
Holiday 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

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.

Heated Saltwater Pool + Playset | 4 br| No stairs
One-level, no-stairs Cape Coral home built with you in mind. Private heated saltwater pool with fountains + sun bench, fenced backyard, loungers Playset, and smart TVs in every bedroom. Sleeps 10 with 4 bedrooms & 2 full baths - has crib, pool toys, games, grill, and outdoor dining -easy self check-in, lounge chairs, umbrellas, gas grill. You will be close to lots of different cuisines within 5-10mins drive, 30 mins to the Gulf Shores beaches, 30 mins to the airport. Relax. Refresh. Rewind.

Sunny Pool Beach/Island Escape in Comfy Canal Home
Escape the hustle and bustle to this luxury Cape Coral vacation rental home on a quiet street. This property boasts an open-air floorplan allowing guests to feel the Floridian flow. Enjoy the screen-in lanai and warm pool just steps away from the bright, airy interior whose renovations provide an upscale feel. Downtown Cape Coral offers numerous eating and entertainment options. And we are centrally located and minutes to numerous destination beaches (Ft Myers) and islands (Sanibel, Pine).

Blue Fish Apt 4- Downtown Blue Resort-Heated Pool
Cape Coral, Down Town area. Completely remodeled one bedroom apartment. New Heated Pool to fully enjoy the Sunshine State and escape from the cold weather. Modern design will make you feel welcomed. Quiet and secure location. Fully equipped kitchen. Laundry room. Close to Cape Coral beach and fishing pier. Downtown offers you shopping and multiple choices of restaurants. Cape Coral bridge connects with Fort Myers. Apartment is 17 miles (27 km) from RSW airport, about 30 min of driving

Waterfront Condo with Pool & Boat Slip
Your Piece of Paradise Step into Unit B, a beautifully appointed retreat offering the perfect blend of comfort and coastal charm. Located directly on the scenic Rubican Canal with direct Gulf access. • Two king bedrooms - both featuring plush king beds for ultimate comfort • Fully equipped modern kitchen - perfect for preparing seafood and family meals • Waterfront views that immerse you in tranquil canal scenery. Fish, Kayak, Swim, Boat, Vacay, enjoy it all @ Seatuit Boat & Beach Club

Seabreeze Hideaway
Located in Sun Retreats Fort Myers Beach (formerly Indian Creek), just 3 miles from Fort Myers Beach, Bunche, and Sanibel Island, and Margaritaville. The property offers amenities, including pools, pickleball, tennis, and numerous activities. It’s a great location, away from the main beach traffic but still close to shopping. The trolley also stops right at the entrance. The bungalow features a fully equipped kitchen and allows one pet up to 20 pounds. An occupant must be 35 or older.

Palm Breeze | 10 PPL | Pool | Games | Top Location
Welcome to Palm Breeze Villa, a luxury home in Fort Myers! - Pool - 15 mins to Fort Myers River District - 20 mins to Fort Myers Beach - 40 mins to Sanibel-Captiva Islands - Playground for kids - BBQ, Fire Pit & Outside furniture - 10 PPL (1 KING, 2 QUEEN, 2 Double Beds) - Washer & Dryer - Kids friendly & Travel Crib - Private Patio & Terrace - WIFI - Fully equipped kitchen - Free parking - Safe neighborhood - Self-check in - Hosts available 24/7 We would love to host you!

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.

Private Oasis with Pool, Hot Tub, & Fence
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!

Hastings Hideaway
Look no further and choose to relax in paradise! This fully renovated home includes 3 luxurious bedrooms, a heated pool and hot tub, spacious outdoor living with fire pit, layout pad, and even a gym. This house is exceptionally clean, crisp, and ready for you to enjoy. The waterfront property also has plenty of dockage for all your boating needs. Resort-style living at its finest!

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

Pool, Mini Golf & Arcade Family Fun Retreat!

Heated Pool, Gulf Access, Sleeps 6 - Villa Alysia

Riverfront Riviera Outdoor TV's/Hotub/Tanning Deck

3 bedroom,2 bath, bbq, jacuzzi

Dive into Luxury: Stunning Tropical Home & Pool

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

Paradise Found

Beach Cottage
Apartment rentals with a pool

Sunny Florida condo!

Cozy Coastal Escape. Close to FMB and Sanibel

Beachfront fully equipped apartment

South Seas Resort Beach Villa 🌴 On The Beach !

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!

Easy Breezy Too
Other holiday rentals with a pool

Amazing View of Sanibel Harbour

POOL/PingPong/Pets/Beach supplies!

Caper Beach Club Penthouse 2 - Gulf View

Heated Pool, GameRoom, EV Charger, Family Friendly

Luxe Cape Coral Escape w/ Heated Pool & Game Room

Seaside Villa Lemon Bay Perfect for families

Tropical Waterfront Retreat with Heated Pool!

Manatee Suite 2 / Funky Fish House at Cape Harbour
When is the best time to visit McGregor?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 173 | € 193 | € 198 | € 157 | € 144 | € 133 | € 140 | € 131 | € 128 | € 132 | € 149 | € 188 |
| 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 € 17 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 & 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!
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- Naples Beach
- Captiva Island
- Caspersen Beach
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- Lovers Key Beach
- Englewood Beach
- Stump Pass Beach State Park
- Clam Pass Park
- Bonita National Golf & Country Club
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- Heritage Bay Golf & Country Club
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- Edison & Ford Winter Estates
- Del Tura Golf & Country Club
- Esplanade Golf & Country Club of Naples
- Boca Grande Pass
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- Florida Gulf Coast University
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