House vacation rentals in St. James City

Enjoy the Salt Life w/Gulf Access Dock＋Kayak＋Bike

The "Pinfish", Gulf Access Island Home w/ Boat Dock. Located in the BEST area of Saint James City! Only a few minutes to open water. Perfect for those who want a relaxing stay and boaters with easy & quick access to fishing, shelling, or beaching. A Floating Dock for the included Kayaks & Paddleboards. This Renovated upgraded 2/1, sleeps 5, has everything you need. Fish from the dock, say hi to the Manatees that visit, bike/walk to the amazing local restaurants. Experience true Old Florida.

Location · Family · Outdoor spaces

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

Family · Value · Nearby

Island Paradise Awaits You

Discover Emerald Palms, a one-of-a-kind tropical retreat on historic Pine Island. Surrounded by lush gardens, seashell walking paths, and a sparkling private pool, this hidden gem feels like your very own island within the island. This custom cedar stilt home is thoughtfully decorated to evoke the timeless spirit of Ernest Hemingway’s island hideaways, offering a cozy, nostalgic ambiance with all the conveniences you need for a relaxing stay. More than a vacation home — it’s an experience.

Location · Family · Indoor spaces

Waterfront 2br-2ba Getaway With Dock and Lift

Enjoy a peaceful stay at this 2-bedroom house in Saint James City. The cozy bedrooms feature 2 queen beds, perfect for a good night's sleep. RV & Trailer parking. With amenities like a washing machine&dryer, WiFi, and AC, guests can relax and unwind. Bring your boat, or enjoy dock in Saint James City. Bring your boat and fishing rods. Snook, Redfish, Snapper and Tarpon off our dock. Manatees and dolphins occasionally.Boat dock and included. Also there is a wheelchair elevator lift.

Location · Value · Parking

Paradise on the Water!

Welcome to your perfect island getaway in beautiful St. James City, located on the southern tip of Pine Island, Florida. This inviting 2-bdrm , 2- bath offers everything for a relaxing and memorable vacation-including a private pool, direct access to the Gulf of Mexico and a fully equipped kitchen. The home is located close to charming waterfront restaurants, tiki bars, local shops, grocery stores, and outdoor activities. Saint James is close to Matlacha, Sanibel and Captiva Islands.

Family · Location · Parking

Relaxing Paradise

Escape to peaceful St. James City in southwest Florida! This open-concept home sits on the quiet Henley Canal with direct Gulf access. Watch dolphins and manatees over morning coffee, then hop on your boat, Sanibel, Captiva, and Fort Myers Beach are just minutes away. Enjoy a private pool, private putting green, fire table, and outdoor seating. With a large living space, full kitchen, and walkable bars and restaurants, this getaway is perfect for fishing, relaxing, or exploring.

Family · Location · Comfort

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.

Location · Value · Pool

​Boater’s Paradise: No-Bridge Gulf Access & Pool

⚓ Direct Gulf Access (No Bridges): Cruise to open water! 🏊‍♂️ FREE Heated Pool: Waterfront views, zero daily heating fees. 🛏️ Group Oasis: 4BR | 3BA | 7 Beds (Sleeps 13 comfortably). 🎣 Outdoor Living: Fish from your dock, BBQ & spectacular sunsets! 🐾 Pets Welcome & Fast Wi-Fi! 🚙 Massive Parking: Room for boat trailers! 📍 Location: Heart of Matlacha, minutes to Cape Coral. ⚡ Prime season dates book fast. Lock in your direct water access and reserve your dates today.

Family · Location · Pool

Charming 2-BR Home w/ AC, Dock & Peaceful.

Discover this charming 2-bedroom waterfront home in peaceful Saint James City. Each bedroom features a comfortable queen bed, plus a cozy living room with a sofa bed for extra guests. With 2 full bathrooms, everyone enjoys space and privacy. The home offers air conditioning and heating for year-round comfort. Relax indoors, unwind by the water, or plan your next island adventure from this inviting home away from home. We’re always happy to share local recommendations.

Location · Nearby · Hospitality

Fisherman's island paradise - Southwest Florida

Looking for peace and tranquility? Come visit and get to know Saint James City, FL. Beautiful sunset views right from the dock. Small town feel, where island time starts the minute you cross into the island. Bring your fishing rod and your boat or fish right from the dock. Don't care for fishing, then enjoy one of several local restaurants, where music, great food and drinks are plentiful. Or just relax under the tiki with a good book and a view of the water.

Family · Location · Cleanliness

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.

Location · Family · Checkout

Pine Island canal home with boat access to Gulf.

Enjoy your morning coffee with spectacular sunrises looking down the canal. Typical Florida landscaping with palm trees, hibiscus, mango, avocado, orange, lime, lots of banana trees. Screened in Heated Pool and attached Spa. Private Dock with 7000 lb. boat lift. Direct access to Gulf of Mexico. Large kitchen, Enclosed patio with dining , 3 bedrooms 3 1/2 baths. large driveway with plenty of parking for cars, trailers.

Location · Value · Cleanliness