Vacation rentals with a pool in McGregor

An outdoor heated pool is enclosed within a screened patio, featuring a spacious deck with lounge chairs. Lush greenery surrounds the area, and sunlight fills the space, creating an inviting atmosphere for relaxation. The pool's clear water reflects the bright blue sky above.

4.95 out of 5 average rating, 128 reviews

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

The screened-in pool area features a serene swimming pool with shimmering water, two blue lounge chairs positioned nearby, and views of a wide canal. A thatched-roof Tiki hut can be seen across the water, surrounded by lush greenery.

4.99 out of 5 average rating, 248 reviews

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

Are you looking to swim, relax outdoors, fish and take in beautiful sunsets on a wide gulf access canal? If so you will fall in love with this stunning newly constructed custom built home! The 2750 square foot home is bright & airy with two main bedroom on-suites & a separate family wing! The gourmet kitchen, dining room & great room open via large sliders to the lanai & pool w/ views of the canal in much desired SW Cape! Beach inspired villa! Large captains walk & Tiki! Check out our reviews!

The outdoor area showcases a large pool surrounded by stone patio flooring. Comfortable lounge chairs are positioned beside the pool. Lush greenery and palm trees frame the space, contributing to a private and tranquil setting.

4.94 out of 5 average rating, 157 reviews

Paradise on Estero Bay

Welcome to Mullock Creek a Boater's dream! Southwest views boasting breathtaking sunsets overlooking gulf access canal from your spacious backyard, just minutes away from shopping and dining at Coconut Point, and Gulf Coast Town Center. This stunning Key West Style home has been beautifully maintained and updated offering a lovely front entrance, fully equipped kitchen, spacious Living Room, dining room, Wi-Fi, private driveway with access to the open garage, fully furnished and private pool.

A well-maintained canal property is highlighted by palm trees and a spacious lanai. A 50-foot dock is visible, accommodating watercraft with a boat lift. Colorful Adirondack chairs are placed along the dock, enhancing the outdoor experience beside the tranquil water.

4.99 out of 5 average rating, 180 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, 148 reviews

A serene outdoor space features a rectangular swimming pool surrounded by a spacious patio with patterned pavers. A red umbrella provides shade over one of the lounge chairs, while lush greenery borders the area, enhancing the inviting feel of the backyard.

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.

5 out of 5 average rating, 8 reviews

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

4.97 out of 5 average rating, 101 reviews

Winter2027•2King•3 FullBaths•Downtown•Pool•Bikes

Welcome to Coral Vibes Book this modern and spacious 4-bedroom pool home just minutes from Downtown Cape Coral! With 2 King Master Bedrooms, a modern HEATED pool (winter), & a fire pit seating area overlooking the saltwater canal! This open-concept kitchen and living room home is just a quick 25-minute drive to Ft. Myers beach & a bike ride to downtown or the Cape Coral Yacht Club Beach. Provided are 6 bikes for your use, fast WiFi, Coffee, All kitchen utensils, Beach Gear and more.

A resort-style pool area is showcased with a stone patio, featuring several lounge chairs and two shaded umbrellas. Palm trees stand nearby, and a rock formation is visible within the pool's edge, complementing the serene outdoor setting.

4.92 out of 5 average rating, 123 reviews

Experience of a lifetime

Get ready for the experience of a lifetime at this hidden gem! As you walk through the front door you will begin your journey into the best vacation of a lifetime. Keep on going through the sliders & that will lead you to the incredible resort style pool that will leave you in awe!!! Here you are in the heart of it all. Shopping-dining-entertainment is all within a 5 minute drive. The beautiful beaches just 7 miles away. If you enjoy boating & relaxing this is the place for you.

4.89 out of 5 average rating, 122 reviews

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!

4.95 out of 5 average rating, 384 reviews

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.

A screened-in lanai features a tranquil heated pool with a spa, surrounded by paver stones. The sunset reflects on the water, providing a picturesque backdrop. Palms sway gently in the breeze, enhancing the serene setting suitable for relaxation and enjoyment.

4.97 out of 5 average rating, 306 reviews

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.

4.94 out of 5 average rating, 103 reviews

A screened-in pool area presents a tranquil space for relaxation. The clear water of the pool reflects the surrounding sunlight, while comfortable seating arrangements are showcased. Lush greenery is visible in the backdrop, enhancing the serene atmosphere of the outdoor space.

Villa in Cape Coral

It's Paradise: Casa Canal Raleigh

Casa Canal Raleigh: A tranquil oasis for discerning vacationers and families who relish comfort in a premium tropical-style environment. Whether you’re an adult seeking relaxation or a family yearning for quality time, this charming retreat offers the perfect blend of serenity and style. Welcome to your own slice of paradise! Casa Canal Raleigh (Haus auf Raleigh Kanal, Maison sur Raleigh Canal, Dom na Raleigh Canal, Главная на Raleigh канал🌴

Popular amenities for McGregor rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

An inviting screened-in patio features a large heated swimming pool surrounded by lounge chairs. Sculptures adorn the sides of the pool, and lush greenery is visible through the expansive windows, offering tranquil views of the outdoors and tranquil ambiance.

5 out of 5 average rating, 92 reviews

Luxury Riverfront Retreat • Pool & Spa • 60ft Dock

An aerial view of a spacious home features a heated infinitive pool and hot tub, surrounded by lounge chairs on a patio. A private dock accommodates a boat, with manicured lawns and tropical landscaping completing the outdoor setting.

4.98 out of 5 average rating, 47 reviews

Waterfront Cape Coral Oasis+ Heated Pool | Kayaks

5 out of 5 average rating, 4 reviews

Copa Cabana, House/Cabana, WiFi, close to River

5 out of 5 average rating, 4 reviews

19th Place Paradise

Aerial view of the Coastal Rose Bungalow surrounded by greenery and residential homes. The lush backyard is visible, along with the heated private pool. Nearby, the expansive waterway glistens under a clear blue sky, showcasing the scenic surroundings and coastal landscape.

5 out of 5 average rating, 64 reviews

Perfect Location! Heated Pool! It’s a vibe!

A screened lanai offers a view of the canal and surrounding greenery, with comfortable seating positioned to enjoy the waterfront. Natural light floods the space, creating a bright and airy atmosphere. The water glistens under the sun, enhancing the serene setting.

5 out of 5 average rating, 10 reviews

Waterfront 2BR 2BA SE Cape Coral Condo!

An open living area features a spacious arrangement of light-colored furniture, including a large leather sectional and armchairs. A modern fireplace and flat-screen TV are positioned on a textured feature wall. Natural light floods the space through expansive glass doors that overlook the pool area.

4.98 out of 5 average rating, 52 reviews

Villa Sunset Serenade II

4.89 out of 5 average rating, 9 reviews

"Casa Di Sorrento"

Condo rentals with a pool

The modern kitchen features stainless steel appliances, including a stove and microwave. Adjacent, a stacked washer and dryer are positioned beside a minimalist dining area. Natural light floods the space through a nearby window, highlighting the clean lines and neutral color palette.

4.83 out of 5 average rating, 127 reviews

Salt and Shore Townhouse. Close to FMB and Sanibel

A light-filled room features a spacious bed covered with a textured bedspread. Two windows with sheer curtains provide natural light, while a bedside lamp adds a gentle glow. A stylish chair and a small table complete the inviting space.

4.77 out of 5 average rating, 107 reviews

Sunny Florida condo!

4.9 out of 5 average rating, 260 reviews

A serene view of the Gulf of Mexico features soft waves lapping against a sandy shore, with clear turquoise water meeting an expansive blue sky. The adjacent image shows the condo's exterior with lush green landscaping, highlighting multiple units in a welcoming and well-maintained setting.

Condo in Sanibel

Rare walkout condo on Sanibel beach

An open living area features a dining set with six wooden chairs surrounding a round table. Natural light floods the space, highlighting the textured tile flooring. A staircase leads to a lofted area above, complemented by a wooden railing. A patterned area rug adds warmth to the scene.

4.98 out of 5 average rating, 43 reviews

2 Bed 2 Bath Townhouse with Loft - 6B

Condo in Fort Myers Beach

A panoramic view showcases a sparkling heated swimming pool surrounded by lounge chairs, with the beach and Gulf of Mexico visible in the background. Soft waves lap at the shore while sunbathers can be seen enjoying the sandy area. Lush palm trees frame the scene.

4.9 out of 5 average rating, 118 reviews

Beachfront fully equipped apartment

Condo in Fort Myers Beach

A sparkling pool features a waterfall and is surrounded by palm trees. Lounge chairs are positioned around the pool area. In the background, views of the bay are visible under a clear blue sky, creating a serene vacation atmosphere.

4.92 out of 5 average rating, 211 reviews

Ft Myers Beach & Lovers Key State Park- FANTASTIC!

A spacious living area is defined by a soft area rug and wooden flooring. Furniture includes a light blue couch, white dining chairs, and a dining table set. Natural light filters through large sliding doors leading to a balcony, with decorative artwork enhancing the walls.

4.97 out of 5 average rating, 62 reviews

Cathy Condo

A living area features a black leather sofa, accent chairs, and a flat-screen TV on a light-colored media console. Two framed botanical prints are displayed on a yellow wall, while large sliding glass doors provide sweeping views of the bay and natural light.

4.97 out of 5 average rating, 141 reviews

2nd Floor Beachfront Condo Sanibel Harbour

Other vacation rentals with a pool

5 out of 5 average rating, 12 reviews

3 bed/2 bath Saltwater Pool House Near Everything

4.93 out of 5 average rating, 57 reviews

The resort-style pool area is surrounded by lush palm trees and vibrant landscaping. Soft lighting enhances the tranquil atmosphere at night, while lounge chairs and cabanas invite relaxation. A winding stone wall borders the pool, which glows invitingly in the center of the space.

Bungalow in Paseo

Luxury Monthly Rental: 3 Bedrooms, 2 bath, sleep 6

5 out of 5 average rating, 17 reviews

Villa in Cape Coral

VRCC Villa The Beach

5 out of 5 average rating, 22 reviews

Tiki, Kayaks, Heated Pool, Canals, Fishing, Fenced

5 out of 5 average rating, 21 reviews

Riverfront Riviera Outdoor TV's/Hotub/Tanning Deck

The spacious backyard features a well-maintained lawn with lounge chairs and a patio area shaded by a large covered terrace. A private boat dock is visible along the canal, lined with palm trees and green foliage, under a partly cloudy sky.

4.89 out of 5 average rating, 28 reviews

Sunnyside - Pool, Hot Tub& Direct access to River

A serene backyard showcases a sparkling pool surrounded by light-colored pavers. Five lounge chairs with colorful striped towels are positioned poolside, inviting relaxation. Lush greenery and a wooden fence frame the area, creating a private and tranquil outdoor space.

4.95 out of 5 average rating, 20 reviews

NEW Coastal, Eclectic, Pool & Bikes, Sleeps 9

A newly built waterfront home is depicted, featuring a light blue exterior with a modern design. The front yard is landscaped with palm trees and flowering plants, while a brick pathway leads to the entrance. Two garages are visible, alongside a spacious driveway.