Holiday rentals with a pool in Fort Myers Shores

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

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!

Garden Villa

Find your quiet place in this rural retreat. Located just a short drive to all the attractions SW Florida has to offer, but just far enough to find tranquility in our Garden Villa. You’ll have your own entry a foyer and a private room with a private bath. With full access to the entire property. The property is a 5 acre Tree Farm with exotic palms from all over the world and 3 lakes for lots of nature watching. Relax by the pool, enjoy a bonfire or do some star gazing at night by lakes

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,

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.

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.

Gone Coastal!! Spa+Heated Pool Amenities Galore!

This spectacular 2358 sq. ft. Cape Coral waterfront home will exceed your expectations with its luxurious updates and abundant amenities. Located in a quiet neighborhood, but within minutes to shopping, grocery, restaurants, and beaches! Enjoy a large lanai with a heated pool and spa, outside TV and built-in grill. Includes kayaks, fishing poles, beach items, stroller, private driveway parking, Wi-Fi and printer. Gulf access with boat dock.

Dive into Luxury: Stunning Tropical Home & Pool

Escape to a tropical paradise in this stunning 1952 midcentury modern home, perfectly located in the heart of historical McGregor Boulevard - home to the famous palm trees planted by Thomas Edison. Indulge in delicious meals at local restaurants like McGregor Cafe and McGregor Pizza, or tee off at the nearby public golf course. And if you're looking to hit the beach or explore downtown, both are just a short drive away.

Waterfront "Casa del Lago" Private Pool & Hot Tub

Welcome to your dream vacation home in sunny Florida! This luxurious retreat offers a spacious 4BR/3BA Cape Coral waterfront villa for 8 with a private pool, hot tub, chef’s kitchen, free parking, pet-friendly policy, and reliable Wi‑Fi—perfect for families, couples, business travelers, and remote workers. Casa del Lago is a luxurious waterfront getaway designed for those who seek both relaxation and indulgence.

Casa Capri | Heated Pool | No Service Fee

Escape to Luxury! We've got you covered - no service fees! Discover our 5-star Cape Coral retreat: high-speed WiFi, smart TVs, premium bedding, and more. Unwind in style and serenity. Your peaceful haven awaits! Nestled in the heart of Cape Coral, our meticulously designed space promises an unforgettable stay for the discerning traveler. Relax with the whole family at this peaceful place to stay.

Lehigh Eden| Pool & Jacuzzi | Games | Pet friendly

Welcome to Lehigh Eden! -Pool -Playground for kids -BBQ, Fire pit & Outside furniture -6 PPL (1 KING, 2 QUEEN) -Private Patio & Terrace -WIFI & Dedicated workspace -Fully equipped kitchen -Free parking -Safe neighborhood -Washer & Dryer - Kids friendly & Travel Crib -Beach towels -Self-check in -Amazing guidebooks & Hosts available 24/7 Text us any questions! We would love to host you!

Waterfront Pool Home

Pool home on a Saltwater canal!! Check out this peaceful 2 bed 2 bath pool home located on a gulf access canal just around the corner from the Caloosahatchee River! Relax in the infinity pool or catch fish right from the dock!! This is the PERFECT vacation home for your stay in Fort Myers Florida! Fully Furnished New High End Upgrades HUGE infinity pool! No pets No Smoking