
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.

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!

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

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.

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!

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.

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
House rentals with a pool

Luxury Riverfront Retreat • Pool & Spa • 60ft Dock

Serene Modern Oasis | Private Pool in Fort Myers

Luxury Waterfront Escape - Private Pool & Jacuzzi

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

Sunnyside - Pool, Hot Tub& Direct access to River

Coastal Modern Retreat with Heated Pool and Spa

"Casa Di Sorrento"

Casa Del Sol
Condo rentals with a pool

Sunny Florida condo!

Rare walkout condo on Sanibel beach

Beachfront fully equipped apartment

Ft Myers Beach & Lovers Key State Park- FANTASTIC!

Spacious clean condo

Beachfront Escape w/ Sunset Views, Pool & Hot Tub

2nd Floor Beachfront Condo Sanibel Harbour

New Condo Minutes to Fort Myers Beach & Sanibel
Other vacation rentals with a pool

5 Star, Heated Pool, Twin Home Located D-town Cape

Skyline Tides- Gulf Access- Wide Views- Heat Pool

VRCC Villa Dolphin House

Intervillas Florida - Villa The View

19th Place Paradise

4 bedroom*Heated Pool*Boat Lift*Tiki Hut*Games&Fun

Waterfront Retreat with Heated Pool & Boat Slip

Agualinda Villa | Private Oasis w/Heated Salt Pool
When is the best time to visit McGregor?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | R 3,838 ZAR | R 4,715 ZAR | R 4,814 ZAR | R 3,061 ZAR | R 2,812 ZAR | R 2,597 ZAR | R 2,730 ZAR | R 2,564 ZAR | R 2,498 ZAR | R 2,581 ZAR | R 2,912 ZAR | R 3,673 ZAR |
| 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 |
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!
Destinations to explore
- Miami Vacation rentals
- Four Corners Vacation rentals
- Orlando Vacation rentals
- Kissimmee Vacation rentals
- Miami Beach Vacation rentals
- Tampa Vacation rentals
- Fort Lauderdale Vacation rentals
- Hollywood Vacation rentals
- Jacksonville Vacation rentals
- St. Augustine Vacation rentals
- Key West Vacation rentals
- Davenport Vacation rentals
- Waterfront rentals McGregor
- Rentals with a fireplace McGregor
- Condo rentals McGregor
- Rentals with a kayak McGregor
- Apartment rentals McGregor
- Rentals with a fire pit McGregor
- Pet-friendly rentals McGregor
- Rentals with beach access McGregor
- Rentals with outdoor seating McGregor
- Rentals with a patio McGregor
- Rentals with a washer and dryer McGregor
- Family-friendly rentals McGregor
- Rentals with lake access McGregor
- Rentals with a hot tub McGregor
- Fitness-friendly rentals McGregor
- House rentals McGregor
- Rentals with pools Lee County
- Rentals with pools Florida
- Rentals with pools United States
- Naples Beach
- Captiva Island
- Caspersen Beach
- Manasota Key Beach
- Englewood Beach
- Lovers Key Beach
- Tigertail Beach
- Florida Gulf Coast University
- Stump Pass Beach State Park
- Blind Pass Beach
- Bonita National Golf & Country Club
- Bowman's Beach
- Barefoot beach Bonita Springs,FL
- Jetblue Park
- Montura Ranch Estates
- Boca Grande Pass
- The Naples Pier
- Clam Pass Park
- Bunche Beach
- Edison & Ford Winter Estates
- Yacht Club Public Beach
- Ave Maria University
- Coral Oaks Golf Course
- Delnor-Wiggins Pass State Park





