House holiday rentals in St. James City

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Top-rated house rentals in St. James City

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Top guest favourite
A renovated home in a vibrant shade of green features a covered porch with outdoor seating. Palm trees provide a tropical ambiance, while a gravel area surrounds the property. Large windows allow natural light to enter, creating a welcoming entrance for guests.
Home in Saint James City
4.98 out of 5 average rating, 59 reviews

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.

Guest favourite
A tranquil outdoor space features a heated saltwater pool surrounded by lush greenery. Outdoor seating is provided with bright orange cushions and a glass tabletop. Large umbrellas offer shade, while lounge chairs and a shaded seating area invite relaxation in the sun-drenched environment.
Home in Saint James City
4.9 out of 5 average rating, 10 reviews

The Sweet Escape

Welcome to a little slice of paradise… You’re on island time now. Tucked back in a quiet neighborhood, this perfect little getaway provides the ultimate relaxation. Soak up some sun and sip libations while laying out at the heated saltwater pool surrounded by lush vegetation. Enjoy all the beautiful wildlife that frequent the property. Visit the tiki bars with nightly live music, drop the boat at the nearby ramp for world class fishing and miles of pristine beaches, and catch an epic sunset.

Guest favourite
The living room features a spacious sectional sofa adorned with blue accent pillows. Natural light enters through multiple windows, enhancing the neutral tones of the walls. A modern glass table sits in front, complemented by a decorative plant and a large flat-screen TV mounted on the wall.
Home in Fort Myers
4.86 out of 5 average rating, 352 reviews

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

Top guest favourite
A spacious living area is displayed with light-colored laminate flooring and neutral-toned furnishings. Two soft blue armchairs and a matching sofa are positioned around a coffee table. A ceiling fan and wall-mounted television enhance comfort. A bar table with stools is visible in the background.
Home in Fort Myers
4.94 out of 5 average rating, 187 reviews

So Beachy! Pet friendly and free early check-in!

Welcome to SO Beachy!! This family and pet friendly 1200 sqft home has been fully renovated and beautifully decorated, featuring everything you need to relax and enjoy our location that is within 5 miles of Sanibel, Fort Myers Beach, and 1 mile from Bunche Beach! Enjoy the beautiful sunsets on the beach and stay with us knowing you have all the beach supplies and basic necessities you could need for your stay! I allow free early check-in as soon as I am finished cleaning:)

Guest favourite
The exterior of the Sea-Batical displays a single-story building with a light blue façade, complemented by palm trees and a lush green lawn. A gravel pathway leads to the front entrance, bordered by a rock formation. Surrounding views show a peaceful landscape under a blue sky.
Home in Saint James City
5 out of 5 average rating, 8 reviews

2/2 The Sea-Batical ~ Waterfront Dream Escape

Keep it simple at Sea-Batical’s waterfront 2/2 with den + a bonus flex-space garage 🌴 The Sea-Batical is beautifully designed and fully updated dream escape located in Saint James City. Surrounded by peaceful preserves and just a short drive to the local restaurants and bars. Wake up to dolphins 🐬 swimming in the backyard or eagles 🦅 flying above. Bring your boat - we’re located off the 8th Street Canal or just your suitcase because you’re sure to get a break here!

Top guest favourite
A serene waterfront scene features two small boats gliding through calm waters, surrounded by lush palm trees. Nearby structures exhibit a mix of colors, with a sailboat anchored in the background, creating a peaceful atmosphere in the canal.
Home in Hamlet
4.99 out of 5 average rating, 210 reviews

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.

Top guest favourite
Aerial view of a spacious waterfront home surrounded by lush greenery. The property features a heated pool with a spa and a tiki hut, offering an outdoor kitchen area. The home's modern architecture and large windows provide ample natural light, while the nearby dock ensures easy access to the water.
Home in Saint James City
5 out of 5 average rating, 9 reviews

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!

Top guest favourite
A serene waterfront view features private docks with blue canopies, providing shade for two green lounge chairs. A small white boat is visible, securely positioned at the dock. Lush palm trees and a clear blue sky enhance the relaxing outdoor atmosphere.
Home in Saint James City
5 out of 5 average rating, 33 reviews

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!

Top guest favourite
The pool reflects the two-story house, which features a spacious terrace above with ceiling fans and outdoor seating. White railings outline the property, and palm trees are visible nearby. The scene conveys a bright and inviting outdoor space for relaxation.
Home in Saint James City
5 out of 5 average rating, 47 reviews

Gulf getaway! Boat dock, heated saltwater pool

Welcome to @TheGulfGetaway an incredible canal-side home built to make memories. You'll enjoy the comfort of a fully equipped home and many outdoor activities. House is within walking distance from bars & restaurants and has quick access to the Gulf of Mexico & nearby islands of Sanibel, Captiva & Cayo Costa by boat. Centered in a quiet familial neighborhood, the location of the home makes it easy to get around. 1 hr from Ft Myers Airport

Guest favourite
A view from the cottage depicts a calm canal lined with boats and a private dock. A wooden deck is visible, complemented by a simple chair. Natural light enhances the vibrant setting, with greenery and a clear sky in the background.
Home in Saint James City
4.88 out of 5 average rating, 17 reviews

Cottage on Water 1 Bedroom

Take it easy at this unique and tranquil getaway. This is a 1 bedroom 1 bath cottage on the water. There is also a queen air mattress so bring your friends. Bring your boat and fishing poles and enjoy our beautiful island that is famous for its water sports. The community has its own private boat launch. Enjoy your morning coffee while watching the manatees and dolphins play in the canal.

Top guest favourite
Home in Saint James City
5 out of 5 average rating, 14 reviews

The Gecko House, St. James City 3/2 on Water!

Waterfront Escape in St. James City, Canal Home with Boat Tie-Up Welcome to your perfect waterfront getaway in the heart of St. James City! Nestled along an active canal, this charming vacation home offers direct water access with a boat tie-up, making it ideal for those looking to explore Pine Island Sound, nearby beaches, and world-class fishing right from your backyard.

Top guest favourite
A shaded seating area features a comfortable lounge chair accompanied by light drapery that softly filters sunlight. The backdrop reveals a view of palm trees and a canal, enhancing the serene outdoor environment. A ceiling fan is visible, contributing to airflow.
Home in Saint James City
5 out of 5 average rating, 18 reviews

2023 Build in Saint James City

Brand new sparkling clean 2/2 canal waterfront in desirable Cherry Estates/St. James Isles; use of boat lift included: parking space for boat and trailer, room in shed for bikes, close to restaurants, boat ramp, general store, bait/tackle shops. Local boat and golf cart rentals available; no bridges boating to Sanibel, Cayo Costa and other beaches.

Popular amenities for house rentals in St. James City

When is the best time to visit St. James City?

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Quick stats about house rentals in St. James City

  • Total holiday rentals

    Explore 160 holiday rentals in St. James City

  • Nightly prices starting at

    St. James City holiday rentals start at £44 per night before taxes and fees

  • Verified guest reviews

    Over 2,570 verified reviews to help you choose

  • Family-friendly holiday rentals

    140 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 80 rentals that welcome pets

  • Holiday rentals with a pool

    60 properties feature pools

  • Rentals with dedicated workspaces

    80 properties have a dedicated workspace

  • Wifi availability

    160 of St. James City holiday rentals include wifi 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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