
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.

LAST Minute! NEW Villa-Heated Saltwater Pool & Spa
Experience Cape Coral like never before all from this gorgeous 3bedroom, 3bath villa. This elegant villa boasts a vibrant interior decorated with Italian furniture and fully equipped kitchen. Begin your day with a few laps in the private pool before heading to the Yacht Club Public Beach, Sun Splash Family Waterpark or Pine Island to soak up some sun! After adventurous days, continue making memories back home with a family barbecue and a soak in the hot tub or have a movie night with loved ones!

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

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.

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.

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!

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

Heated Pool & Spa, Min to Yacht Club Downtown

Luxury Riverfront Retreat • Pool & Spa • 60ft Dock

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

19th Place Paradise

NEW Coastal, Eclectic, Pool & Bikes, Sleeps 9

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

Villa Sunset Serenade II

Riverview@EndPoint -Sunrises+Sunsets - Heat Pool
Apartment 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!

Cathy Condo

2nd Floor Beachfront Condo Sanibel Harbour

Lovers Key Beach Club Private Beach

Amazing Condo-1 mile from Bonita Beach
Other holiday rentals with a pool

Luxury Monthly Rental: 3 Bedrooms, 2 bath, sleep 6

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

Sunnyside - Pool, Hot Tub& Direct access to River

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

Casa Marina

3 BR Heated Pool House with Boat Lift

The White House

Waterfront 2BR 2BA SE Cape Coral Condo!
When is the best time to visit McGregor?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $297 SGD | $365 SGD | $373 SGD | $237 SGD | $218 SGD | $201 SGD | $212 SGD | $199 SGD | $194 SGD | $200 SGD | $226 SGD | $285 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 |
Destinations to explore
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- Rentals with a firepit McGregor
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- Family-friendly rentals McGregor
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- Rentals with beach access McGregor
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- 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
- Stump Pass Beach State Park
- Tigertail Beach
- Bonita National Golf & Country Club
- Blind Pass Beach
- Barefoot beach Bonita Springs,FL
- Florida Gulf Coast University
- Boca Grande Pass
- Clam Pass Park
- Bowman's Beach
- The Naples Pier
- Montura Ranch Estates
- Jetblue Park
- Edison & Ford Winter Estates
- Yacht Club Public Beach
- Delnor-Wiggins Pass State Park
- Barefoot Beach State Preserve
- Bunche Beach
- Coral Oaks Golf Course





