
Holiday rentals with a pool in McGregor
Find and book unique homes with a pool on Airbnb
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

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.

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.

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.

Peaceful Oasis
Enjoy the best of the Cape Coral Yacht Club neighborhood. We offer beautifully restored Terrazzo floors along with all new cabinetry, appliances and furniture. The interior of the house has been greatly improved since Hurricane Ian. The lanai, pool and waterfront offer you serene splendor and beauty that you will not want to leave. We provide the most convenient location in Cape Coral, just one mile from the downtown restaurant district.

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!

Private Apartment with sunny pool
One-bedroom plus den apartment attached to the main house with private entrance. The apartment has a small kitchenette for basic meal preparation. A large pool is right outside your door! Come relax by the pool & cool off on a hot day. The pool is for your private use. We have a gas BBQ grill located in the fenced yard for your use. Ft. Myers Beach 35 min away Sanibel Beach 45 min away Naples Beaches 60 min away

Waterfront Pool Home. Minutes to Sanibel & Beaches
Where prime location meets tropical paradise. Welcome to your very own lakefront, poolside oasis, less than 10 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. The perfect destination for a family or friends vacation!

Private Oasis with Pool & Hot Tub
Escape to your private tropical oasis in Cape Coral! This modern, pet-friendly home comfortably fits 6 with the roll-away bed and is perfect for families or groups. Enjoy a sparkling private pool, hot tub, and a fully-fenced yard. Packed with amenities like kayaks, bikes, and beach gear, you're just minutes from downtown Cape Coral and stunning beaches. Your perfect Southwest Florida adventure starts here!

Casa Capri | Heated Pool | No Service Fee
Escape to Luxury! We've got you covered - no service fees! Discover our 5-star Cape Coral retreat: high-speed WiFi, smart TVs, premium bedding, and more. Unwind in style and serenity. Your peaceful haven awaits! Nestled in the heart of Cape Coral, our meticulously designed space promises an unforgettable stay for the discerning traveler. Relax with the whole family at this peaceful place to stay.

Luxury Villa: Pool, Hot Tub And Amazing Lake View
Escape to a private waterfront paradise on the famous Eight Lakes! This luxurious home offers spectacular sunset views from your private infinity pool and hot tub. Perfect for a relaxing retreat, it features seamless indoor-outdoor living, a gourmet kitchen, and high-end amenities. Ideal for couples or small groups seeking an unforgettable getaway.
Popular amenities for McGregor rentals with a pool
House rentals with a pool

Luxury Riverfront Retreat • Pool & Spa • 60ft Dock

Waterfront Cape Coral Oasis+ Heated Pool | Kayaks

Get Outta the Cold! Huge Heated Pool (No Xtra Fee)

Intervillas Florida - Villa Laguna

Sea La Vie - Heated Pool & Gulf Access

3 bedroom,2 bath, bbq, jacuzzi

NEW Coastal, Eclectic, Pool & Bikes, Sleeps 9

Waterfront 2BR 2BA SE Cape Coral Condo!
Condo rentals with a pool

Cozy Coastal Escape. Close to FMB and Sanibel

Sunny Florida condo!

Beachfront fully equipped apartment

Gulf Water Views + 2 bikes, beach gear weekly stay

Ft Myers Beach & Lovers Key State Park- FANTASTIC!

Luxury Condo by Cape Harbor and Excellent Dining!

100+ 5 Star Reviews and Right on The Beach!

Casa Bonita - Relax @ The Beach (Newly Remodeled)
Other holiday rentals with a pool

Resort Life in Heritage Palms

AquaLux Smart Home

Pink Flamingo Pool House for 4

Heated Pool + Hot Tub |3BR | Large Pool|Sleeps 10

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

Manatee Suite 2 / Funky Fish House at Cape Harbour

Luxe Canalfront Villa with Pool & Putt-Putt

Beautifully Remodeled 2 Bedroom With Water View 1G
When is the best time to visit McGregor?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $290 AUD | $324 AUD | $331 AUD | $263 AUD | $241 AUD | $223 AUD | $234 AUD | $220 AUD | $214 AUD | $222 AUD | $250 AUD | $315 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 |
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 $28 AUD per night before taxes and fees

Verified guest reviews
Over 3,810 verified reviews to help you choose

Family-friendly holiday rentals
160 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!
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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
- Lovers Key Beach
- Englewood Beach
- Stump Pass Beach State Park
- Clam Pass Park
- Tigertail Beach
- Bonita National Golf & Country Club
- Heritage Bay Golf & Country Club
- Blind Pass Beach
- Esplanade Golf & Country Club of Naples
- Del Tura Golf & Country Club
- Edison & Ford Winter Estates
- Boca Grande Pass
- Florida Gulf Coast University
- Stonebridge Country Club
- Bunche Beach
- Delnor-Wiggins Pass State Park
- Jetblue Park
- Talis Park Golf Club
- Bowman's Beach
- Coral Oaks Golf Course




