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

Total vacation rentals
Explore 190 vacation rentals in McGregor

Nightly prices starting at
McGregor vacation rentals start at ﺩ.ﺇ 73 per night before taxes and fees

Verified guest reviews
Over 4,160 verified reviews to help you choose

Family-friendly vacation rentals
170 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 70 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

4.9 Average rating
McGregor stays are highly rated by guests—averaging 4.9 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

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.

Luxury Riverfront Retreat • Pool & Spa • 60ft Dock
Luxurious 4BR 3.5Bath villa located in a prime location, directly on the Calosahachee River in a sought-after waterfront area near downtown. Magnificent expansive backyard with high-end amenities and direct river access ✔ 4 bedrooms ✔ Open Design Living ✔ Full Kitchen ✔ Patio (Pool and Hot tub, Bar, Dining, BBQ) ✔ Expansive Tropical Yard ✔ Indoor/Outdoor Surround Sound ✔ 7 Smart TVs ✔ High-Speed Wi-Fi ✔ Large Private pier/dock w/ boat & jet ski lift and a Tiki Hut! See more below!

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

The Island Hideaway
Lovely remodeled 3 bedroom, 2 bath home. Kitchen fully equipped, living room and gym - gorgeous views onto the river. Pool is electric heated, hot tub. Plenty of pool furniture/seating areas on the entire property. Upstairs office can be used. 100 % privacy - sun all day long. Large boat dock Lift cannot be used. Quiet location minutes away from shopping/restaurants. Entire property is fenced. Two bikes can be used. Pets allowed - non refundable fee $ 200. ASK FOR LAST MINUTE DEALS :)

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.

Central Modern Hidden Gem with pool
Location! Location! This is close distance to Deli, restaurants and supermarket . The house faces the canal with breathtaking views we have cameras facing the canal and pool area in order to protect you. This is only for 2 persons. No children or service dogs or comfort pets allowed. The price you see per night is the price including all the fees, before this you will see a price then at check out other fees were added on this listing the price you see is the real price.

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.

Sunnyside - Pool, Hot Tub& Direct access to River
Luxurious waterfront vacation home with spacious heated pool and outdoor jacuzzi under palm trees. Beautiful sunny garden on the canal with private boat dock and within a minute by boat to the Caloosahatchee River and access to the Gulf of Mexico without bridges or locks. All shopping and recreational facilities around the corner. Sunnyside is a spacious, modern building which offers generous open living, cathedral ceilings and friendly decorated rooms.

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

LUX Villa w/ Private Salt Water Pool, Lanai, Canal

Relaxing Pool Home | Bikes | Prime SE Location

Casa Del Sol

Mini Golf • Heated Pool • Near Beach Prime

5 Star Experience, Heated Pool close to Everything

Luxury Riverfront Estate & Pool

Sunny Fort Myers Home with Convenient Location

The Blue Pearl
Condo rentals with a pool

Ft. Myers Quaint Getaway! Minutes from Beach!

Beachfront fully equipped apartment

Lovers Key Resort/Ft Myers Beach/Condo/Pool/View

Sunny Florida condo!

Luxury Condo by Cape Harbor and Excellent Dining!

Amazing Condo-1 mile from Bonita Beach

View of Gulf, Steps to Beach@The Turquoise Turtle

Ft Myers Beach & Lovers Key State Park- FANTASTIC!
Other vacation rentals with a pool

Robin's Nest on a Canal with River and Gulf access

Waterfront Gulf Home with Pool and Nearby Dining!

Gather By The Sea! Close to the beach! Heated Pool

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

Intervillas Florida - Villa Laguna

Villa Sunset Serenade II

Sunrise Paradise

Ocean View Pool Home, Private Dock Access for Boat
When is the best time to visit McGregor?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 852 | ﺩ.ﺇ 1,047 | ﺩ.ﺇ 1,069 | ﺩ.ﺇ 845 | ﺩ.ﺇ 676 | ﺩ.ﺇ 679 | ﺩ.ﺇ 606 | ﺩ.ﺇ 569 | ﺩ.ﺇ 555 | ﺩ.ﺇ 573 | ﺩ.ﺇ 646 | ﺩ.ﺇ 815 |
| 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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- Ave Maria University
- Clam Pass Park
- Delnor-Wiggins Pass State Park





