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Vacation rentals in St. James City

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Top-rated vacation rentals in St. James City

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The view features a serene canal surrounded by lush greenery and palm trees. A small boat is visible in the distance, illuminated by a gentle glow from the moonlight reflecting off the water. Soft clouds drift across the twilight sky, adding to the peaceful ambiance.

Home in Saint James City

4.89 out of 5 average rating, 84 reviews

🌴ISLAND TIME! DOCK⚓️POOL🏊🏻‍♀️KAYAKS🛶Boat to Beach🏖 Pets

DIRECT GULF ACCESS HOME - Step back in time, recharge yourself on ISLAND TIME! Pine Island is laid back Old Florida where you can get away from it all. 4 beds, 2 full baths. Steps to dock & canal. Sandy secluded Beaches are minutes away by BOAT! Island Hopping! Don't have a boat, no worries-water taxis & rentals are plentiful on the Island. Golf cart & Electric Bikes available for extra fee. Steps to private community pool & jet tub! Manual Bikes & Kayaks included. Sit back & relax! It's time 🐠🏝️

Top guest favorite

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, 52 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.

Top guest favorite

A serene waterfront scene showcases a vibrant sunset, illuminating the sky in shades of orange and pink. Reflections are seen on the calm water, with palm trees framing the view. A paddle board rests on the grass beside a small table and chairs, inviting relaxation.

Home in Saint James City

5 out of 5 average rating, 11 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 the same canal, home has dock to tie up boat. Tandem Kayak + Paddle Board available

Top guest favorite

An aerial view reveals a spacious stilt house surrounded by lush greenery and palm trees. A private heated pool is positioned in the back, with loungers and Adirondack chairs arranged nearby on a sun-drenched patio, creating an inviting outdoor retreat.

Home in Saint James City

5 out of 5 average rating, 17 reviews

Tropical Island Paradise Awaits You

Escape to Emerald Palms on Pine Island! One acre lot offers screened lanai & sundeck overlooking a private heated pool with loungers & Adirondack chairs, all adorned by palm & coconut trees with sandy nooks. Small craft launch nearby at Tropical Point Park. A spectacular variety of plants, flowers & shell paths surround this custom built 2 story cedar siding stilt villa, with a unique rustic yet elegant aesthetic design. 4 BR 3 BA, full kitchen, coffee bar, TVs, & wifi. Island time begins here!

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.

A bright yellow exterior of the house is highlighted by a covered porch with two chairs. A large window allows natural light to brighten the entrance, while surrounding landscaping features green plants and gravel. The roof is finished in clean white for a fresh appearance.

Home in Saint James City

5 out of 5 average rating, 19 reviews

Island Retreat

Welcome to paradise in Pine Island, Florida! This stunning 3 bedroom, 2 bathroom house is the ultimate vacation rental for those seeking a tranquil and waterfront experience. Relax with the whole family at this peaceful retreat. Visit our IG page at PineIsland_Retreat for photos, information and vacation ideas. Long Stay Discounts applied for stays of 7 nights or more. Discounts vary by stay. Longer Stay, Greater Discounts! Early Bird Discounts available for 2025-2026 bookings. Book Today!

Top guest favorite

A cottage is set against a bright blue sky, surrounded by palm trees and lush greenery. Colorful decorations can be seen on the cottage's exterior, enhancing its cheerful appearance. A circular arrangement of white and blue planters frames the front area, promoting a welcoming environment.

Cottage in Saint James City

5 out of 5 average rating, 59 reviews

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!

Top guest favorite

A private pool is positioned beside a canal, framed by a white railing. Comfortable lounge chairs are arranged on the patio, overlooking calm waters reflecting a soft sunrise. Lush greenery and neighboring homes create a peaceful backdrop.

Condo in Saint James City

4.95 out of 5 average rating, 42 reviews

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.

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, 4 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 favorite

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, 24 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 favorite

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, 45 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

Top guest favorite

A tranquil waterway is depicted with a wooden dock extending into the calm water. Lush green grass runs along the edge, complemented by blooming hibiscus flowers. Nearby houses can be seen in the background, framed by palm trees under a clear blue sky.

Home in Saint James City

4.98 out of 5 average rating, 64 reviews

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.

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Popular amenities for Saint James City vacation rentals

Laptop-friendly workspace

Air conditioning

Other great vacation rentals in St. James City

Top guest favorite

The exterior of the home is presented with a spacious lawn bordered by tidy landscaping. Palm trees are seen throughout the yard, providing an inviting tropical feel. The grey exterior of the house contrasts softly with the vibrant greenery, while various decorative elements add character.

Home in Saint James City

5 out of 5 average rating, 5 reviews

Salty's Seaside Retreat

Top guest favorite

The exterior of a light blue house is shown, featuring a large garage and tropical landscaping. Decorative pots and palm trees are positioned in the front, creating a welcoming entrance. The sky is partly cloudy, suggesting a bright and open atmosphere.

Home in Saint James City

5 out of 5 average rating, 5 reviews

The Boathouse in St James City

An elevated view of a three-bedroom home showcasing a heated and chilled pool surrounded by palm trees. The open porch and balcony overlook the pool area, highlighting a spacious outdoor space with lounge chairs. The landscape features tropical foliage, contributing to a serene environment.

Home in Saint James City

5 out of 5 average rating, 15 reviews

Pool home on quiet canal. Perfect condition.

An open concept living area features a spacious couch with decorative pillows, two comfortable armchairs, and a wooden coffee table. A dining space with colorful artwork and a modern kitchen with bar seating are visible, all illuminated by natural light from large windows.

Home in Saint James City

5 out of 5 average rating, 4 reviews

Crab Cove Inn

A modern kitchen is showcased with white cabinetry and gray granite countertops. Stainless steel appliances, including an oven and microwave, are visible. Ample natural light enters through a window, complementing the open layout, which is designed for convenience and functionality.

Home in Saint James City

4.86 out of 5 average rating, 7 reviews

Waterfront Gulf-Access Getaway With Dock and Lift

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, 7 reviews

2/2 The Sea-Batical ~ Waterfront Dream Escape

A wooden dock extends over the calm water, lined with sturdy posts topped with black caps and ropes. The backdrop features a serene house with green grounds, surrounded by lush palm trees. A vibrant sunset casts warm colors across the sky.

Home in Saint James City

4.96 out of 5 average rating, 57 reviews

Island Fun In The Sun! Water on 2 Sides

An aerial view of a waterfront house is presented, showcasing a spacious gray patio leading to a boat hoist along a deep water canal. Surrounding the home are palm trees, and a screened-in pool area can be seen in the background.

Home in Saint James City

5 out of 5 average rating, 4 reviews

The Fish Shack

Quick stats about vacation rentals in St. James City

Total rentals
180 properties
Nightly prices starting at
G$14,639 GYD before taxes and fees
Total number of reviews
3.2K reviews
Family-friendly rentals
150 properties are a good fit for families
Pet-friendly rentals
80 properties allow pets
Rentals with a pool
70 properties have a pool

Frequently Asked Questions

Are there vacation rentals with a dedicated workspace in Saint James City?
Yes! Work meets play with ease at over 90 vacation rentals in Saint James City featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Saint James City?
Four-legged friends are welcome in Saint James City. Choose from more than 80 vacation rentals for guests traveling with pets.
Are there Saint James City vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 70 vacation homes with pools in Saint James City, available on Airbnb. Make a splash and soak up the sun in style!
Do apartment rentals in Saint James City have air conditioning?
Absolutely! We offer over 10 apartment rentals with air conditioning in Saint James City. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Saint James City have wifi?
Absolutely! We offer over 10 apartment rentals with wifi in Saint James City. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly house rentals in Saint James City?
Saint James City has more than 130 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Do house rentals in Saint James City have a bbq area?
Absolutely! We offer over 40 house rentals with a bbq area in Saint James City. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in house rentals in Saint James City?
Experience the best of Saint James City with our house rentals, starting at about $70 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

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