Holiday rentals with a pool in McGregor

4.94 out of 5 average rating, 101 reviews

Home in Fort Myers

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

4.93 out of 5 average rating, 113 reviews

Pool & Canal Front Home (Direct Gulf Access!)

Welcome to your Canal Cottage in Cape Coral! Spacious pool home on the canal with boat dock and direct access to the gulf. Large outside pool (heating available for an extra fee) and a foosball table inside - so you can enjoy rain or shine! The home includes three queen size beds in separate bedrooms, sofa bed in the living room, two full bathrooms, washer and dryer in the garage, stainless kitchen appliances, and more. It is the perfect vacation home and only minutes away from city center!

4.97 out of 5 average rating, 123 reviews

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.

4.99 out of 5 average rating, 163 reviews

Escape to the "Oasis"!

DISCOUNTS: Weeks...1=10%, 2=15%, 3=20%, 4=25%. Welcome to the "Oasis"! Escape to the water and stay on a canal in beautiful Cape Coral! Enjoy this 3 bedroom, 2 bath home. Swim in the pool, sit on the patio, fish from the dock, sit at the tiki bar for a drink, or take a nap on the lanai to get away from it all! There is a 50 foot long dock with 30 and 50 amps, so bring your boat! The Gulf is accessible by boat and Ft Myers Beach & Sanibel/Captive Island activities and beaches nearby!!

4.97 out of 5 average rating, 131 reviews

Cottage in Fort Myers

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.

4.97 out of 5 average rating, 116 reviews

2 Kings, Pool, Gulf Canal, Game Room and Kayaks

Unwind Cape Coral welcomes you to sunny southwest Florida, close to magnificent beaches, fishing, shelling, Minnesota Twins Spring Training & much more. Come enjoy this new construction home with heated pool, Kayaks, heated and cooled game room (PlayStation 5), gulf access - salt water canal, 4k oled tv's & many more refreshing amenities. You will love this clean & bright home with lovely décor. Located in the highly sought after Pelican neighborhood of Southwest Cape Coral!

4.83 out of 5 average rating, 180 reviews

Home in Fort Myers

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,

4.98 out of 5 average rating, 106 reviews

“Red Sunset”Waterfront.Gulf Access Heated Pool.

Enjoy beautiful “Red Sunsets” as you relax in paradise. Water front views are gorgeous. Gulf access and close to downtown. Might even see a dolphin or two. Relax…you are on vacation and living your best life! This house is valued at over $900,000 It will be our forever home one day and our masterpiece. We hope you love it! Click on our picture to view our five homes in Cape Coral/Ft. Myers/Delray Beach. All beautiful & with exceptional Super-host service and care.

4.9 out of 5 average rating, 117 reviews

Cape Serenity- Luxury Waterfront Villa

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!

4.94 out of 5 average rating, 353 reviews

Home in Fort Myers

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.

4.86 out of 5 average rating, 125 reviews

Flat in Fort Myers

Studio Apartment Above Detached Garage

Relax in this cozy studio apartment, perfectly located just minutes from downtown. Situated above our detached garage, it’s a great choice for short-term guests and hurricane relief workers. The studio features a king-sized bed, private bathroom, fully equipped kitchen, and a comfortable living area. Enjoy your private deck perfect for unwinding after a long day. With a warm ambiance and peaceful surroundings, this studio will feel like your home away from home.