popular amenities for McGregor rentals with a pool

When is the best time to visit McGregor?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceR 3,838 ZARR 4,715 ZARR 4,814 ZARR 3,061 ZARR 2,812 ZARR 2,597 ZARR 2,730 ZARR 2,564 ZARR 2,498 ZARR 2,581 ZARR 2,912 ZARR 3,673 ZAR
Avg. temp16°C18°C19°C22°C25°C27°C27°C28°C27°C24°C21°C18°C

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 R 331 ZAR 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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