
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 $28 AUD 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 and kid-friendly amenities

Pet-friendly accommodation
Find 60 rentals that welcome pets

Rentals with dedicated workspaces
100 properties have a dedicated workspace

Wi-Fi availability
190 of McGregor holiday 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!
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.

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!

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.

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!!

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

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.

Waterfront Villa•Heated Pool•Dock•Fishing•Kayaks•
Welcome to Sprocket Boathouse, a dream waterfront escape. Beautiful views, a sparkling heated pool overlooking one of the widest canals in Cape Coral, and with western sun exposure, the house gets ☀️ all day. Don’t miss the incredible sunsets and sunrises! You won’t be disappointed. Spend hours swimming, kayaking or fish off your own private dock (kayaks & rods included.) Make sure to keep a look out for all the wildlife! You can spot iguanas, turtles & herons on the waterfront.

Cape Serenity- Luxury Waterfront Residence
This beautiful, fully equipped home is located in the lovely Orchid neighborhood. As the name suggests, serenity will wash over you as you relax and unwind in this gorgeous 3 bed, 3 bath home. Located off of the Caloosahatchee River, this is one of the select few homes in the Cape Coral/Fort Myers area that affords both privacy/luxury and direct accessibility to the gulf. Recent upgrades include a newly refinished pool deck and EV charger to enhance your experience!

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 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
House rentals with a pool

Waterfront Family Retreat/Heated Pool/kayaks&Games

Luxury Riverfront Retreat • Pool & Spa • 60ft Dock

Waterfront Cape Coral Oasis+ Heated Pool | Kayaks

Copa Cabana, House/Cabana, WiFi, close to River

19th Place Paradise

NEW Coastal, Eclectic, Pool & Bikes, Sleeps 9

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

The White House
Condo rentals with a pool

Sunny Florida condo!

Salt and Shore Townhouse. Close to FMB and Sanibel

2 Bed 2 Bath Townhouse with Loft - 6B

Beachfront fully equipped apartment

Ft Myers Beach & Lovers Key State Park- FANTASTIC!

Cathy Condo

2nd Floor Beachfront Condo Sanibel Harbour

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

VRCC Villa The Beach

Tiki, Kayaks, Heated Pool, Canals, Fishing, Fenced

Sunnyside - Pool, Hot Tub& Direct access to River

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

Gulf Access with heated pool

Coral Breeze- 4BR w Pool & Hottub

"Casa Di Sorrento"

Beautiful River Front House with Pool and Hot Tub
When is the best time to visit McGregor?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $322 AUD | $396 AUD | $404 AUD | $257 AUD | $236 AUD | $218 AUD | $229 AUD | $215 AUD | $210 AUD | $217 AUD | $244 AUD | $308 AUD |
| 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 |
Destinations to explore
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- Rentals with pools Lee County
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- Naples Beach
- Captiva Island
- Caspersen Beach
- Manasota Key Beach
- Lovers Key Beach
- Englewood Beach
- Stump Pass Beach State Park
- Bonita National Golf & Country Club
- Tigertail Beach
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- Heritage Bay Golf & Country Club
- Clam Pass Park
- Blind Pass Beach
- Florida Gulf Coast University
- Boca Grande Pass
- Bowman's Beach
- Edison & Ford Winter Estates
- Stonebridge Country Club
- Jetblue Park
- Delnor-Wiggins Pass State Park
- Esplanade Golf & Country Club of Naples
- Del Tura Golf & Country Club
- The Naples Pier
- Montura Ranch Estates





