Vacation rentals in Tarpon Bay

Luxury Canal villa | Heated Pool | Covered Lanai

Come stay at our 5-star waterfront property. Completed in 2023, it is a professionally interior-designed home. Relax and indulge in two luxurious bathrooms featuring breathtaking walk-in showers, complemented by a spa bathtub to delight your senses. Wake up feeling totally revitalized and relaxed in one of our three opulent king memory foam beds. Heated pool for $15 A DAY, weather permitting, pool heats to around 80-86 degrees. Private putting green on a wide freshwater canal, EV CHARGER.

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!

New Gorgeous Smart Home with Heated Pool on the Ca

Unwind in style in this spacious and modern home. Here's what awaits you: Smart Home Technology: Control lights, temperature, and even the front door with voice commands or your smartphone for a seamless experience. Heated Saltwater Pool: Take a refreshing dip in the sparkling pool, perfect for year-round enjoyment. Dedicated Workout Area: Maintain your fitness routine with a private space equipped for exercise. Freshwater Canal Views: Wake up to calming water views and the sounds of nature.

2BR Getaway by Sanibel & Fort Myers Beaches

Escape to this bright and inviting 2BR retreat, just minutes from Sanibel Island and beautiful beaches. As one half of a charming duplex, this private space features a king bedroom, queen bedroom, and pull-out couch. Enjoy high-speed Wi-Fi, smart TVs, a washer and dryer, and a private entrance. Unwind outdoors with cozy seating and plenty of parking in your own driveway. With easy access to dining, attractions, and the marina, this coastal getaway has everything you need for a memorable stay.

Sanibel Island Beachfront | Loggerhead Cay 332

Loggerhead Cay #332 is your perfect Sanibel escape — just steps from the beach, beautifully decorated, and packed with thoughtful touches. After a day of shelling, biking, or lounging by the oversized pool, come home to a spacious, serene retreat. Whether you’re exploring the nearby Lighthouse, enjoying breakfast at Lighthouse Café, or grabbing essentials from Jerry’s, everything you need is right here. ✨ Beachfront location | ☀ Oversized heated pool | 🚲 Bikes included | CoolCabanas tent

Paradise Found

Located in Sun Retreats Fort Myers Beach (formerly Indian Creek), just 3 miles from Fort Myers Beach, Bunche, and Sanibel Island, and Margaritaville. The property offers amenities, including pools, pickleball, tennis, and numerous activities. It’s a great location, away from the main beach traffic but still close to shopping, and you can bike or walk to the beach. The trolley also stops right at the entrance. The bungalow features a fully equipped kitchen. Must be 35 to book, park rules.

Waterside Cottage

Enjoy our peaceful little island paradise nestled beneath sprawling oaks and scattered palms just minutes from St James City’s restaurants and bars. Nearly 1/2 acre is yours to enjoy. Watch the manatees and dolphins swimming in the canal while you grill your catch of the day, or your fresh pick of the day from St James Fish House just down the street! Inside enjoy a fresh new contemporary and stylish cottage with everything you will need to make your stay comfortable, enjoyable and fun!

Waterfront Retreat, Sleeps 8, Resort Style Pool

🌴 In July a Lemonade – Your Perfect Island Escape in St. James City! Welcome to your perfect island escape in St. James City! This stylish waterfront home has everything you need for a relaxing and fun-filled stay. You’ll be just minutes from great local restaurants, local marinas, and right on the water for easy access to Pine Island Sound and beyond. Whether you’re boating, biking, or just lounging by the pool, this home is your ideal base for a laid-back Florida vacation.

Casa Baybreeze - Luxury on Water

Escape to paradise in this spacious 3BR/2.5BA waterfront pool home in St. James City, FL! Features include a designer kitchen w/ gas range, coffee bar, luxe appliances, pool table, heated pool & spa w/ waterfall, tiki hut w/ outdoor kitchen, and gulf-access dockage—just 5 mins to open water! Enjoy world-class fishing, tropical vibes, and walkable island dining. The master suite boasts a private terrace, bath & walk-in closet. This is Pine Island living at its finest!

Tranquility, pool, ocean access, boat lift

Mins to ocean, 2 BR + Den, 3 Baths, private pool, end of Monroe channel, boat lift for up to 21 ft, watch dolphins, fish right off the dock, kayaks, boat ride only mins from Sanibel and Fort Myers Beaches, all the amenities of home + board games, Playstation, 2 adult bikes with helmets. Unwind, enjoy the sunny outdoors with a bar and private pool deck – watch sunsets, sip cocktails, spot dolphins, fish from the docks. Come enjoy waterfront living at its finest!

Coastal Chic Island Escape

Just 150 yards from Sanibel's peaceful beach, our home offers unmatched luxury: direct beach access, a heated saltwater pool, private pickleball/tennis court, and sea-view dining. A king suite, additional king bedroom, playful bunk room, and separate apartment provide comfort for all. Perfect for those seeking a serene escape, our home is not suited for loud gatherings or parties. Please help us preserve the tranquility of this special place. 28-day minimum.

Gorgeous Sanibel Surfside Oceanfront Residence

Fantastic ocean facing residence in the exclusive development of Sanibel Surfside comprised of only 38 units. Featuring two spacious bedrooms, two upgraded bathrooms, a waterfront patio, a spacious living room and dining area, and an exquisitely equipped kitchen, this property is sure to please even the most discerning of guests. Completely redone in 2025, guests will be among the first to experience this flawlessly renovated residence!