
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 190 holiday rentals in McGregor

Nightly prices starting at
McGregor holiday rentals start at €17 per night before taxes and fees

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

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

Pet-friendly holiday rentals
Find 70 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

4.9 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.

Cape Escape- Private Heated Salt Water Pool
Relax with the whole family at our peaceful place to stay. 🤩Great neighborhood and very private. Centrally located with many near by restaurants and stores. Short ride to Sanibel and Fort Myers Beaches. Many fun activities close by, water park, amusements, mini golf and movie theater. Garage is made into a game room with Ping pong, bumper pool table & bikes. Cornhole is provided to use in backyard. Beautiful private heated saltwater pool, heated to 86* year round. (no child protection screen).

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.

Casa Del Sol
Escape to paradise at Casa Del Sol. This updated home is located 14 miles from the airport in a quiet, upscale neighborhood, and is centrally located. Enjoy your days with a short drive to Sanibel, Fort Myers Beach or Lovers Key State Park. Shopping, restaurants, theaters, golf, and boating are all nearby and very abundant! Jet Blue Park and Hammond Stadium are under 10 miles. Enjoy your time relaxing at the house on the especially private lanai, with a heated plunge pool, BBQ and seating.

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

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 :)

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

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

Sunset Escape | Heated Pool | Amazing Lake Views

La Isla Bonita by Saetas Group

Sunnyside - Pool, Hot Tub& Direct access to River

Serene Modern Oasis | Private Pool in Fort Myers

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

Villa510~3 En-Suites~Gulf Access, Heated spa~pool

Tropical River Retreat
Apartment rentals with a pool

Luxury Condo by Cape Harbor and Excellent Dining!

Beachfront fully equipped apartment

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

Sunny Florida condo!

2nd Floor Beachfront Condo Sanibel Harbour

Lovers Key Resort, Fort Myers Beach - Awesome

Ft. Myers Quaint Getaway! Minutes from Beach!

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

Seaside Villa Southern Belle - Southeast Paradise

Sunny Fort Myers Home with Convenient Location

Mermaids Cove, don't miss this listing!

Trendy 3b/2b prestige location home with a pool!

Waterfront Oasis w/ Pool & Hot Tub in Cape Coral

Heated Pool | Gulf Access | Dock & Lift | Tiki Hut

Bella Vida Harbor

Riverfront Riviera Outdoor TV's/Hotub/Tanning Deck
When is the best time to visit McGregor?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €202 | €248 | €254 | €161 | €148 | €137 | €144 | €135 | €132 | €136 | €153 | €194 |
| 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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