Vacation rentals in McGregor

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Top-rated vacation rentals in McGregor

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
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.
Home in Fort Myers
4.95 out of 5 average rating, 133 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

Top guest favorite
Home in Fort Myers
5 out of 5 average rating, 34 reviews

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.

Top guest favorite
The exterior of the home features a well-maintained façade with a combination of light brown stucco and stone accents. Lush greenery surrounds the entrance, including palm trees and flowering plants, complemented by a circular driveway and a clear blue sky overhead.
Home in Fort Myers
5 out of 5 average rating, 27 reviews

Casa Del Sol

Escape to paradise at Casa Del Sol. This updated home is located 14 miles from the airport in a quiet, upscale neighborhood, and is centrally located. Enjoy your days with a short drive to Sanibel, Fort Myers Beach or Lovers Key State Park. Shopping, restaurants, theaters, golf, and boating are all nearby and very abundant! Jet Blue Park and Hammond Stadium are under 10 miles. Enjoy your time relaxing at the house on the especially private lanai, with a heated plunge pool, BBQ and seating.

Top guest favorite
A charming lanai features a round table and two wrought-iron chairs with yellow cushions, framed by a soft glow of the setting sun. Lush greenery surrounds the outdoor space, creating a serene view of the open fields beyond.
Farm stay in Fort Myers
4.99 out of 5 average rating, 247 reviews

Private farmhouse stay at Dim Jandy Ranch.

Take it easy at this unique and tranquil getaway. A beautifully appointed bed and bath in a separate building from the house. We have goats, donkeys and chickens and a Highland cow, all super friendly. Sit and relax on your private, beautiful lanai or any of our farm tables placed around the property. Join us as we feed the animals. Or even join in one of our Goat Yoga classes! We're easily located close to I-75, airports, shopping, beaches, downtown. Perfect for couples or solo travelers.

Guest favorite
Apartment in Cypress Lake
4.89 out of 5 average rating, 139 reviews

Private & Spacious Studio in Prime Location.

The best location, period. This very quiet and private one bedroom apartment has a paved & shaded parking . To ensure a long night rest there are black out rolls on windows. Private courtyard with Gas grill & side burner. 1 block from Publix supermarket. Walk to FSW State College. Walk to Barbara B Mann theater or Suncoast Arena. 10 miles to Fort Myers Beach. 17 miles to Sanibel Island beaches. 8 miles to Downtown Fort Myers and just 15 miles to the SWF International Airport. 2 parking spaces.

Guest favorite
Cottage in Fort Myers
4.97 out of 5 average rating, 151 reviews

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.

Guest favorite
Home in Fort Myers
5 out of 5 average rating, 11 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

Top guest favorite
An outdoor seating area is featured on a wooden deck, with a cozy arrangement of chairs and a table. The sky is filled with vibrant colors as the sun sets, and tall palm trees provide a tropical backdrop. The boathouse architecture showcases large windows reflecting the evening light.
Guesthouse in Fort Myers
4.96 out of 5 average rating, 26 reviews

Sleep over the water- Boathouse with Private Dock

This 1920s boathouse offers a once-in-a-lifetime stay directly over Whiskey Creek, where the gentle sound of water beneath your feet lulls you to sleep. With a private entrance, dock and waterfront views, this isn't just a room--it is an unforgettable Florida experience. This boathouse has been ungraded with all modern conveniences and is centrally located close to downtown, restaurants and shopping. Sip your morning coffee on the dock as herons and bald eagles glide across the creek.

Top guest favorite
Home in Fort Myers
5 out of 5 average rating, 18 reviews

Palm Tree & Gulf Getaway 2 bedrooms 3 bed &Sunroom

Highly desired historical McGregor location. A peaceful and central-located home. Just a few miles from the redeveloped River District and only a short drive to the beaches that line the Gulf. You will be surrounded by lots of dining/shopping options, boat marinas, public golf courses, and entertainment options like the Broadway Palm. The Sunroom is an extra added room with Ping Pong, TV and beautiful natural light during the day. Plenty of indoor and outdoor space to enjoy.

Top guest favorite
Home in Cypress Lake
4.96 out of 5 average rating, 23 reviews

Swimsational Golf views

Recently updated heated pool home backing to a golf course with private back yard. It has a covered patio area with new furniture and outdoor grill. Both bedrooms have televisions and super comfy pillows / linens. The main area has a coffee/tea bar and island in the kitchen. The garage has a brand new washer/dryer with the latest technology. Located in a great residential neighborhood surrounded by shopping and restaurants. 20 minutes to the beaches or downtown Ft. Myers.

Guest favorite
Home in Fort Myers
4.93 out of 5 average rating, 104 reviews

Serene Pool & Spa Home near Beaches & Downtown

Where prime location meets tropical paradise. Welcome to your very own private poolside and spa oasis, 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. This remarkable space can accommodate up to 10 guests, making it the perfect destination for a family or friends vacation!

Top guest favorite
Home in Fort Myers
4.95 out of 5 average rating, 389 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.

Popular amenities for McGregor vacation rentals

When is the best time to visit McGregor?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$43,919 GYDG$53,539 GYDG$55,212 GYDG$33,253 GYDG$29,070 GYDG$28,234 GYDG$30,534 GYDG$28,861 GYDG$29,907 GYDG$28,652 GYDG$33,671 GYDG$40,991 GYD
Avg. temp16°C18°C19°C22°C25°C27°C27°C28°C27°C24°C21°C18°C

Frequently Asked Questions

  • Are there family-friendly vacation rentals in McGregor?

    McGregor has more than 200 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in condo rentals in McGregor?

    Experience the best of McGregor with our condo rentals, starting at about $60 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly vacation rentals in McGregor?

    Four-legged friends are welcome in McGregor. Choose from more than 80 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in McGregor?

    Yes! Work meets play with ease at over 120 vacation rentals in McGregor featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there McGregor vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 200 vacation homes with pools in McGregor, available on Airbnb. Make a splash and soak up the sun in style!

  • Where should I stay in McGregor?

    Make yourself at home in McGregor by choosing from our most frequently booked neighborhoods. We have over 1,140 vacation rentals in Cypress Lake, and over 2,640 vacation rentals in McGregor.

  • Do apartment rentals in McGregor have air conditioning?

    Absolutely! We offer over 30 apartment rentals with air conditioning in McGregor. Enjoy a tailored experience with all the comforts you desire.

  • Do villa rentals in McGregor have a kitchen?

    Absolutely! We offer over 10 villa rentals with a kitchen in McGregor. Enjoy a tailored experience with all the comforts you desire.

  • Do villa rentals in McGregor have wifi?

    Absolutely! We offer over 10 villa rentals with wifi in McGregor. Enjoy a tailored experience with all the comforts you desire.

  • Do villa rentals in McGregor have free parking?

    Absolutely! We offer over 10 villa rentals with free parking in McGregor. Enjoy a tailored experience with all the comforts you desire.

Quick stats about vacation rentals in McGregor

  • Total vacation rentals

    Explore 240 vacation rentals in McGregor

  • Nightly prices starting at

    McGregor vacation rentals start at G$4,183 GYD per night before taxes and fees

  • Verified guest reviews

    Over 5,510 verified reviews to help you choose

  • Family-friendly vacation rentals

    200 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 80 rentals that welcome pets

  • Vacation rentals with a pool

    200 properties feature pools

  • Rentals with dedicated workspaces

    120 properties have a dedicated workspace

  • Wi-Fi availability

    240 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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