
Vacation rentals with a pool in St. James City
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Top-rated rentals with a pool in St. James City
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Boater’s Paradise-Stunning Sunsets! Games Room!
Renovated lanai! This 3 bed/4 bath home is on the nicest canal with 200+ ft of frontage & gorgeous views of the canal & sunset. The pool, tiki hut & docks have full sun all day. Each bedroom has a private bath & there's a 2 pc powder room off the laundry. The primary has a king bed & walkout to pool. The 2nd bedroom has a queen bed & pool access. Bedroom 3 has a queen & private bath. Fully equipped kitchen with everything you need. And a games room! Enjoy stunning sunsets under the tiki hut.

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!

Waterfront Family Oasis • Pool • Kayaks • Arcade•
Sprocket Boathouse sits along one of Cape Coral’s widest canals and is the perfect family retreat (we are pet friendly too! 🐶 ) Spend your days lounging by the heated pool, paddling through the canals with our complimentary kayaks or fishing off your own private dock. Keep an eye out for turtles and iguanas and enjoy unforgettable sunsets right from the backyard. Fire up the BBQ with propane ready to go or head inside where you can enjoy our retro arcade games and vintage vinyl collection.

Steps to Beach Captiva Includes CLUB & Golfcart
HOST PAYS AIRBNB FEE FALL SPECIALS Golf Cart and Club amenities Included North Captiva Island Cottage! Just steps away from the Gulf's pristine shores, this cozy retreat offers a private hot tub, perfect for families and beach enthusiasts. Enjoy modern amenities, a well-stocked pantry, and a complimentary golf cart to explore the island. Pet-friendly(small fee) accessible by ferry, boat, or plane. With beach gear, access to the club pool, and unbeatable proximity to the beach STAY WITH US

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!

2 Kings, Pool, Gulf Canal, Game Room and Kayaks
Unwind Cape Coral welcomes you to sunny southwest Florida, close to magnificent beaches, fishing, shelling, Minnesota Twins Spring Training & much more. Come enjoy this new construction home with heated pool, Kayaks, heated and cooled game room (PlayStation 5), gulf access - salt water canal, 4k oled tv's & many more refreshing amenities. You will love this clean & bright home with lovely décor. Located in the highly sought after Pelican neighborhood of Southwest Cape Coral!

3/2 Heated Pool, Waterfront w/ Boat Lift!
Fresh and airy pool home on the water in St. James City! This property offers 3 bedrooms, 2 baths and a Florida room that offers ice cold a/c (heat available in the cooler months too) with a queen size swinging bed for extra sleeping! The pool is heated with amazing views overlooking the canal. Bring your boat! Room on the left side of the house for boat trailer parking. This property also includes a boat lift with an extended dock. *Pet friendly, $150 pet fee, 2 pets max.

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!

Waterfront villa w/ heated pool & lake view.
Indulge in luxury at our 3-bedroom 2- bathroom Cape Coral lakefront house. As you step into this home take in the breathtaking lake views. Meticulously maintained, the noticeable attention to detail in this home includes the finest finishes throughout. The open floor plan offers seamless integration between the living room, kitchen and master suite. Enjoy stunning lake views right inside the home from the living room, kitchen and master suite.

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

Dive into Luxury: Stunning Tropical Home & Pool
Escape to a tropical paradise in this stunning 1952 midcentury modern home, perfectly located in the heart of historical McGregor Boulevard - home to the famous palm trees planted by Thomas Edison. Indulge in delicious meals at local restaurants like McGregor Cafe and McGregor Pizza, or tee off at the nearby public golf course. And if you're looking to hit the beach or explore downtown, both are just a short drive away.
Popular amenities for St. James City rentals with a pool
House rentals with a pool

Pine Island paradise, priced right.

Pine Island Beach House! *Gulf Access, Heated Poo

My Sea Shack~ 1 minute to beach, SH Club, G-Cart

Immaculate 4BR Pool home/small dog friendly/gaming

Charlie's of Bokeelia

Villa Sunset Serenade II

The White Egret On Matlacha

* Cozy Beach Bungalow - Ocean Access *
Condo rentals with a pool

Cozy Coastal Escape. Close to FMB and Sanibel

Rare walkout condo on Sanibel beach-Fully Restored

South Seas Resort Beach Villa 🌴 On The Beach !

Gulf Views & Sunsets | Estero Beach Tennis 206C

Ft Myers Beach & Lovers Key State Park- FANTASTIC!

SuperHost Condo

Private Beach, Pool & Hot Tub Near Sanibel Island

Newly Renovated South Seas Villa with Pool
Other vacation rentals with a pool

Amazing Captiva Bayside Villa

Luxury Canalfront Pool Retreat w/ Upscale Finishes

Brandnew Villa - pool & spa at canal south facing

Dog Friendly | Pool, Kayaks, Dock, & Gulf Access

Intervillas Florida - Villa Xanadu

Cape Escape | Hot Tub | Heated Pool | Game Room

Sunshine Escape

Blue Sky - Pool, free Wi-fi, BBQ, Arcade game, BBQ
Quick stats about vacation rentals with a pool in St. James City
Total rentals
70 properties
Nightly prices starting at
ﺩ.ﺇ257 before taxes and fees
Total number of reviews
1.5K reviews
Family-friendly rentals
60 properties are a good fit for families
Pet-friendly rentals
30 properties allow pets
Rentals with dedicated workspaces
40 properties have a dedicated workspace
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