Holiday houses in Cypress Lake

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

Very private, clean, spacious in perfect location.

Extra large 40 feet long high ceiling RV with 4 slide outs. Great location 9 miles from Fort Myers Beach & 7 miles South of Downtown. 5 grocery stores within 1 mile Walk to Suncoast Arena, Barbara B Mann theater, restaurants & FSW College Private entrance 6ft fenced Patio Beach essentials King bed Walk in shower Sofa bed in living room Large fridge 2 Smart 4K TV Full kitchen, coffee maker. Washer & dryer Dual AC, weber grill 2 Parking spots 50 amp EV outlet & charger. 12 miles to SWFL Airport

4BR Waterfront Home w/ Heated Pool + Private Dock

Waterfront Coastal Retreat | Heated Private Pool + Dock | Mins to 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

Beautifully Remodeled 2 Bedroom With Water View

Welcome to Coral Waters 2! Close to Hammond Stadium & beaches! This beautifully remodeled ground floor 2 bedroom apartment is situated perfectly for you to unwind, relax & enjoy the water view in your back yard. Take a dip in the heated pool or play a game of shuffleboard. You will love this fresh, clean, recently remodeled home with everything you need for a relaxing time in sunny Southwest Florida! Golf courses, restaurants, grocery stores, shopping & Minnesota Twins spring training close by!

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.

Waterfront,gulf access, heated pool,boatlift villa

Welcome to your perfect getaway! This beautifully maintained 3-bedroom, 2-bathroom vacation home is a true waterfront oasis located on a 200-foot-wide canal with direct Gulf access, 2 minutes to open water and 25 minutes to beaches and sanibel. Nestled in a quiet, peaceful neighborhood, you’ll enjoy the tranquility of waterfront living while being just minutes from grocery stores, convenience shops, dining, and more. Home is fully equipped and furnished , kayak , bikes, fishing poles included.

Palm Tree Paradise, Gulf Access, Pool & Spa

Location, Location Location! Quiet , 3 bed 2 Bath Home on a Canal with Private Lanai and Large Pool with a Jetted Spa! Fish from the dock, bring your own boat or rent one, or just hang out with Family and Friends. Walking distance to Popular Restaurants like Lobster Lady, Rumrunners, Fathoms and many more! Publix Grocery Store is within walking distance. Bike to Cape Harbor for concerts and dining. Open Concept Living, Dining and Family Room that all connect to Beautiful Lanai .

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.

Cottage between Sanibel and Edison / Ford Estate

This is the ultimate getaway for our guests. Yes…. you’re going to have an entire house for yourself . Feel free to enjoy 2 bedroom / 2 bathroom house with a Florida room, plus outside patio with gazebo(BBQ) and large back yard. Our newly renovated retreat is in the perfect location that is close to the beach, near all the best restaurants, and has all the amenities you will need for a breezy family vacation. Free L2 EV charging in the garage! Cleaning fee only $49.

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.

Tropical Waterside Retreat

Welcome to this artfully renovated spacious vacation home. Make it your tropical home away from home, your tropical getaway. This 3 bed 2 bath, waterfront pool home is conveniently located midway between the two bridges to Fort Myers in one of Cape Coral's most desireable boating communities. We are close to the airport and easy access to the beaches and all that downtown Cape Coral has to offer. Book your stay now and experience the ultimate tropical getaway.

SWFL: Lake McGregor Home - Entire Home! 3B/2B

Our home is in a quiet, safe neighborhood perfect for remote work, family getaways, or long-term stays in a kid-friendly environment. Spacious & Fully Equipped: 3 bedrooms • 2 bathrooms • Full kitchen • Washer/dryer • 2-car parking • WiFi • Smart TV • Beach gear available (Cable/streaming not included). Prime Location: 10 miles from Fort Myers Beach, 7 mi from Downtown, and a 7-min walk to Publix, Walmart, and restaurants. RSW Airport is a 20-min drive.