
Holiday rentals with a pool in McGregor
Find and book unique homes with a pool on Airbnb
Quick stats about holiday rentals with a pool in McGregor

Total holiday rentals
Explore 200 holiday rentals in McGregor

Nightly prices starting at
McGregor holiday rentals start at $26 SGD per night before taxes and fees

Verified guest reviews
Over 4,000 verified reviews to help you choose

Family-friendly holiday rentals
170 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 60 rentals that welcome pets

Rentals with dedicated workspaces
100 properties have a dedicated workspace

Wifi availability
190 of McGregor holiday rentals include wifi 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!
Top-rated rentals with a pool in McGregor
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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

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.

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!

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!

La Isla Bonita by Saetas Group
Luxury Canal Retreat & Sunset Views La Isla Bonita is a private waterfront sanctuary in CC crafted for discerning guests who seek elegance, exclusivity, and unforgettable experiences. This sophisticated canal-front retreat blends refined design, luxurious comforts, premium appliances, and tranquil water views into an atmosphere of effortless indulgence. Every detail is curated to inspire relaxation, connection, and elevated coastal living in one of Southwest Florida’s most enchanting escapes.

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.

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

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!

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.

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!

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.

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.
Popular amenities for McGregor rentals with a pool
House rentals with a pool

Mini Golf • Heated Pool • Near Beach Prime

Intervillas Florida - Villa Laguna

Luxury King Bed Home w/ Pool, Hot Tub & Fire Pit

19th Place Paradise

Perfect Location! Heated Pool! It’s a vibe!

Dive into Luxury: Stunning Tropical Home & Pool

Luxury Riverfront:Pool, Tiki Bar & Outdoor Kitchen

Palaco Paradise
Apartment rentals with a pool

Sunny Florida condo!

Rare walkout condo on Sanibel beach

Beachfront fully equipped apartment

Spacious clean condo

Lovers Key Resort, Fort Myers Beach - Awesome

2nd Floor Beachfront Condo Sanibel Harbour

New Condo Minutes to Fort Myers Beach & Sanibel

Luxury Condo by Cape Harbor and Excellent Dining!
Other holiday rentals with a pool

Luxury Riverfront Retreat • Pool & Spa • 60ft Dock

Heated Pool & Spa | Canal | BBQ | Modern | Bikes |

Luxury Waterfront Escape - Private Pool & Jacuzzi

Sunnyside - Pool, Hot Tub& Direct access to River

Skyline Tides- Gulf Access- Wide Views- Heat Pool

Close to Cape Harbour western pool and dock, golf

Villa Sunset Serenade II

Bella Vida Harbor
When is the best time to visit McGregor?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $300 SGD | $368 SGD | $376 SGD | $239 SGD | $220 SGD | $203 SGD | $213 SGD | $200 SGD | $195 SGD | $202 SGD | $227 SGD | $287 SGD |
| Avg. temp | 16°C | 18°C | 19°C | 22°C | 25°C | 27°C | 27°C | 28°C | 27°C | 24°C | 21°C | 18°C |
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- Naples Beach
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- Florida Gulf Coast University
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- Bonita National Golf & Country Club
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- Edison & Ford Winter Estates
- Yacht Club Public Beach
- Bunche Beach
- Ave Maria University
- Delnor-Wiggins Pass State Park
- Coral Oaks Golf Course





