
Vacation rentals with a pool in McGregor
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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.

Hale Kai on the Gulf Access Honolulu canal
Welcome to the Hale Kai! (home by the sea) This beautiful 3 bedroom, 2 bath home has everything you need for a relaxing Florida vacation. Private heated pool (pool is heated in the winter time only), quiet neighborhood, fully stocked kitchen, and dock overlooking the Honolulu canal with spectacular sunsets! There a boat slip for use (no lift) and direct Gulf access. Lounge and fish off the dock. Shopping centers, restaurants are within walking distance and close to bridges/access to beaches.

Boater’s Paradise-Stunning Sunsets! Games Room!
Renovated lanai! This 3 bed/4 bath home is on the nicest canal with 200+ ft of frontage & gorgeous views of the canal & sunset. The pool, tiki hut & docks have full sun all day. Each bedroom has a private bath & there's a 2 pc powder room off the laundry. The primary has a king bed & walkout to pool. The 2nd bedroom has a queen bed & pool access. Bedroom 3 has a queen & private bath. Fully equipped kitchen with everything you need. And a games room! Enjoy stunning sunsets under the tiki hut.

Snowbird Sale! HotTub+Beach Gear+5 min to Town
-5 min to Downtown Cape/10 min to Yacht Club Beach, 20 min to Causeway Beach, 25 min to Ft Myers & Sanibel Beach -Tropical fenced backyard w/ pool, hot tub, gas firepit, swing chair, hammock & Blackstone grill -Beach essentials, boogie boards, umbrellas, beach wagon, cooler & chairs -Board games, ping-pong, corn-hole, darts, 2 kayaks+life jackets -2 Beach Cruiser bikes + helmets -Relaxing enclosed covered patio + string lights, neon sign & grass wall -Canal access for kayak launch 5 min away

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.

Waterfront Retreat•Heated Pool•Dock•Kayaks•Fishing
We designed Sprocket Boathouse as our dream waterfront escape, filled with bright open spaces, thoughtful details, and everything you need (plus a few things you didn’t know you needed). From the heated pool that catches all day sun, to the retro arcade machines, vinyl records, and kayak adventures off your own private dock, every moment here feels easy and relaxed… and make sure to keep a look out for all the wildlife, you can spot iguanas, turtles & herons on the waterfront!

Blue Beach Bungalow
3 large bedrooms (3 king sized beds) with TV in everyroom, plus a full den, laundry room, HEATED pool and the house has its own beach with an in-ground fire pit that seats 12, lounge chairs, and sunset views! Walking distance to shopping centers, great restaurants, 20 minutes to RSW Airport and Fort Myers' white-sand beaches, perfect for a romantic get-away and 10 minutes from downtown Fort Myers Completely remodeled in July of 2021 with brand new appliances electronics,

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.

Luxury Cape Coral Villa with Private Heated Pool
Escape to your own private pool oasis in sunny Southwest Florida—where swaying palms, crystal-clear water, and warm coastal breezes set the stage for relaxation, family fun, and unforgettable memories. Hassle-Free Stay: NO CHECKOUT DUTIES – just enjoy your stay! IMPORTANT: Please ensure you've read and accept the house rules prior to booking. Thank you. Easy access to Fort Myers (RSW) and Punta Gorda (PGD) Airports – only 24 miles away!
Popular amenities for McGregor rentals with a pool
House rentals with a pool

Luxe Riverfront Retreat~Pool~Spa~Bar~Tropical Yard

Waterloo: River Views! Spa! Heated Pool! 2+ Kings!

Riverfront Riviera Outdoor TV's/Hotub/Tanning Deck

Sunset villa, affordable luxury in paradise!

Sunnyside - Pool, Hot Tub& Direct access to River

Surfside Elegance SW Cape Coral Luxe Vacation home

Intervillas Florida - Villa Xanadu

4 bedroom*Heated Pool*Boat Lift*Tiki Hut*Games&Fun
Condo rentals with a pool

Cozy Coastal Escape. Close to FMB and Sanibel

Rare walkout condo on Sanibel beach-Fully Restored

Beachfront fully equipped apartment

Ft Myers Beach & Lovers Key State Park- FANTASTIC!

Resort Like Condo | Salt Water Pool

Luxury Condo by Cape Harbor and Excellent Dining!

Casa Bonita - Relax @ The Beach (Newly Remodeled)

Penthouse Suite in the heart of SW Cape Coral, FL
Other vacation rentals with a pool

Coastal Cowgirl - Heated Pool

Waterfront Cape Coral Oasis+ Heated Pool | Kayaks

Resort Life in Heritage Palms

Luxury II

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

NEW Coastal, Eclectic, Pool & Bikes, Sleeps 9

Heated Pool Home Near Fort Myers Beach

5 Star Experience, Heated Pool close to Everything
When is the best time to visit McGregor?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ749 | ﺩ.ﺇ837 | ﺩ.ﺇ856 | ﺩ.ﺇ679 | ﺩ.ﺇ624 | ﺩ.ﺇ577 | ﺩ.ﺇ606 | ﺩ.ﺇ569 | ﺩ.ﺇ555 | ﺩ.ﺇ562 | ﺩ.ﺇ580 | ﺩ.ﺇ690 |
| 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 180 vacation rentals in McGregor

Nightly prices starting at
McGregor vacation rentals start at ﺩ.ﺇ73 per night before taxes and fees

Verified guest reviews
Over 3,680 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 60 rentals that welcome pets

Rentals with dedicated workspaces
90 properties have a dedicated workspace

Wi-Fi availability
180 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!
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