House vacation rentals in St. James City

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.

4.99 out of 5 average rating, 70 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.

LocationFamilyIndoor spaces

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.

5.0 out of 5 average rating, 17 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

FamilyValueGetting around

4.86 out of 5 average rating, 7 reviews

Dockside Oasis

Escape to paradise at this stunning dockside oasis, a spacious home nestled on a peaceful island minutes to world-class fishing. This private getaway offers the perfect blend of relaxation and adventure, featuring a salt water pool and direct access to the water, ideal for boating, fishing, or simply soaking in the serene surroundings. Whether you're lounging by the pool, exploring the canal in a kayak, or enjoying a sunset on the dock, this island haven provides an unforgettable experience.

LocationNearbyView

5.0 out of 5 average rating, 32 reviews

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.

LocationFamilyKitchen

4.87 out of 5 average rating, 15 reviews

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.

ValueLocationCleanliness

4.96 out of 5 average rating, 24 reviews

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.

FamilyLocationQuiet

5.0 out of 5 average rating, 13 reviews

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.

FamilyLocationCleanliness

A spacious outdoor area is presented, featuring a sparkling pool surrounded by lounge chairs. Lush greenery is visible, along with a shaded seating area nearby. The sunlit sky creates a vibrant atmosphere, emphasizing the serene environment of the poolside space.

4.92 out of 5 average rating, 48 reviews

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.

ValueFamilyAccuracy

5.0 out of 5 average rating, 37 reviews

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.

FamilyLocationCheckout

5.0 out of 5 average rating, 9 reviews

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.

LocationGetting aroundParking

A covered outdoor area features a thatched roof and a concrete floor leading to a waterfront. Noticeable are the boat lifts to the side, with calm waters reflecting the blue sky and clouds. Potted plants are positioned near the entrance, adding a touch of greenery.

4.9 out of 5 average rating, 40 reviews

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.

LocationFamilyBiking

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.

4.96 out of 5 average rating, 108 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.

LocationValueLong stay

Popular amenities for St. James City house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.91 out of 5 average rating, 142 reviews

A two-story beach house features a bright blue exterior and large windows, surrounded by palm trees and lush greenery. A wooden staircase leads to the entrance, with a deck visible on the upper level. The sandy area offers a welcoming beach environment.

Home in Captiva

Blue Laguna - Vacation in paradise!

LocationValueSolo travel

4.94 out of 5 average rating, 156 reviews

A serene beach scene showcases smooth, soft sands meeting the gentle waves of a turquoise ocean. A piece of driftwood rests in the foreground, complementing the clear blue sky and tranquil waters that stretch into the horizon.

Home in Captiva

Beach Getaway + Golf Cart & Club Access

LocationValueKitchen

4.99 out of 5 average rating, 264 reviews

The screened-in pool area features a serene swimming pool with shimmering water, two blue lounge chairs positioned nearby, and views of a wide canal. A thatched-roof Tiki hut can be seen across the water, surrounded by lush greenery.

Home in Pelican

LUX Villa w/ Private Salt Water Pool, Lanai, Canal

FamilyValueAmenities

An outdoor area features a sparkling pool alongside a relaxing jacuzzi, both enclosed within a screened lanai. Comfortable seating is arranged in a lounge area, and a set of wooden chairs is positioned near a small table, surrounded by lush greenery and natural light.

5.0 out of 5 average rating, 21 reviews

Salt Life Serenity

LocationFamilySleep quality

5.0 out of 5 average rating, 51 reviews

Matlacha Hideaway. Renovated in 2025. Heated pool!

ValueLocationHot tub

5.0 out of 5 average rating, 15 reviews

Fishing | Boating | Firepit | BBQ | King Beds

FamilyLocationComfort

A welcoming exterior view of the property showcases a light-colored house adorned with a vibrant fish mural. Lush greenery surrounds the yard, which features a manicured lawn and palm trees. A driveway leads towards the entrance, with glimpses of the canal visible beyond.

5.0 out of 5 average rating, 6 reviews

Paradise Point

LocationQuietBackyard

Superhost

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.

4.88 out of 5 average rating, 98 reviews

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

LocationFamilyLong stay

Weekly house rentals

5.0 out of 5 average rating, 19 reviews

Seascape Casita. Gulf Access, Kayaks and Bikes

LocationFamilyKitchen

A coastal-style house with a light blue exterior is seen from the driveway. Two garage doors are positioned beneath a covered entrance with steps leading to the front door. Palm trees and landscaping softly frame the home, complementing the inviting surroundings.

5.0 out of 5 average rating, 19 reviews

Island Getaway

FamilyLocationKitchen

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.

5.0 out of 5 average rating, 27 reviews

2023 Build in Saint James City

LocationFamilyHospitality

A waterfront home elevated on stilts is shown, featuring a light-colored exterior and solar panels on the roof. Surrounding palm trees and shrubs enhance the outdoor space. A wooden boat dock extends into the water, providing access for boating activities.

4.95 out of 5 average rating, 88 reviews

Key West Style Home w/ Hot Tub & Boat Lift

FamilyValueBathroom

4.99 out of 5 average rating, 76 reviews

Gulf Access | Waterfront Dock | Walk to Town

LocationValueComfort

4.96 out of 5 average rating, 26 reviews

Waterfront | Speakeasy | Boat Dock | Free Kayak

LocationFamilyAir conditioning

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.

4.97 out of 5 average rating, 76 reviews

Island Fun In The Sun! Water on 2 Sides

LocationFamilyLong stay

Superhost

5.0 out of 5 average rating, 4 reviews

Gulf Access Home | Private Dock | Tarpon Fishing

FamilyViewCleanliness

Private house rentals

5.0 out of 5 average rating, 9 reviews

Home in Bokeelia

Ocean View Pool Home, Private Dock Access for Boat

LocationFamilyCondition

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.

5.0 out of 5 average rating, 50 reviews

Tranquility, pool, ocean access, boat lift

ValueLocationCleanliness

5.0 out of 5 average rating, 3 reviews

No Bridges To Paradise

LocationDecorIndoor spaces

A wooden dock extends into a calm canal, framed by lush greenery and palm trees. Sunlight reflects off the water's surface, creating a serene atmosphere. The canal leads towards a residential area with additional docked boats visible in the distance.

4.92 out of 5 average rating, 38 reviews

Spring/ summer specials! Sunshine State of Mind

LocationFamilyGetting around

5.0 out of 5 average rating, 23 reviews

Island Retreat

ValueFamilyAmenities

5.0 out of 5 average rating, 3 reviews

Canal-front House with Pool and Spa

LocationFamilyAmenities

5.0 out of 5 average rating, 10 reviews

Channel Pointe | Waterfront Luxury Escape

FamilyLocationQuiet