Family-friendly holiday rentals in Punta Rassa

Lanai Pool Home w/ Spillover Spa Near Beaches

Welcome to Sunseeker, your private Florida escape designed for relaxation, sunshine, and unforgettable moments. This spacious home offers the perfect blend of comfort and coastal charm, featuring a heated saltwater pool and spillover spa inside a fully enclosed lanai—ideal for enjoying warm days, sunset cocktails, and peaceful evenings by the water. Whether you're lounging poolside, grilling on the patio, or watching local wildlife like herons and otters pass by, every moment here feels like a getaway. Inside, you’ll find inviting living spaces designed for both connection and comfort. With multiple living areas, a fully equipped kitchen, and a dedicated office space, Sunseeker is perfect for families, groups, or remote work stays. The home comfortably accommodates up to 8 guests, making it a great choice for beach vacations, winter escapes, or extended stays. One of the home’s unique touches is its seasonal fruit trees, where you may enjoy fresh oranges or mangos right from the yard—adding a true taste of Florida to your stay. Conveniently located near top Southwest Florida attractions, you’re just minutes from beaches, dining, and entertainment while still enjoying a peaceful, private setting. Quick Highlights: - Heated saltwater pool with spillover spa - Fully enclosed lanai for year-round enjoyment - Spacious home with multiple living areas - Sleeps up to 8 guests comfortably - Fully equipped kitchen for home-cooked meals - Private den/office for remote work - Outdoor grill and patio seating - Peaceful water views with local wildlife sightings - Seasonal fruit trees (oranges & mangos) - Quiet neighborhood on over half an acre - Close to beaches, dining, and local attractions Sunseeker is perfectly situated for exploring the best of the area, including nearby beaches, island getaways, and vibrant downtown experiences. Whether you're here for sun-soaked beach days, boating adventures, or relaxing poolside, this home offers the ideal home base. Things to Know: - Maximum parking for 2 vehicles - Beach gear and baby items are not guaranteed but may be available upon arrival - Furniture and décor may vary slightly from listing photos - The property is located in an area that may have ongoing construction due to recent hurricane recovery efforts - Possible impacts include noise, nearby projects, or increased traffic - Construction conditions are outside of host control and not eligible for refunds or compensation If you're looking for a relaxing Florida vacation rental with a private pool, great location, and plenty of space to unwind, Sunseeker is ready to welcome you.

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!

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!

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.

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.

Almost Sanibel, 5 min. Peace, Privacy & Nature.

Almost Sanibel is in a Peaceful/Quite neighborhood. Bunche Beach 2 miles, Sanibel Island 4 miles, Fort Myers Bch 5 miles. Home is set up as a duplex, with TWO COMPLETELY SEPERATE & PRIVATE entrances, kitchens, living rooms, bedrooms, bathrooms & laundry rooms for COMPLETE PRIVACY. It is a 2 bedroom with 2 King beds, 1 full bathroom & shower with large living room, kitchen & Lanie. Perfect for family or 2 couples! • 1/2 mile to Restaurants and Shopping • FREE High-Speed Wi-Fi and Cable-TV

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.

Waterfront Pool Home. Minutes to Sanibel & Beaches

Where prime location meets tropical paradise. Welcome to your very own lakefront, poolside oasis, less than 10 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. The perfect destination for a family or friends vacation!

Sanibel Harbour Resort 514 - Gorgeous Sunset Views

There is a little something for everyone at this world-famous resort and spa. Royal Shell Vacations guests receive complimentary access to the condominium pool, harbor beach and public restaurant. For an additional fee, guests can purchase a weekly spa facility membership which gives access to the fitness facility, sauna, steam room, indoor pool, whirlpool, tennis courts and daily fitness classes.