Vacation rentals 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.

Welcome to this huge all seasons 39ft. RV Close to everything 9.7 miles North of Fort Myers Beach and 7.6 miles South of Downtown. Close to everything. Gated private entrance Private patio with 6ft fence 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, grill. 2 Parking spots 50 amp EV outlet & charger. 12 miles to SWFL Airport Costco, Publix,WinnDixie are in 5 blocks , walk to theaters & restaurants

Waterfront Hideaway

This picturesque Airbnb is a hidden gem nestled along a canal, one minute boat ride to the Caloosahatchee River. The living room, bathed in natural light is perfect for taking in the scenic views. The spacious bedroom has a king-size bed, ensuring a night of blissful rest. The full kitchen is equipped with all modern appliances. Close to Sanibel & Fort Myers Beach. Bring your boat & dock it on the seawall, ready to set sail whenever your heart desires. Book now - your coastal paradise awaits!

King Bed + Sofabed + Patio + Wi-fi

Welcome to Havana Nights! ​Experience Cuban vibrant spirit in this modern 1BR/1BA retreat with nostalgic charm. Perfect for relaxation and cultural immersion! If you wish to book more than 27 days in a row, please contact us. -King-size memory foam bed -Sofa queen memory foam bed -Wi-Fi/ Smart TVs/ Netflix -Fully equipped chef kitchen -Combo washer-dryer -Dog friendly -Fenced patio/ BBQ/ Dominos -Beach umbrella, towels, large cooler -Private driveway, free parking -Friendly on-site host​ offeri

Garden Cottage - Tiny House

PLEASE NOTE: The cottage is separate from our house and living quarters. The bathroom is in the back of the main house, just a few steps from the cottage, private and not shared with anyone. We take special precautions to thoroughly clean and disinfect the bedroom and bathroom after each guest. You’ll love our place because of the location, the ambiance, the outdoor space, and the neighborhood. We have a dog and a cat. Our place is good for couples, solo adventurers, and business travelers.

Backpackers Delight Close to Beaches and Hospitals

Unique 17' R-pod: Budget-friendly, clean, and cozy. Memory foam queen bed, twin bed, work space option. Perfect for active adventurers on the go that just need a place to rest and prepare meals. You will feel cozy and welcome with your private outdoor space and working grill, small refrigerator and relaxing space. You'll be connected to the high speed internet, but disconnected from stress, as the beach is easy to access in 10 minutes. Enjoy nightlife downtown with a quick Uber ride.

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.

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.

Private Hot Tub | King Bed Loft | Hammock Swings

🛜500mbps+ WiFi 🏠Fully private + Private entrance 🌴Hammock Swings ☀️ Outdoor Patio 🦩Private Hot Tub 🥑Kitchenette w/ electric hot plate 😴King Size Bed Loft 📚Work Desk 📺 55 inch Smart TV + Roku ❄️ Cold A/C 🚘 1 parking space NOTE: Accessing the bed requires climbing a ladder. While sturdy and secure, it may not be suitable for guests with mobility limitations, so please consider this before booking.

Sunny Coastal Getaway w/ Heated Pool Near Beaches

Welcome to The Mermaid Lounge! Your sunny coastal getaway with a private heated pool, minutes from beautiful beaches and family-friendly dining. We’ve thought of everything — 3 coolers, 6 beach chairs, wagons, pool floats, toys, games, and baby gear so you can pack light. Enjoy mornings with coffee by the pool and evenings with bubbly while the kids play. Relax, connect, and make lasting memories!

Ocean Blue - Luxurious 4BR home w/heated pool

Skip the "same old, same old" vacation routine and dive into sunshine-infused bliss at our 4-bedroom, 3-bath Fort Myers haven. This isn't your standard close-to-the-beach rental – it's a gateway to epicurean feasts, Outside dining areas, family game nights by the fire, Peloton fitness, and endless days soaking up the Florida Vitamin D (poolside, naturally).