Holiday rentals with a pool in Punta Rassa

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!

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.

Heated Pool Home Near Fort Myers Beach

Worried your rental won’t live up to the photos? At Casa Tortuga, what you see is exactly what you get — a newly renovated, modern home designed for comfort and fun. Relax in the private pool inside a screened lanai with a covered patio, ping pong table, and dining space. The fenced backyard offers a fire pit, room to unwind, and space for pets. Enjoy a stocked coffee & tea bar, Wi-Fi, and smart TVs. 4 miles from Fort Myers Beach, near Sanibel Island, and steps from Royal Scoop Ice Cream.

Candle Lake House 3BD/3BH/ Pool, Lake View.

Relax with the whole family in this peaceful home in Iona, Ft. Myers in close proximity to Sanibel, Captiva, and Ft Myer’s Beaches. On Lake Candlewood enjoy beautiful sunsets watching Seahawks dive into the lake. With a large pool, screened patio, pool table, and outside barn converted to kids playroom, come enjoy the very best Ft Myers has to offer. This 3 bedroom home features on suite bathrooms in every room, with all the comforts of home. Pack a few things and enjoy your stay!

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.

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.

2BD Half Duplex Fort Myers - Private Swimming Pool

🌅 Welcome to your perfect Fort Myers vacation rental — a stylish, sun-filled 2-bedroom duplex with a private screened-in pool! Located in a quiet, safe neighborhood just 15 minutes from Fort Myers Beach and 10 minutes to Sanibel ⛵️, this family-friendly home offers easy access to shopping (7 mins), dining, golf (10 mins), and major highways. Whether you're visiting for a weekend getaway or an extended stay, this is your ideal Southwest Florida escape. 🍍

Paradise at Hidden Palms Cove

This is a beautiful home located in a luxury townhouse community in a great location, close to Sanibel Island and within easy driving distance of Fort Myers beach. With 2 good size bedrooms and all the amenities of a home, it is ideal for families, groups of friends, couples and even furry friends. There is also a community pool for guest use and we provide beach towels, beach chairs, a beach umbrella and beach toys for lazy days on the beaches.

Sanibel Harbour Resort 437 - Stunning Views!

This corner unit has a large screened lanai and tremendous views of the bay and the Gulf of Mexico. The sunset views are to die for, and the sound of the waves crashing on the beach is simply sublime. This Fort Myers vacation rental is part of the Marriott Sanibel Harbour Resort & Spa. Amenities included are a pool, spa, and sunning beach. Purchase access to additional Marriott amenities by calling the spa directly. Smoking is not permitted

Amazing View of Sanibel Harbour

This charming 2nd-floor condo in Sanibel Harbour offers a relaxing retreat with easy parking and elevator access. Enjoy a private beach, swimming pool, and hot tub just steps from your door. Explore nearby attractions like Sanibel Island Lighthouse, J.N. “Ding” Darling Wildlife Refuge, and kayak tours. Located near the Sanibel Causeway with shops and dining, it’s the perfect base for your Sanibel getaway. Book today and start making memories!

Impulse 25 Beach Cottage

⸻ All age community! Welcome to your brand-new home in an all-age community in Sun Retreats Fort Myers Beach! Ideally located within 3 miles of Fort Myers Beach, the Sanibel Island entrance, and Bunche Beach, this beautifully upgraded 2-bedroom, 2-bathroom home offers everything you need for a perfect vacation getaway. Thoughtfully decorated and fully equipped, it’s the ideal place to relax and enjoy the Florida lifestyle.