
Waterfront vacation rentals in St. James City
Find and book unique waterfront rentals on Airbnb
Top-rated waterfront rentals in St. James City
Guests agree: these waterfront rentals are highly rated for location, cleanliness, and more.

Mojito Island Cottage
Update: In September 2022 we were affected by Hurricane Ian. We had just over 5 feet of flooding in our treasured cottage. We have worked tirelessly to put everything back together. All new tile, walls, electric, lighting, furniture, and we even improved the bathroom! Spacious tropical home with water view from our back yard lanai. Boat Dock with Cleaning Fish Station, BBQ beautiful sunsets with fish jumping in our canal. New large kitchen and one block from art galleries, restaurants and bars.

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!

Charming Waterfront Home on Main Canal
Welcome to our waterfront home with direct access to the gulf! Located in St.James City, Pine Island, this beautifully renovated home, offers a spacious open concept style with two bedroom (Bedroom 1: Queen Bed+Bedroom 2: Bunk Bed (Queen Bottom+Full Top) and two bathrooms. Den with a Queen Size pullout sofa. Sanibel and Captiva Beach are a short boat ride away, area features world class fishing. Marina located on same canal, home has boat lift and dock to tie up to. Paddle board + tandem kayak

Waterfront Hideaway
This picturesque Airbnb is a hidden gem nestled along a canal with a 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. Bring your boat and dock it on the seawall, ready to set sail whenever your heart desires. (PLEASE NOTE-boats only) Book now - your coastal paradise awaits!

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!

Island Time Private Poolside Retreat !
Welcome to Island Time! Enjoy all that Pine Island has to offer from this comfy poolside, waterfront ground level apartment with private entrance and boat dock access. Enjoy lounging at the private pool or BBQing on the patio. 15 miles of bike/walking trails are accessible from the front door, and several waterfront tiki bars and restaurants are within walking distance. Captiva, Sanibel and Fort Myers Beach are a short boat ride away. Explore Cape Coral, Fort Myers and nearby state parks.

Moon Shell Hideaway
Private entrance to your one bedroom plus den (with queen size sleeper/sofa) apartment attached to main house. Direct access to the Gulf of Mexico. Bedroom has a queen size bed and the den has a queen size sleeper/sofa. The den doubles as your kitchenette and sitting area with double sliding glass doors that open up to the shared pool and dock area. Gas grill and microwave for cooking (no stove). Boat to five restaurants. Visit the Matlacha Art Galleries. Fish off the dock. WELCOME!

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.

Matlacha Paradise! NEW Waterfront Home-Free Kayak
Matlacha is for LOVERS! Lovers of relaxation, fishing, art, friends, social scenes and enjoying Life in a beautiful location ON THE WATER! Matlacha had damage from Ian. Our new home - none. You can still walk to great restaurants, shops and the fishing bridge. Enjoy the water in Matlacha & the Barrier Islands. Use our 1 person kayak for fun or fishing from our 8'X22' FUN & SUN deck docked in the back canal with picnic table & loungers. Relax, sun, grill and fish.

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!

2 Bedroom Island Oasis Getaway
Hi to all of our past & future guests. Our home is such a great place to stay, we are just steps from the water, fishing & the beautiful sunsets. We have space for your boat or you can rent one locally. Completely remodeled home as of March 2022, there is a master bedroom and a 2nd bedroom along with a large bathroom. Guest will have access to the entire house including the lanai, patio, boat dock, boat ramp and parking.
Popular amenities for St. James City waterfront rentals
Waterfront apartment rentals

Amazing Captiva Bayside Villa

Beach Sweet @ Casa Corine FMB#23-0068

Pet-Friendly Waterfront Motel Botel

Lovers Key Beach Club Suite - Private Beach

Lover's Key at Siesta Dreams

Garden Villa

Studio#1-Back Bay Sunsets in Matlacha

Manatee Suite 2 / Funky Fish House at Cape Harbour
Waterfront house rentals

Spacious 3/2 50’ Dock-HotTub-Walk 2 restaurants

Waterfront Home w/ Pool. Minutes to Sanibel

Shell House

Boater’s Paradise-Stunning Sunsets! Games Room!

Island Fun In The Sun! Water on 2 Sides

The Hook Oar House Island Getaway! + 2 Boat Lifts

Steps to Beach Captiva Includes CLUB & Golfcart

Boater’s Paradise in Bokeelia!
Waterfront condo rentals

One bedroom condo - overlooking harbor!

Cozy Coastal Escape. Close to FMB and Sanibel

South Seas Resort Beach Villa 🌴 On The Beach !

Gulf Views & Sunsets | Estero Beach Tennis 206C

Grand Outdoor Patio-Luxury Master, Water Views

Waterfront - Bayside Villas Captiva

2nd Floor Beachfront Condo Sanibel Harbour

Modern Luxurious King Bed Suite, Waterfront, Pool
Quick stats about waterfront rentals in St. James City
Total vacation rentals
Explore 110 vacation rentals in St. James City
Nightly prices starting at
St. James City vacation rentals start at G$14,642 GYD per night before taxes and fees
Verified guest reviews
Over 2,320 verified reviews to help you choose
Family-friendly vacation rentals
90 properties offer extra space & kid-friendly amenities
Pet-friendly vacation rentals
Find 50 rentals that welcome pets
Vacation rentals with a pool
50 properties feature pools
Rentals with dedicated workspaces
50 properties have a dedicated workspace
Wi-Fi availability
110 of St. James City vacation rentals include wi-fi access
Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across St. James City rentals
4.9 Average rating
St. James City stays are highly rated by guests—averaging 4.9 out of 5!
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